Benzophenones from Guignardia sp. IFB-E028, an endophyte on Hopea hainanensis.
The first natural S-containing benzophenone dimer, named guignasulfide (3), was isolated from the culture of Guignardia sp. IFB-E028, an endophytic fungus residing in healthy leaves of Hopea hainanensis. Its structure was determined through correlative analyses of its MS, 1D- and 2D-NMR spectroscopic data. Two other known benzophenone derivatives, monomethylsulochrin and rhizoctonic acid (1 and 2, resp.) were also isolated. Guignasulfide (3) was more active against the human liver cancer cell line HepG2 (IC(50) value: 5.2+/-0.4 microM) than metabolites 1 and 2 (IC(50) values: 63.5+/-0.6 and 60.2+/-0.5 microM); compounds 1-3 showed also moderately inhibitory effects on the human bacterial pathogen Helicobacter pylori with MIC values of 28.9+/-0.1, 60.2+/-0.4, and 42.9+/-0.5 microM, respectively.
Wang
Feng-Wu
FW
Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Medical School, Nanjing University, Nanjing 210093, P R China.
Ye
Yong-Hao
YH
Ding
Hui
H
Chen
Yun-Xi
YX
Tan
Ren-Xiang
RX
Song
Yong-Chun
YC
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry* / Q000378:metabolism; D001577:Benzophenones / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D053958:Dipterocarpaceae / Q000382:microbiology*; D016480:Helicobacter pylori / Q000187:drug effects; D056945:Hep G2 Cells; D006801:Humans; D013440:Sulfides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity
D000900:Anti-Bacterial Agents; D001577:Benzophenones; D013440:Sulfides; C548434:dimethyl 2,2'-sulfanediylbis(3-hydroxy-6-((2-hydroxy-6-methoxy-4-methylphenyl)carbonyl)-5-methoxybenzoate)