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Twelve undescribed derivatives of ganoderic acid isolated from Ganoderma luteomarginatum and their cytotoxicity against three human cancer cell lines.
- Source :
-
Phytochemistry [Phytochemistry] 2021 Mar; Vol. 183, pp. 112617. Date of Electronic Publication: 2020 Dec 29. - Publication Year :
- 2021
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Abstract
- Lanostane triterpenoids are thought to be the main underlying preclinical antitumor secondary metabolites of the genus Ganoderma. To further explore the potential cytotoxic triterpenoids from Ganoderma luteomarginatum, the ethyl acetate soluble fraction of 95% ethanolic extract was systematically studied. Twelve previously undescribed lanostane-type triterpene acids were isolated from the fruiting bodies of G. luteomarginatum, and their structures were elucidated by extensive spectroscopic analyses. Among them, 11 compounds have an unusual β-configuration for OH-15. All isolates were assessed for cytotoxic activities using three human cancer cell lines (A549, HGC-27, and SMMC-7721) and one human normal cell line (LO2). (17Z)-3β,7β,15β-Trihydroxy-11,23-dioxolanost-8,17(20)-dien-26-oate and (20E)-15β-hydroxy-3,7,11,23-tetraoxolanost-20(22)-en-26-oate exhibited significant selective cytotoxicity against HGC-27 cells and A549 cells, respectively, with IC <subscript>50</subscript> values of 6.82 ± 0.77 and 13.67 ± 1.04 μM, while 3β,7β,15β-trihydroxy-11,23-dioxolanost-8-en-26-oate inhibited the proliferation of both A549 and SMMC-7721 cells. In addition, Hoechst fluorescence 33,258 staining and Annexin V-FITC/PI double staining proved that (17Z)-3β,7β,15β-trihydroxy-11,23-dioxolanost-8,17(20)-dien-26-oate could induce apoptosis in HGC-27 cells. Furthermore, a comparison of the results in this study and previous literature demonstrated that ganoderic alcohols have stronger cytotoxicity than the corresponding derivatives of ganoderic acid in the genus Ganoderma.<br /> (Copyright © 2020 Elsevier Ltd. All rights reserved.)
- Subjects :
- Cell Line
Humans
Molecular Structure
Ganoderma
Neoplasms
Triterpenes pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1873-3700
- Volume :
- 183
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 33385937
- Full Text :
- https://doi.org/10.1016/j.phytochem.2020.112617