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从肉桂 Polyalthia cinnamomea 的嫩枝提取物中分离得到的生物碱对α-葡萄糖苷酶的抑制作用和一氧化氮生成的抑制作用。

α-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea.

机构信息

Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand.

Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Chiang Rai 57100, Thailand; Medicinal Plants Innovation Center of Mae Fah Luang University, Chiang Rai 57100, Thailand.

出版信息

Bioorg Med Chem. 2020 May 15;28(10):115462. doi: 10.1016/j.bmc.2020.115462. Epub 2020 Mar 27.

Abstract

The first phytochemical investigation of Polyalthia cinnamomea led to the isolation and identification of two new oxoprotoberberine alkaloids, (-)-(13aS)-polyalthiacinnamines A and B, together with eleven known compounds. The structures of the new compounds were elucidated by extensive spectroscopic methods. The absolute configuration of miliusacunine E and consanguine B was established by X-ray diffraction analysis using Cu Kα radiation and ECD spectra, whereas the absolute configurations of polyalthiacinnamines A and B were established by comparison of their ECD spectra and specific rotations with those of miliusacunine E and consanguine B. Compounds 1-4, 6, and 8 exhibited α-glucosidase inhibitory activities (IC values ranging from 11.3 to 57.9 µM) better than a positive control (acarbose, IC 83.5 μM). Compound 2 also exhibited NO production inhibitory activity with an IC value of 24.4 μM (indomethacin, a positive control, IC = 32.2 μM).

摘要

对肉桂叶泡花树进行的首次植物化学研究导致分离和鉴定出两种新的氧化原小檗碱生物碱,(-)-(13aS)-泡花树嗪 A 和 B,以及十一种已知化合物。通过广泛的光谱方法阐明了新化合物的结构。通过使用 Cu Kα 辐射和 ECD 光谱对米利萨库宁 E 和同血缘 B 的绝对构型进行了 X 射线衍射分析,而泡花树嗪 A 和 B 的绝对构型则通过与米利萨库宁 E 和同血缘 B 的 ECD 光谱和比旋光度进行比较来确定。化合物 1-4、6 和 8 表现出 α-葡萄糖苷酶抑制活性(IC 值范围为 11.3 至 57.9 µM)优于阳性对照(阿卡波糖,IC 83.5 µM)。化合物 2 还表现出 NO 产生抑制活性,IC 值为 24.4 µM(阳性对照吲哚美辛,IC = 32.2 µM)。

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