An Efficient One‐Pot Enzymatic Synthesis of Cardiac Glycosides with Varied Sugar Chain Lengths. Issue 13 (13th May 2019)

• Record Type: Journal Article
• Authors: Huang, Wei; Wen, Chao; Zhou, Zhen‐Ru; Fu, Zhi‐Hao; Katz, Adriana; Plotnikov, Alexander; Karlish, Steven J. D.; Jiang, Ren‐Wang
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 13(2019)
• Page Start: 3114
• Page End: 3119
• Publication Date: 2019-05-13
• Subjects: Cardiac glycosides -- Enzymatic -- Glycosyltransferase -- Na+/K+-ATPase -- One-Pot; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900227
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An efficient one‐pot enzymatic synthesis of cardiac glycosides with varied sugar chain lengths (average yield >80%) was carried out through sequential glycosylation using a steroid glycosyltransferase UGT74AN3 from Catharanthus roseus and a cyclodextrin glycosyltransferase from Bacillus licheniformis . A series of cardiac glycosides were obtained and showed enhanced affinity and selectivity for inhibition of the α2 isoform of Na + /K + ‐ATPase. These findings demonstrate the significant potential of the one‐pot biocatalytic approach in the synthesis of diverse cardiac glycosides as potentially safer cardiotonic agents. Abstract :