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PYRROLE CARBOXAMIDES AS POTENTIAL CARBONIC ANHYDRASE INHIBITORS

Marketwala, Nishrin Ismailbhai
http://rave.ohiolink.edu/etdc/view?acc_num=wright1166468773

Abstract Details

2006, Master of Science (MS), Wright State University, Chemistry.
Carbonic anhydrases (CAs) are metalloenzymes that catalyze the reversible interconversion of CO2 and bicarbonate. We recently initiated a screen of a broad range of indoles and pyrroles possessing acyl-, carboxyl-, amido-, sulfonyl-, sulfamyl- and oxime- functionalities as potential inhibitors of á-CA II isozyme. As slight inhibition was observed in the case of 2-carboxamido-1-(phenylsulfonyl)pyrrole, and aware that pyrrole carboxamide derived sulfonamides had been previously demonstrated to possess CA inhibition, we sought to prepare a series of 1-(phenylsulfonyl)pyrrole-2-carboxamides but lacking a sulfonamide moiety to ascertain if the activity in our case might be due to a hitherto unrecognized pyrrole pharmacophore. To this end, we examined synthetic routes to such derivatives and found optimal results when employing a microwave-assisted, polymer-supported amidation reaction of 1-(phenylsulfonyl)pyrrole-2-carboxylic acid. Additionally, we examined the microwave-assisted Beckmann rearrangement of the oximes of acyl-1-(phenylsulfonyl)pyrroles and observed optimal results using montmorillonite as catalyst under solventless conditions.
Daniel Ketcha (Advisor)
116 p.
Chemistry, Organic
carbonic anhydrase; pyrrole; amide

Recommended Citations

Citations

  • Marketwala, N. I. (2006). PYRROLE CARBOXAMIDES AS POTENTIAL CARBONIC ANHYDRASE INHIBITORS [Master's thesis, Wright State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=wright1166468773

    APA Style (7th edition)

  • Marketwala, Nishrin. PYRROLE CARBOXAMIDES AS POTENTIAL CARBONIC ANHYDRASE INHIBITORS. 2006. Wright State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=wright1166468773.

    MLA Style (8th edition)

  • Marketwala, Nishrin. "PYRROLE CARBOXAMIDES AS POTENTIAL CARBONIC ANHYDRASE INHIBITORS." Master's thesis, Wright State University, 2006. http://rave.ohiolink.edu/etdc/view?acc_num=wright1166468773

    Chicago Manual of Style (17th edition)

wright1166468773
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© 2006, all rights reserved.
This open access ETD is published by Wright State University and OhioLINK.