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Synthesis and Antimicrobial Evaluation of Some Novel Pyrido[2,3‐ d ] Pyrimidine Derivatives and Their Ribofuranosides
Author(s) -
Bhargava Sangeeta,
Rajwanshi Lokesh Kumar
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3203
Subject(s) - chemistry , aspergillus flavus , pyrimidine , aspergillus niger , antimicrobial , trimethylsilyl , stereochemistry , antifungal , antibacterial activity , escherichia coli , staphylococcus aureus , medicinal chemistry , organic chemistry , bacteria , microbiology and biotechnology , biochemistry , genetics , food science , biology , gene
2‐Amino‐3‐cyano‐4,6‐disubstituted pyridines 2a–c on treatment with arylisocyanate and arylisothiocyanate afforded 4‐imino‐3,5,7‐trisubstituted pyrido[2,3‐ d ] pyrimidin‐2(1 H )‐ones 3a–c and 4‐imino‐3,5,7‐trisubstituted pyrido[2,3‐ d ]pyrimidin‐2(1 H )‐thiones 4a–c , respectively. The ribofuranosides, namely, 4‐imino‐3,5,7‐trisubstituted‐1‐(2′,3′,5′‐tri‐ O ‐benzoyl‐ β ‐ d ‐ribofuranosyl) pyrido[2,3‐ d ]pyrimidin‐2(1 H )‐ones 7a–c and 4‐imino‐3,5,7‐trisubstituted‐1‐(2 ′ ,3 ′ ,5 ′ ‐tri‐ O ‐benzoyl‐ β ‐D‐ribofuranosyl) pyrido[2,3‐ d ]pyri‐midin‐2(1 H )‐thiones 8a–c , were synthesized by the condensation of trimethylsilyl derivatives of 3a–c and 4a–c with β ‐ d ‐ribofuranosyl‐1‐acetate‐2,3,5‐tribenzoate. The structure of newly synthesized ribofuranosides and their precursors were established by elemental analyses, IR, 1 H NMR and 13 C NMR spectroscopy. All the synthesized compounds were screened for their antibacterial and antifungal activities against Escherichia coli , Staphylococcus aureus , Aspergillus niger , and Aspergillus flavus .