Design, Synthesis, and Biological Evaluation of Some Cyclohepta[b]Thiophene and Substituted Pentahydrocycloheptathieno[2,3-d]Pyrimidine Derivatives

Elshaymaa I. Elmongy, Mohammed A. Khedr, Nageh A. Taleb, Hanem M. Awad, Safinaz E.S. Abbas

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

This investigation describes the design of a series of cycloheptathieno[2,3-d]pyrimidines along with their synthetic strategy. The target compounds were screened for their PARP-1 inhibitory activity. The modeling study declared that most of the docked compounds showed the same interactions as 3-aminobenzamide, where Gly 894, His 862, Tyr 896, Arg 878, and Ser 864 were the main residues involved in hydrogen bond formation. Compounds eliciting the top ranked docking results were screened for their PARP-1 inhibitory activity giving promising results, and three representative compounds were tested for their cytotoxic activity using Doxorubicin as a reference standard. The target compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 including cyclohepta[b]thiophene and pentahydrocycloheptathieno[2,3-d]pyrimidine cores were designed, prepared, and tested for their PARP-1 inhibitory activity. Compounds 16 (R: ―NHC(S)NH2) and 11 (R: ―CS) were the most potent ones.

Original languageEnglish
Pages (from-to)1084-1093
Number of pages10
JournalJournal of Heterocyclic Chemistry
Volume54
Issue number2
DOIs
Publication statusPublished - 1 Jan 2017

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Thiophenes
Pyrimidines
Hydrogen bonds
Derivatives
pyrimidine
3-aminobenzamide

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title = "Design, Synthesis, and Biological Evaluation of Some Cyclohepta[b]Thiophene and Substituted Pentahydrocycloheptathieno[2,3-d]Pyrimidine Derivatives",
abstract = "This investigation describes the design of a series of cycloheptathieno[2,3-d]pyrimidines along with their synthetic strategy. The target compounds were screened for their PARP-1 inhibitory activity. The modeling study declared that most of the docked compounds showed the same interactions as 3-aminobenzamide, where Gly 894, His 862, Tyr 896, Arg 878, and Ser 864 were the main residues involved in hydrogen bond formation. Compounds eliciting the top ranked docking results were screened for their PARP-1 inhibitory activity giving promising results, and three representative compounds were tested for their cytotoxic activity using Doxorubicin as a reference standard. The target compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 including cyclohepta[b]thiophene and pentahydrocycloheptathieno[2,3-d]pyrimidine cores were designed, prepared, and tested for their PARP-1 inhibitory activity. Compounds 16 (R: ―NHC(S)NH2) and 11 (R: ―CS) were the most potent ones.",
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Design, Synthesis, and Biological Evaluation of Some Cyclohepta[b]Thiophene and Substituted Pentahydrocycloheptathieno[2,3-d]Pyrimidine Derivatives. / Elmongy, Elshaymaa I.; Khedr, Mohammed A.; Taleb, Nageh A.; Awad, Hanem M.; Abbas, Safinaz E.S.

In: Journal of Heterocyclic Chemistry, Vol. 54, No. 2, 01.01.2017, p. 1084-1093.

Research output: Contribution to journalArticle

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