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来自水苏属植物水苏和 Premna resinosa 的抗血管生成环烯醚萜类化合物。

Antiangiogenic Iridoids from Stachys ocymastrum and Premna resinosa.

作者信息

Iannuzzi Anna Maria, Camero César Muñoz, DʼAmbola Massimiliano, DʼAngelo Valeria, Amira Smain, Bader Ammar, Braca Alessandra, De Tommasi Nunziatina, Germanò Maria Paola

机构信息

Dipartimento di Farmacia, Università di Pisa, Pisa, Italy.

Dipartimento di Farmacia, Università di Salerno, Fisciano (SA), Italy.

出版信息

Planta Med. 2019 Aug;85(11-12):1034-1039. doi: 10.1055/a-0889-0412. Epub 2019 Apr 9.

DOI:10.1055/a-0889-0412
PMID:30965376
Abstract

In this paper, the isolation of one new iridoid glucoside, 6-acetoxyipolamiide (1: ), and thirteen (2:  - 14: ) known congeners from two Lamiaceae species, and , leaf extracts is reported. The structural determination of the isolated compounds was performed by mono- and bidimensional NMR spectroscopic analysis as well as MS experiments. The isolates were assayed for their antiangiogenic activity by two models, zebrafish embryos and chick chorioallantoic membrane assays. The compounds with a significant antiangiogenic activity in both assays were -hydroxyipolamiide (2: ), ipolamiide (3: ), and buddlejoside A (8: ). 6---l-(3″--Methoxycinnamoyl-4″--acetyl)rhamnopyranosyl catalpol (13: ) and 6---l-(2″--caffeoyl)rhamnopyranosyl catalpol (6: ) showed the best antiangiogenic response on blood vessel growth in zebrafish embryos, whereas saccatoside (10: ) and 6---l-(2″- - : -methoxycinnamoyl-3″--acetyl)rhamnopyranosyl catalpol (14: ) resulted in a strong reduction of capillary formation in the chorioallantoic membrane assay.

摘要

本文报道了从两种唇形科植物(具体植物名称未给出)的叶提取物中分离出一种新的环烯醚萜苷6-乙酰氧基异波拉米苷(1)以及13种(2 - 14)已知的同系物。通过一维和二维核磁共振光谱分析以及质谱实验对分离得到的化合物进行结构测定。采用斑马鱼胚胎和鸡胚绒毛尿囊膜两种模型对分离物的抗血管生成活性进行测定。在两种测定中均具有显著抗血管生成活性的化合物为β-羟基异波拉米苷(2)、异波拉米苷(3)和醉鱼草苷A(8)。6 - O - β - L - (3″ - O - 甲氧基肉桂酰基 - 4″ - O - 乙酰基) 鼠李吡喃糖基梓醇(13)和6 - O - β - L - (2″ - O - 咖啡酰基) 鼠李吡喃糖基梓醇(6)在斑马鱼胚胎血管生长方面表现出最佳的抗血管生成反应,而球花糖苷(10)和6 - O - β - L - (2″ - O - 3′,4′ - 二甲氧基肉桂酰基 - 3″ - O - 乙酰基) 鼠李吡喃糖基梓醇(14)在绒毛尿囊膜测定中导致毛细血管形成显著减少。

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