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山古脂素 C 和 Blechnostrin G 的木脂素合成与生物评价。

Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G.

机构信息

Department of Chemistry, Organic Chemistry Section, Johannes Gutenberg University, Duesbergweg 10-14, 55128 Mainz, Germany.

Institute of Pharmaceutical and Biomedical Sciences, Johannes Gutenberg University, Staudingerweg 5, 55128 Mainz, Germany.

出版信息

Molecules. 2021 May 27;26(11):3224. doi: 10.3390/molecules26113224.

Abstract

The biological activities of shancigusin C () and bletistrin G (), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C () was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G () was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C () and bletistrin G () against tumor cells suggest suitability as a starting point for further structural variation.

摘要

报道了从兰花中分离得到的天然产物山古甾醇 C()和 Ble 司他汀 G()的生物活性及其首次全合成。山古甾醇 C()的全合成采用 Perkin 反应构建了中心二苯乙烯核心,而 Ble 司他汀 G()的合成则通过 Wittig 烯烃化反应,然后进行几个区域选择性的芳香取代反应来实现。根据木质素化学原理,这两个合成均仅使用可再生起始原料完成。山古甾醇 C()和 Ble 司他汀 G()对肿瘤细胞的细胞毒性表明它们适合作为进一步结构变异的起点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dd9d/8198954/63a7a102953d/molecules-26-03224-g001.jpg

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