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
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DOI：
10.1016/j.ejmech.2014.07.065
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发表时间：
2014-09-12
影响因子：
6.7
通讯作者：
Aisa, Haji A.
中科院分区：
文献类型：
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作者：
Bozorov, Khurshed;Ma, Hai-Rong;Aisa, Haji A.
合成了系列2，5-二氨基硫代-3，4-二羧酸二乙酯(DDTD)衍生物：DDTD(2a-1)的甲亚胺类化合物，并对其进行了抗癌、抗菌和抗糖尿病活性的筛选。通过H-1、C-13核磁共振、MS和FT-IR对合成的化合物进行了表征。对T47D和MCF-7(人乳腺癌)、Hela(人宫颈癌)和Ishikawa(人子宫内膜癌)三种癌细胞株的抗增殖活性进行了评价。结果表明，大多数化合物对乳腺癌细胞具有显著的抗增殖活性。其中化合物2b(2.3mU M)、2c(12.1 mM)、2e(13.2mM)、2i(14.9mM)、2j(16.0mM)、2k(7.1mM)、21(8.6mM)对T47D细胞的抑制作用强于阿霉素(DOX，15.5mM)。化合物2J同时对所有三种类型的癌细胞显示出很强的活性，与阳性对照DOX相比，其IC50值相当低。此外，所有化合物对金黄色葡萄球菌ATCC6538(革兰氏阳性菌)、大肠杆菌ATCC 11229(革兰氏阴性菌)和白色念珠菌ATCC 10231(真菌)进行了抑菌活性测试，其中环上含有呋喃西林的2J对这三种微生物的同时具有最高的抑制作用。部分化合物对PTP-1B抑制剂的抑制作用呈浓度依赖性。(C)2014年，由爱思唯尔·马森公司出版。
Series of diethyl 2,5-diaminothiophene-3,4-dicarboxylate (DDTD) derivatives: azomethines of DDTD (2a- 1) have been synthesized and screened for their anticancer, antimicrobial and anti-diabetic activities. The novel synthesized compounds were characterized by H-1, C-13 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 mu M), 2c (12.1 mu M), 2e (13.2 mu M), 2i (14.9 mu M), 2j (16.0 mu M), 2k (7.1 mu M), 21(8.6 mu M) manifest potent anticancer activity against cancer cell T47D than Doxorubicin (DOX, 15.5 mu M). 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. (C) 2014 Published by Elsevier Masson SAS.