Mohareb Rafat M, Abdallah Amira E M, Ahmed Ebtsam A
1Department of Chemistry Faculty of Science Cairo University, Giza, A. R. Egypt.
2Department of Chemistry Faculty of Science, Helwan University Ain Helwan, Cairo A. R. Egypt.
Acta Pharm. 2017 Dec 20;67(4):495-510. doi: 10.1515/acph-2017-0040.
Reactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[ 4,5-d]thiazole derivatives. Cytotoxicity effects of the newly synthesized products against six cancer cell lines, namely, human gastric cancer (NUGC), human colon cancer (DLD- 1), human liver cancer (HA22T and HEPG-2), human breast cancer (MCF) and nasopharyngeal carcinoma (HONE-1) as well as against a normal fibroblast cell (WI-38) were evaluated. The study showed that the 4,5,6,7 tetrahydrobenzo[ b] thiophene derivatives 6a, 7, 8a,b, 9b and 10b,c w ere t he most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.
2-氨基-4,5,6,7-四氢苯并[b]噻吩-3-腈与巯基乙酸反应生成噻唑衍生物1。后者与不同的化学试剂反应，得到噻唑、吡喃并[2,3-d]噻唑和噻唑并[4,5-d]噻唑衍生物。评估了新合成产物对六种癌细胞系的细胞毒性作用，这六种癌细胞系分别为人胃癌细胞（NUGC）、人结肠癌细胞（DLD-1）、人肝癌细胞（HA22T和HEPG-2）、人乳腺癌细胞（MCF）和鼻咽癌细胞（HONE-1），以及对正常成纤维细胞（WI-38）的细胞毒性作用。研究表明，4,5,6,7-四氢苯并[b]噻吩衍生物6a、7、8a、b、9b和10b、c是活性最强的化合物。它们的活性归因于吸电子基团的存在。
