Author/Authors :
Gregor Wille، نويسنده , , Peter Mayser، نويسنده , , Wiebke Thoma، نويسنده , , Thomas Monsees، نويسنده , , Annette Baumgart، نويسنده , , Hans-Joachim Schmitz، نويسنده , , Dieter Schrenk، نويسنده , , Kurt Polborn، نويسنده , , Wolfgang Steglich، نويسنده ,
Abstract :
The yeast Malassezia furfur converts tryptophan into several indole compounds. One of these, malassezin, was identified as 2-(1H-indol-3-ylmethyl)-1H-indole-3-carbaldehyde (1). 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 μM) in rat hepatocytes.