Design, Synthesis and Anticancer Activity of New Polycyclic: Imidazole, Thiazine, Oxathiine, Pyrrolo-Quinoxaline and Thienotriazolopyrimidine Derivatives.

Abstract

In this article, we showed the synthesis of new polycyclic aromatic compounds, such as thienotriazolopyrimidinones, N-(thienotriazolopyrimidine) acetamide, 2-mercapto-thienotriazolo-pyrimidinones, 2-(((thieno-triazolopyrimidine) methyl) thio) thieno-triazolopyrimidines, thieno-pyrimidotriazolo-thiazines, pyrrolo-triazolo-thienopyrimidines, thienopyrimido-triazolopyrrolo-quinoxalines, thienopyrimido-triazolo-pyrrolo-oxathiino-quinoxalinones, 1,4-oxathiino-pyrrolo- triazolothienopyrimidinones, imidazopyrrolotriazolothienopyrimidines and 1,2,4-triazoloimidazo- pyrrolotriazolothienopyrimidindiones, based on the starting material 2,3-diamino-6-benzoyl-5- methylthieno[2,3-d]pyrimidin-4(3H)-one (3). The chemical structures were confirmed using many spectroscopic ways (IR, 1H, 13C, -NMR and MS) and elemental analyses. A series of thiazine, imidazole, pyrrole, thienotriazolopyrimidine derivatives were synthesized and evaluated for their antiproliferative activity against four human cancer cell lines, i.e., CNE2 (nasopharyngeal), KB (oral), MCF-7 (breast) and MGC-803 (gastric) carcinoma cells. The compounds 20, 19, 17, 16 and 11 showed significant cytotoxicity against types of human cancer cell lines.

• Authors: Ameen Ali Abu-Hashem, Sami A Al-Hussain, Magdi E A Zaki
• Journal: Molecules (Basel, Switzerland) (Molecules) Vol. 26 Issue 7 (Apr 02 2021) ISSN: 1420-3049 [Electronic] Switzerland
• PMID: 33918322 (Publication Type: Journal Article)

Chemical References

• Antineoplastic Agents
• Imidazoles
• Pyrimidines
• Pyrroles
• Quinoxalines
• Thiazines
• thienopyrimidine
• imidazole

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Drug Design
• Drug Evaluation, Preclinical
• Humans
• Imidazoles (chemical synthesis, chemistry, pharmacology)
• Pyrimidines (chemical synthesis, chemistry, pharmacology)
• Pyrroles (chemical synthesis, chemistry, pharmacology)
• Quinoxalines (chemical synthesis, chemistry, pharmacology)
• Structure-Activity Relationship
• Thiazines (chemical synthesis, chemistry, pharmacology)