Unusual constituents from the medicinal mushroom Ganoderma lingzhi. Issue 63 (13th November 2019)

• Record Type: Journal Article
• Authors: Zhao, Zhen-Zhu; Liang, Xu-Bo; Feng, Wei-Sheng; Wu, Ya; Zhi, Yan-Le; Xue, Gui-Min; Chen, He-Ping; Liu, Ji-Kai
• Is Part Of: RSC advances. Volume 9:Issue 63(2019)
• Page Start: 36931
• Page End: 36939
• Publication Date: 2019-11-13
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra08566a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Extensive studies have revealed that triterpenoids, meroterpenoids, and polysaccharides are the main constituents of the well-known traditional Chinese medicinal mushroom Ganoderma . Abstract : Extensive studies have revealed that triterpenoids, meroterpenoids, and polysaccharides are the main constituents of the well-known traditional Chinese medicinal mushroom Ganoderma . In this study, we report seven previously undescribed sesquiterpenoids, including six gymnomitranes (1–6 ) and a novel type of sesquiterpenoid (8 ), together with a polyketide (7 ) and a known steroid (9 ) from the fruiting bodies of Ganoderma lingzhi, a fungus used as traditional medicine and food supplement in East Asia for ages. The structures of 1–8 were deduced by analysis of spectroscopic data, X-ray single crystal diffractions and TDDFT/ECD calculations. Compound 8 possessed an unusual 14(7→6)-cuparane scaffold. Compound 9 exhibited weak cytotoxicity against the five human cancer cell lines HL-60, MCF-7, SW480, A549, and SMMC-7721 with IC50 values of 18.0–32.3 μM. A simple structure-activity-relationship (SAR) investigation by acetylating the 5-OH of 9 (9a ) suggested that the 5-OH is essential for its cytotoxicity. Additionally, the biosynthetic pathways for compounds 2 and 8 are discussed.