國家衛生研究院 NHRI:Item 3990099045/1135
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    Please use this identifier to cite or link to this item: http://ir.nhri.org.tw/handle/3990099045/1135


    Title: Carbapenern-based prodrugs. Design, synthesis, and biological evaluation of carbapenems
    Authors: Hakimelahi, GH;Moosavi-Movahedi, AA;Saboury, AA;Osetrov, V;Khodarahmi, GA;Shia, KS
    Contributors: Division of Biotechnology and Pharmaceutical Research
    Abstract: Syntheses of racemic trans-3-hydroxycarbonyl-6-(phenylacetamido)carbapenem (13), trans-3-phosphono-6-(phenylacetamlido)carbapenem (17), and P-lactam based prodrugs 19 and 22 were accomplished. Carbapenern 13 was found to possess antibacterial activity, comparable with imipenem (+)-3, against Staphylococcus aureus FDA 209P, S. aureus 95, Escherichia coli ATCC 39188, Klebsiella pneumoniae NCTC 418, Pseudomonas aeruginosa 1101-75, P. acruginosa 18S-H, and Xanthomonas inaltophilia GN 12873. Like imipenern ((+)-3), carbapenem 13 was not stable to X. inaltophilia oxyiminocephalospormase type II. Its phosphonate analog 17, however, was neither a significant antibacterial agent nor a good P-lactamase inhibitor. Chemical combinations of trans carbapenem 13 with cis carbapenem 6 (compound 19) as well as clavulanic acid (20) with cis carbapenem 6 (compound 22) via a tetrachloroethane linker exhibited remarkable activity against P-lactamase producing microorganisms in vitro. (c) 2005 Elsevier SAS. All rights reserved.
    Keywords: Chemistry, Medicinal
    Date: 2005-04
    Relation: European Journal of Medicinal Chemistry. 2005 Apr;40(4):339-349.
    Link to: http://dx.doi.org/10.1016/j.ejmech.2004.11.002
    JIF/Ranking 2023: http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=NHRI&SrcApp=NHRI_IR&KeyISSN=0223-5234&DestApp=IC2JCR
    Cited Times(WOS): https://www.webofscience.com/wos/woscc/full-record/WOS:000228704600003
    Cited Times(Scopus): http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=16244397752
    Appears in Collections:[Kak-Shan Shia] Periodical Articles

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