THE VERSATILE STEROID NUCLEUS - DESIGN AND SYNTHESIS OF A PEPTIDOMIMETIC EMPLOYING THIS NOVEL SCAFFOLD

Authors
HIRSCHMANN R SPRENGELER PA KAWASAKI T LEAHY JW SHAKESPEARE WC SMITH AB
Citation
R. Hirschmann et al., THE VERSATILE STEROID NUCLEUS - DESIGN AND SYNTHESIS OF A PEPTIDOMIMETIC EMPLOYING THIS NOVEL SCAFFOLD, Tetrahedron, 49(17), 1993, pp. 3665-3676
Citations number
64
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
17
Year of publication
1993
Pages
3665 - 3676
Database
ISI
SICI code
0040-4020(1993)49:17<3665:TVSN-D>2.0.ZU;2-R
Abstract
The design and synthesis of peptidomimetic 1 employing the novel cyclo pentanoperhydrophenanthrene skeleton is described. The large body of s teroid literature allows for the introduction of diverse peptidal side chains with precise regio- and stereoselective control. Compound 1 bi nds to the fibrinogen receptor on blood platelets (GP IIb/IIIa), for w hich it was designed, with an IC50 of ca. 100 muM.