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Lapachol Biotransformation by Filamentous Fungi Yields Bioactive Quinone Derivatives and Lapachol-Stimulated Secondary Metabolites

Lapachol Biotransformation by Filamentous Fungi Yields Bioactive Quinone Derivatives and Lapachol-Stimulated Secondary Metabolites

Luciana Barbosa Coitinho, Fernando Fumagalli, Nathália Gonsales da Rosa-Garzon, Flavio da Silva Emery, Hamilton Cabral

Prep Biochem Biotechnol. 2019;49(5):459-463.

PMID: 30896339

Abstract:

Lapachol is a natural naphthoquinone with a range of biological effects, including anticancer activity. Microbial transformations of lapachol can lead to the formation of new biologically active compounds. In addition, fungi can produce secondary metabolites that are also important for drug discovery. The goal of this study was to evaluate the ability of filamentous fungi to biotransform lapachol into biologically active compounds and identify secondary metabolites produced in the presence of lapachol. Seven out of nine strains of filamentous fungi tested exhibited the ability to biotransform or biodegrade lapachol. The bioactive derivatives norlapachol and isolapachol were identified among biotransformation products. Moreover, lapachol stimulated the production of pyrrolo-[1,2-a] pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl) and phenol-2,4-bis-(1,1-dimethylethyl), secondary metabolites already known to have antimicrobial and antioxidant activities. These results open the perspective of using these strains of filamentous fungi for lapachol biotransformation and efficient production of several biologically active compounds.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP84797	Lapachol		84-79-7	Price

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