Identification of azaphilone derivatives of Monascus colorants from Talaromyces amestolkiae and their halochromic properties

Made available in DSpace on 2022-04-29T08:34:55Z (GMT). No. of bitstreams: 0 Previous issue date: 2022-03-15 Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Laboratório Associado para a Química Verde Centro de Investigação em Materiais Cerâmicos e Compósitos Currently, the ability to produce several kinds of water-soluble red natural colorants makes the genus Talaromyces particularly important to the dye industry, which can be an alternative to the use of harmful synthetic colorants. In this study, colored compounds produced by Talaromyces amestolkiae were extracted, characterized chemically and the color stability of the fermented broth without any extraction procedure was further evaluated over pH variation. Five azaphilones compounds were detected by Ultrahigh Performance Liquid Chromatography-Mass Spectrometry system, all being complexes of the fatty acid amino-hexanedioic acid and azaphilone Monascus colorants. The color of the fermented broth was stable at a wide range of pH (3–9). Furthermore, T. amestolkiae colorants precipitated through hydrolysis of key chemical groups at extremely acidic (pH 1) and lose red color in extremely basic (pH 13) medium, showing negative halochromism. Nevertheless, these findings enhance the industrial relevance of azaphilone colorants produced by biotechnological process. Department of Engineering Bioprocess and Biotechnology School of Pharmaceutical Sciences São Paulo State University - UNESP CICECO – Aveiro Institute of Materials Chemistry Department University of Aveiro, Campus Universitário de Santiago LAQV - REQUIMTE Department of Chemistry and University of Aveiro Department of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University - UNESP Laboratory of Mass Spectrometry Applied to Natural Products Chemistry Department of Chemistry Faculty of Philosophy Sciences and Letters of Ribeirão Preto (FFCLRP) University of São Paulo (USP) Department of Engineering Bioprocess and Biotechnology School of Pharmaceutical Sciences São Paulo State University - UNESP Department of Drugs and Medicines School of Pharmaceutical Sciences São Paulo State University - UNESP FAPESP: 2014/01580-3 FAPESP: 2018/06908-8 FAPESP: 2019/15493-9 Laboratório Associado para a Química Verde: UIDB/50006/2020 Centro de Investigação em Materiais Cerâmicos e Compósitos: UIDB/50011/2020 Centro de Investigação em Materiais Cerâmicos e Compósitos: UIDP/50011/2020