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A Lignoid Glycoside and Dimeric Phenylpropanoids from Daphne oleoides
Author(s) -
Ullah Nisar,
Sonja Prinz,
Haslinger Ernst,
Ahmed Wagar,
Arfan Mohammed,
Malik Abdul
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20010131)84:1<157::aid-hlca157>3.0.co;2-#
Subject(s) - chemistry , glycoside , stereochemistry , traditional medicine , medicine
Three new natural products, a lignoid glycoside 1 and two dimeric phenylpropanoids 2 and 3 , along with two known lignans 4 and 5 , were isolated from the BuOH‐ and CHCl 3 ‐soluble fractions of the whole plant of Daphne oleoides (Thymelaeaceae). The structures of the new compounds were established by spectroscopic techniques, including 2D NMR, as 4‐( β ‐ D ‐glucopyranosyloxy)‐9′‐hydroxy‐3,3′,4′‐trimethoxy‐7′,9‐epoxylignan ( 1 ), (1 R ,2 S ,5 R ,6 R )‐6‐(3‐ethyl‐4‐hydroxy‐5‐methoxyphenyl)‐2‐(4‐hydroxy‐3,5‐dimethoxyphenyl)‐3,7‐dioxabicyclo[3.3.0]octane ( 2 ) and (1 R ,2 S ,5 R ,6 S )‐2,6‐bis(3‐ethyl‐4‐hydroxy‐5‐methoxyphenyl)‐3,7‐dioxabicyclo[3.3.0]octane ( 3 ). The other lignans were identified as (+)‐pinoresinol O ‐( β ‐ D ‐glucopyranoside) ( 4 ) and (+)‐medioresinol ( 5 ).