Literature DB >> 10450985

Synthesis and in vitro evaluation of novel highly potent coumarin inhibitors of gyrase B.

P Laurin1, D Ferroud, M Klich, C Dupuis-Hamelin, P Mauvais, P Lassaigne, A Bonnefoy, B Musicki.   

Abstract

The design, synthesis, and in vitro biological activity of a series of novel coumarin inhibitors of gyrase B is presented. Replacement of the 3-acylamino residue (3-NHCOR) of coumarin drugs with reversed isosteres C(=O)R, C(=N-OR)R', COOR, CONHR and CONHOR leads to highly potent analogues which displayed excellent inhibition of the negative supercoiling of the relaxed DNA and antibacterial activity.

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Year:  1999        PMID: 10450985     DOI: 10.1016/s0960-894x(99)00329-7

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  13 in total

1.  Mass spectrometric characterization of a three-enzyme tandem reaction for assembly and modification of the novobiocin skeleton.

Authors:  Na Pi; Caren L Freel Meyers; Michelle Pacholec; Christopher T Walsh; Julie A Leary
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-24       Impact factor: 11.205

2.  Coumarin-benzimidazole hybrids as a potent antimicrobial agent: synthesis and biological elevation.

Authors:  L Ravithej Singh; Srinivasa Rao Avula; Sneha Raj; Akanksha Srivastava; Gopala Reddy Palnati; C K M Tripathi; Mukesh Pasupuleti; Koneni V Sashidhara
Journal:  J Antibiot (Tokyo)       Date:  2017-06-21       Impact factor: 2.649

3.  Identification of the coumermycin A(1) biosynthetic gene cluster of Streptomyces rishiriensis DSM 40489.

Authors:  Z X Wang; S M Li; L Heide
Journal:  Antimicrob Agents Chemother       Date:  2000-11       Impact factor: 5.191

4.  Biological activities of novel gyrase inhibitors of the aminocoumarin class.

Authors:  Christine Anderle; Martin Stieger; Matthew Burrell; Stefan Reinelt; Anthony Maxwell; Malcolm Page; Lutz Heide
Journal:  Antimicrob Agents Chemother       Date:  2008-03-17       Impact factor: 5.191

5.  Sequential posttranslational modifications program FEN1 degradation during cell-cycle progression.

Authors:  Zhigang Guo; Julie Kanjanapangka; Na Liu; Songbai Liu; Changwei Liu; Zhenxing Wu; Yingjie Wang; Tiffany Loh; Claudia Kowolik; Joonas Jamsen; Mian Zhou; Khue Truong; Yuan Chen; Li Zheng; Binghui Shen
Journal:  Mol Cell       Date:  2012-06-30       Impact factor: 17.970

6.  Antimicrobial and DNA gyrase-inhibitory activities of novel clorobiocin derivatives produced by mutasynthesis.

Authors:  Ute Galm; Stefanie Heller; Stuart Shapiro; Malcolm Page; Shu-Ming Li; Lutz Heide
Journal:  Antimicrob Agents Chemother       Date:  2004-04       Impact factor: 5.191

7.  Structure-activity relationships of aminocoumarin-type gyrase and topoisomerase IV inhibitors obtained by combinatorial biosynthesis.

Authors:  Ruth H Flatman; Alessandra Eustaquio; Shu-Ming Li; Lutz Heide; Anthony Maxwell
Journal:  Antimicrob Agents Chemother       Date:  2006-04       Impact factor: 5.191

8.  Synthesis, characterization, in vitro antimicrobial, and U2OS tumoricidal activities of different coumarin derivatives.

Authors:  Sadia Rehman; Muhammad Ikram; Robert J Baker; Muhammad Zubair; Effat Azad; Soyoung Min; Kashif Riaz; Kh Mok; Saeed-Ur Rehman
Journal:  Chem Cent J       Date:  2013-04-15       Impact factor: 4.215

9.  New dicoumarol sodium compound: crystal structure, theoretical study and tumoricidal activity against osteoblast cancer cells.

Authors:  Sadia Rehman; Muhammad Ikram; Ajmal Khan; Soyoung Min; Effat Azad; Thomas S Hofer; Kh Mok; Robert J Baker; Alexander J Blake; Saeed Ur Rehman
Journal:  Chem Cent J       Date:  2013-07-02       Impact factor: 4.215

10.  New Samarium(III), Gadolinium(III), and Dysprosium(III) Complexes of Coumarin-3-Carboxylic Acid as Antiproliferative Agents.

Authors:  Irena Kostova; Georgi Momekov; Peya Stancheva
Journal:  Met Based Drugs       Date:  2007
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