Tetrahedron p. 3067 - 3072 (1983)
Update date:2022-08-04
Topics:
Dutta, Pradeep K.
Chowdhury, Uday S.
Chakravarty, Ajit K.
Achari, Basudeb
Pakrashi, Satyesh C.
Two new glucosidic iridoids, designated as nishindaside (2a) and negundoside (3a), have been isolated from the leaves of Vitex negundo (Verbenaceae).The absence of a C(3)-C(4) double bond and the presence of an equatorial 3-methoxy group in 2a, the 3-methoxy-3,4-dihydro derivative of agnuside (1a), were established from 1H and 13C NMR analyses, corroborated by mass spectral fragmentation of the hexaacetate (2b).Negundoside (3a) could be concluded to be the 2'-p-hydroxy benzoyl derivative of mussaenosidic acid from the results of alkaline hydrolysis and the shifts in the signals of C-1', C-2' and C-3' in its 13C NMR spectrum.
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Doi:10.1021/jo00204a002
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