Malassezin -: A novel agonist of the arylhydrocarbon receptor from the yeast Malassezia furfur

被引：62

作者：

Wille, G

Mayser, P

Thoma, W

Monsees, T

Baumgart, A

Schmitz, HJ

Schrenk, D

Polborn, K

Steglich, W ^{[1
]}

机构：

[1] Univ Giessen, Ctr Deramtol & Androl, D-35785 Giessen, Germany

[2] Univ Munich, Dept Chem, D-81377 Munich, Germany

[3] Univ Kaiserslautern, D-67663 Kaiserslautern, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2001年 / 9卷 / 04期

关键词：

D O I：

10.1016/S0968-0896(00)00319-9

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：

The yeast Malassezia furfur converts tryptophan into several indole compounds. One of three malassezin, was identified as 2-( 1H-indol-3-ylmethl)- 1 H-indole-3-carbaldehyde (I). It was synthesized from N-Boc-indole-3-carbaldehyde in five steps with 12% overall yield. The compound easily cyclizes to indolo[3.2-b]carbazole (7) which is known to interact with the arylhydrocarbon receptor (AHR). Similarly, malassezin was found to induce cytochrome P450 as an agonist of AHR(EC50 = 1.57 muM) in rat hepatocytes. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：955 / 960

页数：6

共 27 条

[1] AROMATIC HYDROCARBON RESPONSIVENESS-RECEPTOR AGONISTS GENERATED FROM INDOLE-3-CARBINOL INVITRO AND INVIVO - COMPARISONS WITH 2,3,7,8-TETRACHLORODIBENZO-PARA-DIOXIN [J].