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一些带有1,3,4-噻二唑部分的新型噻唑的简便合成及其抗癌活性

A facile synthesis and anticancer activity of some novel thiazoles carrying 1,3,4-thiadiazole moiety.

作者信息

Gomha Sobhi M, Kheder Nabila A, Abdelaziz Mohamad R, Mabkhot Yahia N, Alhajoj Ahmad M

机构信息

Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt.

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha, 61441, Saudi Arabia.

出版信息

Chem Cent J. 2017 Mar 21;11(1):25. doi: 10.1186/s13065-017-0255-7.

DOI:10.1186/s13065-017-0255-7
PMID:29086817
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5360743/
Abstract

BACKGROUND

Thiazoles and 1,3,4-thiadiazoles have been reported to possess various pharmacological activities.

RESULTS

A novel series of thiazoles carrying 1,3,4-thiadiazole core were designed and prepared via the reaction of the 2-(4-methyl-2-phenylthiazole-5-carbonyl)-N-phenylhydrazinecarbo-thioamide with the appropriate hydrazonoyl chlorides. The structures of the newly synthesized compounds were confirmed based on elemental and spectral analysis as well as their alternative syntheses. The cytotoxic potency of the newly synthesized thiadiazoles was evaluated by their growth inhibitory potency in liver HepG2 cancer cell line. Also, the structure activity relationship was studied.

CONCLUSIONS

All the newly synthesized compounds were evaluated for their anticancer activity against liver carcinoma cell line (HepG2) using MTT assay. The results revealed that the compounds 12d, 12c, 6g, 18b, 6c, and 6f (IC50 = 0.82, 0.91, 1.06, 1.25, 1.29 and 1.88 µM, respectively) had good antitumor activity against liver carcinoma cell line (HepG2) when compared with the standard drug Doxorubicin (IC = 0.72 µM). Graphical abstract A facile synthesis and anticancer activity of some novel thiazoles carrying 1,3,4-thiadiazole moiety.

摘要

背景

据报道，噻唑和1,3,4 - 噻二唑具有多种药理活性。

结果

通过2 - (4 - 甲基 - 2 - 苯基噻唑 - 5 - 羰基)-N - 苯基肼基硫代酰胺与适当的肼基酰氯反应，设计并制备了一系列带有1,3,4 - 噻二唑核心的新型噻唑。基于元素分析、光谱分析及其替代合成方法，确定了新合成化合物的结构。通过新合成噻二唑对肝癌HepG2细胞系的生长抑制能力评估其细胞毒性。此外，还研究了构效关系。

结论

使用MTT法评估了所有新合成化合物对肝癌细胞系（HepG2）的抗癌活性。结果显示，与标准药物阿霉素（IC = 0.72 μM）相比，化合物12d、12c、6g、18b、6c和6f（IC50分别为0.82、0.91、1.06、1.25、1.29和1.88 μM）对肝癌细胞系（HepG2）具有良好的抗肿瘤活性。图形摘要：一些带有1,3,4 - 噻二唑部分的新型噻唑的简便合成及抗癌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b762/5360743/714c7b5cab3f/13065_2017_255_Figa_HTML.jpg

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