Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells

doi:10.5246/jcps.2018.10.071

中国药学(英文版) ›› 2018, Vol. 27 ›› Issue (10): 696-702.DOI: 10.5246/jcps.2018.10.071

Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells

Dini Kesuma^1,2*, Siswandono², Bambang Tri Purwanto², Marcellino Rudyanto²

1. Faculty of Pharmacy, University of Surabaya, Jalan Kalirungkut, Surabaya, East Java 60293, Indonesia
2. Faculty of Pharmacy, University of Airlangga, Jalan Dharmawangsa, Surabaya, East Java 60286, Indonesia Dini Kesuma, Siswandono, Bambang Tri Purwanto, Marcellino Rudyanto

收稿日期:2018-06-12 修回日期:2018-08-15 出版日期:2018-10-30 发布日期:2018-09-20
通讯作者: Tel.: +62312981110, E-mail: dinikesuma@gmail.com
基金资助:
Directorate General of Resources for Science, Technology and Higher Education of Ministry of Research, Technology and Higher Education (KEMRISTEK DIKTI) with scheme of scholarship funding for PhD program at University of Airlangga, Surabaya, Indonesia.

Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells

Dini Kesuma^1,2*, Siswandono², Bambang Tri Purwanto², Marcellino Rudyanto²

1. Faculty of Pharmacy, University of Surabaya, Jalan Kalirungkut, Surabaya, East Java 60293, Indonesia
2. Faculty of Pharmacy, University of Airlangga, Jalan Dharmawangsa, Surabaya, East Java 60286, Indonesia Dini Kesuma, Siswandono, Bambang Tri Purwanto, Marcellino Rudyanto

Received:2018-06-12 Revised:2018-08-15 Online:2018-10-30 Published:2018-09-20
Contact: Tel.: +62312981110, E-mail: dinikesuma@gmail.com
Supported by:
Directorate General of Resources for Science, Technology and Higher Education of Ministry of Research, Technology and Higher Education (KEMRISTEK DIKTI) with scheme of scholarship funding for PhD program at University of Airlangga, Surabaya, Indonesia.

摘要/Abstract

摘要：

Cancer is one of the leading causes of death both in developing countries and across the globe. In Indonesia, cancer ranks as the fifth primary cause of death following heart disease, stroke, respiratory tract and diarrhea. Therefore, studies on thiourea derivative compounds as anticancer agents have been profoundly conducted but still require further continuous development. In the present study, we aimed tosynthesize new anticancer compounds of N-(phenylcarbamothioyl)-benzamide derivatives, namely N-(phenylcarbamothioyl)-4-bromobenzamide and N-(phenylcarbamothioyl)-4-fluorobenzamide compounds and assess their activities against MCF-7 breast cancer cells. The initial step was to predict the drug-receptor activity through docking between the tested compounds using epidermal growth factor receptor (EGFR) (PDB code: 1M17). The compounds were futher synthesized from the reactions between benzoyl chloride derivatives and N-phenylthiourea. The structures of the new compounds were identified using FTIR, ¹H NMR, ¹³C NMR and mass spectra. The cytotoxic activities (IC₅₀) to breast cancer cells of MCF-7 N-(phenylcarbamothioyl)-4-bromobenzamide compound and N-(phenylcarbamothioyl)-4-fluorobenzamide were 0.27 mM and 0.31 mM, respectively. These two new compounds had better cytotoxic activities than those of the currenthydroxyurea-based anticancer drugs (the reference compound) with an IC₅₀ value of 9.76 mM. Furthermore, these two newcompounds were not toxic to Vero normal cells. Therefore, they possessedtremendous potentials as the candidates for new drugs against breastcancer.

关键词: N-(phenylcarbamothioyl)-benzamide derivatives, Cytotoxic, MCF-7 cells, EGFR

Abstract:

Key words: N-(phenylcarbamothioyl)-benzamide derivatives, Cytotoxic, MCF-7 cells, EGFR

中图分类号:

R916

Supporting:

Dini Kesuma, Siswandono, Bambang Tri Purwanto, Marcellino Rudyanto. Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells[J]. 中国药学(英文版), 2018, 27(10): 696-702.

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Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells

Synthesis of N-(phenylcarbamothioyl)-benzamide derivatives and their cytotoxic activity against MCF-7 cells

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