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Keywords = crude total alkaloids extract

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25 pages, 1560 KiB  
Article
Phytochemical Screening and Biological Activities of Lippia multiflora Moldenke
by Dorcas Tlhapi, Ntsoaki Malebo, Idah Tichaidza Manduna, Monizi Mawunu and Ramakwala Christinah Chokwe
Molecules 2025, 30(13), 2882; https://doi.org/10.3390/molecules30132882 - 7 Jul 2025
Viewed by 414
Abstract
Lippia multiflora Moldenke is widely used in Angola, on the African continent, and beyond for the treatment of many health conditions such as hypertension, enteritis, colds, gastrointestinal disturbances, stomachaches, jaundice, coughs, fevers, nausea, bronchial inflammation, conjunctivitis, malaria, and venereal diseases. However, there is [...] Read more.
Lippia multiflora Moldenke is widely used in Angola, on the African continent, and beyond for the treatment of many health conditions such as hypertension, enteritis, colds, gastrointestinal disturbances, stomachaches, jaundice, coughs, fevers, nausea, bronchial inflammation, conjunctivitis, malaria, and venereal diseases. However, there is limited literature about the active compounds linked with the reported biological activities. This study aims to assess the chemical profiles, antioxidant properties, and the cytotoxicity effects of the roots, stem bark, and leaves of L. multiflora. Chemical characterization of the crude extracts was assessed through quantification of total phenolic and flavonoid contents followed by Q exactive plus orbitrap™ ultra-high-performance liquid chromatography-mass spectrometer (UHPLC-MS) screening. The correlation between the extracts and the correlation between the compounds were studied using the multivariate analysis. Principal component analysis (PCA) loading scores and principal component analysis (PCA) biplots and correlation plots were used to connect specific compounds with observed biological activities. The antioxidant activities of the crude extracts were carried out in vitro using DPPH (2,2-diphenyl-1-picrylhydrazyl) free radical scavenging and reducing power assays, while the in vitro toxicology of the crude extracts was evaluated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. A total of twenty constituents were characterized and identified using the UHPLC–Q/Orbitrap/MS. The methanol leaf extract showed the highest antioxidant activity in the DPPH free radical scavenging activity (IC50 = 0.559 ± 0.269 μg/mL); however, the stem bark extract had the highest reducing power (IC0.5 = 0.029 ± 0.026 μg/mL). High phenolic and flavonoid content was found in the dichloromethane leaf extract (32.100 ± 1.780 mg GAE/g) and stem bark extract (624.153 ± 29.442 mg QE/g), respectively. The results show the stem bark, methanol leaf, and dichloromethane leaf extracts were well-tolerated by the Vero cell line at concentrations up to 50 µg/mL. However, at 100 µg/mL onward, some toxicity was observed in the root, methanol leaf, and dichloromethane leaf extracts. The UHPLC–Q/Orbitrap/MS profiles showed the presence of terpenoids (n = 5), flavonoids (n = 5), phenols (n = 4), alkaloids (n = 3), coumarins (n = 1), fatty acids (n = 1), and organic acids (n = 1). According to several studies, these secondary metabolites have been reported and proven to be the most abundant for antioxidant potential. The identified flavonoids (catechin, quercitrin, and (−)-epigallocatechin) and phenolic compound (6-gingerol) can significantly contribute to the antioxidant properties of different plant parts of L. multiflora. The research findings obtained in this study provide a complete phytochemical profile of various parts of L. multiflora that are responsible for the antioxidant activity using UHPLC–Q/Orbitrap/MS analysis. Furthermore, the results obtained in this study contribute to the scientific information or data on the therapeutic properties of Lippia multiflora and provide a basis for further assessment of its potential as a natural remedy. Full article
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26 pages, 2898 KiB  
Article
Phytochemical Characterization, Bioactivities, and Nanoparticle-Based Topical Gel Formulation Development from Four Mitragyna speciosa Varieties
by Pimporn Anantaworasakul, Weeraya Preedalikit, Phunsuk Anantaworasakul, Sudarshan Singh, Aekkhaluck Intharuksa, Warunya Arunotayanun, Mingkwan Na Takuathung, Songwut Yotsawimonwat and Chuda Chittasupho
Gels 2025, 11(7), 494; https://doi.org/10.3390/gels11070494 - 26 Jun 2025
Viewed by 476
Abstract
Mitragyna speciosa (kratom) is a traditional medicinal plant rich in bioactive alkaloids and phenolics, known for their antioxidant and anti-aging properties. This study aimed to develop nanoparticle-based topical gels from ethanolic extracts of four kratom varieties, including Kan Daeng (KD), Hang Kang (HK), [...] Read more.
Mitragyna speciosa (kratom) is a traditional medicinal plant rich in bioactive alkaloids and phenolics, known for their antioxidant and anti-aging properties. This study aimed to develop nanoparticle-based topical gels from ethanolic extracts of four kratom varieties, including Kan Daeng (KD), Hang Kang (HK), Tai Bai-yao (KY), and Kan Keaw (KG). Kratom NPs were prepared using a solvent displacement method. The resulting nanoparticles (NPs) exhibited sizes of 201.9–256.2 nm, polydispersity indices (PDI) below 0.3, and a zeta potential between −22.6 and −29.6 mV. The phytochemical analysis revealed that KG and KY extracts contained the highest total phenolic content (TPC) and total flavonoid content (TFC), which were mostly retained after NP formulation. The HPLC analysis confirmed HK as the richest source of mitragynine (9.97 ± 0.10% w/w), while NP formulations displayed slightly reduced levels. Antioxidant activities assessed by DPPH, ABTS, and FRAP assays revealed enhanced radical scavenging in nanoparticle formulations, with IC50 values ranging from 151.23 to 199.87 µg/mL (DPPH) and 207.37 to 272.83 µg/mL (ABTS). All formulations exhibited a significant inhibition of collagenase (80.56 ± 1.60 to 97.23 ± 0.29%), elastase (45.46 ± 6.53 to 52.19 ± 1.20%), and hyaluronidase (83.23 ± 2.34 to 91.67 ± 3.56%), with nanoparticle forms showing superior enzyme inhibition. Notably, nanoparticle formulations exhibited superior inhibitory effects compared to crude extracts. HaCaT cytotoxicity tests confirmed high biocompatibility (IC50 > 700 µg/mL), especially for KD and KG NPs. The NP-loaded gels demonstrated acceptable physicochemical stability after heating/cooling cycle testing, with pH (7.27 to 7.88), viscosity (10.719 to 12.602 Pa·s), and favorable visual and textural properties. In summary, KG and KY cultivars emerged as the most promising cosmeceutical candidates due to their superior phytochemical content, antioxidant capacity, enzyme-inhibitory activities, and formulation performance. These findings support the potential use of KG NP and KY NP-loaded gels as multifunctional cosmeceutical agents for antioxidant protection, anti-aging, and skin rejuvenation. Full article
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23 pages, 44785 KiB  
Article
Total Alkaloid Extract of Nelumbinis Plumula Promoted Sleep in PCPA-Induced Insomnia Rats by Affecting Neurotransmitters and Their Receptor Activities
by Wenjun Wei, Dongge Wang, Hangying Li, Hongyu Tian, Zhilei Wang and Suxiang Feng
Int. J. Mol. Sci. 2025, 26(8), 3684; https://doi.org/10.3390/ijms26083684 - 13 Apr 2025
Viewed by 654
Abstract
Insomnia seriously affects people’s health and daily life. There is a growing interest in sleep-promoting agents from natural sources. Nelumbinis Plumula (NP), a traditional Chinese medicine with dual food-medicine homology, has the effects of clearing the heart and calming the mind, showing promising [...] Read more.
Insomnia seriously affects people’s health and daily life. There is a growing interest in sleep-promoting agents from natural sources. Nelumbinis Plumula (NP), a traditional Chinese medicine with dual food-medicine homology, has the effects of clearing the heart and calming the mind, showing promising efficacy in treating insomnia. In this study, the effects of NP extract, total alkaloid extract of NP, and crude polysaccharide of NP were measured in para-chlorophenylalanine-induced insomnia rats combined with the pentobarbital sodium experiment. The results indicated both total alkaloid extract and NP total extract could improve insomnia in rats, with the total alkaloid extract demonstrating a stronger effect than NP total extract. Total alkaloid extract significantly prolonged sleep duration and shortened sleep latency. Therefore, total alkaloids in NP appeared to be the main pharmacological substances that exerted sedative effect. Simultaneously, total alkaloid extract could increase the GABA level and reduce the DA level as well as affect the activities of GABRA1, DRD2, 5-HT1A, and AChE proteins. This study can lay an experimental foundation for the further development and application of NP as a remedy for treating insomnia. Full article
(This article belongs to the Special Issue Molecular Research and Potential Effects of Medicinal Plants)
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13 pages, 2034 KiB  
Article
Purification and Oxidative Scavenging of Total Alkaloids of Piperis longi fructus Based on Adsorption Kinetics and Thermodynamic Theory
by Lirong Lu, Dezhi Shi, Nuo Chen, Chengchao Wu, Hang Zhang, Shaohui Zhong, Jing Ji, Yunfeng Zheng, Jianming Cheng, Shiwen Huang and Taoshi Liu
Molecules 2025, 30(7), 1476; https://doi.org/10.3390/molecules30071476 - 26 Mar 2025
Cited by 1 | Viewed by 375
Abstract
An effective method for purifying the total alkaloid components from Piperis longi fructus extract was developed in this study. The adsorption/desorption processes of the total alkaloid components from Piperis longi fructus were established by resin model screening, adsorption kinetics, and adsorption thermodynamics tests. [...] Read more.
An effective method for purifying the total alkaloid components from Piperis longi fructus extract was developed in this study. The adsorption/desorption processes of the total alkaloid components from Piperis longi fructus were established by resin model screening, adsorption kinetics, and adsorption thermodynamics tests. Moreover, the purified powders were analyzed with UPLC-Q-ZENO-TOF-MS/MS and then their antioxidant activity was tested. The Langmuir equation provided a good fit with the experimental results. The thermodynamic study provides a satisfactory fit for the isotherm data, indicating that the adsorption process is characterized by spontaneity (ΔG° < 0), exothermicity (ΔH° < 0), and an increase in entropy (ΔS° < 0). Furthermore, the kinetic adsorption behavior on D101 resin was effectively modeled by pseudo-second-order kinetics. According to this mechanism, we selected the best adsorption parameters and optimized the on-column elution process to effectively enrich the total alkaloid components. The optimal process was as follows: D101 macroporous resin was added to an alcohol solution (crude drug concentration of 2 g/mL) and then concentrated under a vacuum at 45~55 °C (<−0.08~−0.10 MPa) until alcohol-free. Subsequently, the resin was loaded into the column and eluted with 70% ethanol at a flow rate of 2 BV/h for 10 BV to achieve desorption. The present study provides a more efficient method for the enrichment of the total alkaloidal components of Piperis longi fructus, which will lay the foundation for applications in food additives or functional foods in the future. Full article
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30 pages, 6137 KiB  
Article
Comprehensive Metabolomics Profiling and Bioactivity Study of Lycium shawii (Awsaj) Extracts with Particular Emphasis on Potential Anti-Malarial Properties
by Ruba Al-Nemi, Mutaz Akkawi, Khalid Sawalha, Siska Andrina Kusumastuti, Nuralih, Susi Kusumaningrum, Tia Okselni, Vania Chlarisa Situmorang, Abdi Wira Septama, Mariusz Jaremko and Abdul-Hamid Emwas
Metabolites 2025, 15(2), 84; https://doi.org/10.3390/metabo15020084 - 1 Feb 2025
Viewed by 2063
Abstract
Background/Objectives: Although malaria is one of the oldest known human diseases, it continues to be a major global health challenge. According to UNICEF, the global malaria mortality rate exceeded 600,000 annually in 2022, which includes more than 1000 children dying each day. This [...] Read more.
Background/Objectives: Although malaria is one of the oldest known human diseases, it continues to be a major global health challenge. According to UNICEF, the global malaria mortality rate exceeded 600,000 annually in 2022, which includes more than 1000 children dying each day. This study aimed to investigate the comprehensive chemical profile and biological activities, particularly the antimalarial activity, of Lycium shawii (Awsaj), a shrub traditionally used in the Arabian Peninsula, Middle East, India, and Africa to treat a myriad of ailments. Methods: Crude extracts of L. shawii were prepared using water, ethanol, methanol, and acetone. Nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS) were utilized to perform untargeted metabolomics to maximize metabolite detection and tentatively identify bioactive phytochemicals. The total phenolic content (TPC) was measured for each extract, and bioassays were conducted to evaluate their antimalarial, antibacterial, and anti-inflammatory activities, particularly those of the water extract, which is the traditional method of consumption in Arabian folk medicine. Results: A total of 148 metabolites were detected, 45 of which were classified as phytochemicals. The bioassays revealed that the water extract that is traditionally used showed promising antimalarial potential by significantly inhibiting β-hematin formation in vitro at 1 mg/mL (with an absorbance of 0.140 ± 0.027). This is likely due to the rich presence of quinoline in the aqueous extract among several other bioactive phytochemicals, such as phenylpropanoids, alkaloids, flavonoids, and benzenoids. However, their anti-inflammatory and antibacterial activities were found to be weak, with only a minor inhibition of nitric oxide (NO) production in LPS-induced RAW 264.7 cells at a concentration of 500 µg/mL and weak antibacterial effects against pathogens like P. aeruginosa, MRSA, A. baumannii, and K. pneumoniae with an MIC of 500 μg/mL. The results also revealed that the methanolic extract had the highest TPC at 26.265 ± 0.005 mg GAE/g. Conclusions: The findings support the traditional medicinal use of L. shawii and highlight its potential as a source of novel therapeutic compounds, particularly for treating malaria. This study encourages further research to isolate and develop effective plant-based anti-malarial agents. Full article
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23 pages, 683 KiB  
Article
Chemical Characterization and Antimicrobial Activity of Green Propolis from the Brazilian Caatinga Biome
by Jennyfer A. Aldana-Mejía, Victor Pena Ribeiro, Kumar Katragunta, Bharathi Avula, Kiran Kumar Tatapudi, Jairo Kenupp Bastos, Ikhlas A. Khan, Kumudini Meepagala and Samir A. Ross
Plants 2024, 13(24), 3576; https://doi.org/10.3390/plants13243576 - 21 Dec 2024
Cited by 4 | Viewed by 1157
Abstract
Green propolis, particularly from the unique flora of the Brazilian Caatinga biome, has gained significant interest due to its diverse chemical composition and biological activities. This study focuses on the chemical characterization and antimicrobial evaluation of Caatinga green propolis. Twelve compounds were isolated [...] Read more.
Green propolis, particularly from the unique flora of the Brazilian Caatinga biome, has gained significant interest due to its diverse chemical composition and biological activities. This study focuses on the chemical characterization and antimicrobial evaluation of Caatinga green propolis. Twelve compounds were isolated through different chromatographic techniques, including flavanones (naringenin, 7-O-methyleriodictyol, sakuranetin), flavones (hispidulin, cirsimaritin), flavonols (quercetin, quercetin-3-methyl ether, kaempferol, 6-methoxykaempferol, viscosine, penduletin), and one chalcone (kukulkanin B). Using liquid chromatography–quadrupole time-of-flight tandem mass spectrometry (LC-QToF-MS), a total of 55 compounds excluding reference standards were tentatively identified, which include flavonoids, phenolic acids derivatives, and alkaloids, with flavonols, flavanones, and flavones being predominant. Antimicrobial testing against pathogens revealed that the crude extract exhibited low inhibitory activity, against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus faecium (VRE) (IC50: 148.4 and 120.98 µg/mL, respectively). Although the isolated compounds showed limited individual activity, a fraction containing sakuranetin and penduletin (Fraction 8) exhibited moderated activity against Cryptococcus neoformans (IC50: 47.86 µg/mL), while a fraction containing quercetin and hispidulin showed moderated activity against VRE (IC50: 16.99 µg/mL). These findings highlight the potential application of Caatinga green propolis as an antimicrobial agent, particularly against resistant bacterial strains, and underscore the importance of synergistic interactions between compounds in enhancing biological effects. Full article
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9 pages, 3897 KiB  
Communication
Toxicity Study on Crude Alkaloid Extracts of Houttuyniae herba Based on Zebrafish and Mice
by Jing Liu, Yingxue Wu, Yanni Xu, Ying Han, Shuai Kang, Zhong Dai, Hongyu Jin, Feng Wei and Shuangcheng Ma
Molecules 2024, 29(5), 1107; https://doi.org/10.3390/molecules29051107 - 1 Mar 2024
Cited by 1 | Viewed by 1751
Abstract
Houttuyniae herba has a long history of medicinal and edible homology in China. It has the functions of clearing heat and detoxifying, reducing swelling and purulent discharge, diuresis, and relieving gonorrhea. It is mainly distributed in the central, southeastern, and southwestern provinces of [...] Read more.
Houttuyniae herba has a long history of medicinal and edible homology in China. It has the functions of clearing heat and detoxifying, reducing swelling and purulent discharge, diuresis, and relieving gonorrhea. It is mainly distributed in the central, southeastern, and southwestern provinces of China. Houttuyniae herba has been designated by the National Ministry of Health of China as a dual-use plant for both food and medicine. Comprising volatile oils, flavonoids, and alkaloids as its primary constituents, Houttuyniae herba harbors aristolactams, a prominent subclass of alkaloids. Notably, the structural affinity of aristolactams to aristolochic acids is discernible, the latter known for its explicit toxicological effects. Additionally, the safety study on Houttuyniae herba mainly focused on the ethanol, methanol, or aqueous extract. In this study, both zebrafish and mice were used to evaluate the acute toxicity of the total alkaloids extracts from Houttuyniae herba (HHTAE). The zebrafish experiment showed that a high concentration (0.1 mg/mL) of HHTAE had a lethal effect on zebrafish embryos. Furthermore, the mice experiment results showed that, even at a higher dose of 2000 mg/kg, HHTAE was not toxic. In conclusion, HHTAE was of low safety risk. Full article
(This article belongs to the Section Natural Products Chemistry)
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27 pages, 418 KiB  
Article
Nutrient Composition, Physicobiochemical Analyses, Oxidative Stability and Antinutritional Assessment of Abundant Tropical Seaweeds from the Arabian Sea
by Babita Choudhary, Deepesh Khandwal, Nirmala Kumari Gupta, Jaykumar Patel and Avinash Mishra
Plants 2023, 12(12), 2302; https://doi.org/10.3390/plants12122302 - 13 Jun 2023
Cited by 17 | Viewed by 3344
Abstract
Foods enriched with nutritional compounds and biological activities, especially antioxidants, are considered healthier for human and/or animal consumption. Seaweeds are rich sources of biologically active metabolites and are used as functional foods. In this study, proximate compositions, physicobiochemical characteristics and oil oxidative stability [...] Read more.
Foods enriched with nutritional compounds and biological activities, especially antioxidants, are considered healthier for human and/or animal consumption. Seaweeds are rich sources of biologically active metabolites and are used as functional foods. In this study, proximate compositions, physicobiochemical characteristics and oil oxidative stability were analyzed for 15 abundant tropical seaweeds (four green—Acrosiphonia orientalis, Caulerpa scalpelliformis, Ulva fasciata, Ulva lactuca; six brown—Iyengaria stellata, Lobophora variegate, Padina boergesenii, Sargassum linearifolium, Spatoglossum asperum, Stoechospermum marginatum; and five red—Amphiroa anceps, Grateloupia indica, Halymenia porphyriformis, Scinaia carnosa, Solieria chordalis). All seaweeds were analyzed for the proximate composition, including moisture content, ash content, total sugar content, total proteins, total lipids, crude fiber, carotenoid content, total chlorophyll content, proline, iodine content, nitrogen-free extract, total phenolic content and total flavonoid content. Green seaweeds showed higher nutritional proximate composition, followed by brown and red seaweeds. Among the different seaweeds, Ulva, Caulerpa, Sargassum, Spatoglossum and Amphiroa showed high nutritional proximate composition compared to other seaweeds. High cation scavenging, free radical scavenging and total reducing activities were observed for Acrosiphonia, Caulerpa, Ulva, Sargassum, Spatoglossum and Iyengaria. It was also observed that 15 tropical seaweeds contained negligible amounts of antinutritional compounds, including tannic acid, phytic acid, saponins, alkaloids and terpenoids. Nutritionally, green and brown seaweeds provided higher sources of energy (150–300 calories per 100 g) compared to red seaweeds (80–165 calories per 100 g). Additionally, this study also confirmed that tropical seaweeds improved the oxidative stability of food oils and, therefore, might be recommended as natural antioxidant additives. The overall results confirm that tropical seaweeds are potential sources of nutrition and antioxidants and may be explored as functional food, dietary supplementation or animal feed. Additionally, they may also be explored as food supplements for fortifying food products, as food toppings or for garnishing and seasoning foods. However, a human or animal toxicity analysis is required before any conclusive recommendation for daily food or feed intake can be made. Full article
(This article belongs to the Special Issue Seaweed Biology: Focusing on Food, Materials and Bioenergy)
23 pages, 3057 KiB  
Article
A Study of the Chemical Composition and Biological Activity of Michelia macclurei Dandy Heartwood: New Sources of Natural Antioxidants, Enzyme Inhibitors and Bacterial Inhibitors
by Shixiang Chen, Bochen Wei and Yunlin Fu
Int. J. Mol. Sci. 2023, 24(9), 7972; https://doi.org/10.3390/ijms24097972 - 28 Apr 2023
Cited by 9 | Viewed by 2692
Abstract
The wood of Michelia macclurei Dandy (MD) is an excellent material that is widely used in the furniture, handicraft, and construction industries. However, less research has been conducted on the chemical composition and biological activity of heartwood, which is the main valuable part [...] Read more.
The wood of Michelia macclurei Dandy (MD) is an excellent material that is widely used in the furniture, handicraft, and construction industries. However, less research has been conducted on the chemical composition and biological activity of heartwood, which is the main valuable part of the wood. This study aimed to investigate the chemical composition and biological activities of the heartwood of Michelia macclurei Dandy (MDHW) and to confirm the active ingredients. Triple quadrupole gas chromatography–mass spectrometry (GC-MS) was used to characterize the volatile components of MDHW, while ultra-performance liquid chromatography–mass spectrometry was used to analyze the non-volatile components (UPLC-MS). The total reducing power, 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical, and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radical scavenging assays, acetylcholinesterase and α-glucosidase inhibition assays, and an antimicrobial test of 4 gram bacteria were used to describe the in vitro bioactivities. The GC-MS analysis showed that the volatile components of MDHW were mainly fatty compounds and terpenoids, with sesquiterpenes and their derivatives dominating the terpene composition. β-elemene was the main terpene component in the steam distillation (11.88%) and ultrasonic extraction (8.2%) methods. A total of 67 compounds, comprising 45 alkaloids, 9 flavonoids, 6 lignans, and others, were found by UPLC-MS analysis. The primary structural kinds of the non-volatile components were 35 isoquinoline alkaloids. Alkaloids were the predominant active constituent in all MDHW extracts, including crude extracts, alkaloid fractions, and non-alkaloid fractions. These extracts all demonstrate some biological effects in terms of antioxidant, enzyme inhibition, and bacterial inhibition. The findings of this study show that MDHW is abundant in chemical structure types, has great bioactivity assessment, and has the potential to be used to create natural antioxidants, products that postpone Alzheimer’s disease and lower blood sugar levels and antibacterial agents. Full article
(This article belongs to the Section Biochemistry)
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15 pages, 2219 KiB  
Article
Isolation and Characterization of Compounds from Ochreinauclea maingayi (Hook. f.) Ridsd. (Rubiaceae) with the Aid of LCMS/MS Molecular Networking
by Norfaizah Osman, Azeana Zahari, Hazrina Hazni, Wan Nurul Nazneem Wan Othman, Nurulfazlina Edayah Rasol, Nor Hadiani Ismail, Pierre Champy, Mehdi A. Beniddir, Marc Litaudon and Khalijah Awang
Separations 2023, 10(2), 74; https://doi.org/10.3390/separations10020074 - 21 Jan 2023
Cited by 2 | Viewed by 2644
Abstract
Phytochemical investigation of the dichloromethane crude extract from the bark of Ochreinauclea maingayi with the aid of LCMS/MS-based molecular networking guided the isolation and accelerated the elucidation of known and new indole alkaloids. The molecular networking analysis produces two main clusters, along with [...] Read more.
Phytochemical investigation of the dichloromethane crude extract from the bark of Ochreinauclea maingayi with the aid of LCMS/MS-based molecular networking guided the isolation and accelerated the elucidation of known and new indole alkaloids. The molecular networking analysis produces two main clusters, along with 41 non-prioritized clusters and self-loop nodes. Each cluster has several nodes which depict the fractions contained within those nodes. An implementation of a fraction mapping for each node represents the molecular weight and key fragment data of each compound. From the analysis of each cluster and node, we can deduce the indole alkaloids are the scaffold of interest. Indole scaffold can be found between F5 and F10 that contain several types of indole alkaloids. In total, we have successfully purified nine indole alkaloids, including 9H-β-carboline-4-carboxylate 2, norharmane 3, harmane 4, naucledine 10, neonaucline 15, 1,2,3,4-tetranorharmane-1-one 16, naulafine 19, cadambine 9, and a new monoterpene indole alkaloid dihyrodeglycocadambine 7 from F5 to F10 using a chromatographic technique. Their structures were confirmed by 1D-NMR, 2D-NMR, UV, IR, LCMS, and MS2LDA. Several clusters and nodes contain ions that could not be annotated, suggesting that they may possess novel compounds that are yet to be discovered. Full article
(This article belongs to the Special Issue Isolation, Elucidation and Synthesis of Bioactive Natural Products)
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15 pages, 2497 KiB  
Article
Sex Differences in the In Vivo Exposure Process of Multiple Components of Gelsemium elegans in Rats
by Meng-Ting Zuo, Meng-Die Gong, Xiao Ma, Wen-Bo Xu, Zi-Yuan Wang, Mo-Huan Tang, Yong Wu and Zhao-Ying Liu
Metabolites 2023, 13(1), 33; https://doi.org/10.3390/metabo13010033 - 24 Dec 2022
Cited by 4 | Viewed by 2388
Abstract
Asian Gelsemium elegans (G. elegans) has a wide range of pharmacological activities. However, its strong toxicity limits its potential development and application. Interestingly, there are significant gender differences in G. elegans toxicity in rats. This work aimed to elucidate the overall [...] Read more.
Asian Gelsemium elegans (G. elegans) has a wide range of pharmacological activities. However, its strong toxicity limits its potential development and application. Interestingly, there are significant gender differences in G. elegans toxicity in rats. This work aimed to elucidate the overall absorption, distribution, metabolism, and excretion (ADME) of whole G. elegans crude extract in female and male rats using high-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (HPLC/QqTOF-MS), which facilitates determining the reasons for the gender differences in toxicity. A total of 25 absorbed bioactive components and 3 related produced metabolites were tentatively identified in female rats, while only 17 absorbed bioactive components and 3 related produced metabolites were identified in male rats. By comparison of peak intensities, most compounds were found to be more active in absorption, distribution and excretion in female rats than in male rats, which showed that female rats were more sensitive to G. elegans. This study was the first to investigate the multicomponent in vivo process of G. elegans in rats and compare the differences between sexes. It was hypothesized that differences in the absorption of gelsedine-type alkaloids were one of the main reasons for the sex differences in G. elegans toxicity. Full article
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19 pages, 3369 KiB  
Article
Chemical and Nutritional Characterization of the Different Organs of Taif’s Rose (Rosa damascena Mill. var. trigintipetala) and Possible Recycling of the Solid Distillation Wastes in Taif City, Saudi Arabia
by Esmat F. Ali, Hatim M. Al-Yasi, Ali Majrashi, Emad A. Farahat, Ebrahem M. Eid and Tarek M. Galal
Agriculture 2022, 12(11), 1925; https://doi.org/10.3390/agriculture12111925 - 16 Nov 2022
Cited by 6 | Viewed by 2559
Abstract
The objective of the current study was to examine the chemical composition and biological functions of the various Taif’s rose (TR) organs and floral solid distillation wastes (SDW). Additionally, it assessed the SDW’s potential use in animal feed and potential health applications. For [...] Read more.
The objective of the current study was to examine the chemical composition and biological functions of the various Taif’s rose (TR) organs and floral solid distillation wastes (SDW). Additionally, it assessed the SDW’s potential use in animal feed and potential health applications. For chemical and biological analyses, the plant stems, leaves, and flowers as well as the SDW of TR were gathered from four farms in the Al-Shafa highland region of Taif, Saudi Arabia. The highest levels of cardiac glycosides, flavonoids, and phenolics were found in the flowers (7.66 mg securiaside g−1, 16.33 mg GAE g−1, and 10.90 mg RUE g−1, respectively), while the highest carbohydrate and alkaloid contents were found in the TR leaves (2.09% and 9.43 mg AE g−1, respectively) with no significant differences from the SDW. Quercetin, apigenin, and rutin flavonoids, as well as isocorydine and boldine alkaloids, were found in larger concentrations in the flowers and floral SDW than in the leaves and stems. The various TR flower extracts were effective against Gram-negative and -positive bacteria but had no effect on fungal strains, but the SDW’s methanol extract was only effective against fungi. The plant stem had the highest N, K, and Mg contents (138, 174, and 96.12 mg kg−1, respectively), while the leaves had the highest P and Ca values (6.58 and 173.93 mg kg−1, respectively). The leaves had the highest contents of total carbohydrates and acid detergent fibre (59.85 and 3.93%, respectively), while the stems had the highest total protein and acid detergent fibre (8.66 and 24.17%, respectively), and the SDW had the highest fats and crude fiber (0.57 and 36.52%, respectively). The highest amounts of digestible crude protein, gross energy, and total dissolved nutrients (TDN) (4.52% and 412.61 Mcal kg−1) were found in the plant stem and flowers, respectively. The results of the current experiment showed that the TDN contents of the various organs and the SDW of TR are suitable for mature dry gestating beef cows. It was determined that, in addition to the SDW’s potential usage as an ingredient in animal feed, various plant parts and TR’s SDW can be utilized for a variety of medical reasons. Full article
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21 pages, 2401 KiB  
Article
Phytochemical Screening and Biological Activities of Diospyros villosa (L.) De Winter Leaf and Stem-Bark Extracts
by Oluwatosin Temilade Adu, Yougasphree Naidoo, Johnson Lin, Temitope Samson Adu, Venkataramegowda Sivaram, Yaser Hassan Dewir and Antar Nasr El-Banna
Horticulturae 2022, 8(10), 945; https://doi.org/10.3390/horticulturae8100945 - 14 Oct 2022
Cited by 6 | Viewed by 2706
Abstract
This study aimed to evaluate the phytochemical components, antioxidant capacity, and antimicrobial effects of Diospyros villosa (L.) De Winter leaves and stem bark. The extracts were obtained using different media (methanol, chloroform, and hexane). The DPPH and FRAP methods were used to assess [...] Read more.
This study aimed to evaluate the phytochemical components, antioxidant capacity, and antimicrobial effects of Diospyros villosa (L.) De Winter leaves and stem bark. The extracts were obtained using different media (methanol, chloroform, and hexane). The DPPH and FRAP methods were used to assess the antioxidant activity and the Folin–Ciocalteu method was used to determine the total phenolic contents of the crude extracts. The antimicrobial effects of the extracts against five pathogenic bacteria were determined using the MIC, MBC, and agar-well diffusion methods. Flavonoids, alkaloids, and phenols were identified in the D. villosa extracts. The mean concentrations of the methanolic leaf and stem-bark extracts against DPPH providing 50% inhibition were 9.53 ± 0.25 μg·mL−1 and 9.52 ± 0.30 μg·mL−1, respectively. In addition, the total phenolic content within the test range of concentrations was found to be 28.45 ± 0.50 mg of gallic acid equivalent per g of sample extract [mg·g−1 (GAE)] (methanolic leaf extract) and 4.88 ± 0.36 mg·g−1 (GAE) (methanolic stem-bark extract). The methanolic leaf extracts further showed promising antimicrobial activity against Pseudomonas aeruginosa, Klebsiella pneumonia, Staphylococcus aureus, and methicillin-resistant Staphylococcus aureus with inhibition zones of 18.0 ± 0.58, 23.5 ± 0.58, 20.0 ± 0.88, and 17.0 ± 2.0 mm, respectively which were comparable to the control (gentamicin and streptomycin). The results suggest that bioactive compounds are abundant in D. villosa leaves and stem bark and could serve as a potential source of natural antioxidants as well as an antibacterial agent for the treatment of pathogenic bacterial infections. Full article
(This article belongs to the Special Issue Biological Activities of Medicinal and Aromatic Plants)
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14 pages, 3585 KiB  
Article
Identification of Photocatalytic Alkaloids from Coptidis Rhizome by an Offline HPLC/CC/SCD Approach
by Shu-Qin Qin, Jun Ma, Qi-Qi Wang, Wei Xu, Wen-Cai Ye and Ren-Wang Jiang
Molecules 2022, 27(19), 6179; https://doi.org/10.3390/molecules27196179 - 21 Sep 2022
Cited by 2 | Viewed by 2228
Abstract
Natural products continue to be a valuable source of active metabolites; however, researchers of natural products are mostly focused on the biological effects, and their chemical utility has been less explored. Furthermore, low throughput is a bottleneck for classical natural product research. In [...] Read more.
Natural products continue to be a valuable source of active metabolites; however, researchers of natural products are mostly focused on the biological effects, and their chemical utility has been less explored. Furthermore, low throughput is a bottleneck for classical natural product research. In this work, a new offline HPLC/CC/SCD (high performance liquid chromatography followed by co-crystallization and single crystal diffraction) workflow was developed that greatly expedites the discovery of active compounds from crude natural product extracts. The photoactive total alkaloids of the herbal medicine Coptidis rhizome were firstly separated by HPLC, and the individual peaks were collected. A suitable coformer was screened by adding it to the individual peak solution and observing the precipitation, which was then redissolved and used for co-crystallization. Seven new co-crystals were obtained, and all the single crystals were subjected to X-ray diffraction analysis. The molecular structures of seven alkaloids from milligrams of crude extract were resolved within three days. NDS greatly decreases the required crystallization amounts of alkaloids to the nanoscale and enables rapid stoichiometric inclusion of all the major alkaloids with full occupancy, typically without disorder, affording well-refined structures. It is noteworthy that anomalous scattering by the coformer sulfur atoms enables reliable assignment of absolute configuration of stereogenic centers. Moreover, the identified alkaloids were firstly found to be photocatalysts for the green synthesis of benzimidazoles. This study demonstrates a new and green phytochemical workflow that can greatly accelerate natural product discovery from complex samples. Full article
(This article belongs to the Special Issue Spectroscopic and Spectrometric Techniques for Structural Analysis)
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22 pages, 3692 KiB  
Article
Comparative Evaluation of Biomedical Applications of Zinc Nanoparticles Synthesized by Using Withania somnifera Plant Extracts
by Bushra Hafeez Kiani, Ihsan-ul- Haq, Aiyeshah Alhodaib, Samra Basheer, Humaira Fatima, Iffat Naz and Tofeeq Ur-Rehman
Plants 2022, 11(12), 1525; https://doi.org/10.3390/plants11121525 - 7 Jun 2022
Cited by 16 | Viewed by 3280
Abstract
Green synthesis of metal nanoparticles is of great importance in the modern health care system. In this study, zinc nanoparticles (ZnONPs) were synthesized using leaf and root extracts of Withania somnifera using four different solvents. ZnONPs were characterized by UV-vis spectrophotometer with a [...] Read more.
Green synthesis of metal nanoparticles is of great importance in the modern health care system. In this study, zinc nanoparticles (ZnONPs) were synthesized using leaf and root extracts of Withania somnifera using four different solvents. ZnONPs were characterized by UV-vis spectrophotometer with a range between 350–400 nm. Scanning electron microscope revealed spherical morphology with an overall size of 70–90 nm and XRD pattern confirmed the crystalline structure. The total flavonoids, phenolic, and alkaloid contents were significantly greater in the crude extracts as compared to ZnONPs. The highest scavenging activity was observed in ZnONPs from n-hexane and ethyl-acetate extracts of roots with IC50 values of 27.36 µg/mL and 39.44 µg/mL, respectively. ZnONPs from methanol and aqueous extracts showed significant antibacterial activity against Escherichia coli, Staphylococcus aureus, and Bacillus subtilis while none of the extracts were found to have significant antifungal activity. Maximum cytotoxic activity was observed in ZnONPs synthesized from aqueous and n-hexane root extracts with LC50 values of 9.36 µg/mL and 18.84 µg/mL, respectively. The highest antidiabetic potential was exhibited by ZnONPs from n-hexane leaf extracts, i.e., 47.67 ± 0.25%. Maximum protein kinase inhibitory potential was observed in ZnONPs of ethyl-acetate extract of roots with a bald zone of 12 mm. These results indicated that Withania somnifera-based ZnONPs showed significant biological activities compared to crude extracts. These findings can further be utilized for in-vivo analysis of nano-directed drug delivery systems. Full article
(This article belongs to the Special Issue Nanotechnology Advances in Plant Science and Biotechnology)
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