Isoflavonoids are the plant secondary metabolites biogenetically derived from 2-phenylchroman skeleton of flavonoids. They are particularly prevalent in subfamily of Leguminosae; Papilonoidae. The remarkable biological properties of isoflavonoids described as antimicrobial, antioxidant, anti-inflammatory, estrogenic and cancer chemoprotectant. To enhance the bioavailability and biological properties of isoflavonoids, their diversification via acetylation, malonylation, hydroxylation, prenylation, glycosylation are under study. Glycosylation is one of the important tools to diversify and extend such biological functions in natural products and secondary metabolites. The process is catalyzed by UDP-glycosyltransferases in the formation of glycosidic linkages by transferring sugar moiety from a donor substrate to an acceptor. In present study, we have analyzed the in vitro enzymatic reactions of isoflavonoids using YjiC, a glycosyltransferase from Bacillus licheniformis DSM 13. UDP-D-glucose was considered as a sugar donor and isoflavonoids genestein, diadzein, formononetin and biochanin A as acceptor substrates. Reaction products were analyzed by HPLC and high resolution LC-QTOF-ESI/MS which revealed the detection of two mono-glucosides and one di-glucoside in genestein and daidzein where as single mono glucoside with formononetin and biochanin A. Glycosylation at the probable positions of 4’ and 7 hydroxyl groups of the genestein and daidzein was suspected while biochanin A - 7-hydroxyl position might have been prominent. In case of formononetin having a single hydroxyl at 7th position, high resolution LC-QTOF-ESI/MS analysis conforms the exact configuration and positioning of glucose attachment. Although glycosides of the rests of isoflavonoids were detected from high resolution LC-QTOF-ESI/MS analysis, the exact configuration of sugar attachment is yet to be identified.
저자
Prakash Parajuli [ Institute of Biomolecule Reconstruction (iBR), Department of Pharmaceutical Engineering, SunMoon University ]
Ramesh Prasad Pandey [ Institute of Biomolecule Reconstruction (iBR), Department of Pharmaceutical Engineering, SunMoon University ]
Jae KyungSohng [ Institute of Biomolecule Reconstruction (iBR), Department of Pharmaceutical Engineering, SunMoon University ]
본 학회는 화학, 생화학, 분자생물학, 미생물학, 식품공학, 의학, 약학, 유전공학 및 생물공학, 환경 및 기타 공업 등 전 분야의 탄수화물관련 이론과 기술을 연구 발전시키고 산학협동을 통해 이를 보급하여 국내 관련 산업의 발전 및 국민생활의 과학화에 기여하고자 하며, 이러한 목표와 비젼의 실현을 위해 회원들이 적극적인 참여와 활동을 전개하고자 한다.