Zhao Zhen-Zhu, Liang Xu-Bo, Feng Wei-Sheng, Wu Ya, Zhi Yan-Le, Xue Gui-Min, Chen He-Ping, Liu Ji-Kai
College of Pharmacy, Henan University of Chinese Medicine Zhengzhou 450046 China.
Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment and Chinese Medicine Development of Henan Province Zhengzhou 450046 China.
RSC Adv. 2019 Nov 13;9(63):36931-36939. doi: 10.1039/c9ra08566a. eCollection 2019 Nov 11.
Extensive studies have revealed that triterpenoids, meroterpenoids, and polysaccharides are the main constituents of the well-known traditional Chinese medicinal mushroom . 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 , 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 IC 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.
广泛的研究表明，三萜类化合物、半萜类化合物和多糖是这种著名的传统中药蘑菇的主要成分。在本研究中，我们从东亚长期用作传统药物和食品补充剂的一种真菌的子实体中，报道了7种以前未描述的倍半萜类化合物，包括6种裸盖菇素（1-6）和一种新型倍半萜类化合物（8），以及一种聚酮化合物（7）和一种已知的甾体（9）。通过光谱数据分析、X射线单晶衍射和TDDFT/ECD计算推导了1-8的结构。化合物8具有不寻常的14(7→6)-蒈烷骨架。化合物9对HL-60、MCF-7、SW480、A549和SMMC-7721这5种人类癌细胞系表现出较弱的细胞毒性，IC值为18.0-32.3 μM。通过对9（9a）的5-OH进行乙酰化的简单构效关系（SAR）研究表明，5-OH对其细胞毒性至关重要。此外，还讨论了化合物2和8的生物合成途径。
