Antidiabetic lanostane triterpenoids from the fruiting bodies of Ganoderma weberianum

Lanostane Triterpenoids and Ergostane Steroids from Ganoderma luteomarginatum and Their Cytotoxicity

“…Lanostane-type triterpenoids are the main characteristic natural products of the fungi of Ganoderma, which have extensive biological and pharmacological activities, especially possess cytotoxicity. The chemical investigation of the fruiting bodies of G. luteomarginatum led to the isolation of twenty-six lanostane triterpenoids (1-26), including three undescribed ones (1-3): 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). The cytotoxicity assay showed that seven lanostane triterpenoids (1, 2, 7, 13, 18, 22, and 24) revealed definite cytotoxicity against K562, among which compounds 1, 13, and 18 showed the IC 50 values of 8.59, 6.64, and 8.82 µg/mL, respectively, indicating the prospect of an antitumor.…”

“…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.…”

“…Ganoderma luteomarginatum , used as folk medicinal Ganoderma species, is a rare species mainly distributed in Hainan Province in China [ 25 ], where a pharmacodynamic molecular basis has been brought into focus in recent years [ 26 , 27 ]. In our ongoing endeavor to explore bioactive natural products, several species of Ganoderma have been studied, and a series of active compounds have been found [ 7 , 15 , 28 , 29 , 30 , 31 ]. The fruiting bodies of G. luteomarginatum have been widely used as a healthy food to prevent tumors.…”