Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents
A new series of 3,4,5-trimethoxyphenyl thiazole pyrimidines has been synthesized and biologically evaluated for its in vitro anticancer activity. Compounds <b>4a</b>, <b>4b</b>, and <b>4h</b> with substituted piperazine showed the best antiproliferative activity....
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-06-01
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| Series: | Medicina |
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| Online Access: | https://www.mdpi.com/1648-9144/59/6/1076 |
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| author | Ashraf K. El-Damasy Heewon Jin Mohamed A. Sabry Hyun Ji Kim Mohammed M. Alanazi Seon Hee Seo Eun-Kyoung Bang Gyochang Keum |
| author_facet | Ashraf K. El-Damasy Heewon Jin Mohamed A. Sabry Hyun Ji Kim Mohammed M. Alanazi Seon Hee Seo Eun-Kyoung Bang Gyochang Keum |
| author_sort | Ashraf K. El-Damasy |
| collection | DOAJ |
| description | A new series of 3,4,5-trimethoxyphenyl thiazole pyrimidines has been synthesized and biologically evaluated for its in vitro anticancer activity. Compounds <b>4a</b>, <b>4b</b>, and <b>4h</b> with substituted piperazine showed the best antiproliferative activity. In the NCI-60 cell line screening, compound <b>4b</b> showed promising cytostatic activity against multiple cell lines. Notably, it elicited a GI value of 86.28% against the NSCL cancer cell line HOP-92 at a 10 μM dose. Compounds <b>4a</b> and <b>4h</b> at 10 μM showed promising GI values of 40.87% and 46.14% against HCT-116 colorectal carcinoma and SK-BR-3 breast cancer cell lines, respectively. ADME-Tox prediction of compounds <b>4a</b>, <b>4b,</b> and <b>4h</b> revealed their acceptable drug-likeness properties. In addition, compounds <b>4a</b>, <b>4b</b>, and <b>4h</b> showed a high probability of targeting kinase receptors via Molinspiration and Swiss TargetPrediction. |
| first_indexed | 2024-03-11T02:11:19Z |
| format | Article |
| id | doaj.art-658d6653256e4f9d8289ff3346737c90 |
| institution | Directory Open Access Journal |
| issn | 1010-660X 1648-9144 |
| language | English |
| last_indexed | 2024-03-11T02:11:19Z |
| publishDate | 2023-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Medicina |
| spelling | doaj.art-658d6653256e4f9d8289ff3346737c902023-11-18T11:31:08ZengMDPI AGMedicina1010-660X1648-91442023-06-01596107610.3390/medicina59061076Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative AgentsAshraf K. El-Damasy0Heewon Jin1Mohamed A. Sabry2Hyun Ji Kim3Mohammed M. Alanazi4Seon Hee Seo5Eun-Kyoung Bang6Gyochang Keum7Center for Brain Technology, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaCenter for Brain Technology, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaDepartment of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, EgyptCenter for Brain Technology, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi ArabiaCenter for Brain Disorders, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaCenter for Brain Technology, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaCenter for Brain Technology, Brain Science Institute, Korea Institute of Science and Technology (KIST), Seoul 02792, Republic of KoreaA new series of 3,4,5-trimethoxyphenyl thiazole pyrimidines has been synthesized and biologically evaluated for its in vitro anticancer activity. Compounds <b>4a</b>, <b>4b</b>, and <b>4h</b> with substituted piperazine showed the best antiproliferative activity. In the NCI-60 cell line screening, compound <b>4b</b> showed promising cytostatic activity against multiple cell lines. Notably, it elicited a GI value of 86.28% against the NSCL cancer cell line HOP-92 at a 10 μM dose. Compounds <b>4a</b> and <b>4h</b> at 10 μM showed promising GI values of 40.87% and 46.14% against HCT-116 colorectal carcinoma and SK-BR-3 breast cancer cell lines, respectively. ADME-Tox prediction of compounds <b>4a</b>, <b>4b,</b> and <b>4h</b> revealed their acceptable drug-likeness properties. In addition, compounds <b>4a</b>, <b>4b</b>, and <b>4h</b> showed a high probability of targeting kinase receptors via Molinspiration and Swiss TargetPrediction.https://www.mdpi.com/1648-9144/59/6/1076trimethoxyphenylthiazolepyrimidinesNCI-60 screeningNSCL cancer cell lineADME-Tox prediction |
| spellingShingle | Ashraf K. El-Damasy Heewon Jin Mohamed A. Sabry Hyun Ji Kim Mohammed M. Alanazi Seon Hee Seo Eun-Kyoung Bang Gyochang Keum Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents Medicina trimethoxyphenyl thiazole pyrimidines NCI-60 screening NSCL cancer cell line ADME-Tox prediction |
| title | Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents |
| title_full | Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents |
| title_fullStr | Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents |
| title_full_unstemmed | Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents |
| title_short | Design and Synthesis of New 4-(3,4,5-Trimethoxyphenyl)Thiazole–Pyrimidine Derivatives as Potential Antiproliferative Agents |
| title_sort | design and synthesis of new 4 3 4 5 trimethoxyphenyl thiazole pyrimidine derivatives as potential antiproliferative agents |
| topic | trimethoxyphenyl thiazole pyrimidines NCI-60 screening NSCL cancer cell line ADME-Tox prediction |
| url | https://www.mdpi.com/1648-9144/59/6/1076 |
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