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Synthesis and Glycosidase Inhibitory Activity of 7-Deoxycasuarine

✍ Scribed by Ana T. Carmona; Richard H. Whigtman; Inmaculada Robina; Pierre Vogel


Publisher
John Wiley and Sons
Year
2003
Tongue
German
Weight
133 KB
Volume
86
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Reaction of 1,4‐anhydro‐2,3,5‐tri‐O‐benzyl‐1‐deoxy‐1‐imino‐D‐arabinitol N‐oxide (8) with allyl alcohol produced a 3.6 : 1 mixture of the two pyrrolo[1,2‐b]isoxazole derivatives 13 and 14. The major adduct 13 was converted to 7‐deoxycasuarine (7), a potent, specific, and competitive inhibitor of amyloglucosidase from Rhizopus mold (see Table).


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Synthesis and inhibitory activity of gly
✍ Chikara Uchida; Seiichiro Ogawa 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 542 KB

In connection with structural modification of the trehalase inhibitor trehazolin (1), as a new-type of glycohydrolase inhibitor, some glycosylamino-oxazolines were designed and synthesized. Among three oxazolines beta-galacto (3), beta-gluco (5) and alpha-manno-types (6) obtained in stable form, the