E- and Z-isomers of new phytoecdysteroid conjugates from French Polynesian Microsorum membranifolium (Polypodiaceae) fronds

Phytochemical investigation of the fronds of Microsorum membranifolium resulted in the isolation of a new phytoecdysteroid, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-caffeate (1), together with two known phytoecdysteroids, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-fer...

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Published inMolecules (Basel, Switzerland) Vol. 17; no. 10; pp. 11598 - 11606
Main Authors Ho, Raimana, Girault, Jean-Pierre, Raharivelomanana, Phila, Lafont, René
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 01.10.2012
MDPI
Subjects
Ecdysteroids - chemistry
French Polynesia
fronds
Isomerism
Life Sciences
Microsorum membranifolium (R. Br.) Ching
Phytochemicals
phytoecdysteroids
Plant Extracts - chemistry
Polynesia
Polypodiaceae
Polypodiaceae - chemistry
Vegetal Biology
Polynesia
France
French Polynesia
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Summary:Phytochemical investigation of the fronds of Microsorum membranifolium resulted in the isolation of a new phytoecdysteroid, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-caffeate (1), together with two known phytoecdysteroids, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-ferulate (2), E-2-deoxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-ferulate (3). Their respective Z-isomers 4-6 were also observed and identified for the first time. The new structures were elucidated on the basis of extensive spectroscopic data analysis (1D, 2D-NMR and HR-MS techniques).
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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules171011598