Back to Search Start Over

3-Anhydro-6-hydroxy-ophiobolin A, a new sesterterpene inhibiting the growth of methicillin-resistant Staphylococcus aureus and inducing the cell death by apoptosis on K562, from the phytopathogenic fungus Bipolaris oryzae.

Authors :
Wang, Quan-Xin
Yang, Jian-Ling
Qi, Qiu-Yue
Bao, Li
Yang, Xiao-Li
Liu, Miao-Miao
Huang, Pei
Zhang, Li-Xin
Chen, Ji-Long
Cai, Lei
Liu, Hong-Wei
Source :
Bioorganic & Medicinal Chemistry Letters. Jun2013, Vol. 23 Issue 12, p3547-3550. 4p.
Publication Year :
2013

Abstract

Abstract: 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 12.5μg/mL, and potent antiproliferative activity against cell lines HepG2 and K562 with IC50 of 6.49μM and 4.06μM, 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. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
0960894X
Volume :
23
Issue :
12
Database :
Academic Search Index
Journal :
Bioorganic & Medicinal Chemistry Letters
Publication Type :
Academic Journal
Accession number :
89103691
Full Text :
https://doi.org/10.1016/j.bmcl.2013.04.034