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Constituents of Bupleurum praealtum and Bupleurum veronense with Potential Immunomodulatory Activity
Journal of Natural Products ( IF 5.1 ) Pub Date : 2020-10-08 , DOI: 10.1021/acs.jnatprod.0c00437
Niko Radulović 1 , Milica Stevanović 1 , Milan Nešić 1 , Nikola Stojanović 2 , Pavle Ranđelović 2 , Vladimir Ranđelović 3
Affiliation  

In this investigation, chromatographic separations of the diethyl ether extracts of two European annual Bupleurum taxa, B. praealtum and B. veronense, yielded nine new natural products, namely, a series of esters of stereoisomeric tetradeca-5,7,9,11-tetraen-1-ols (14 and 8), a tetra-unsaturated γ-tetradecalactone (5), a dibenzylbutyrolactone lignan (7-oxoarcitin, 6), a falcarinol-related 17-membered macrolide (7) possessing a conjugated diyne-system, and an acylphloroglucinol derivative (9). All these new compounds were fully characterized by NMR, IR, UV, MS, and optical rotation measurement, including 1H NMR full spin spectral simulation, whereas the absolute configurations of 1, 5, and 9 were determined via chemical correlations and NMR analysis of Mosher esters. The in vitro potential immunomodulatory activities of 1, 4, 5, and (+)-arcitin were assessed by determining their effects on the functional properties of isolated rat splenocytes and peritoneal macrophages. The results obtained support the known immunomodulatory ethnomedicinal usage of Bupleurum species.

中文翻译:

具有潜在免疫调节活性的 Bupleurum praealtum 和 Bupleurum veronense 的成分

在本次调查中,对两种欧洲一年生柴胡类群B. praealtumB. veronense 的乙醚提取物进行色谱分离,得到了九种新的天然产物,即立体异构十四烷-5,7,9,11-的一系列酯tetraen-1-ols ( 14 and 8 ), 四不饱和γ-十四内酯 ( 5 ), dibenzylbutyrolactone lignan (7-oxoarcitin, 6 ), falcarinol-related 17-membered macrolide ( 7 ) 具有共轭二炔-系统和酰基间苯三酚衍生物 ( 9)。所有这些新的化合物被充分表征通过NMR,IR,UV,MS,和旋光测定,包括1级1 H NMR全自旋频谱仿真,而的绝对构型15,和9分别通过化学相关性和NMR分析测定莫舍酯。的体外的潜在免疫调节活性145,和(+) - arcitin通过测定对分离的大鼠脾细胞和腹腔巨噬细胞的功能特性它们的影响进行评估。获得的结果支持柴胡属已知的免疫调节民族医学用途。
更新日期:2020-10-26
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