Laboratoire d'Obtention des Substances Thérapeutiques (LOST), Département de Chimie , Université des Frères Mentouri-Constantine , Route de Ain El-Bey , 25000 Constantine , Algeria.
Dipartimento di Scienze Chimiche, Biologiche, Farmaceutiche e Ambientali , Università degli Studi di Messina, Polo Universitario SS. Annunziata , 98168 Messina , Italy.
J Nat Prod. 2019 Mar 22;82(3):510-519. doi: 10.1021/acs.jnatprod.8b00893. Epub 2019 Mar 5.
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 (6 S)-2 E-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid β-glucopyranosyl ester (18).
从山梗菜地上部分的正丁醇提取物中分离得到了 10 个新的环烯醚萜糖苷（1-10）和 2 个新的单萜（11 和 12），以及 9 个已知化合物（13-21）。通过光谱分析，包括 1D 和 2D NMR 和 HRESIMS 实验，对所有化合物的结构特征进行了表征。通过两种体内模型，即斑马鱼胚胎和鸡胚绒毛尿囊膜（CAM），对分离物的抗血管生成活性进行了测定。结果表明，在新化合物中，6'-O-menthiafoloylmussaenosidic acid-11-(5-O-β-d-fructopyranosyl) ester（9）在斑马鱼胚胎和 CAM 测定中表现出最强的抗血管生成活性，抑制血管生长。已知化合物 6-O-nerol-8-oyl-antirrinoside（13）、antirrinoside（14）、6-O-trans-和 cis-p-coumaroyl antirrinoside（15）以及（6S）-2E-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid β-glucopyranosyl ester（18）也表现出抗血管生成作用。
