Synthesis of chlorogenic acid derivatives with promising antifungal activity

被引：70

作者：

Ma, Chao-Mei

Kully, Maureen

Khan, Jehangir K.

Hattori, Masao

Daneshtalab, Mohsen ^{[1
]}

机构：

[1] Mem Univ Newfoundland, Sch Pharm, St John, NF A1C 3V6, Canada

[2] NAEJA Pharmaceut Co Ltd, Edmonton, AB T6E 5V2, Canada

[3] Toyama Univ, Inst Nat Med, Toyama 9300194, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 21期

关键词：

chlorogenic acid; p-octyloxyaniline; Candida albicans; Cryptococcus neoformans; Aspergillus fumigatus; H2N-aa-4-(octyloxy) aniline; brine shrimp lethality assay; echinocandin B; 1,3-beta-glucan; H-1; NMR; ESI-MS; FAB-MS;

D O I：

10.1016/j.bmc.2007.07.038

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：

Derivatives of chlorogenic acid or its analogues were synthesized by coupling protected chlorogenic acid or its analogues with p-octyloxyaniline and selected amino acids. Most of the compounds exhibited significant potency against Cryptococcus neoformans and Candida species with low toxicity to brine shrimps. The 4,5-dihydroxyl groups in the quinic acid moiety were necessary for the activity and introduction of a free amino group increased the inhibitory activity against Aspergillus fumigatus. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：6830 / 6833

页数：4

共 18 条

[1] The effect of the echinocandin analogue caspofungin on cell wall glucan synthesis by Cryptococcus neoformans [J].