Synthetic and in vitro studies to indicate that the structure of the PTP1B inhibitor isolated from Acanthopanax senticosus requires reinvestigation
Synthetic and in vitro studies to indicate that the structure of the PTP1B inhibitor isolated from Acanthopanax senticosus requires reinvestigation
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DOI：
10.1016/j.phytol.2018.07.028
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发表时间：
2018-10
影响因子：
1.7
通讯作者：
T. Noshita;Ryoya Onishi;Kaori Miura;Yoshitomo Hamada;Y. Nishino;H. Ouchi;A. Tai
中科院分区：
文献类型：
--
作者：
T. Noshita;Ryoya Onishi;Kaori Miura;Yoshitomo Hamada;Y. Nishino;H. Ouchi;A. Tai
本文描述了3，5-二甲氧基-4-{2-甲氧基-4-[（1 E）-3-氧代丙-1-烯-1-基]苯氧基}苯甲醛（1）（从刺五加中分离的天然存在的蛋白酪氨酸磷酸酶1B（PTP 1B）抑制剂的建议结构）及其三个位置异构体3、4和5的合成。同时考察了这4个化合物对PTP 1B的抑制活性。1、3、4和5的光谱数据与从A分离的PTP 1B抑制剂获得的数据的比较。senticosus揭示了化合物1的原始结构指定是不正确的。此外，上述四种化合物均未表现出对PTP 1B的抑制活性。基于这些结果，显然从刺五加中分离的PTP 1B抑制剂的结构需要重新研究。
We herein describe the syntheses of 3,5-dimethoxy-4-{2-methoxy-4-[(1E)-3-oxoprop-1-en-1-yl]phenoxy}benzaldehyde (1) (the proposed structure for the naturally occurring protein tyrosine phosphatase 1B (PTP1B) inhibitor isolated fromAcanthopanax senticosus) and its three positional isomers3,4, and5. The inhibitory activities of these four compounds against PTP1B were also investigated. Comparison of the spectral data for1,3,4, and5with the data obtained for the PTP1B inhibitor isolated fromA. senticosusrevealed that the original structural assignment as compound1was incorrect. In addition, none of the above four compounds exhibited inhibitory activity against PTP1B. Based on these results, it is apparent the structure of the PTP1B inhibitor isolated fromAcanthopanax senticosusrequires reinvestigation.