Synthesis, anti-HIV and anti-oxidant activities of caffeoyl 5,6-anhydroquinic acid derivatives

被引:19
作者
Ma, Chao-Mei [1 ]
Kawahata, Takuya [2 ]
Hattori, Masao [1 ]
Otake, Toru [2 ]
Wang, Lili [3 ]
Daneshtalab, Mohsen [3 ]
机构
[1] Toyama Univ, Inst Nat Med, Toyama 9300194, Japan
[2] Osaka Prefectural Inst Publ Hlth, Osaka 5370025, Japan
[3] Mem Univ Newfoundland, Sch Pharm, St John, NF A1B 3V6, Canada
关键词
Caffeoyl 5,6-anhydroquinic acid; 5,6-Anhydroquinic acid; Chlorogenic acid; Anti-oxidant; Anti-HIV; CHLOROGENIC ACID; INHIBITORS;
D O I
10.1016/j.bmc.2009.11.043
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
In our continued research on chlorogenic acid analogues and derivatives with improved bioactivity, we have synthesized some caffeoyl 5,6-anhydroquinic acid derivatives. The 1,7 acetonides of chlorogenic acid ( 15), and of the mono-caffeoyl 5,6-anhydroquinic acids (7-8) showed appreciable anti-HIV activity. The 3,4-dicaffeoyl 5,6-anhydroquinic acid ( 12) exhibited an anti-HIV activity twice as that of 3,5-dicaffeoylquinic acid ( 22). The caffeoyl 5,6-anhydroquinic acid derivatives displayed potent anti-oxidant activities. The mono-caffeoyl 5,6-anhydroquinic acids (10-11) were more than twice stronger than chlorogenic acid ( 21) on SOD-like activity. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:863 / 869
页数:7
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