Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues
Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues
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DOI：
10.1016/j.bmc.2005.10.027
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发表时间：
2006-03-15
影响因子：
3.5
通讯作者：
Singh, IP
中科院分区：
文献类型：
--
作者：
Bharate, SB;Bhutani, KK;Singh, IP
本文采用仿生方法合成了天然存在的间苯三酚-单萜加合物优球蛋白G1-G4（3a/B/a和4a/B）和16个新的类似物（13 a/B-18 a/B和19-22）。这些合成化合物在单萜和酰基官能度的性质上不同于天然优球蛋白。所有这些化合物进行了评价，其抗菌，抗真菌，抗利什曼原虫和抗疟疾活性。Anastomic 17 b对耐甲氧西林金黄色葡萄球菌具有良好的抗菌活性，而类似物19-22对光滑念珠菌具有有效的抗真菌活性，IC（50）为1.5 - 2.5 μ g/mL。Euglobals沿着所有合成的类似物表现出抗利什曼原虫活性。其中，euglobal G2（3a）、G3（4a）和类似物13 a和14 a显示出有效的抗利什曼原虫活性，IC 50范围为2.8至3.9 μ g/mL。抗疟药16 a对氯喹敏感的恶性疟原虫D 6克隆具有抗疟活性。在浓度高达4.76 μ g/ml时，没有化合物显示出对哺乳动物肾成纤维细胞（vero细胞）的毒性。(c)2005爱思唯尔有限公司保留所有权利。
In the present communication, naturally occurring phloroglucinol-monoterpene adducts, euglobals G1-G4 (3b/a and 4a/b) and 16 new analogues (13a/b-18a/b and 19-22) were synthesized by biomimetic approach. These synthetic compounds differ from natural euglobals in the nature of monoterpene and acyl functionality. All of these compounds were evaluated for their antibacterial, antifungal, antileishmanial and antimalarial activities. Analogue 17b possessed good antibacterial activity against methicillin-resistant Staphylococcus aureus, while analogues 19-22 possessed potent antifungal activity against Candida glabrata with IC(50)s ranging from 1.5 to 2.5 mu g/mL. Euglobals along with all synthesized analogues exhibited antileishmanial activity. Amongst these, euglobal G2 (3a), G3 (4a) and analogues 13a and 14a showed potent antileishmanial activity with IC50s ranging from 2.8 to 3.9 mu g/mL. Analogue 16a possessed antimalarial activity against chloroquine sensitive D6 clone of Plasmodium falciparum. None of the compounds showed toxicity against mammalian kidney fibroblasts (vero cells) upto the concentration of 4.76 mu g/ml. (c) 2005 Elsevier Ltd. All rights reserved.