Literature DB >> 22748709

Ortho-carbaborane derivatives of indomethacin as cyclooxygenase (COX)-2 selective inhibitors.

Matthias Scholz1, Anna L Blobaum, Lawrence J Marnett, Evamarie Hey-Hawkins.   

Abstract

A series of novel indomethacin analogues with carbaboranes as three-dimensional substitutes for the chlorophenyl ring have been prepared. Their cyclooxygenase (COX) inhibition and enzyme selectivity has been tested and compared to the corresponding adamantyl analogues. Surprisingly, only the ortho-carbaborane derivatives were active compounds. Preliminary biological studies gave an interesting insight into the validity of employing carbaboranes as pharmacophores.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID： 22748709      PMCID： PMC3408963          DOI： 10.1016/j.bmc.2012.05.063

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  32 in total

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Review 3.  Cyclooxygenase isozymes: the biology of prostaglandin synthesis and inhibition.

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6.  Profiling indomethacin impurities using high-performance liquid chromatography and nuclear magnetic resonance.

Authors:  S Hess; U Teubert; J Ortwein; K Eger
Journal:  Eur J Pharm Sci       Date:  2001-12       Impact factor: 4.384

7.  Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents.

Authors:  R G Kurumbail; A M Stevens; J K Gierse; J J McDonald; R A Stegeman; J Y Pak; D Gildehaus; J M Miyashiro; T D Penning; K Seibert; P C Isakson; W C Stallings
Journal:  Nature       Date:  1996 Dec 19-26       Impact factor: 49.962

8.  Carbaboranes as pharmacophores: similarities and differences between aspirin and asborin.

Authors:  Matthias Scholz; Goran N Kaluđerović; Harish Kommera; Reinhard Paschke; Joanna Will; William S Sheldrick; Evamarie Hey-Hawkins
Journal:  Eur J Med Chem       Date:  2011-01-28       Impact factor: 6.514

9.  Crystal and molecular structure of an antiinflammatory agent, indomethacin, 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid.

Authors:  T J Kistenmacher; R E Marsh
Journal:  J Am Chem Soc       Date:  1972-02-23       Impact factor: 15.419

Review 10.  Cyclooxygenase enzymes: regulation and function.

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Journal:  Curr Pharm Des       Date:  2004       Impact factor: 3.116
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  10 in total

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3.  2-Carbaborane-3-phenyl-1H-indoles--synthesis via McMurry reaction and cyclooxygenase (COX) inhibition activity.

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Review 4.  Preparing (Metalla)carboranes for Nanomedicine.

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5.  Prediction of the potency of mammalian cyclooxygenase inhibitors with ensemble proteochemometric modeling.

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Review 6.  Development of Antioxidant COX-2 Inhibitors as Radioprotective Agents for Radiation Therapy-A Hypothesis-Driven Review.

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7.  Borcalein: a Carborane-Based Analogue of Baicalein with 12-Lipoxygenase-Independent Toxicity.

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8.  Carboranyl Derivatives of Rofecoxib with Cytostatic Activity against Human Melanoma and Colon Cancer Cells.

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Journal:  Sci Rep       Date:  2020-03-16       Impact factor: 4.379

9.  Quinoline-Conjugated Ruthenacarboranes: Toward Hybrid Drugs with a Dual Mode of Action.

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Review 10.  The Boron Advantage: The Evolution and Diversification of Boron's Applications in Medicinal Chemistry.

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  10 in total

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