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荷叶边酮芳基烯酮类化合物作为潜在的抗癌化合物:合成及对乳腺癌、前列腺癌和肺癌细胞系的生物学特征分析。

Platanic Acid-Aryl Enones as Potential Anticancer Compounds: Synthesis and Biological Profiling against Breast, Prostate and Lung Cancer Cell Lines.

机构信息

National Institute of Technology, Hazratbal, Srinagar, 190006, India.

CSIR-Indian Institute of Integrative Medicine, Jammu & Kashmir, 190005, India.

出版信息

Chem Biodivers. 2021 Oct;18(10):e2100292. doi: 10.1002/cbdv.202100292. Epub 2021 Aug 31.

Abstract

A series of rationally designed platanic acid-based compounds derived from naturally occurring betulinic acid were synthesized through a sequence of Lemieux-Johnson oxidation and Aldol condensation reaction. All the compounds were screened for cytotoxicity against a panel of human cancer and normal cell lines using MTT assay. From the biological data, it was observed that some of these semi-synthetic congeners exhibited potent biological profiles compared to platanic acid. One of the compounds with the p-tolyl substitution was found to be most active in this study, and its cytotoxicity against two of the cell lines, MDA-MB 231 and A-549 were in tune with the standard compound, 5-fluorouracil.

摘要

通过一系列的莱米厄-约翰逊氧化和醛醇缩合反应,从天然存在的白桦脂酸合成了一系列的基于金缕梅酸的合理设计的化合物。所有化合物都通过 MTT 测定法在一组人类癌细胞和正常细胞系中进行了细胞毒性筛选。从生物学数据中可以观察到,与金缕梅酸相比,其中一些半合成同系物表现出了很强的生物特性。在这项研究中,具有对甲苯基取代的一种化合物被发现是最活跃的,它对 MDA-MB 231 和 A-549 这两种细胞系的细胞毒性与标准化合物 5-氟尿嘧啶相当。

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