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Terpenes, Steroids and Their Derivatives (2nd Edition) 
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Terpenes, Steroids and Their Derivatives (2nd Edition) 

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (31 January 2025) | Viewed by 6289

Special Issue Editors

Prof. Dr. Pavel B. Drasar

E-Mail Website
Guest Editor
Department of Chemistry of Natural Compounds, University of Chemistry and Technology, Technicka 5, CZ 166 28 Prague, Czech Republic
Interests: natural product chemistry; synthesis of heterocycles; non-hormonally active steroids; terpenes; supramolecular systems with chiral natural products; fluorescent labelling
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. Vladimir A. Khripach

E-Mail Website
Guest Editor
The Institute of Bioorganic Chemistry, The National Academy of Sciences of Belarus, 5/2 Academician V.F.Kuprevich Street, BY-220141 Minsk, Belarus
Interests: steroids; natural product heterocyclic and pesticide chemistry; synthesis, bioactivity, and practical application of natural bioregulators and their analogs in agriculture and medicine
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Terpenes and steroids, including their derivatives and general isoprenoids, as natural secondary metabolites, play stable and growing roles in human and veterinary medicine, supramolecular chemistry, food and cosmetic R&D, industry, and an increasing number of other fields. Their importance is based, i.e., on the fact that they are mostly bound to renewable sources, which, in fact, makes them valuable within a circular economy. Terpenes and steroids are also origins of stereochemistry, regioselectivity, chirality, and many other features as well as disciplines within science, development, and industry on a scale that is indispensable.

This Special Issue, which is a sequel, aims to further underline current developments in all fields that are connected to terpene and steroid research as well as utilization and will present a sequel to the successful Special Issues of Molecules edited by Vladimir Khripach and Pavel Drašar.

Prof. Dr. Pavel B. Drasar
Prof. Dr. Vladimir A. Khripach
Guest Editors

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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

  • terpene and steroid chemistry, biochemistry, repurposing, and practical utilization
  • terpene and steroid derivative synthesis
  • isolation and analysis of terpenes and steroids
  • terpene and steroid medicinal as well as cosmetic utilization
  • fluorescent labeling, bio-imaging

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Published Papers (3 papers)

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Research

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22 pages, 2106 KiB  
Article
Simultaneous Quantification of Bioactive Triterpene Saponins Calenduloside E and Chikusetsusaponin IVa in Different Plant Parts of Ten Amaranthaceae Species by UPLC-ESI-MS/MS Method
by Karolina Grabowska, Paweł Żmudzki, Agnieszka Galanty and Irma Podolak
Molecules 2025, 30(5), 1088; https://doi.org/10.3390/molecules30051088 - 27 Feb 2025
Cited by 2 | Viewed by 423
Abstract
Calenduloside E (CE) and chikusetsusaponin IVa (ChIVa) are triterpene saponins with multidirectional bioactivity. In this study, the contents of CE and ChIVa were determined in the roots, stems, leaves, and fruits of ten wild-growing species of Amaranthaceae. To achieve optimal extraction conditions for [...] Read more.
Calenduloside E (CE) and chikusetsusaponin IVa (ChIVa) are triterpene saponins with multidirectional bioactivity. In this study, the contents of CE and ChIVa were determined in the roots, stems, leaves, and fruits of ten wild-growing species of Amaranthaceae. To achieve optimal extraction conditions for both saponins, maceration, shaking-assisted maceration, and ultrasound-assisted and heat reflux extraction were compared. A sensitive, specific, and rapid UPLC-MS/MS method was developed and validated for the simultaneous quantification of CE and ChIVa. The results showed that CE and ChIVa coexisted in most of the species analyzed, except for Ch. hybridum. For the first time, the presence of CE and ChIVa was noted in L. polysperma, A. patula, B. bonus-henricus, O. rubra, and O. glauca. Of the species analyzed, the highest ChIVa content was found in the fruit of A. sagittata (13.15 mg/g dw), L. polysperma (12.20 mg/g dw), and Ch. album (10.0 mg/g dw), and in the fruit and roots of Ch. strictum (5.52 and 7.77 mg/g dw, respectively). The highest amount of CE was determined in the fruit of A. sagittata (7.84 mg/g dw) and Ch. strictum (6.54 mg/g dw). These saponin-abundant plant parts of Amaranthaceae spp. may be considered convenient sources of these bioactive saponins. Full article
(This article belongs to the Special Issue Terpenes, Steroids and Their Derivatives (2nd Edition) )
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18 pages, 1997 KiB  
Article
Bis-Iridoid Glycosides and Triterpenoids from Kolkwitzia amabilis and Their Potential as Inhibitors of ACC1 and ACL
by Jiang Wan, Ze-Yu Zhao, Can Wang, Chun-Xiao Jiang, Ying-Peng Tong, Yi Zang, Yeun-Mun Choo, Jia Li and Jin-Feng Hu
Molecules 2024, 29(24), 5980; https://doi.org/10.3390/molecules29245980 - 18 Dec 2024
Cited by 3 | Viewed by 740
Abstract
A comprehensive phytochemical investigation of the twigs/leaves and flower buds of Kolkwitzia amabilis, a rare deciduous shrub native to China, led to the isolation of 39 structurally diverse compounds. These compounds include 11 iridoid glycosides (1–4 and 7– [...] Read more.
A comprehensive phytochemical investigation of the twigs/leaves and flower buds of Kolkwitzia amabilis, a rare deciduous shrub native to China, led to the isolation of 39 structurally diverse compounds. These compounds include 11 iridoid glycosides (1–4 and 7–13), 20 triterpenoids (5, 6, and 14–31), and 8 phenylpropanoids (32–39). Among these, amabiliosides A (1) and B (2) represent previously undescribed bis-iridoid glycosides, while amabiliosides C (3) and D (4) feature a unique bis-iridoid-monoterpenoid indole alkaloid scaffold with a tetrahydro-β-carboline-5-carboxylic acid moiety. Amabiliacids A (5) and B (6) are 24-nor-ursane-type triterpenoids characterized by an uncommon ∆11,13(18) transannular double bond. Their chemical structures and absolute configurations were elucidated through spectroscopic data and electronic circular dichroism analyses. Compound 2 exhibited a moderate inhibitory effect against acetyl CoA carboxylase 1 (ACC1), with an IC50 value of 9.6 μM. Lonicejaposide C (8), 3β-O-trans-caffeoyl-olean-12-en-28-oic acid (29), and (23E)-coumaroylhederagenin (31) showed notable inhibitory effects on ATP-citrate lyase (ACL), with IC50 values of 3.6, 1.6, and 4.7 μM, respectively. Additionally, 3β-acetyl-ursolic acid (17) demonstrated dual inhibitory activity against both ACC1 and ACL, with IC50 values of 10.3 and 2.0 μM, respectively. The interactions of the active compounds with ACC1 and ACL enzymes were examined through molecular docking studies. From a chemotaxonomic perspective, the isolation of bis-iridoid glycosides in this study may aid in clarifying the taxonomic relationship between the genera Kolkwitzia and Lonicera within the Caprifoliaceae family. These findings highlight the importance of conserving plant species with unique and diverse secondary metabolites, which could serve as potential sources of new therapeutic agents for treating ACC1/ACL-associated diseases. Full article
(This article belongs to the Special Issue Terpenes, Steroids and Their Derivatives (2nd Edition) )
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Review

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19 pages, 1003 KiB  
Review
Therapeutic Potential of Fungal Terpenes and Terpenoids: Application in Skin Diseases
by Monika Trepa, Katarzyna Sułkowska-Ziaja, Katarzyna Kała and Bożena Muszyńska
Molecules 2024, 29(5), 1183; https://doi.org/10.3390/molecules29051183 - 6 Mar 2024
Cited by 16 | Viewed by 4440
Abstract
Terpenes and their derivatives comprise a diverse group of natural compounds with versatile medicinal properties. This article elucidates the general characteristics of fungal terpenes and terpenoids, encompassing their structure and biogenesis. The focal point of this work involves a comprehensive overview of these [...] Read more.
Terpenes and their derivatives comprise a diverse group of natural compounds with versatile medicinal properties. This article elucidates the general characteristics of fungal terpenes and terpenoids, encompassing their structure and biogenesis. The focal point of this work involves a comprehensive overview of these compounds, highlighting their therapeutic properties, mechanisms of action, and potential applications in treating specific skin conditions. Numerous isolated terpenes and terpenoids have demonstrated noteworthy anti-inflammatory and anti-microbial effects, rivalling or surpassing the efficacy of currently employed treatments for inflammation or skin infections. Due to their well-documented antioxidant and anti-cancer attributes, these compounds exhibit promise in both preventing and treating skin cancer. Terpenes and terpenoids sourced from fungi display the capability to inhibit tyrosinase, suggesting potential applications in addressing skin pigmentation disorders and cancers linked to melanogenesis dysfunctions. This paper further disseminates the findings of clinical and in vivo research on fungal terpenes and terpenoids conducted thus far. Full article
(This article belongs to the Special Issue Terpenes, Steroids and Their Derivatives (2nd Edition) )
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