Oleanane-type glycosides from Weigela x Styriaca and two cultivars of W. florida: “Minor black” and “Brigela”

Sixteen oleanane-type glycosides were extracted from three Weigela hybrids and cultivars: W. x Styriaca, W. florida “Minor black” and W. florida “Brigela”, and four of them were previously undescribed ones: 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranos...

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Veröffentlicht in:Phytochemistry letters 2022-08, Vol.50, p.77-84
Hauptverfasser: Hobloss, Samir, Bruguière, Antoine, Champy-Tixier, Anne-Sophie, Miyamoto, Tomofumi, Tanaka, Chiaki, Dessertaine, Simon, Sautour, Marc, Lacaille-Dubois, Marie-Aleth, Mitaine-Offer, Anne-Claire
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container_title Phytochemistry letters
container_volume 50
creator Hobloss, Samir
Bruguière, Antoine
Champy-Tixier, Anne-Sophie
Miyamoto, Tomofumi
Tanaka, Chiaki
Dessertaine, Simon
Sautour, Marc
Lacaille-Dubois, Marie-Aleth
Mitaine-Offer, Anne-Claire
description Sixteen oleanane-type glycosides were extracted from three Weigela hybrids and cultivars: W. x Styriaca, W. florida “Minor black” and W. florida “Brigela”, and four of them were previously undescribed ones: 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranosyloleanolic acid, 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid, 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid, and 3-O-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→4)-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid. Their full structural elucidation required extensive 1D and 2D NMR experiments, as well as mass spectrometry analysis. Six compounds among the known ones were in sufficient amount to be tested for their antifungal activity against Candida albicans, and their antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa. [Display omitted] •Sixteen saponins were isolated, among which four new.•Their structures were elucidated by extensive spectroscopic analyses.•The chemotaxonomy of the Weigela genus was discussed, based on the structure of the isolated glycosides.•Five of the isolated compounds were tested against Candida albicans, Staphylococcus aureus and Pseudomonas aeruginosa.
doi_str_mv 10.1016/j.phytol.2022.05.010
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Their full structural elucidation required extensive 1D and 2D NMR experiments, as well as mass spectrometry analysis. Six compounds among the known ones were in sufficient amount to be tested for their antifungal activity against Candida albicans, and their antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa. 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Their full structural elucidation required extensive 1D and 2D NMR experiments, as well as mass spectrometry analysis. Six compounds among the known ones were in sufficient amount to be tested for their antifungal activity against Candida albicans, and their antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa. [Display omitted] •Sixteen saponins were isolated, among which four new.•Their structures were elucidated by extensive spectroscopic analyses.•The chemotaxonomy of the Weigela genus was discussed, based on the structure of the isolated glycosides.•Five of the isolated compounds were tested against Candida albicans, Staphylococcus aureus and Pseudomonas aeruginosa.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.phytol.2022.05.010</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record>
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subjects 2D NMR
Biochemistry
Biochemistry, Molecular Biology
Life Sciences
Phytopathology and phytopharmacy
Saponins
Vegetal Biology
Weigela florida “Brigela”
Weigela florida “Minor Black”
Weigela x Styriaca
title Oleanane-type glycosides from Weigela x Styriaca and two cultivars of W. florida: “Minor black” and “Brigela”
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