Digoxin derivatives substituted by alkylidene at the butenolide part.
A series of digoxin derivatives containing the gamma-alkylidene butenolide moiety were synthesised by way of stereoselective vinylogous aldol reaction of the unactivated butenolide in simple conditions. The structures of compounds synthesised were characterised by infrared (IR), nuclear magnetic resonance (NMR) and HR-MS. Preliminary bioassay shows that some of them have cardiac functions, especially compound 2g that induced a marked increase in myocardial contractility at 10ngml(-1) and 20ngml(-1) concentrations without digitalis toxicity.
Xu
Hai-Wei
HW
School of Pharmaceutical Science, Zhengzhou University, Ke Xue Da Dao 100, Zhengzhou 450001, PR China.
Liu
Gai-Zhi
GZ
Zhu
Song-Lin
SL
Hong
Guang-Feng
GF
Liu
Hong-Min
HM
Wu
Qiong
Q
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D001681:Biological Assay / Q000379:methods; D004077:Digoxin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D006168:Guinea Pigs; D006321:Heart / Q000187:drug effects; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared
D004077:Digoxin; C004511:butenolide; D015107:4-Butyrolactone