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Synthesis and biological activity of C-3 pyridinylethene-substituted cephalosporins

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Abstract

A series of aminothiazolylcephalosporin derivatives (1a≈1c) having pyridinylethenyl group at C-3 position was prepared starting from phosphonium salt 3 and 2-, 3- or 4-pyridinecarboxaldehyde and the antibacterial activity of these compounds was investigated. Among them, 4-pyridinylethenyl derivative was more active than 2- and 3-pyridinylethenyl derivatives againstStaphylococcus aureus andEscherichia coli.

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References Cited

  • Aburaki, S., Kamachi, H., Narita, Y., Okamura, J. and Naito, T., (Bristol-Myers): Cephalosporins. U. S. Pat. 4,406,899, Sep. 27 (1983).

  • Kume, M., kubota, T., Kimura, Y., Nakashimizu, H., Motokawa, K. and Nakano, M., Synthesis and structure-activity relationships of new 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido] cephalosporins with 1,2,3-triazole in C-3 side chain.J. Antibiotics, 46, 177–192 (1993).

    CAS  Google Scholar 

  • Lee, Y. S., Lee, Y. S. and Park, H., Synthesis and biological activities of C-3 direct heterocyclylcarbon-substituted novel cephalosporins.J. Antibiotics, 49, 405–407 (1996).

    CAS  Google Scholar 

  • Nagano, N., Satoh, M. and Hara, R., Studies on β-lactam antibiotics III. Synthesis and antibacterial activities of new 3-(1,3-dithiolan-2-yl)cephalosporins, YM-22508, YM-16457 and their prodrug-type est-ers.J. Antibiotics, 44, 422–428 (1991).

    CAS  Google Scholar 

  • Nakayama, E., Watanabe, K., Miyauchi, M., Fujimoto, K. and Ide J., Studies on orally active cephalosporin esters. VI. Synthesis and antimicrobial activity of 3-(3-isoxazolyl)oxymethylcephalosporin derivatives.J. Antibiotics, 43, 1122–1130 (1990).

    CAS  Google Scholar 

  • Park, H., Lee, J. Y., Lee, Y. S., Park, J. O., Ko, S. B. and Ham, W.-H., Synthesis and biological activities of C-3 heterocyclylcarbon-substituted new cephalosporins,J. Antibiotics, 47, 606–608 (1994).

    CAS  Google Scholar 

  • Torii, S., Tanaka, H., Saito, N., Siroi, T., Sasaoka, M. and Nokami, J., Penicillin-cephalosporin conversion III. A novel route to 3-chloromethyl-Δ3-cephems.Tetrahedron Lett., 23, 2187–2188 (1982).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Division of Applied Science, Korea Institute of Science and Technology, Cheongryang, P.O. Box 131, 130-650, Seoul, Korea

    Sung Bo Ko, Yong Sup Lee, Jae Yeol Lee & Hokoon Park

  2. College of Pharmacy, Sungkyunkwan University, 440-746, Suwon, Kyunggi-Do, Korea

    Won Hoon Ham

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  1. Sung Bo Ko
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  2. Yong Sup Lee
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  3. Jae Yeol Lee
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  4. Won Hoon Ham
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  5. Hokoon Park
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Ko, S.B., Lee, Y.S., Lee, J.Y. et al. Synthesis and biological activity of C-3 pyridinylethene-substituted cephalosporins. Arch. Pharm. Res. 19, 411–415 (1996). https://doi.org/10.1007/BF02976388

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  • DOI: https://doi.org/10.1007/BF02976388

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