2. Academic Validation
  3. Discovery of diethyl 2,5-diaminothiophene-3,4-dicarboxylate derivatives as potent anticancer and antimicrobial agents and screening of anti-diabetic activity: synthesis and in vitro biological evaluation. Part 1

Discovery of diethyl 2,5-diaminothiophene-3,4-dicarboxylate derivatives as potent anticancer and antimicrobial agents and screening of anti-diabetic activity: synthesis and in vitro biological evaluation. Part 1

  • Eur J Med Chem. 2014 Sep 12:84:739-45. doi: 10.1016/j.ejmech.2014.07.065.
Khurshed Bozorov 1,  Hai-Rong Ma 2,  Jiang-Yu Zhao 2,  Hai-Qing Zhao 2,  Hua Chen 2,  Khayrulla Bobakulov 1,  Xue-Lei Xin 2,  Burkhon Elmuradov 3,  Khusnutdin Shakhidoyatov 3,  Haji A Aisa 4
Affiliations

Affiliations

  • 1 Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, South Beijing Road 40-1, Urumqi, Xinjiang 830011, PR China; Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, 77, Mirzo Ulugbek Str., 100170 Tashkent, Uzbekistan.
  • 2 Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, South Beijing Road 40-1, Urumqi, Xinjiang 830011, PR China.
  • 3 Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, 77, Mirzo Ulugbek Str., 100170 Tashkent, Uzbekistan.
  • 4 Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, South Beijing Road 40-1, Urumqi, Xinjiang 830011, PR China. Electronic address: haji@ms.xjb.ac.cn.
PMID: 25064350 DOI: 10.1016/j.ejmech.2014.07.065
Abstract

Series of diethyl 2,5-diaminothiophene-3,4-dicarboxylate (DDTD) derivatives: azomethines of DDTD (2a-l) have been synthesized and screened for their Anticancer, antimicrobial and anti-diabetic activities. The novel synthesized compounds were characterized by (1)H, (13)C NMR, MS and FT-IR analyses. All compounds were evaluated for their antiproliferative activity against three types of Cancer cell line such as T47D and MCF-7 (human breast Cancer), Hela (human cervical Cancer) and Ishikawa (human endometrial Cancer) lines. The results showed that most compounds exhibited significant antiproliferative activity against breast Cancer cells. The majority of azomethines DDTD influenced strongly against breast Cancer cells T47D and MCF-7, among them compounds 2b (2.3 μM), 2c (12.1 μM), 2e (13.2 μM), 2i (14.9 μM), 2j (16.0 μM), 2k (7.1 μM), 2l (8.6 μM) manifest potent Anticancer activity against Cancer cell T47D than Doxorubicin (DOX, 15.5 μM). Compound 2j has shown potent activity on all three types of Cancer cells concurrently and IC50 values were considerably low in comparison with positive control DOX. In addition, all compounds were tested for antimicrobial activity against Staphylococcus aureus ATCC 6538 (Gram positive bacteria), Escherichia coli ATCC 11229 (Gram negative bacteria) and Candida albicans ATCC 10231 (Fungi) strains and 2j which contains in the ring nitrofurfural fragment, showed the highest effect on the three species of microbial pathogens simultaneously. Some compounds induced enzymatic inhibition in a concentration-dependent manner on PTP-1B inhibitor.

Keywords

Anticancer activity; Antimicrobial activity; Breast cancer cell line; Diethyl 2,5-diaminothiophene-3,4-dicarboxylate; PTP-1B inhibitor.

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