Synthesis of α‐Acyloxynitrones and Reactivity towards Samarium Diiodide

Racine, Emilie; Burchak, Olga Ν.; Py, Sandrine

doi:10.1002/ejoc.201600478

Cited by 6 publications

(1 citation statement)

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“…In order to confirm the β-fructopyranose relative configuration, the acetonide derivative 8a was prepared (Experimental Section). Thus, C-1 and C-2 of the β-fructopyranose unit were shifted from 61.3 and 98.0 ppm to 73.4 and 107.6 ppm, respectively, in the 1,2- O -isopropylidene derivative 8a , in a manner completely in accordance with 1,2- O -isopropilidene-β- d -fructopyranose reported in the literature . From these data, the structure of 8 was determined as agnucastoside A 11-(5- O -β- d -fructopyranosyl) ester.…”

Section: Results and Discussionmentioning

confidence: 99%

Antiangiogenic Activity of Compounds Isolated from Anarrhinum pedatum

et al. 2019

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Ten new iridoid glycosides (1–10) and two new monoterpenoids (11 and 12), together with nine known compounds (13–21), were isolated from the n-butanol extract of the aerial parts of Anarrhinum pedatum. The structural characterization of all compounds was performed by spectroscopic analysis, including 1D and 2D NMR and HRESIMS experiments. The isolates were assayed for their antiangiogenic activity by two in vivo models, using zebrafish embryos and chicken chorioallantoic membranes (CAMs). The results showed that among the new compounds 6′-O-menthiafoloylmussaenosidic acid-11-(5-O-β-d-fructopyranosyl) ester (9) exhibited the most potent antiangiogenic activity in both the zebrafish embryos and CAM assays, reducing the growth of blood vessels. Antiangiogenic effects were also observed for the known compounds 6-O-nerol-8-oyl-antirrinoside (13), antirrinoside (14), 6-O-trans- and cis-p-coumaroyl antirrinoside (15), and (6S)-2E-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid β-glucopyranosyl ester (18).

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Section: Results and Discussionmentioning

confidence: 99%