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      Synthesis, Antiinflammatory and Antibacterial Activity of Novel Indolyl-isoxazoles

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          Abstract

          Chalcones were synthesized by reacting indole-3-aldehyde, prepared by Vilsemeir Haack reaction with 4-substituted acetophenone in ethanolic KOH solution. These chalcones were immediately reacted with hydroxylamine hydrochloride in presence of glacial acetic acid as reagent to obtain the corresponding isoxazole derivatives. The synthesized heterocycles were characterized on the basis of physical, chemical tests and spectroscopic data. These compounds were tested for the acute antiinflammatory activity and antibacterial activity using carrageenan-induced rat paw edema method and cup-plate method, respectively.

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          Cyclohexyl-linked tricyclic isoxazoles are potent and selective modulators of the multidrug resistance protein (MRP1).

          Jonathan D. Cohen, Melissa Starling, Sonya Norman … (2005)
          Structure-activity relationship (SAR) studies on the tricyclic isoxazole series of MRP1 modulators have resulted in the identification of potent and selective inhibitors containing cyclohexyl-based linkers. These studies ultimately identified compound 21b, which reverses drug resistance to MRP1 substrates, such as doxorubicin, in HeLa-T5 cells (EC(50)=0.093microM), while showing no inherent cytotoxicity. Additionally, 21b inhibits ATP-dependent, MRP1-mediated LTC(4) uptake into membrane vesicles prepared from the MRP1-overexpressing HeLa-T5 cells (EC(50)=0.064microM) and shows selectivity (1115-fold) against the related transporter, P-glycoprotein, in HL60/Adr and HL60/Vinc cells. Finally, when dosed in combination with the oncolytic MRP1 substrate vincristine, 21b showed tumor regression and growth delay in MRP1-overexpressing tumors in vivo.
          Article 0 comments Cited 9 times – based on 0 reviews     Review now
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            Analytical Microbiology

            F Kavanagh, R.E. Cooper, K Cooper (1963)
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              Synthesis and biological evaluation of novel T-type Ca2+ channel blockers.

              Jun Cho, H. Jung, James Jung … (2004)
              A small molecule library of piperazinylalkylisoxazole derivatives containing about 600 compounds was designed, synthesized and evaluated for blocking effects on T-type Ca(2+) channel. Several ligands were identified to possess high inhibitory activity against the T-type Ca(2+) channel. The compound 21 with trifluoromethyl substituents at C(3)-position of phenyl group (R(1)) and C(2)-position of phenyl group (R(2)) showed the highest inhibitory activity with IC(50) value of 1.02 microM, which is comparable to that of mibefradil.
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                Author and article information

                Journal
                Journal ID (nlm-ta): Indian J Pharm Sci
                Journal ID (publisher-id): IJPhS
                Title: Indian Journal of Pharmaceutical Sciences
                Publisher: Medknow Publications (India )
                ISSN (Print): 0250-474X
                ISSN (Electronic): 1998-3743
                Publication date (Print): Nov-Dec 2009
                Volume: 71
                Issue: 6
                Pages: 684-687
                Affiliations
                Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, MAHE Manipal-576 104, India
                Author notes
                [* ] Address for correspondence E-mail: sivashankarpanda@ 123456yahoo.com
                Article
                Publisher ID: IJPhS-71-684
                DOI: 10.4103/0250-474X.59554
                PMC ID: 2846477
                PubMed ID: 20376225
                SO-VID: d4aad4f8-0e12-4b04-8ef5-c5cbf8e60d06
                Copyright © © Indian Journal of Pharmaceutical Sciences
                License:

                This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                History
                Date received : 24 February 2009
                Date revision received : 28 August 2009
                Date accepted : 29 November 2009
                Categories
                Subject: Short Communication

                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: indolyl-isoxazoles,antiinflammatory activity,antibacterial activity
                Data availability:
                ScienceOpen disciplines: Pharmacology & Pharmaceutical medicine
                Keywords: indolyl-isoxazoles, antiinflammatory activity, antibacterial activity

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