海洋倍半萜（S）-（+）-姜黄酚及其类似物的化学转化与生物学研究
Chemical transformation and biological studies of marine sesquiterpene (S)-(+)-curcuphenol and its analogs.
作者信息
Gul Waseem, Hammond Nicholas L, Yousaf Muhammad, Peng Jiangnan, Holley Andy, Hamann Mark T
机构信息
Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
出版信息
Biochim Biophys Acta. 2007 Nov;1770(11):1513-9. doi: 10.1016/j.bbagen.2007.05.011. Epub 2007 Jul 24.
Abstract
Chemical transformation studies of the marine sesquiterpene phenol (S)-(+)-curcuphenol (1), isolated from the Jamaican sponges Myrmekioderma styx, were accomplished. In order to optimize the activity and better understand the SAR of (S)-(+)-curcuphenol, nineteen semisynthetic analogs were prepared and evaluated for activity against infectious diseases. A number of analogs showed significant activity against Mtb and Leishmania donovani, while showed good to moderate activities in antibacterial and antifungal assays as well as against Plasmodium falciparium (D6 clone) and (W2 clone). The analogs a, c, h, and r exhibited Mtb activity with MICs of 24.6, 41.2, 6.90, and 50.5 microM, respectively. Analog f showed enhanced activity against L. donovani with an IC50 of 0.6 microM and IC90 of 40 microM respectively.
摘要
对从牙买加海绵Styx Myrmekioderma中分离得到的海洋倍半萜酚（S）-（+）-curcuphenol（1）进行了化学转化研究。为了优化（S）-（+）-curcuphenol的活性并更好地理解其构效关系，制备了19个半合成类似物，并评估了它们对传染病的活性。许多类似物对结核分枝杆菌和杜氏利什曼原虫显示出显著活性，同时在抗菌和抗真菌试验以及对恶性疟原虫（D6克隆）和（W2克隆）的试验中表现出良好至中等的活性。类似物a、c、h和r对结核分枝杆菌的活性，其最小抑菌浓度（MIC）分别为24.6、41.2、6.90和50.5微摩尔。类似物f对杜氏利什曼原虫的活性增强，其半数抑制浓度（IC50）分别为0.6微摩尔，90%抑制浓度（IC90）为40微摩尔。
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