三叶血桐叶的潜在癌症化学预防成分。

Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.

作者信息

Jang Dae Sik, Cuendet Muriel, Pawlus Alison D, Kardono Leonardus B S, Kawanishi Kazuko, Farnsworth Norman R, Fong Harry H S, Pezzuto John M, Kinghorn A Douglas

机构信息

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, IL 60612, USA.

出版信息

Phytochemistry. 2004 Feb;65(3):345-50. doi: 10.1016/j.phytochem.2003.10.026.

DOI:10.1016/j.phytochem.2003.10.026

PMID:14751306

Abstract

Activity-guided fractionation of the leaves of Macaranga triloba, using an in vitro bioassay based on the inhibition of cyclooxygenase-2, resulted in the isolation of a rotenoid, 4,5-dihydro-5'alpha-hydroxy-4'alpha-methoxy-6a,12a-dehydro-alpha-toxicarol (1), as well as 12 known compounds, (+)-clovan-2beta,9alpha-diol, ferulic acid, 3,7,3',4'-tetramethylquercetin, 3,7,3'-trimethylquercetin, 3,7-dimethylquercetin, abscisic acid, 1beta,6alpha-dihydroxy-4(15)-eudesmene, 3beta-hydroxy-24-ethylcholest-5-en-7-one, loliolide, scopoletin, taraxerol, and 3-epi-taraxerol. The structure of compound 1 was determined using spectroscopic methods. All isolates were evaluated for their potential to inhibit cyclooxygenases-1 and -2 by measuring PGE(2) production, and to induce quinone reductase in cultured Hepa 1c1c7 mouse hepatoma cells.

摘要

采用基于环氧合酶-2抑制作用的体外生物测定法，对三棱野桐叶进行活性导向分级分离，结果分离得到一种鱼藤酮类化合物4,5-二氢-5'α-羟基-4'α-甲氧基-6a,12a-脱氢-α-毒卡罗酚（1）以及12种已知化合物，分别为(+)-菖蒲烷-2β,9α-二醇、阿魏酸、3,7,3',4'-四甲基槲皮素、3,7,3'-三甲基槲皮素、3,7-二甲基槲皮素、脱落酸、1β,6α-二羟基-4(15)-桉叶素、3β-羟基-24-乙基胆甾-5-烯-7-酮、紫罗内酯、东莨菪素、蒲公英甾醇和3-表蒲公英甾醇。通过光谱方法确定了化合物1的结构。通过测量前列腺素E2的生成量，对所有分离物抑制环氧合酶-1和-2的潜力进行了评估，并检测了其在培养的Hepa 1c1c7小鼠肝癌细胞中诱导醌还原酶的能力。