Bioactive Seco-Lanostane-Type Triterpenoids from the Roots of Leplaea mayombensis
| Autor: | Gabriel N. Folefoc, Valerie Mahiou Leddet, Kevin K. Klausmeyer, Kenneth O. Eyong, Lazare Sidjui Sidjui, Kenneth G. Hull, Daniel Romo, Gaëtan Herbette, Evelyne Ollivier, Joseph H. Taube |
|---|---|
| Přispěvatelé: | Université de Yaoundé I, Baylor University, Institut méditerranéen de biodiversité et d'écologie marine et continentale (IMBE), Centre National de la Recherche Scientifique (CNRS)-Institut de recherche pour le développement [IRD] : UMR237-Aix Marseille Université (AMU)-Avignon Université (AU), Spectropôle - Aix Marseille Université (AMU SPEC), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Aix Marseille Université (AMU), Avignon Université (AU)-Aix Marseille Université (AMU)-Institut de recherche pour le développement [IRD] : UMR237-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Stereochemistry
Pharmaceutical Science Fractionation [CHIM.THER]Chemical Sciences/Medicinal Chemistry 010402 general chemistry Plant Roots 01 natural sciences Lanostane Analytical Chemistry Lanosterol chemistry.chemical_compound Triterpenoid Breast cancer cell line Drug Discovery Humans Bioassay Organic chemistry [SDV.BV]Life Sciences [q-bio]/Vegetal Biology Cameroon Meliaceae Derivatization Nuclear Magnetic Resonance Biomolecular IC50 Pharmacology Molecular Structure 010405 organic chemistry Organic Chemistry Leplaea mayombensis Triterpenes 3. Good health 0104 chemical sciences Complementary and alternative medicine chemistry Molecular Medicine |
| Zdroj: | Journal of Natural Products Journal of Natural Products, American Chemical Society, 2017, 80 (10), pp.2644-2651. ⟨10.1021/acs.jnatprod.7b00210⟩ Journal of Natural Products, 2017, 80 (10), pp.2644-2651. ⟨10.1021/acs.jnatprod.7b00210⟩ |
| ISSN: | 0163-3864 1520-6025 |
| DOI: | 10.1021/acs.jnatprod.7b00210⟩ |
| Popis: | International audience; Fractionation of the ethyl acetate-soluble extract of the roots of Leplaea mayombensis afforded two new 3,4-seco-lanostane-type triterpenoids, leplaeric acids A and B (1, 2), the new lanostane-type triterpenoid leplaeric acid C (3), and six known natural products (5–10). Derivatization of the main constituent, 1, afforded the dimethyl ester 4, the monoamide 11, and diamide 12 for SAR studies. The structures of these compounds were established through spectroscopic methods, and a single-crystal X-ray diffraction analysis was used to confirm the relative configuration of compound 1. These lanostane derivatives are unique since they are the first C-21-oxygenated lanostanes isolated from plant sources. Preliminary biological assays against the MDA MB 231 breast cancer cell line showed that compounds 1, 2, 4, and 11 have modest cytotoxic activity. Compound 2 was the most active, with an IC50 of 55 ± 7 μM. From these results, the amides (11, 12) derived from triterpenoid 1 were found to be less active than the derived esters (2, 4). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|