SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF CARDENOLIDES SUBSTITUTED AT THE BUTENOLIDE PART

Authors
STAROSKE T HENNIG L WETZEL P HOFMANN HJ MULLER D HAUSLER T SHELDRICK WS ZILLIKENS S GRETZER B PUSCH H GLITSCH HG
Citation
T. Staroske et al., SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF CARDENOLIDES SUBSTITUTED AT THE BUTENOLIDE PART, Tetrahedron, 52(39), 1996, pp. 12723-12744
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
39
Year of publication
1996
Pages
12723 - 12744
Database
ISI
SICI code
0040-4020(1996)52:39<12723:SAPPOC>2.0.ZU;2-S
Abstract
Deprotonation of the digitoxigenin lactone moiety with NaH in N-methyl pyrrolidone yields an enolate that reacts at the 21- or 22-position de pending on the electrophile. Lactone substituted derivatives of digito xigenin have been prepared and their inhibition of the cardiac Na+ pum p and the inotropic effect of some of the compounds have been studied. Structure-activity relationships are discussed in terms of the Holtje -Anzali model. Copyright (C) 1996 Elsevier Science Ltd