期刊
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷 23, 期 12, 页码 3547-3550出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2013.04.034
关键词
Ophiobolin derivative; Bipolaris oryzae; Antimicrobial; Cell apoptosis
资金
- National Key Basic Research Project of China [2009CB522300]
- NSFC [21072219, 31000036, 81171943, 3091112048, 30911120484, 30901849]
A new ophiobolin derivative, 3-anhydro-6-hydroxy-ophiobolin A (1), as well as two known ophiobolin derivatives 3-anhydro-ophiobolin A (2) and 3-anhydro-6-epi-ophiobolin A (3) were isolated from the PDB culture of a phytopathogenic fungus Bipolaris oryzae. The structure of 1 was elucidated through 2D NMR and other spectroscopic techniques. Compound 1 exhibited strong antimicrobial activity against Bacille Calmette-Guerin, Bacillus subtilis, Staphylococcus aureus, and methicillin-resistant Staphylococcus aureus with MIC value of 12.5 mu g/mL, and potent antiproliferative activity against cell lines HepG2 and K562 with IC50 of 6.49 mu M and 4.06 mu M, respectively. Further studies on the cytotoxicity of compound 1 against K562 cells demonstrated that it induced apoptosis, observed by flow cytometric method. Preliminary structure-activity relationships of these ophiobolins and the mechanism of apoptosis induced by 1 were analyzed. (C) 2013 Elsevier Ltd. All rights reserved.
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