Cardenolides and a lignan from asclepias subulata

Shivanand D. Jolad; Robert B. Bates; Jack R. Cole; Joseph J. Hoffmann; Teruna J. Siahaan; Barbara N. Timmermann

doi:10.1016/S0031-9422(00)84515-X

Cardenolides and a lignan from asclepias subulata

Shivanand D. Jolad, Robert B. Bates, Jack R. Cole, Joseph J. Hoffmann, Teruna J. Siahaan, Barbara N. Timmermann

Pharmacy Practice and Science

Research output: Contribution to journal › Article › peer-review

24 Scopus citations

Abstract

Four new glycosides (three cardenolides and a lignan), nine previously reported cardenolide glycosides and a known triterpenoid were isolated from the ethyl acetate extract of the aerial parts of Asclepias subulata. The elucidation of the structures and stereochemistry of the new glycosides has been accomplished using mainly ¹H and ¹³C NMR and mass (EI and FAB) spectral data of their acetyl derivatives and comparison of these data with those of known glycosides from the same plant as well as from other plants. The new compounds were identified as 16α-hydroxycalactin, 3β-(β-D-glucopyranosyloxy)-19-car coroglaucigenin 3β-D-glucoside and 4-(β-D-glucopyranosyloxy)-larciresinol.

Original language	English (US)
Pages (from-to)	2581-2590
Number of pages	10
Journal	Phytochemistry
Volume	25
Issue number	11
DOIs	https://doi.org/10.1016/S0031-9422(00)84515-X
State	Published - 1986

Keywords

Asclepiadaceae
Asclepias subulata
cardiac glycosides
larciresinol glucoside
lupeol.

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(00)84515-X

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title = "Cardenolides and a lignan from asclepias subulata",

abstract = "Four new glycosides (three cardenolides and a lignan), nine previously reported cardenolide glycosides and a known triterpenoid were isolated from the ethyl acetate extract of the aerial parts of Asclepias subulata. The elucidation of the structures and stereochemistry of the new glycosides has been accomplished using mainly 1H and 13C NMR and mass (EI and FAB) spectral data of their acetyl derivatives and comparison of these data with those of known glycosides from the same plant as well as from other plants. The new compounds were identified as 16α-hydroxycalactin, 3β-(β-D-glucopyranosyloxy)-19-car coroglaucigenin 3β-D-glucoside and 4-(β-D-glucopyranosyloxy)-larciresinol.",

keywords = "Asclepiadaceae, Asclepias subulata, cardiac glycosides, larciresinol glucoside, lupeol.",

author = "Jolad, {Shivanand D.} and Bates, {Robert B.} and Cole, {Jack R.} and Hoffmann, {Joseph J.} and Siahaan, {Teruna J.} and Timmermann, {Barbara N.}",

year = "1986",

doi = "10.1016/S0031-9422(00)84515-X",

language = "English (US)",

volume = "25",

pages = "2581--2590",

journal = "Phytochemistry",

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number = "11",

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TY - JOUR

T1 - Cardenolides and a lignan from asclepias subulata

AU - Jolad, Shivanand D.

AU - Bates, Robert B.

AU - Cole, Jack R.

AU - Hoffmann, Joseph J.

AU - Siahaan, Teruna J.

AU - Timmermann, Barbara N.

PY - 1986

Y1 - 1986

N2 - Four new glycosides (three cardenolides and a lignan), nine previously reported cardenolide glycosides and a known triterpenoid were isolated from the ethyl acetate extract of the aerial parts of Asclepias subulata. The elucidation of the structures and stereochemistry of the new glycosides has been accomplished using mainly 1H and 13C NMR and mass (EI and FAB) spectral data of their acetyl derivatives and comparison of these data with those of known glycosides from the same plant as well as from other plants. The new compounds were identified as 16α-hydroxycalactin, 3β-(β-D-glucopyranosyloxy)-19-car coroglaucigenin 3β-D-glucoside and 4-(β-D-glucopyranosyloxy)-larciresinol.

AB - Four new glycosides (three cardenolides and a lignan), nine previously reported cardenolide glycosides and a known triterpenoid were isolated from the ethyl acetate extract of the aerial parts of Asclepias subulata. The elucidation of the structures and stereochemistry of the new glycosides has been accomplished using mainly 1H and 13C NMR and mass (EI and FAB) spectral data of their acetyl derivatives and comparison of these data with those of known glycosides from the same plant as well as from other plants. The new compounds were identified as 16α-hydroxycalactin, 3β-(β-D-glucopyranosyloxy)-19-car coroglaucigenin 3β-D-glucoside and 4-(β-D-glucopyranosyloxy)-larciresinol.

KW - Asclepiadaceae

KW - Asclepias subulata

KW - cardiac glycosides

KW - larciresinol glucoside

KW - lupeol.

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U2 - 10.1016/S0031-9422(00)84515-X

DO - 10.1016/S0031-9422(00)84515-X

M3 - Article

AN - SCOPUS:0345369351

SN - 0031-9422

VL - 25

SP - 2581

EP - 2590

JO - Phytochemistry

JF - Phytochemistry

IS - 11

ER -

Cardenolides and a lignan from asclepias subulata

Abstract

Keywords

ASJC Scopus subject areas

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