Twelve undescribed derivatives of ganoderic acid isolated from Ganoderma luteomarginatum and their cytotoxicity against three human cancer cell lines

Lanostane Triterpenoids and Ergostane Steroids from Ganoderma luteomarginatum and Their Cytotoxicity

“…The thirty-one known compounds, including twenty-one lanostane triterpenoids (4-26) and eight ergostane steroid (27)(28)(29)(30)(31)(32)(33)(34), were identified as lanosta-8,24E-dien-7-oxo -3β-acetyloxy-26-ol (4) [26], lanosta-8,24E-dien-7-oxo-3β-acetyloxy-26-al (5) [26], lanosta -7,9(11),24-trien-3β-acetyloxy-26-ol (6) [26], (24R,25S)-lanosta-7,9(11)-dien-3β,24,26-triol -25-methoxy (7) [16], lanosta-7,9(11)-dien-3β-acetyloxy-24,25,26-triol (8) [29], lanosta-7,9(11) -dien-3β-acetyloxy-24,26-dihydroxy-25-methoxy (9) [29], ganodermanondiol (10) [34], lu-cidumol B (11) [34], 26-hydroxy-ganodermanondiol (12) [35], ganoderiol A (13) [36], ganoderone A (14) [37], lucidadiol (15) [38], ganodermadiol (16) [39], lanosta-7,9(11),24E -trien-3β-acetyloxy-26,27-diol (17) [29], ganoderiol F (18) [40], lanosta-8-en-7,11-dioxo-3β -acetyloxy-24,25,26-triol (19) [29], ganoderiol D (20) [40], lanosta-8-en-7-oxo-3β -acetyloxy-24,25,26-trihydroxy (21) [34], lucidumol A (22) [41], lanosta-7,9 (11),24E-trien -3-oxo-26-al (23) [42], lanosta-7,9(11),24-triene-3β-ol-26-al (24) [42], lucidone H (25) [29], lucidadone H (26) [...…”

“…A great deal of work has been carried out on over thirty species of Ganoderma. Two types of natural products, lanostane triterpenoids (1-26) and ergostane steroids (27)(28)(29)(30)(31)(32)(33)(34), were discovered from the fruiting bodies of G. luteomarginatum collected in Hainan Province, China. These two types of compounds are widely found in genus Ganoderma [1], and lanostanoids (Ganoderma triterpenoids) was the characteristic active metabolites in species of Ganoderma, which are a class of compounds with various chemical structures.…”

“…The fruiting bodies of G. luteomarginatum have been widely used as a healthy food to prevent tumors. To explore the potential cytotoxic constituents from G. luteomarginatum, we performed a phytochemical investigation on this fungus, which resulted in the isolation of twenty-six lanostane triterpenoids (1-26) (Figure 1), including three undescribed ones: lanosta-7,9(11)-dien-3β-acetyloxy-24,25-diol (1), lanosta-7,9(11)-dien-3-oxo-24,26-diol-25-methoxy (2), and lanosta-8,20 (22)-dien-3,11,23 -trioxo-7β,15β-diol-26-oic acid methyl ester (3), together with eight ergostane steroids (27)(28)(29)(30)(31)(32)(33)(34) (Figure 1). All these isolates were evaluated for their cytotoxic activity against three human cancer cell lines.…”

A New Sterol From the Polypore Fungus Ganoderma luteomarginatum and Its Cytotoxic Activities

“…5 A few previous phytochemical investigations of ethanol extracts of G luteomarginatum fruiting bodies collected in China led to the isolation of 12 lanostane-type triterpene acids, a pair of alkaloid enantiomers, and 9 lanostane triterpenoids. 1,6,7 Among them, lanostane triterpenoids such as (17Z)-3β,7β,15β-trihydroxy-11,23-dioxolanost-8,17 (20)-dien-26-oate, (20E)-15β-hydroxy-3,7,11,23-tetraoxolanost-20(22)en-26-oate, and (5α,24E)-3β-acetoxyl-26-hydroxylanosta-8,24dien-7-one exhibited strong cytotoxicities against gastric HGC-27, cervical HeLa, and lung A549 human cancer cell lines. 1,6 In the course of our search for cytotoxic compounds from traditional folk medicines in Myanmar, phytochemical investigations of the ethyl acetate-soluble fraction of a 70% ethanolic extract of the Myanmar G luteomarginatum fruiting bodies revealed the presence of one new ergostane-type steroid and four known compounds.…”

“…1,6,7 Among them, lanostane triterpenoids such as (17Z)-3β,7β,15β-trihydroxy-11,23-dioxolanost-8,17 (20)-dien-26-oate, (20E)-15β-hydroxy-3,7,11,23-tetraoxolanost-20(22)en-26-oate, and (5α,24E)-3β-acetoxyl-26-hydroxylanosta-8,24dien-7-one exhibited strong cytotoxicities against gastric HGC-27, cervical HeLa, and lung A549 human cancer cell lines. 1,6 In the course of our search for cytotoxic compounds from traditional folk medicines in Myanmar, phytochemical investigations of the ethyl acetate-soluble fraction of a 70% ethanolic extract of the Myanmar G luteomarginatum fruiting bodies revealed the presence of one new ergostane-type steroid and four known compounds. Herein, we report the isolation and structure elucidation of the compounds and their cytotoxicities.…”