Enzymatic glycosylation of oleanane-type triterpenoids. Issue 7 (3rd July 2018)

• Record Type: Journal Article
• Authors: Chen, Kuan; He, Junbin; Hu, Zhimin; Song, Wei; Yu, Liyan; Li, Kai; Qiao, Xue; Ye, Min
• Is Part Of: Journal of Asian natural products research. Volume 20:Issue 7(2018)
• Page Start: 615
• Page End: 623
• Publication Date: 2018-07-03
• Subjects: Enzymatic catalysis -- glycosylation -- glycosyltransferase -- triterpenoids -- YjiC1; Materia medica -- Asia -- Periodicals; Pharmacognosy -- Asia -- Periodicals; Medicinal plants -- Asia -- Periodicals; Medicine, Oriental -- Asia -- Periodicals; 615.321095
• DOI: 10.1080/10286020.2018.1478818
• Languages: English
• ISSNs: 1028-6020

Abstract

Abstract: Glycosylation is an effective approach to improve the druggability of natural products by increasing their water solubility. In this work, we report the glycosylation of oleanane-type triterpenoids by a recombinant microbial glycosyltransferase YjiC1. A preliminary screening test indicated YjiC1 exhibited robust capabilities for O -glycosylation of triterpenoids, based on LC/MS analysis. Among the products, two new compounds (2a and3a ), together with a known one (1a ), were isolated and characterized. These products exhibited improved water solubility, and3a showed moderate anti-HIV activities at 100 μM. This reaction provides a facile and efficient approach to synthesize the glucosides of triterpenoids. Abstract :