He Wei-Jun, Zhou Xiao-Jiang, Qin Xiao-Chu, Mai Yong-Xin, Lin Xiu-Ping, Liao Sheng-Rong, Yang Bin, Zhang Tianyu, Tu Zheng-Chao, Wang Jun-Feng, Liu Yonghong
a CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology , South China Sea Institute of Oceanology, Chinese Academy of Sciences , Guangzhou , P.R. China.
b College of Pharmacy , Hunan University of Chinese Medicine , Changsha , P.R. China.
Nat Prod Res. 2017 Mar;31(5):604-609. doi: 10.1080/14786419.2016.1207076. Epub 2016 Jul 15.
Fifteen compounds, including six quinone/hydroquinone meroterpenoids, purpurogemutantin (1), macrophorin A (2), 4'-oxomacrophorin (3), 7-deacetoxyyanuthone A (4), 2,3-hydro-deacetoxyyanuthone A (5), 22-deacetylyanuthone A (6), anicequol (7), three roquefortine derivatives, roquefortine C (8), (16S)-hydroxyroquefortine C (9), (16R)-hydroxyroquefortine C (10), dihydroresorcylide (11), nectriapyrone (12), together with three fatty acid derivatives, methyl linoleate (13), phospholipase A (14), methyl elaidate (15), were isolated from the sponge-derived fungus Gliomastix sp. ZSDS1-F7 isolated from the sponge Phakellia fusca Thiele collected in the Yongxing island of Xisha. Their structures were elucidated mainly by extensive NMR spectroscopic and mass spectrometric analyses. Among these compounds, compounds 1-3 and 5-7 showed significant in vitro cytotoxicities against the K562, MCF-7, Hela, DU145, U937, H1975, SGC-7901, A549, MOLT-4 and HL60 cell lines, with IC values ranging from 0.19 to 35.4 μM. And compounds 2-4 exhibited antitubercular activity with IC values of 22.1, 2.44 and 17.5 μM, respectively. Furthermore, compound 7 had anti-enterovirus 71 activity with MIC value of 17.8 μM. To the best of our knowledge, this is the first report to product two quinone/hydroquinone meroterpenoids skeletons (linear skeleton and drimane skeleton) from the same fungal strain.
从采自西沙永兴岛的海绵Phakellia fusca Thiele中分离得到的海绵衍生真菌Gliomastix sp. ZSDS1-F7中，分离出了15种化合物，包括6种醌/对苯二酚半萜类化合物，即紫菌素（1）、大孢菌素A（2）、4'-氧代大孢菌素（3）、7-脱乙酰基雅努酮A（4）、2,3-氢-脱乙酰基雅努酮A（5）、22-脱乙酰基雅努酮A（6）、阿尼雌酚（7），3种罗克福汀衍生物，即罗克福汀C（8）、（16S）-羟基罗克福汀C（9）、（16R）-羟基罗克福汀C（10），二氢间苯二酚内酯（11）、桔霉素（12），以及3种脂肪酸衍生物，即亚油酸甲酯（13）、磷脂酶A（14）、反油酸甲酯（15）。它们的结构主要通过广泛的核磁共振光谱和质谱分析得以阐明。在这些化合物中，化合物1-3和5-7对K562、MCF-7、Hela、DU145、U937、H1975、SGC-7901、A549、MOLT-4和HL60细胞系显示出显著的体外细胞毒性，IC值范围为0.19至35.4 μM。化合物2-4表现出抗结核活性，IC值分别为22.1、2.44和17.5 μM。此外，化合物7具有抗肠道病毒71活性，MIC值为17.8 μM。据我们所知，这是首次报道从同一真菌菌株中产生两种醌/对苯二酚半萜类骨架（线性骨架和菖蒲烷骨架）。
