尖叶安替蕊地上部分的环氧化酶抑制和抗氧化成分。

Cyclooxygenase-inhibitory and antioxidant constituents of the aerial parts of Antirhea acutata.

作者信息

Lee D, Park E J, Cuendet M, Axelrod F, Chavez P I, Fong H H, Pezzuto J M, Kinghorn A D

机构信息

Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, IL 60612, USA.

出版信息

Bioorg Med Chem Lett. 2001 Jun 18;11(12):1565-8. doi: 10.1016/s0960-894x(01)00129-9.

DOI:10.1016/s0960-894x(01)00129-9

PMID:11412982

Abstract

Two new compounds, (6S)-hydroxy-29-nor-3,4-seco-cycloart-4(30),24-dien-3-oic acid (1) and 8-[1-(3,4-dihydroxyphenyl)-3-methoxy-3-oxopropyl]epicatechin (3), were isolated by bioassay-guided fractionation from the aerial parts of Antirhea acutata (DC.) Urb. (Rubiaceae). Compound 1 showed moderate inhibitory activities in cyclooxygenase-1 and -2 assays (IC(50) 43.7 and 4.7 microM, respectively), while compound 3 was active in 1,1-diphenyl-2-picrylhydrazyl free-radical and cytochrome c reduction antioxidant assays (IC(50) 29.1 and 16.3 microM, respectively). Additionally, one further new compound was isolated, (3S,24S)-25-trihydroxy-9,19-cycloartane-29-oic acid (2), but this was inactive in the bioassay systems used. Compound 1 is based on the unprecedented 29-nor-3,4-seco-cycloartane skeleton.

摘要

通过生物活性导向分离法，从锐尖水锦树（Antirhea acutata (DC.) Urb.，茜草科）地上部分分离出两种新化合物，即(6S)-羟基-29-降-3,4-裂环环阿尔廷-4(30),24-二烯-3-酸（1）和8-[1-(3,4-二羟基苯基)-3-甲氧基-3-氧代丙基]表儿茶素（3）。化合物1在环氧合酶-1和-2测定中显示出中等抑制活性（IC(50)分别为43.7和4.7微摩尔），而化合物3在1,1-二苯基-2-苦基肼自由基和细胞色素c还原抗氧化测定中具有活性（IC(50)分别为29.1和16.3微摩尔）。此外，还分离出另一种新化合物，(3S,24S)-25-三羟基-9,19-环阿尔廷-29-酸（2），但该化合物在所使用的生物测定系统中无活性。化合物1基于前所未有的29-降-3,4-裂环环阿尔廷骨架。