Arabinose-derived bicyclic amino acids:: synthesis, conformational analysis and construction of an αvβ3-selective RGD peptide

被引：16

作者：

Peri, F ^{[1
]}

Bassetti, R

Caneva, E

de Gioia, L

La Ferla, B

Presta, M

Tanghetti, E

Nicotra, F

机构：

[1] Univ Milano Bicocca, Dept Biosci & Biotechnol, I-20126 Milan, Italy

[2] Dept Organ & Ind Chem, I-20133 Milan, Italy

[3] Univ Brescia, Sch Med, Dept Biomed Sci & Biotechnol, Unit Gen Pathol & Immunol, I-25123 Brescia, Italy

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / Royal Society of Chemistry卷 / 05期

关键词：

D O I：

10.1039/b110453e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis, NMR structure determination, and molecular modelling of the conformationally restricted diastereomeric sugar azido acids 1 and 2 are presented. The bicyclic structures of these compounds are obtained through a iodocyclization reaction on the C-allyl glycoside of the D-arabinofuranose. Cyclic tetrapeptide 11 containing the amino acid derived from 1 linked to the RGD sequence has been synthesized; this compound was found to be a selective antagonist of alpha(v)beta(3) integrins expressed on GM 7373 cells.

引用

页码：638 / 644

页数：7

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[2]

2-7

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