Literature DB >> 25544835

DESIGN, SYNTHESIS, AND EVALUATION OF A FAMILY OF PROPARGYL PYRIDINYL ETHERS AS POTENTIAL CYTOCHROME P450 INHIBITORS.

Maryam Foroozesh1, Quan Jiang1, Jayalakshmi Sridhar1, Jiawang Liu1, Brandan Dotson1, Erika McClain1.   

Abstract

Cytochrome P450 enzymes are a superfamily of hemoproteins involved in the metabolism of endogenous and exogenous compounds including many drugs and environmental chemicals. In our previous research, we have determined that certain aryl and arylalkyl acetylenes act as inhibitors of these enzymes. Here we report a family of propargyl ethers containing a pyridine ring system. Five new compounds, 2,4-dimethyl-3-(prop-2-yn-1-yloxy)pyridine(I), 2,4-dimethyl-3-((prop-2-yn-1-yloxy) methyl)pyridine(II), 2,3-dimethyl-4-((prop-2-yn-1-yloxy)methyl)pyridine(III), 2-methyl-4-((prop-2-yn-1-yloxy)methyl)pyridine (IV), 2-methyl-4-(prop-2-yn-1-yloxy)pyridine (V) (Figure 1) have been synthesized and characterized.

Entities:  

Keywords:  Acetylenes; Cytochrome P450 enzymes; Enzyme inhibitors; Metabolism; Organic synthesis; Propargyl pyridinyl ethers; Suicide inhibition

Year:  2013        PMID: 25544835      PMCID: PMC4275839     

Source DB:  PubMed          Journal:  J Undergrad Chem Res        ISSN: 1541-6003


  11 in total

1.  Using intramolecular energy transfer to transform non-photoactive, visible-light-absorbing chromophores into sensitizers for photoredox reactions.

Authors:  Jing Gu; Jin Chen; Russell H Schmehl
Journal:  J Am Chem Soc       Date:  2010-06-02       Impact factor: 15.419

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Journal:  FASEB J       Date:  1996-02       Impact factor: 5.191

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Authors:  B S Masters
Journal:  FASEB J       Date:  1996-02       Impact factor: 5.191

4.  Structure and function of cytochromes P450: a comparative analysis of three crystal structures.

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Journal:  Structure       Date:  1995-01-15       Impact factor: 5.006

5.  3-Aryl-4-hydroxyquinolin-2(1H)-one derivatives as type I fatty acid synthase inhibitors.

Authors:  Alexey Rivkin; Yoona R Kim; Mark T Goulet; Nathan Bays; Armetta D Hill; Ilona Kariv; Stefan Krauss; Nicole Ginanni; Peter R Strack; Nancy E Kohl; Christine C Chung; Jeffrey P Varnerin; Paul N Goudreau; Amy Chang; Michael R Tota; Benito Munoz
Journal:  Bioorg Med Chem Lett       Date:  2006-06-19       Impact factor: 2.823

6.  Identification of selective mechanism-based inactivators of cytochromes P-450 2B4 and 2B5, and determination of the molecular basis for differential susceptibility.

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Journal:  J Pharmacol Exp Ther       Date:  1999-07       Impact factor: 4.030

7.  Strategy for discovering chemical inhibitors of human cyclophilin a: focused library design, virtual screening, chemical synthesis and bioassay.

Authors:  Jian Li; Jian Zhang; Jing Chen; Xiaomin Luo; Weiliang Zhu; Jianhua Shen; Hong Liu; Xu Shen; Hualiang Jiang
Journal:  J Comb Chem       Date:  2006 May-Jun

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Journal:  Chem Res Toxicol       Date:  1997-01       Impact factor: 3.739

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Authors:  K K Bhattacharyya; P B Brake; S E Eltom; S A Otto; C R Jefcoate
Journal:  J Biol Chem       Date:  1995-05-12       Impact factor: 5.157

10.  Inhibition of the histone demethylase JMJD2E by 3-substituted pyridine 2,4-dicarboxylates.

Authors:  Armin Thalhammer; Jasmin Mecinović; Christoph Loenarz; Anthony Tumber; Nathan R Rose; Tom D Heightman; Christopher J Schofield
Journal:  Org Biomol Chem       Date:  2010-11-15       Impact factor: 3.876

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  1 in total

1.  Identification of CYP 2A6 inhibitors in an effort to mitigate the harmful effects of the phytochemical nicotine.

Authors:  Navneet Goyal; Jayalakshmi Sridhar; Camilla Do; Melyssa Bratton; Shahensha Shaik; Quan Jiang; Maryam Foroozesh
Journal:  J Cancer Metastasis Treat       Date:  2021-04-14
  1 in total

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