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片螺素R、卢卡诺醇A、片螺素O及其类似物的合成。

Synthesis of lamellarin R, lukianol A, lamellarin O and their analogues.

作者信息

Satyanarayana Iddum, Yang Ding-Yah, Liou Teau-Jiuan

机构信息

Department of Chemistry, Tunghai University No. 1727, Sec. 4, Taiwan. Boulevard, Xitun District Taichung 407224 Taiwan

Graduate Program for Biomedical and Materials Science, Tunghai University No. 1727, Sec. 4, Taiwan Boulevard, Xitun District Taichung 407224 Taiwan.

出版信息

RSC Adv. 2020 Nov 27;10(70):43168-43174. doi: 10.1039/d0ra09249e. eCollection 2020 Nov 23.

Abstract

Three lamellarin alkaloids type III (lamellarin R, lukianol A and lamellarin O) were synthesized using the Barton-Zard reaction as a key step to construct the central pyrrole core. Some of their corresponding 4-benzoyl and 5-phenyl substituted pyrrole analogues were also prepared an initial three-component reaction of glycine methyl ester, benzaldehyde, and chalcone to generate the pyrrolidine scaffold, and followed by DDQ oxidation and -alkylation.

摘要

以巴顿-扎德反应作为构建中心吡咯核心的关键步骤,合成了三种III型片螺素生物碱(片螺素R、卢基阿诺醇A和片螺素O)。还制备了它们相应的一些4-苯甲酰基和5-苯基取代的吡咯类似物,通过甘氨酸甲酯、苯甲醛和查尔酮的初始三组分反应生成吡咯烷支架,然后进行DDQ氧化和α-烷基化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d068/9058285/a692ca88d060/d0ra09249e-f1.jpg

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