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洋葱中促流泪因子合成酶抑制的新型双硫烷多硫化物及其体外环氧化酶-1 抑制活性。

Novel bisthiolane polysulfides from lachrymatory factor synthase-suppressed onion and their in vitro cyclooxygenase-1 inhibitory activity.

机构信息

Research & Development Headquarters, House Foods Group Inc., Yotsukaido, Japan.

Research & Development Headquarters, House Foods Group Inc., Yotsukaido, Japan.

出版信息

Food Chem. 2021 May 15;344:128636. doi: 10.1016/j.foodchem.2020.128636. Epub 2020 Nov 16.

DOI:10.1016/j.foodchem.2020.128636
PMID:33223294
Abstract

Two novel bisthiolane polysulfides (compounds 1 and 2), trivially named thiolanotrisulfide and thiolanotetrasulfide, were isolated from a reaction model of tearless onion (in which lachrymatory factor synthase is suppressed), and the presence of another novel bisthiolane polysulfide (3), trivially named thiolanopentasulfide, was confirmed. On the basis of spectroscopic and mass spectrometric analyses, it was found that these bisthiolane polysulfides were bis(5-hydroxy-3,4-dimethylthiolan-2-yl)-tri/tetra/pentasulfide with the general formulas of CHOS (tri-), CHOS (tetra-) and CHOS (penta-), and they were confirmed to exist in authentic tearless onion juice. Thiolanotrisulfide (1) and thiolanotetrasulfide (2) inhibited cyclooxygenase-1 activity with IC values of 720 ± 78 and 464 ± 48 μM respectively, compared with 3282 ± 188 μM for aspirin.

摘要

两种新型双硫烷多硫化物(化合物 1 和 2),俗名分别为硫烷三硫化物和硫烷四硫化物,从无泪洋葱的反应模型中分离得到(其中抑制了催泪因子合成酶),并确认了另一种新型双硫烷多硫化物(3),俗名硫烷五硫化物的存在。基于光谱和质谱分析,发现这些双硫烷多硫化物为双(5-羟基-3,4-二甲基-2-巯基-1,3-二硫戊环)-三/四/五硫化物,其通式为 CHOS(三)、CHOS(四)和 CHOS(五),并证实它们存在于真正的无泪洋葱汁中。硫烷三硫化物(1)和硫烷四硫化物(2)对环加氧酶-1 的抑制活性分别为 720±78 和 464±48 μM,而阿司匹林为 3282±188 μM。

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Food Chem. 2021 May 15;344:128636. doi: 10.1016/j.foodchem.2020.128636. Epub 2020 Nov 16.
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