Hydrogenation of Halogenated 2-Hydroxychalcones by Mycelia of Marine-Derived Fungus Penicillium raistrickii

Author(s)

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

Affiliation

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, Lab Quim Organ & Biocatalise, Av Joao Dagnone 1100, Ed Quim Ambiental, BR-13563120 Sao Carlos, SP - Brazil

^[2] Univ Sao Paulo, Inst Quim Sao Carlos, Lab Biotecnol Microbiana, Av Joao Dagnone 1100, Ed Quim Ambiental, BR-13563120 Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: MARINE BIOTECHNOLOGY; v. 21, n. 3, p. 430-439, JUN 2019.
• Web of Science Citations: 2

Abstract

This study describes the chemoselective hydrogenation reaction of halogenated 2-hydroxychalcones by the marine-derived fungus Penicillium raistrickii CBMAI 931. Initially, 2-hydroxychalcone was utilized as a model for the selection of the appropriate conditions to perform the biotransformation reactions. The best results were obtained using mycelia and filtered culture broth, and this condition was chosen for the biotransformation reaction of 2-hydroxychalcones substituted with methoxy and halogen groups. Experiments performed with 2-hydroxychalcones dissolved in 600L-DMSO were more effective than those performed using 300L-DMSO, once solubility of the compounds influenced conversion rate in the liquid medium. The halogenated 2-hydroxy-dihydrochalcones were obtained in good conversions (78-99%) and moderate isolated yields (31-65%). All biotransformation reactions using the marine-derived fungus P. raistrickii CBMAI 931 showed regioselective and chemoselective control for the formation of 2-hydroxy-dihydrochalcones. (AU)

• FAPESP's process: 13/21642-0 - Activity of chalcones to control bacterial biofilm
• Grantee: Marcia Nitschke
• Support Opportunities: Regular Research Grants