Astraodoric Acids A–D: New Lanostane Triterpenes from Edible Mushroom Astraeus odoratus and Their Anti-Mycobacterium tuberculosis H₃₇Ra and Cytotoxic Activity

Abstract

Tuberculosis (TB) is one of the chronic infectious diseases caused by Mycobacterium tuberculosis that causes about 2-3 million deaths per year. Isoniazid and rifampicin are examples of first line drugs used for TB treatment; however, they are potentially hepatotoxic. More effective and safer drugs are urgently needed, especially from natural products. Basidiomycete mushrooms are known as important sources of pharmaceutically active metabolites including an anti-TB agent. In this work, the chemical constituents of the edible mushroom Astraeus odoratus were isolated and investigated for antibacterial activity against M. tuberculosis H(37)Ra. The cytotoxic activity against cancerous cell lines was also evaluated. Four new lanostane triterpenes, astraodoric acids A-D, and new 5-hydroxyhypaphorine have been isolated together with four known compounds. The structures were elucidated by NMR spectroscopic methods, HR-ESI-MS results, and X-ray crystallographic analysis. Astraodoric acids A and B exhibited moderate antibacterial (MICs of 50 and 25 μg/mL) and cytotoxic activities (IC(50) values of 34.69 and 18.57 μg/mL against KB and 19.99 and 48.35 μg/mL against NCI-H187), respectively. The results of this study show that A. odoratus could be a significant natural source for safer antitubercular and anticancer agents.

Suppression of Tumor Growth by Pleurotus ferulae Ethanol Extract through Induction of Cell Apoptosis, and Inhibition of Cell Proliferation and Migration

“…We thus used the products from 95% ethanol extraction with sonication in this study. Although the active components in PFEC that exert the anti-tumor effects are not yet identified, the product is abundant in terpenoids, but not protein nor saccharides determined by a series of qualitative chemical reaction assays (data not shown), which is in line with other types of mushroom [25].…”

New Bioactive Metabolites from a Crown Gall Induced on an Eucalyptus tereticornis Sm. Tree

“…Compounds 1, 2, and 3 exerted signifi cant cytotoxic activity against MCF7 Brought to you by | Purdue University Libraries Authenticated Download Date | 5/30/15 5:27 AM cells with IC 50 values of 1.01, 1.54, and 2.15 μg/ml, respectively, and 3.49, 3.83, and 3.39 μg/ml against HCT116 cells, respectively. Previous investigations reported cytotoxic activity of lanostane triterpenes too (Ukiya and Akihisa, 2002;Akihisa et al, 2007;Monténégro et al, 2008;Zhou et al, 2008;Arpha et al, 2012). As compound 2 was found to be cytotoxic against the human cancer cell lines studied here, our results provide further support for the cytotoxic activity of lanostane triterpenes.…”

The isolation of two new lanostane triterpenoid derivatives from the edible mushroom Astraeus asiaticus

“…The most abundant chemical constituents found so far in these genera are triterpenoids, which exhibit various biological activities such as, antifungal, antibacterial, antituberculosis and cytotoxicity against cancer cell lines (Kope et al, 1991;Stanikunaite et al, 2008;Tapan et al, 2012). Our studies into A. odoratus also isolated four new lanostane triterpenoid astraodoric acids A-D with astraodoric acids A and B exhibiting antituberculosis and anticancer activities (Arpha et al, 2012). A modified astraodorol also exhibited the antimalarial activity that had been reported by Nasomjai et al, 2014.…”

“…A modified astraodorol also exhibited the antimalarial activity that had been reported by Nasomjai et al, 2014. Further research of the bioactive chemical constituents in these genera has led to the isolation of two lanostane triterpenoids derivatives (2-3) and six known compounds including astraodorol (Arpha et al, 2012), artabotryol B (Gupta et al, 2010), artabotryol C1 (Gupta et al, 2010), 6-dehydrocerevisterol (Lee et al, 2010), ergosterol (Arpha et al, 2012) and hypaphorine (Arpha et al, 2012) from the edible mushroom A. asiaticus, which are described below.…”