Abstract:
In addition to the four cardiac glycosides reported in the previous paper, three more cardiac glycosides A, D, E, were isolated from the seeds of
Thevetia peruviana Merr. Glycoside A, C
32H
48O
9, m.p.215—218%,
αD29—82.4 (
c=1.1412, methanol). U.V. λ
max 218mμ (log ε, 4.19), IR (KBr) 2.96, 5.57, 5.67—5.78, 6.20, 7.25, 7.82—8.0, 9.80μ, on mild hydrolysis yielded a crystalline deacetyl derivative—Neriifolin, while on acetylation gave diacetylneriifolin. Thus glycoside A was proved to be cerberin (Monoacetylneriifolin) by the above evidence. Glycoside D, C
30H_(46)O
9,m.p.239—240%,
αD29—55.5 (
c=1.2727, methanol), U.V. λ
max 218 mμ (logε, 4.21), IR (KBr) 2.97, 5.79, 6.20, 7.25, 9.80 μ, was identified as ruvoside. It was also further characterized by comparing with the reduction product of peruvoside. Glycoside E, under the name of perusitin, C
30H
44O
10, m.p. 168—170%,
αd28.5—45.47 (
c= 1.37, methanol), p
Kα 6.2, U.V. λ
max 218 mμ (log ε, 4.23), IR (KBr) 2.98, 5.59, 5.72, 5.90, 6.16, 7.26, 9.75μ, was a new acidic cardiac glycoside, IR (KBr) of its triethylamine salt showed at 6.45 μ, while the original peak at 5.90μ (—COOH) of perusitin disappeared. By oxidation of peruvoside with KMnO
4 in acetone, a crystalline product was obtained, on the basis of its melting point, mixed melting point,
αd, and IR, it was identified to be perusitin. Thus structure of perusitin was proved to be cannogeninic acid-l-thevetoside.