Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE

被引:80
作者
Yang, ZX
Kitano, Y
Chiba, K
Shibata, N
Kurokawa, H
Doi, Y
Arakawa, Y
Tada, M [1 ]
机构
[1] Tokyo Univ Agr & Technol, Bioorgan Chem Lab, Tokyo 1838509, Japan
[2] Natl Inst Infect Dis, Dept Bacterial & Blood Prod, Tokyo 2080011, Japan
关键词
D O I
10.1016/S0968-0896(00)00253-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Variously oxidized 12 natural abietanes, 6,7-dehydroferruginol methyl ether (3), ferruginol (5), 11-hydroxy-12-oxo-7,9(11),13-abietatriene (7), royleanone (9), demethyl cryptojaponol (12), salvinolone (14), sugiol methyl ether (16), sugiol (17), 5,6-dehydrosugiol methyl ether (19), 5,6-dehydrosugiol (20), 6 beta -hydroxyferruginol (23), and taxodione (25) were synthesized. Antimicrobial activities of synthesized phenolic diterpenes and their related compounds against MRSA and VRE were evaluated. Phenols (12-hydroxyabieta-8,11,13-trien-6-one 22 and 23), catechols (12 and 14) and taxodione 25 showed potent activity with 4-10 mug/mL of MIC against MRSA and 4-16 mug/mL of MIC against VRE. (-)-Ferruginol showed more potent activity than natural type (+)-ferruginol. Quinone methide 7 showed the most potent activity with 0.5-1 mug/mL of MIC against both MRSA and VRE. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:347 / 356
页数:10
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