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Design, synthesis, and docking studies of novel telmisartan–glitazone hybrid analogs for the treatment of metabolic syndrome

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Abstract

A novel hybrid class of telmisartan–rosiglitazone molecules was synthesized in an attempt to discover a dual peroxisome proliferator-activated receptor gamma (PPARγ) agonist/angiotensin II antagonist for treatment for metabolic syndrome. Almost all the synthesized molecules showed moderate PPARγ activity. However, none of the hybrid analogs showed binding affinity toward the AT1 receptor.

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Acknowledgements

This investigation was conducted in a facility constructed with support from research facilities improvement program grant number C06 Rr-14503-01 from the National Center for Research Resources, National Institutes of Health. NIH grant 2R42AR44767-02A2 for Bethesda Pharmaceuticals is also acknowledged for partial support.

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Authors and Affiliations

  1. Department of Medicinal Chemistry, School of Pharmacy, University of Mississippi, 417 Faser Hall, University, Mississippi, 38677-1848, USA

    Amar G. Chittiboyina, Cassia S. Mizuno, Prashant V. Desai, Akshay Patny & Mitchell A. Avery

  2. Department of Laboratory Medicine, University of California, San Francisco, CA, 94122, USA

    Theodore W. Kurtz

  3. Department of Family Medicine, University of California, Irvine, CA, 92668, USA

    Harrihar A. Pershadsingh

  4. Department of Pharmacology, University of Mississippi, University, MS, 38677-1848, USA

    Robert C. Speth & Vardan Karamyan

  5. National Center for Natural Products Research, University of Mississippi, University, MS, 38677-1848, USA

    Mitchell A. Avery

  6. Department of Chemistry and Biochemistry, University of Mississippi, University, MS, 38677-1848, USA

    Mitchell A. Avery

Authors
  1. Amar G. Chittiboyina
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  2. Cassia S. Mizuno
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  3. Prashant V. Desai
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  4. Akshay Patny
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  5. Theodore W. Kurtz
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  6. Harrihar A. Pershadsingh
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  7. Robert C. Speth
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  8. Vardan Karamyan
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  9. Mitchell A. Avery
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Corresponding author

Correspondence to Mitchell A. Avery.

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Chittiboyina, A.G., Mizuno, C.S., Desai, P.V. et al. Design, synthesis, and docking studies of novel telmisartan–glitazone hybrid analogs for the treatment of metabolic syndrome. Med Chem Res 18, 589–610 (2009). https://doi.org/10.1007/s00044-008-9152-x

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  • DOI: https://doi.org/10.1007/s00044-008-9152-x

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