New Tryptophan Metabolites from Cultures of the Lipophilic Yeast <i>Malassezia furfur</i>

Abstract

Abstract 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 (=( α R)‐ α ‐hydroxy‐1 H ‐indole‐3‐propanoic acid 5 ), and 2‐hydroxy‐1‐(1 H ‐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.