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      Similarity analysis, synthesis, and bioassay of antibacterial cyclic peptidomimetics

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          Summary

          The chemical similarity of antibacterial cyclic peptides and peptidomimetics was studied in order to identify new promising cyclic scaffolds. A large descriptor space coupled with cluster analysis was employed to digitize known antibacterial structures and to gauge the potential of new peptidomimetic macrocycles, which were conveniently synthesized by acylbenzotriazole methodology. Some of the synthesized compounds were tested against an array of microorganisms and showed antibacterial activity against Bordetella bronchistepica, Micrococcus luteus, and Salmonella typhimurium.

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          Most cited references 57

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          Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model

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            Conformational analysis. 130. MM2. A hydrocarbon force field utilizing V1 and V2 torsional terms

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              Cationic peptides: effectors in innate immunity and novel antimicrobials.

               R. Hancock (2001)
              Cationic antimicrobial peptides are produced by all organisms, from plants and insects to human beings, as a major part of their immediately effective, non-specific defences against infections. With the increasing development of antibiotic resistance among key bacterial pathogens, there is an urgent need to discover novel classes of antibiotics. Therefore, cationic peptides are being developed through clinical trials as anti-infective agents. In addition to their ability to kill microbes, these peptides seem to have effector functions in innate immunity and can upregulate the expression of multiple genes in eukaryotic cells. One such function might involve the dampening of signalling by bacterial molecules such as lipopolysaccharide and lipoteichoic acid.
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                Author and article information

                Affiliations
                [1 ]Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
                [2 ]Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig-44519, Egypt
                [3 ]Department of Organic Chemistry, College of Pharmacy, Misr University for Science and Technology, Al-Motamayez District, P.O. Box: 77, Egypt
                [4 ]Department of Chemistry, Quaid i Azam University, Islamabad 45320, Pakistan
                [5 ]Department of Biochemistry, Quaid i Azam University, Islamabad 45320, Pakistan
                [6 ]Department of Chemistry, King Abdulaziz University, Jeddah 21589, Saudi Arabia
                Contributors
                Role: Guest Editor
                Journal
                Beilstein J Org Chem
                Beilstein J Org Chem
                Beilstein Journal of Organic Chemistry
                Beilstein-Institut (Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany )
                1860-5397
                2012
                24 July 2012
                : 8
                : 1146-1160
                10.3762/bjoc.8.128
                3458733
                23019443
                Copyright © 2012, Berhanu et al; licensee Beilstein-Institut.

                This is an Open Access article under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: ( http://www.beilstein-journals.org/bjoc)

                Categories
                Full Research Paper
                Chemistry
                Organic Chemistry

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