New Tryptophan Metabolites from Cultures of the Lipophilic Yeast Malassezia furfur

Eleven new indole alkaloids were isolated from cultures of the human pathogenic yeast Malassezia furfur after addition of L‐tryptophan as the sole N‐source: pityriacitrin B (2), the malassezindoles A (3) and B (4), malassezialactic acid (6), the malasseziazoles A (7), B (8), and C (9), pityriazole (...

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Veröffentlicht in:Helvetica chimica acta 2005-06, Vol.88 (6), p.1472-1485
Hauptverfasser: Irlinger, Bernhard, Bartsch, Andrea, Krämer, Hans-Joachim, Mayser, Peter, Steglich, Wolfgang
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container_issue 6
container_start_page 1472
container_title Helvetica chimica acta
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creator Irlinger, Bernhard
Bartsch, Andrea
Krämer, Hans-Joachim
Mayser, Peter
Steglich, Wolfgang
description Eleven new indole alkaloids were isolated from cultures of the human pathogenic yeast Malassezia furfur after addition of L‐tryptophan as the sole N‐source: pityriacitrin B (2), the malassezindoles A (3) and B (4), malassezialactic acid (6), the malasseziazoles A (7), B (8), and C (9), pityriazole (10), malasseziacitrin (11), and malassezione (12), along with the known d‐indole‐3‐lactic acid (=(αR)‐α‐hydroxy‐1H‐indole‐3‐propanoic acid 5), and 2‐hydroxy‐1‐(1H‐indol‐3‐yl)ethanone (13). The structural elucidation of these compounds was performed by spectroscopic methods (MS as well as 1D‐ and 2D‐NMR). The biogenetic relationships (Scheme) and biological activities of the new metabolites are discussed.
doi_str_mv 10.1002/hlca.200590118
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title New Tryptophan Metabolites from Cultures of the Lipophilic Yeast Malassezia furfur
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