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

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2000年 / 19卷 / 4-5期

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

页码：585 / 601

页数：17

共 62 条

[1]

[Anonymous], 1984, Angew. Chem

[2] INHIBITION OF THE ALPHA-L-ARABINOFURANOSIDASE-III OF MONILINIA-FRUCTIGENA BY 1,4-DIDEOXY-1,4-IMINO-L-THREITOL AND 1,4-DIDEOXY-1,4-IMINO-L-ARABINITOL [J].