title: Phenylspirodrimanes with anti-HIV activity from the sponge-derived fungus Stachybotrys chartarum MXH-X73.
abstract: Seven new phenylspirodrimanes, named stachybotrins D-F (1, 3, 4), stachybocins E and F (5, 6), and stachybosides A and B (7, 8), and four known compounds (2, 9-11), were isolated from the sponge-derived fungus Stachybotrys chartarum MXH-X73. Their structures were determined by detailed analysis of spectroscopic data. The absolute configurations of 1-8 were determined by chemical hydrolysis and modified Mosher's and Marfey's methods. All compounds were tested in an anti-HIV activity assay, and compound 1 showed an inhibitory effect on HIV-1 replication by targeting reverse transcriptase. Further study exhibited that 1 could block NNRTIs-resistant strains (HIV-1RT-K103N, HIV-1RT-L100I,K103N, HIV-1RT-K103N,V108I, HIV-1RT-K103N,G190A, and HIV-1RT-K103N,P225H) as well as wild-type HIV-1 (HIV-1wt) with EC50 values of 7.0, 23.8, 13.3, 14.2, 6.2, and 8.4 μM, respectively.
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
authors.forename: Xinhua
authors.initials: X
authors.lastname: Ma
authors.forename: Letao
authors.initials: L
authors.lastname: Li
authors.forename: Tianjiao
authors.initials: T
authors.lastname: Zhu
authors.forename: Mingyu
authors.initials: M
authors.lastname: Ba
authors.forename: Guoqiang
authors.initials: G
authors.lastname: Li
authors.forename: Qianqun
authors.initials: Q
authors.lastname: Gu
authors.forename: Ying
authors.initials: Y
authors.lastname: Guo
authors.forename: Dehai
authors.initials: D
authors.lastname: Li
mesh_terms: D000818:Animals; D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D000081223:Polycyclic Sesquiterpenes; D011161:Porifera / Q000382:microbiology*; D018894:Reverse Transcriptase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013191:Stachybotrys / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D019380:Anti-HIV Agents; D000081223:Polycyclic Sesquiterpenes; D018894:Reverse Transcriptase Inhibitors; D012717:Sesquiterpenes; D013141:Spiro Compounds; C437376:drimane