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Balaraman, Selvakumar and Nayak, Nagaraj and Subbiah, Madhuri and Elango, Kuppanagounder P. (2018) Synthesis and antiviral study of novel 4-(2-(6-amino-4-oxo-4,5-dihydro-1H-pyrrolo[2,3-d]pyrimidin-3-yl)ethyl)benzamide derivatives. Medicinal Chemistry Research, 27 (11-12). pp. 2538-2546. ISSN 1054-2523

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A series of ten new compounds (7a–j) has been synthesized by absolutely replacing the glutamic acid part of Pemetrexed drug, chemically known as N-{4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid, with primary, secondary, and aryl amines in high yields using diethylphosphorocyanidate (DEPC) as a peptide coupling agent. All the synthesized compounds are characterized by 1 H and 13C NMR, LCMS, and FT-IR spectral techniques. All the synthesized novel non-glutamate 4-(2-(6-amino-4-oxo-4,5-dihydro-1H-pyrrolo[2,3-d]pyrimidin-3-yl) ethyl)benzamide derivatives showed 4- to 7-folds higher antiviral activity than its structurally similar commercial drug Pemetrexed against Newcastle disease virus, an avian paramyxovirus. Among the lot, compounds possessing carboxamide synthesized using five-membered heteroaryl amines (7i and 7j) exhibited the highest antiviral activity.

Item Type: Article
Subjects: Animal Genetics and Genomics
Infectious Diseases
Inflammation Biology
Reproductive Biology
Genetic Engineering
Depositing User: Mr Harjit Singh
Date Deposited: 26 Jun 2019 08:33
Last Modified: 26 Jun 2019 11:09
URI: http://niab.sciencecentral.in/id/eprint/63

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