Polyhydroxypyrrolidine glycosidase inhibitors related to (+)-lentiginosine

被引:39
作者
Cardona, F
Goti, A
Picasso, S
Vogel, P
Brandi, A
机构
[1] Univ Florence, CNR, Ctr Studio Chim & Strutt Composti Eterociclici &, Dipartimento Chim Organ Ugo Schiff, I-50121 Florence, Italy
[2] Univ Lausanne, BCH, Inst Chim Organ, CH-1015 Lausanne, Switzerland
关键词
D O I
10.1080/07328300008544101
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
(+)-Lentiginosine (14) and (7R)-7-hydroxylentiginosine (26), powerful inhibitors of amyloglucosidases, and their enantiomers were obtained in high overall yields by a multistep synthesis involving 1,3-dipolar cycloaddition of enantiopure tartaric acid derived pyrroline N-oxides. Structurally related (S,S)-3,4-dihydroxypyrrolidines 29-33 were synthesized as simpler models and tested towards 24 glycosidases.
引用
收藏
页码:585 / 601
页数:17
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