
Tetrahedron p. 3545 - 3554 (1991)
Update date:2022-08-03
Topics:
Gnabre
Pinnas
Martin
Mizsak
Kloosterman
Baczynskyj
Nielsen
Bates
Hoffmann
Kane
Two new steroidal glycosides (tylophoroside 1 and its monoacetate acetyltylophoroside 2) from Tylophora sylvatica (Asclepiadaceae), a medicinal plant from the Ivory Coast, were characterized, largely by 2-D NMR methods. 1, C48H72O22, was found to have three sugars units connected by a vinyl ether linkage to the 3-position of a steroidal aglycone (a new feature in a natural product). The aglycone part contains a novel lactone ring attached at C-13, formed in nature after opening of the D-ring at the 14-15 bond. 1 and 2 have cardiotonic activity, and the aglycone tylogenin 3 if more active than the widely used dexamethasone in anti-allergic assays.
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