Controllable regioselective acylation of rutin catalyzed by enzymes in non-aqueous solvents.
An efficient route to synthesize 3''- and 4'''-vinyl rutin esters has been developed by enzyme-catalyzed regioselective acylation of rutin with divinyl dicarboxylates in organic media. Alkaline protease from Bacillus subtilis provided 3''-O-substituted vinyl rutin esters in pyridine, and Novozym 435 gave 4'''-O-substituted vinyl rutin esters in tert-butanol.
Xiao
Yong-mei
YM
Department of Chemistry, Zhejiang University, 310027, Hangzhou, People's Republic of China.
Wu
Qi
Q
Wu
Wei-bo
WB
Zhang
Qing-yi
QY
Lin
Xian-fu
XF
D000215:Acylation; D001412:Bacillus subtilis / Q000201:enzymology*; D004800:Enzymes, Immobilized; D004952:Esters / Q000138:chemical synthesis; D005656:Fungal Proteins; D008049:Lipase / Q000737:chemistry*; D012431:Rutin / Q000737:chemistry*; D012697:Serine Endopeptidases / Q000737:chemistry*; D014753:Vinyl Compounds / Q000138:chemical synthesis; D020002:tert-Butyl Alcohol / Q000737:chemistry
D004800:Enzymes, Immobilized; D004952:Esters; D005656:Fungal Proteins; D014753:Vinyl Compounds; D012431:Rutin; C093667:Novozyme 435; D008049:Lipase; D012697:Serine Endopeptidases; C032923:microbial serine proteinases; D020002:tert-Butyl Alcohol