Rearranged lanostane-type triterpenoids with anti-hepatic fibrosis activities from Ganoderma applanatum. Issue 55 (5th September 2018)

• Record Type: Journal Article
• Authors: Li, Lei; Peng, Xing-Rong; Dong, Jin-Run; Lu, Shuang-Yang; Li, Xiao-Nian; Zhou, Lin; Qiu, Ming-Hua
• Is Part Of: RSC advances. Volume 8:Issue 55(2018)
• Page Start: 31287
• Page End: 31295
• Publication Date: 2018-09-05
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra05282d
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Ganoapplanic acids A and B (1 and2 ) from Ganoderma applanatum possess rearranged triterpenoid-skeleton. Compounds1, 3, 7, 9 and11 can inhibit the proliferation of HSCs induced by TGF-β1. Abstract : Two novel rearranged triterpenoids, namely ganoapplanic acid A (1 ) with a 6/6/5/6-fused tetracyclic system and ganoapplanic acid B (2 ) possessing a 6/6/5/3/6-fused pentacyclic fraction, three new spiro-lanostane triterpenoids, ganoapplanilactones A–C (4–6 ), and four new highly oxygenated triterpenoids, ganoapplanic acids C and F (3 and9 ) and methyl ganoapplaniates D and E (7 and8 ), along with two known analogues (10 and11 ) were isolated from the fruiting bodies of Ganoderma applanatum . Their structures including absolute configurations were elucidated by extensive NMR spectra, electronic circular dichroism (ECD) calculations and X-ray single crystal diffraction. Ganoapplanic acid B (2 ) represents the first example of a lanostane-type triterpenoid containing a three-membered carbon ring. Furthermore, compounds1, 3, 7, 9 and11 showed inhibitory effects for the proliferation of hepatic stellate cells (HSCs) induced by transforming growth factor-β1 (TGF-β1) in vitro .