title: Quinone/hydroquinone meroterpenoids with antitubercular and cytotoxic activities produced by the sponge-derived fungus Gliomastix sp. ZSDS1-F7.
abstract: 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 A2(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 IC50values ranging from 0.19 to 35.4 μM. And compounds 2-4 exhibited antitubercular activity with IC50values 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.
authors.affiliation: 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.
authors.forename: Wei-Jun
authors.initials: WJ
authors.lastname: He
authors.affiliation: b College of Pharmacy , Hunan University of Chinese Medicine , Changsha , P.R. China.
authors.forename: Xiao-Jiang
authors.initials: XJ
authors.lastname: Zhou
authors.affiliation: c Guangzhou Institutes of Biomedicine and Health , Chinese Academy of Sciences , Guangzhou , P.R. China.
authors.forename: Xiao-Chu
authors.initials: XC
authors.lastname: Qin
authors.affiliation: 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.
authors.forename: Yong-Xin
authors.initials: YX
authors.lastname: Mai
authors.affiliation: 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.
authors.forename: Xiu-Ping
authors.initials: XP
authors.lastname: Lin
authors.affiliation: 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.
authors.forename: Sheng-Rong
authors.initials: SR
authors.lastname: Liao
authors.affiliation: 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.
authors.forename: Bin
authors.initials: B
authors.lastname: Yang
authors.affiliation: c Guangzhou Institutes of Biomedicine and Health , Chinese Academy of Sciences , Guangzhou , P.R. China.
authors.forename: Tianyu
authors.initials: T
authors.lastname: Zhang
authors.affiliation: c Guangzhou Institutes of Biomedicine and Health , Chinese Academy of Sciences , Guangzhou , P.R. China.
authors.forename: Zheng-Chao
authors.initials: ZC
authors.lastname: Tu
authors.affiliation: 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.
authors.forename: Jun-Feng
authors.initials: JF
authors.lastname: Wang
authors.affiliation: 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.|d South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center , Guangzhou , P.R. China.
authors.forename: Yonghong
authors.initials: Y
authors.lastname: Liu
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000494:pharmacology*; D000995:Antitubercular Agents / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D006873:Hydroquinones / Q000494:pharmacology*; D003904:Mitosporic Fungi / Q000378:metabolism*; D011161:Porifera / Q000382:microbiology*; D011809:Quinones / Q000494:pharmacology*
chemical_list: D000903:Antibiotics, Antineoplastic; D000995:Antitubercular Agents; D006873:Hydroquinones; D011809:Quinones
keywords: Phakellia fusca Thiele; Sponge-derived fungus; anti-enterovirus 71 activity; antitubercular activity; cytotoxic activity; meroterpenoid; roquefortine