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Benzanilide – Biphenyl Replacement: A Bioisosteric Approach to Quinoline Carboxamide-type ABCG2 Modulators

Ochoa-Puentes, Cristian, Bauer, Stefanie, Kühnle, Matthias, Bernhardt, Günther, Buschauer, Armin and König, Burkhard (2013) Benzanilide – Biphenyl Replacement: A Bioisosteric Approach to Quinoline Carboxamide-type ABCG2 Modulators. ACS Medicinal Chemistry Letters 4 (4), pp. 393-396.

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Abstract

Recently reported compounds such as UR-COP78 (6) are among the most potent and selective ABCG2 modulators known so far, but prone to rapid enzymatic cleavage at the central benzanilide moiety. In search for more stable analogs, according to a bioisosteric approach, a series of N-(biphenyl-3-yl)quinoline carboxamides was prepared by solid phase and solution phase synthesis. The biphenyl moiety was ...

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Item type:Article
Date:4 March 2013
Additional Information (public):Supporting Information available
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number:
ValueType
10.1021/ml4000832DOI
UNSPECIFIEDPubMed ID
Related URLs:
URLURL Type
http://pubs.acs.org/doi/pdf/10.1021/ml4000832832Publisher
http://http://pubs.acs.org/doi/suppl/10.1021/ml4000832Supplementary Material
Keywords:ABC transporter, breast cancer resistance protein, MCF-7 cells, solid phase synthesis, Suzuki coupling
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
500 Science > 570 Life sciences
600 Technology > 615 Pharmacy
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:27812
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