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Heliotropiumides A and B, new phenolamides with N-carbamoyl putrescine moiety from Heliotropium foertherianum collected in Hawaii and their biological activities
Bioorganic & Medicinal Chemistry Letters ( IF 2.5 ) Pub Date : 2017-09-09 , DOI: 10.1016/j.bmcl.2017.09.021
You-Sheng Cai , Ariel M. Sarotti , Daniela Gündisch , Tamara P. Kondratyuk , John M. Pezzuto , James Turkson , Shugeng Cao

Two new compounds heliotropiumides A (1) and B (2), phenolamides each with an uncommon carbamoyl putrescine moiety, were isolated from the seeds of a naturalized Hawaiian higher plant, Heliotropium foertherianum Diane & Hilger in the borage family, which is widely used for the treatment of ciguatera fish poisoning. The structures of compounds 1 and 2 were characterized based on MS spectroscopic and NMR analysis, and DP4+ calculations. The absolute configuration (AC) of compound 1 was determined by comparison of its optical rotation with those reported in literature. Compound 2 showed inhibition against NF-κB with an IC50 value of 36 μM.



中文翻译:

Heliotropiumides A和B,来自夏威夷的Heliotropium foertherianum的具有N-氨基甲酰基腐胺部分的新酚酰胺及其生物学活性

从琉璃苣家族的一个天然夏威夷高等植物Heliotropium foertherianum Diane&Hilger的种子中分离出两种新的化合物Heliotropiumides A(1)和B(2),各自具有一个不常见的氨基甲酰基腐胺的酚酰胺。瓜gua鱼中毒的治疗。基于MS光谱和NMR分析以及DP4 +计算,对化合物12的结构进行了表征。通过将化合物1的旋光度与文献报道的旋光度进行比较来确定化合物1的绝对构型(AC)。化合物2的IC 50表现出对NF-κB的抑制作用 值为36μM。

更新日期:2017-09-09
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