阿诺米醛及相关真菌倍半萜芳基酯的结构与细胞毒性

Structure and cytotoxicity of arnamial and related fungal sesquiterpene aryl esters.

作者信息

Misiek Mathias, Williams Jessica, Schmich Kathrin, Hüttel Wolfgang, Merfort Irmgard, Salomon Christine E, Aldrich Courtney C, Hoffmeister Dirk

机构信息

Pharmaceutical Biology and Biotechnology, Albert-Ludwigs-Universität, Stefan-Meier-Strasse 19, 79104 Freiburg, Germany.

出版信息

J Nat Prod. 2009 Oct;72(10):1888-91. doi: 10.1021/np900314p.

DOI:10.1021/np900314p

PMID:19795841

Abstract

We report on the structure elucidation of arnamial, a new Delta(2,4)-protoilludane everninate ester from the fungus Armillaria mellea, and on the apoptotic activity of arnamial as well as the cytotoxic activity of structurally related compounds on selected human cancer cells. Arnamial showed cytotoxicity against Jurkat T cells, MCF-7 breast adenocarcinoma, CCRF-CEM lymphoblastic leukemia, and HCT-116 colorectal carcinoma cells at IC50 = 3.9, 15.4, 8.9, and 10.7 microM, respectively, and the related aryl ester melledonal C showed cytotoxic activity against CCRF-CEM cells (IC50 = 14.75 microM). [1,2-13C2]Acetate feeding supports a polyketide origin of the orsellinic acid moiety of arnamial.

摘要

我们报道了蜜环菌酰胺（arnamial）的结构解析，它是一种从蜜环菌（Armillaria mellea）中分离得到的新型Δ(2,4)-原伊鲁烷埃弗尼酸酯，还报道了蜜环菌酰胺的凋亡活性以及结构相关化合物对选定人类癌细胞的细胞毒性活性。蜜环菌酰胺对Jurkat T细胞、MCF-7乳腺腺癌、CCRF-CEM淋巴细胞白血病和HCT-116结肠癌细胞显示出细胞毒性，IC50分别为3.9、15.4、8.9和10.7微摩尔，相关的芳基酯蜜环菌酮C对CCRF-CEM细胞显示出细胞毒性活性（IC50 = 14.75微摩尔）。[1,2-13C2]乙酸喂养实验支持了蜜环菌酰胺中苔色酸部分的聚酮来源。