Synthesis and preliminary pharmacological evaluation of new (±) 1,4-naphthoquinones structurally related to lapachol

被引：88
作者：
da Silva, AJM
Buarque, CD
Brito, FV
Aurelian, L
Macedo, LF
Malkas, LH
Hickey, RJ
Lopes, DVS
Noël, F
Murakami, YLB
Silva, NMV
Melo, PA
Caruso, RRB
Castro, NG
Costa, PRR
机构：
[1] Univ Fed Rio de Janeiro, Lab Quim Bioorgan, Ctr Ciencias Saude, BR-21941590 Rio De Janeiro, Brazil
[2] Univ Fed Rio de Janeiro, Dept Farmacol Basica & Clin, Ctr Ciencias Saude, BR-21941590 Rio De Janeiro, Brazil
[3] Univ Fed Rio de Janeiro, Inst Biofis Carlos Chagas Filho, Ctr Ciencias Saude, BR-21941590 Rio De Janeiro, Brazil
[4] Univ Maryland, Sch Med, Dept Pharmacol & Expt Therapeut, Baltimore, MD 21210 USA
[5] Univ Hosp, Greenbaum Canc Ctr, Baltimore, MD 21210 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2002年 / 10卷 / 08期
关键词：
D O I：
10.1016/S0968-0896(02)00100-1
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：
Seven new 1,4-naphthoquinones Structurally related to lapachol were synthesized from lawsone and oxygenated arylmercurials. These compounds can also be seen as pterocarpan derivatives where the A-ring was substituted by the 1,4-naphthoquinone nucleus. Pharmacological screening provided evidence of significant biological activitics, including effects against proliferation of the MCF-7 human breast cancer cell line, against Herpes Simplex Virus type 2 infection, and against snake poison-induced myotoxicity. One derivative displaced flunitrazepam binding and showed berizodiazepine-like activity, Suggesting novel neuroactive structural motifs. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2731 / 2738
页数：8
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