Cardiotonic steroids II: 3-deoxycardenolides and 3-deoxycardanolides.
A series of compounds related to 3-deoxydigitoxigenin was prepared and assayed for inhibition of myocardial Na+,K+- adenosine triphosphatase. Although the relatively high activity of 3-deoxydigitoxin was confirmed, the corresponding 3beta,4beta-epoxide and a mixture of 2,3-olefins and 3,4-olefins were less active. 3-Deoxy compounds with variations at the 14-position and the butenolide ring were much less active than the corresponding 3beta-hydroxy analogs. Thus the activity of 3-deoxydigitoxigenin appears to be particularly susceptible to structural changes elsewhere in the molecule.
D000251:Adenosine Triphosphatases / Q000037:antagonists & inhibitors; D000818:Animals; D002297:Cardanolides / Q000138:chemical synthesis / Q000494:pharmacology*; D002417:Cattle; D004073:Digitoxigenin / Q000494:pharmacology; D004285:Dogs; D008274:Magnesium; D009206:Myocardium / Q000201:enzymology; D011188:Potassium; D012964:Sodium
D002297:Cardanolides; D004073:Digitoxigenin; D012964:Sodium; D000251:Adenosine Triphosphatases; D008274:Magnesium; D011188:Potassium