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2-亚芳基及马拉巴栗酚相关类似物的合成及其对人肺癌细胞系的细胞毒性

Synthesis and Cytotoxicity on Human Lung Cancer Cell Lines of 2-Arylidene and Related Analogues of Malabaricol.

作者信息

Bommakanti S Srividya, Kundeti Lakshmi Srinivasa Rao, Saddanapu Venkateshwarlu, Nagaiah Kommu

机构信息

Centre for Natural Products & Traditional Knowledge, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.

Department of Applied Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.

出版信息

ACS Omega. 2020 Jun 1;5(23):14069-14077. doi: 10.1021/acsomega.0c01525. eCollection 2020 Jun 16.

Abstract

Malabaricol is a unique plant natural product, 3-keto tricarbocyclic triterpenoid, isolated from . Malabaricol underwent reaction with aromatic aldehydes under alkaline conditions to form 2-arylidene analogs. Indoles and pyrazine ring system fused to the 2,3-position of malabaricol were synthesized. In this ring system of tricarbocyclic triterpenoid, the conformation is such that there is no steric hindrance due to C and C axial methyl groups and other skeletons. Malabaricol and its synthetic analogues show cytotoxic activity toward lung cancer, which was compared to that of standard doxorubicin.

摘要

马拉巴利醇是一种独特的植物天然产物,即3-酮三环三萜类化合物,从……中分离得到。马拉巴利醇在碱性条件下与芳香醛发生反应,形成2-亚芳基类似物。合成了与马拉巴利醇2,3位稠合的吲哚和吡嗪环系统。在这个三环三萜类化合物的环系统中,其构象使得由于C和C轴向甲基及其他骨架不存在空间位阻。马拉巴利醇及其合成类似物对肺癌显示出细胞毒性活性,并与标准阿霉素的细胞毒性活性进行了比较。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53ab/7301604/15dda0e726b5/ao0c01525_0001.jpg

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