Noncyanogenic Cyanoglucoside Cyclooxygenase Inhibitors from Simmondsia chinensis

Noncyanogenic Cyanoglucoside Cyclooxygenase Inhibitors from Simmondsia chinensis
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来自西蒙得木的非氰基氰基葡萄糖苷环加氧酶抑制剂

DOI:
10.1021/acs.orglett.6b00206
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发表时间:
2016-04-15
期刊:
影响因子:
5.2
通讯作者:
Liu, Xueting
Liu, Xueting
中科院分区:
化学1区
文献类型:
--
作者:
Abdel-Mageed, Wael M.;Bayoumi, Soad A. L.;Liu, Xueting

文献摘要

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Two new noncyanogenic cyanoglucoside dimers, simmono-sides A and B (1 and 2), were identified from the aqueous extract of jojoba (Simmondsia chinensis) leaves. Compounds 1 and 2 are the first examples of noncyanogenic cyanoglucoside dimers containing a unique four-membered ring, representing novel dimerization patterns at alpha,beta-unsaturated carbons of a nitrile group in 1 and gamma,delta-unsaturated carbons in 2. Their structures were elucidated based on spectroscopic evidence and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 exhibit promising COX-2 inhibition activity, with IC50 values of 13.5 and 11.4 mu M, respectively.