Sophoridine and oxysophoridine are alkaloids extracted from Chinese traditional medicinewith significant antitumor activities. Computer-aided design and preliminary structure-activity relationship studiesshowed that t...Sophoridine and oxysophoridine are alkaloids extracted from Chinese traditional medicinewith significant antitumor activities. Computer-aided design and preliminary structure-activity relationship studiesshowed that the biological activity of sophoridine can be improved after oxidation (oxysophoridine) whileits toxicity significantly decreased. A new method to prepare oxysophoridine from natural product Sophoridineby biotransformation was established for the first time except for traditional extraction from plants and chemicalsynthesis. Positive biocatalytic reaction was detected by TLC. Structure of conversion product was elucidatedbased on NMR spectroscopy. Optimizations of reactions including substrate concentration, pH, conversion timeand inoculation quantity were complemented which analyzed by LC-MS. Results showed that filamentous fungusXylariales. sp F005 (CCTCC M2014660) has the capacity of synthetizing oxysophoridine from sophoridinein the selected 37 strains. The yield of oxysophoridine reached highest at conditions pH 6.0, the third day ofconversion time, 5.0 mg substrate and 5% inoculums respectively. The method for preparing oxysophoridinecatalyzed by enzymes with green and sustainable synthetic processes was developed.展开更多
文摘Sophoridine and oxysophoridine are alkaloids extracted from Chinese traditional medicinewith significant antitumor activities. Computer-aided design and preliminary structure-activity relationship studiesshowed that the biological activity of sophoridine can be improved after oxidation (oxysophoridine) whileits toxicity significantly decreased. A new method to prepare oxysophoridine from natural product Sophoridineby biotransformation was established for the first time except for traditional extraction from plants and chemicalsynthesis. Positive biocatalytic reaction was detected by TLC. Structure of conversion product was elucidatedbased on NMR spectroscopy. Optimizations of reactions including substrate concentration, pH, conversion timeand inoculation quantity were complemented which analyzed by LC-MS. Results showed that filamentous fungusXylariales. sp F005 (CCTCC M2014660) has the capacity of synthetizing oxysophoridine from sophoridinein the selected 37 strains. The yield of oxysophoridine reached highest at conditions pH 6.0, the third day ofconversion time, 5.0 mg substrate and 5% inoculums respectively. The method for preparing oxysophoridinecatalyzed by enzymes with green and sustainable synthetic processes was developed.
