Literature DB >> 20138517

Stereospecific synthesis of oximes and oxime ethers of 3-azabicycles: A SAR study towards antimicrobial agents.

Paramasivam Parthiban1, Paramasivam Rathika, Venkatachalam Ramkumar, Se Mo Son, Yeon Tae Jeong.   

Abstract

Libraries of 1-methyl-2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones/oximes/O-methyloximes 1-14/15-28/29-42 and 7-methyl-2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones/oximes/O-methyloximes 43-48/49-54/55-60 were synthesized and their stereochemistry was established by 1D/2D NMR spectral and single crystal XRD studies. All the synthesized oximes and oxime ethers were screened for their in vitro antimicrobial activity against a panel of pathogenic bacteria (Bacillus subtilis, Staphylococcus aureus, Klebsiella pneumoniae and Pseudomonas aeruginosa) and fungi (Candida albicans, Candida parapsilosis, Aspergillus niger and Cryptococcus neoformans) using Gentamicin and Fluconazole as standards, respectively. From the SAR profile, the lead molecules were identified. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20138517     DOI: 10.1016/j.bmcl.2010.01.048

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


  10 in total

1.  2,4-Bis(4-propoxyphen-yl)-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  P Parthiban; V Ramkumar; Yeon Tae Jeong
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-03-05

2.  2,4-Bis(2-methyl-phen-yl)-3-aza-bicyclo[3.3.1]nonan-9-one O-methyl-oxime.

Authors:  P Parthiban; V Ramkumar; Yeon Tae Jeong
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-30

3.  2,4-Bis(4-but-oxy-phen-yl)-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  P Parthiban; V Ramkumar; Yeon Tae Jeong
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-02-16

4.  2,4-Bis(2-eth-oxy-phen-yl)-7-methyl-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  P Parthiban; V Ramkumar; Dong Ho Park; Yeon Tae Jeong
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-05-20

5.  2,4-Bis(4-eth-oxy-phen-yl)-7-methyl-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  Dong Ho Park; V Ramkumar; P Parthiban
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-02-17

6.  The Oxime Ethers with Heterocyclic, Alicyclic and Aromatic Moiety as Potential Anti-Cancer Agents.

Authors:  Tomasz Kosmalski; Anna Hetmann; Renata Studzińska; Szymon Baumgart; Daria Kupczyk; Katarzyna Roszek
Journal:  Molecules       Date:  2022-02-17       Impact factor: 4.411

7.  2,4-Bis(4-eth-oxy-phen-yl)-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  Dong Ho Park; V Ramkumar; P Parthiban
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-09-05

8.  2,4-Bis(2-eth-oxy-phen-yl)-3-aza-bicyclo-[3.3.1]nonan-9-one.

Authors:  Dong Ho Park; V Ramkumar; P Parthiban
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-11-03

9.  Investigation of the role of stereoelectronic effects in the conformation of piperidones by NMR spectroscopy and X-ray diffraction.

Authors:  Cesar Garcias-Morales; David Ortegón-Reyna; Armando Ariza-Castolo
Journal:  Beilstein J Org Chem       Date:  2015-10-22       Impact factor: 2.883

10.  Functionalized Cyclopentenones and an Oxime Ether as Antimicrobial Agents.

Authors:  Rafael F A Gomes; Vera M S Isca; Késsia Andrade; Patrícia Rijo; Carlos A M Afonso
Journal:  ChemMedChem       Date:  2021-07-02       Impact factor: 3.466

  10 in total

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