B regioselective and chemoselective biotransformation of 2 `-hydroxychalcone derivatives by marine-derived fungi

Autor(es)

de Matos, Iara Lisboa ^[1] ; Nitschke, Marcia ^[2] ; Porto, Andre Luiz Meleiro ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Sao Carlos Inst Chem, Lab Biocatalysis & Organ Synth, Ave Joao Dagnone, 1100, Ed Quimica Ambiental, BR-13563120 Sao Carlos - Brazil

^[2] Univ Sao Paulo, Sao Carlos Inst Chem, Lab Microbial Biotechnol, Sao Carlos - Brazil

• Tipo de documento: Artigo Científico
• Fonte: BIOCATALYSIS AND BIOTRANSFORMATION; JUL 2021.
• Citações Web of Science: 0

Resumo

Eight fungal strains (Penicillium raistrickii CBMAI 931, Cladosporium sp. CBMAI 1237, Aspergillus sydowii CBMAI 935, Penicillium oxalicum CBMAI 1996, Penicillium citrinum CBMAI 1186, Mucor racemosus CBMAI 847, Westerdykella sp. CBMAI 1679, and Aspergillus sclerotiorum CBMAI 849) mediated the biotransformation of the 2'-hydroxychalcone 1a. The main products obtained were from hydrogenation, hydroxylation, and cyclization reactions. Penicillium raistrickii CBMAI 931 catalyzed the chemoselective reduction of 1a to produce 2'-hydroxydihydrochalcone 2a (72%) in 7 days of incubation in phosphate buffer (pH 7). Aspergillus sydowii CBMAI 935 promoted the hydroxylation of 1a to yield 2',4-dihydroxy-dihydrochalcone 5a (c = 42%) in 7 days of incubation in phosphate buffer (pH 8). The reaction using P. citrinum CBMAI 1186 and M. racemosus CBMAI 847 presented main cyclization products in phosphate buffer (pH 8), but the reactions with these fungi did not present enantioselectivity. Marine-derived fungi were effective and versatile biocatalysts for biotransformation of the 2'-hydroxychalcones yielding different products according to the conditions and microorganism used. (AU)

• Processo FAPESP: 14/18257-0 - Novas abordagens em reações biocatalíticas
• Beneficiário: Andre Luiz Meleiro Porto
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 13/21642-0 - Estudo da atividade de chalconas no controle de biofilmes bacterianos
• Beneficiário: Marcia Nitschke
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 16/20155-7 - Reações de aminólise e de resolução cinética por lipases e biodegradação de agroquímicos por microrganismos
• Beneficiário: Andre Luiz Meleiro Porto
• Modalidade de apoio: Auxílio à Pesquisa - Regular