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Alkaloids: Chemical Structures with Pharmaceutical Potential
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Alkaloids: Chemical Structures with Pharmaceutical Potential

A special issue of Plants (ISSN 2223-7747). This special issue belongs to the section "Phytochemistry".

Deadline for manuscript submissions: 30 October 2025 | Viewed by 9657

Special Issue Editors

Prof. Dr. Jaume Bastida

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Guest Editor
Group of Natural Products, Faculty of Pharmacy and Food Sciences, University of Barcelona, Av. Joan XXIII, 27-31, 08028 Barcelona, Spain
Interests: plant alkaloids; structural elucidation; NMR; MS
Special Issues, Collections and Topics in MDPI journals
Dr. Luciana R. Tallini

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Guest Editor
Group of Natural Products, Faculty of Pharmacy and Food Sciences, University of Barcelona, Av. Joan XXIII, 27-31, 08028 Barcelona, Spain
Interests: alkaloids; biological activities; GC-MS
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Alkaloids are natural products obtained from a wide range of organisms, mainly plants. They have attracted the attention of scientists from different research backgrounds due to their chemical diversity and notable biological and pharmacological properties, as well as their potential to be applied in therapeutic settings.

In this Special Issue, we invite manuscript submissions on alkaloid natural sources and their chemical identification/characterization, as well as on their biological properties and pharmacological potential.

Prof. Dr. Jaume Bastida
Dr. Luciana R. Tallini
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Plants is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • alkaloids
  • extraction and isolation
  • chemical profile
  • structural elucidation
  • biological activities
  • pharmacological potential

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Published Papers (6 papers)

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Research

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16 pages, 2447 KiB  
Article
Alkaloid Profile, Anticholinesterase and Antioxidant Activities, and Sexual Propagation in Hieronymiella peruviana (Amaryllidaceae)
by Olimpia Llalla-Cordova, Javier E. Ortiz, Luciana R. Tallini, Laura Torras-Claveria, Jaume Bastida, Lorena Celina Luna and Gabriela E. Feresin
Plants 2025, 14(2), 281; https://doi.org/10.3390/plants14020281 - 19 Jan 2025
Viewed by 998
Abstract
Hieronymiella peruviana, a recently described endemic species from southern Peru, belongs to the Amaryllidaceae family and is known for its diversity of alkaloids. Amaryllidoideae have been studied for their diverse biological activities, particularly for their properties in treating neurodegenerative diseases. This work [...] Read more.
Hieronymiella peruviana, a recently described endemic species from southern Peru, belongs to the Amaryllidaceae family and is known for its diversity of alkaloids. Amaryllidoideae have been studied for their diverse biological activities, particularly for their properties in treating neurodegenerative diseases. This work examines the alkaloidal profile using GC-MS and UPLC-MS/MS of alkaloid-enriched extracts obtained from the leaves and bulbs of H. peruviana and their inhibitory activity against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) enzymes. In addition, the phenolic and flavonoid content in the methanolic extract from bulbs was quantified and the antioxidant capacity was evaluated. Moreover, the seed germination was investigated under four temperature conditions (15, 20, 25, and 30 °C). Twenty-two alkaloids, most of them of the homolycorine- and galanthamine-type, including galanthamine, were identified in the alkaloid extracts by means of GC-MS and UPLC-MS/MS analysis. Lycorine and 8-O-Demethylhomolycorine were the most abundant alkaloids in the bulbs and leaves, respectively. The leaves and bulbs alkaloid extracts demonstrated strong AChE inhibition (IC50 = 5.20–8.60 µg/mL) and moderate BuChE inhibition (IC50 = 90.20–122.76 µg/mL). The bulbs’ methanolic extract exhibited mild antioxidant activity, showing 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) values of 16.36% at 500 μg/mL and 58.31 mg Trolox equivalents (TE)/g, respectively. Seed germination was most effective at 20 °C and 25 °C. Finally, 60 days after germination, the survival rate of H. peruviana seedlings was 48.33%. These findings establish H. peruviana as a promising source of bioactive alkaloids with potential pharmacological and therapeutic applications, as well as providing critical insights for its propagation and conservation. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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12 pages, 1499 KiB  
Article
Histochemical Localization and Cytotoxic Potential of Alkaloids in Phaedranassa lehmannii
by Lina M. Trujillo Chacón, Hawer Leiva, José M. Rojas, Isabel C. Zapata Vahos, Dagoberto Castro, María Domínguez and Edison Osorio
Plants 2024, 13(22), 3251; https://doi.org/10.3390/plants13223251 - 20 Nov 2024
Viewed by 881
Abstract
Plants of the subfamily Amaryllidoideae are a source of unique and bioactive alkaloids called Amaryllidaceae alkaloids. The study of their anticancer potential has intensified in recent years. This work aims to locate and characterize the profile of cytotoxic alkaloids biosynthesized and stored in [...] Read more.
Plants of the subfamily Amaryllidoideae are a source of unique and bioactive alkaloids called Amaryllidaceae alkaloids. The study of their anticancer potential has intensified in recent years. This work aims to locate and characterize the profile of cytotoxic alkaloids biosynthesized and stored in different tissues of Phaedranassa lehmannii Regel using different histochemical methods and chromatographic analysis. The histochemical analysis in the bulbs revealed the presence of alkaloids at the basal edge of the scale-like leaves and bud apical zone. The GC-MS analysis indicated that the bulbs biosynthesize crinane- (9.80 µg/g DW), galanthamine- (8.04 µg/g DW), lycorine- (7.38 µg/g DW), and narciclasine-type (3.75 µg/g DW) alkaloids. The root biosynthesizes alkaloids that are mainly distributed mostly in lycorine- (225.29 µg/g DW) and galanthamine-type (72.35 µg/g DW) alkaloids. The total alkaloids biosynthesized by the root (324.93 µg/g DW) exceeded eleven times the abundance of the alkaloids identified in the bulbs (28.97 µg/g DW). In addition, the total alkaloid fractions exhibited a dose-dependent cytotoxic effect in the evaluated concentrations, with IC50 values of 11.76 ± 0.99 µg/mL and 2.59 ± 0.56 µg/mL against human lung (A549) cancer cells and 8.00 ± 1.35 µg/mL and 18.74 ± 1.99 µg/mL against gastric (AGS) cancer cells. The present study provided evidence to locate and characterize the alkaloids of P. lehmannii grown under nursery conditions as a species producing potential antiproliferative alkaloids. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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12 pages, 1728 KiB  
Article
Deodeokaloid, a New Indole Alkaloid N-Glycoside and Bioactive Phenolic Compounds from the Roots of Codonopsis lanceolata
by Yeo Rang Cho, Joo-Hyun Hong, Dong-Min Kang, Yoon-Joo Ko, Mi-Jeong Ahn and Ki Hyun Kim
Plants 2024, 13(22), 3243; https://doi.org/10.3390/plants13223243 - 19 Nov 2024
Cited by 1 | Viewed by 1211
Abstract
Codonopsis lanceolata, commonly known as the bonnet bellflower or deodeok, is primarily found in Eastern Asia. Its roots have been used traditionally across Asia to treat various ailments such as bronchitis, coughs, asthma, and inflammation. In our ongoing efforts to discover bioactive [...] Read more.
Codonopsis lanceolata, commonly known as the bonnet bellflower or deodeok, is primarily found in Eastern Asia. Its roots have been used traditionally across Asia to treat various ailments such as bronchitis, coughs, asthma, and inflammation. In our ongoing efforts to discover bioactive natural products, a phytochemical investigation of the n-BuOH fraction of C. lanceolata root extracts led to the isolation and identification of a new indole alkaloid N-glycoside, deodeokaloid (D-indole-3-lactic acid N-β-D-glucopyranoside) (1), alongside known compounds tangshenoside I (2), tangshenoside IV (3), and chlorogenic acid (4) through HPLC purification. The structure of the new compound 1 was elucidated using 1D and 2D NMR spectroscopy and high-resolution electrospray ionization mass spectrometry (HR-ESIMS). Its absolute configuration was determined through a combination of DP4+ probability analysis and chemical reactions. The isolated compounds 1–4 were evaluated for their anti-Helicobacter pylori and antioxidant activities. In the anti-H. pylori assay, compound 3 showed antibacterial activity similar to that of quercetin as the positive control, inhibiting the bacterial growth by 36.8%. Compound 4 exhibited the most potent antioxidant activity, with an ABTS [2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonate)] radical scavenging activity of 1624.7 mmol TE/mol and a DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging capacity of 707.5 mmol Trolox equivalent (TE)/mol. Compounds 2–4 displayed significant intracellular reactive oxygen species (ROS) scavenging capacity in lipopolysaccharide-stimulated RAW 264.7 macrophage cells. This study highlights C. lanceolata roots as a promising natural source of bioactive compounds with potential therapeutic applications. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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Review

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24 pages, 3436 KiB  
Review
Phytochemical and Cytotoxic Aspects of Amaryllidaceae Alkaloids in Galanthus Species: A Review
by Borislav Georgiev, Boriana Sidjimova and Strahil Berkov
Plants 2024, 13(24), 3577; https://doi.org/10.3390/plants13243577 - 21 Dec 2024
Viewed by 1091
Abstract
The genus Galanthus (Amaryllidaceae) currently contains 25 plant species naturally occurring in Europe and the Middle East region. These perennial bulbous plants possess well-known medicinal and ornamental qualities. Alkaloid diversity is their most distinctive phytochemical feature. A total of 127 compounds (≈20% of [...] Read more.
The genus Galanthus (Amaryllidaceae) currently contains 25 plant species naturally occurring in Europe and the Middle East region. These perennial bulbous plants possess well-known medicinal and ornamental qualities. Alkaloid diversity is their most distinctive phytochemical feature. A total of 127 compounds (≈20% of all known Amaryllidaceae alkaloids) grouped in 16 structural types have been previously found in Galanthus extracts. Some structural types like galanthindole, graciline and plicamine were first discovered in Galanthus plants. Nine Galanthus species, however, remain unstudied regarding their alkaloid patterns. Intraspecific variability has only been studied in G. nivalis and G. elwesii. Amaryllidaceae alkaloids are molecules with anticholinesterase, antibacterial, antifungal, antiviral and anticancer properties. Galanthamine, isolated for the first time from Galanthus woronowii Losinsk., stands out as an acetylcholinesterase inhibitor approved for medical use by the FDA for the treatment of symptoms of Alzheimer’s disease. Lycorine, narciclasine and pancratistatin are noteworthy cytotoxic and antitumor alkaloids. Structural types like galanthamine, homolycorine and haemanthamine are fairly well studied in anticancer research, but little to no information is available on galanthindole, graciline and other types. This review aims to present an update on the alkaloid diversity of Galanthus spp. and highlight the need for further research on the antitumor potential of these molecules. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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27 pages, 1109 KiB  
Review
Health Benefits of the Alkaloids from Lobeira (Solanum lycocarpum St. Hill): A Comprehensive Review
by Felipe Tecchio Borsoi, Glaucia Maria Pastore and Henrique Silvano Arruda
Plants 2024, 13(10), 1396; https://doi.org/10.3390/plants13101396 - 17 May 2024
Cited by 4 | Viewed by 2099
Abstract
Solanum is the largest genus within the Solanaceae family and has garnered considerable attention in chemical and biological investigations over the past 30 years. In this context, lobeira or “fruta-do-lobo” (Solanum lycocarpum St. Hill), a species predominantly found in the Brazilian Cerrado, [...] Read more.
Solanum is the largest genus within the Solanaceae family and has garnered considerable attention in chemical and biological investigations over the past 30 years. In this context, lobeira or “fruta-do-lobo” (Solanum lycocarpum St. Hill), a species predominantly found in the Brazilian Cerrado, stands out. Beyond the interesting nutritional composition of the fruits, various parts of the lobeira plant have been used in folk medicine as hypoglycemic, sedative, diuretic, antiepileptic, and antispasmodic agents. These health-beneficial effects have been correlated with various bioactive compounds found in the plant, particularly alkaloids. In this review, we summarize the alkaloid composition of the lobeira plant and its biological activities that have been reported in the scientific literature in the last decades. The compiled data showed that lobeira plants and fruits contain a wide range of alkaloids, with steroidal glycoalkaloid solamargine and solasonine being the major ones. These alkaloids, but not limited to them, contribute to different biological activities verified in alkaloid-rich extracts/fractions from the lobeira, including antioxidant, anti-inflammatory, anticancer, antigenotoxic, antidiabetic, antinociceptive, and antiparasitic effects. Despite the encouraging results, additional research, especially toxicological, pre-clinical, and clinical trials, is essential to validate these human health benefits and ensure consumers’ safety and well-being. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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Other

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15 pages, 1280 KiB  
Systematic Review
Plant-Derived Alkaloids as a Potential Source of Treatment for Colorectal Cancer over the Past Five Years: A Comprehensive Review
by Tchangou Gaetan Tabakam and Tshepiso Jan Makhafola
Plants 2024, 13(19), 2723; https://doi.org/10.3390/plants13192723 - 29 Sep 2024
Cited by 1 | Viewed by 2238
Abstract
The gastrointestinal cancer known as colorectal cancer (CRC) is caused by a variety of genetic and epigenetic alterations in the intestinal epithelium of the colon and rectum. It is becoming more common every year. In view of this significant progress, it is urgent [...] Read more.
The gastrointestinal cancer known as colorectal cancer (CRC) is caused by a variety of genetic and epigenetic alterations in the intestinal epithelium of the colon and rectum. It is becoming more common every year. In view of this significant progress, it is urgent and imperative for researchers to work more in this direction in order to improve this health situation that is a major concern for society. Certain phenomena, such as the development of resistance by certain cells as well as the failure of certain therapies, play a part in the significantly changed situation. However, plants have always been used for their therapeutic virtues due to the large number of compounds they contain. Among them, alkaloids (more than 20,000 alkaloids have been isolated from plants, of which about 600 are known to be bioactive), which are one of the most diverse and extensively investigated classes of compounds among natural products, can be consider as a promising approach with regard to their numerous biological activities in general and, in particular their activities against colorectal cancer. This work aims to undertake deeper research on the examination of alkaloids that can be used as lead compounds in the treatment of colorectal cancer. The databases used during the literature searches were Web of Science, PubMed/Medline, and Scopus. This methodology allowed us to obtain 11 studies and 24 alkaloids (axidimins A–D, tabersonine, 19R-hydroxytabersonine, 11-hydroxytabersonine, 11-methoxytabersonine, vandrikidine, fusiformine A, 3-oxotabersonine, 3-oxo-11-methoxytabersonine, melodinine W2, venalstonidine, scandine, (–)-larutienine A, solasonin, berbamine dihydrochloride, nitidine chloride, GB7 acetate, berberine, boldine, Worenine, and chaetocochin J). Axidimin C and axidimin D showed significant cytotoxic effects on CRC (HCT116 cells) with IC50 values of 5.3 and 3.9 μM, respectively, and they were more active than 5-fluorouracil and etoposide (IC50 = 6.4 and 10.6 μM, respectively) taken as references. These two compounds induced G2/M phase arrest in HCT116 cells by downregulating cyclin B1 and cdc2 expression. Subsequently, promoting apoptosis via modulation of Bax and Bcl-2 levels, they enhanced p38 MAPK expression, leading to G2/M cell cycle arrest and apoptosis in HCT116 cells. Chaetocochin J possess significant activity against three different CRC cell lines [RKO (0.5 μM < IC50 = 0.56 μM < 1.0 μM), HCT116 (0.5 μM < IC50 = 0.61 μM < 1.0 μM) and SW480 (0.5 μM < IC50 = 0.65 μM < 1.0 μM)]. The 21 remaining compounds have a moderate anti-colorectal cancer activity. Thus, we believe that axidimin C, axidimin D and chaetocochin J could be promising compounds to fight colorectal cancer cell carcinoma. Nevertheless, future analysis should be performed on the study of the toxicologies of axidimin C and axidimin D. Full article
(This article belongs to the Special Issue Alkaloids: Chemical Structures with Pharmaceutical Potential)
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