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一种获取生物活性天然产物——二氢姜黄素/1,7 - 二芳基庚烷类化合物的简洁合成路线。

A concise synthesis route to access bioactive natural products-dihydrocurcumins/1,7-diarylheptanoids.

作者信息

Tripathi Datendra Nath, Rajendran Saravanakumar

机构信息

Chemistry Division, School of Advanced Sciences, Vellore Institute of Technology Chennai campus Vandalur-Kelambakkam Road Chennai - 600127 Tamil Nadu India

Anthem Biosciences Private Limited No 49, Canara Bank Road, Hosur Rd, Electronics City Phase 1, Bommasandra Industrial Area Bengaluru Karnataka 560099 India.

出版信息

RSC Adv. 2023 Sep 1;13(37):25871-25876. doi: 10.1039/d3ra05049a. eCollection 2023 Aug 29.

Abstract

Dihydrocurcumin (DHCUR), a natural product and reductive metabolite of curcumin (CUR), is limitedly explored owing to its low bioavailability and limited accessibility due to lack of straightforward synthetic routes and poor yields with known methods. Herein, we report a concise and straightforward route to synthesize DHCUR and its analogs in excellent yields. Dihydroferuloylacetone is condensed with aldehydes to obtain desired DHCURs/1,7-diarylheptanoids in 81-90% yields. The developed protocol facilitates easy access to bioactive natural products, 1,7-diarylheptanoids and DHCUR, for therapeutic study.

摘要

二氢姜黄素(DHCUR)是姜黄素(CUR)的天然产物和还原代谢物,由于其生物利用度低,且由于缺乏直接的合成路线以及已知方法的产率低而难以获得,因此对其研究有限。在此,我们报道了一种简洁直接的路线,以优异的产率合成DHCUR及其类似物。二氢阿魏酰丙酮与醛缩合,以81-90%的产率获得所需的二氢姜黄素/1,7-二芳基庚烷类化合物。所开发的方法便于获得生物活性天然产物、1,7-二芳基庚烷类化合物和二氢姜黄素,用于治疗研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb32/10472796/117c14ff74b2/d3ra05049a-f1.jpg

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