Structures of Elaeodendrosides M, N, O P, Q, R and S. A Series of Cardiac Glycosides Isolated from Elaeodendron glaucum

Abstract

Seven cardiac glycosioes having an unusual -sugar linkage, elaeooendrasides M, N, 0 , P, 0 , R and s, were isolated from seeds of dlaeooendron glaucum.'These were unequivocally characterized an the basis of physical data and chemical correlation with related compounds previously isolated.These new compounds were t t tested for inhibition of ha , K -noemsine triphosphatase from guinea pig heart, anu the structure-activity relntionship has been discussed.In the preceding p a p e r s we reporteo the isolation and chacactecization of cardiac glycosides having an unusual sugar linkage, elaeodenarosides A-L and elaeodenarogenin from seeds of E-ndron glaucum P ~r 2 .ICelastraceaeJ by -X-ray crystallography and chemical means.lb6 ihe present paper oescribes the Structures O C elaeodendrosides M-S which have been isolated by the procedure similar to that previously reported ICliart 1, Pig. 1J.1'4 Llaeodendroside M 111, mp 277-27g0c, was separated as colorless prisms.Ms spectral data provioed the molecular formula C 29 H 3 4 0 The complete Structure was determined as 1 by direct comparison with the authentic sample obtained by oxidation from elaeodendroside A ( 2 1 .~ The uv spectrum I Amax 284 nmJ of 1 suggested the presence of the diosphenol structure.khen adsorbed o n -1 3 4 5 .7. F. Abe a n d T. Y a a a u c b i , Chem.Pharm.B u x , 1 9 8 2 , 30, 1 1 8 3 .-8.