Quinoline Carboxamide-Type ABCG2 Modulators: Indole and Quinoline Moieties as Anilide Replacements

• Published in: ChemMedChem Vol. 8; no. 11; pp. 1773 - 1778
• Main Authors: Bauer, Stefanie, Ochoa-Puentes, Cristian, Sun, Qiu, Bause, Manuel, Bernhardt, Günther, König, Burkhard, Buschauer, Armin
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.11.2013; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Subjects: ABC transporters; Aminoimidazole Carboxamide - chemistry; Anilides - chemistry; ATP Binding Cassette Transporter, Sub-Family G, Member 2; ATP-Binding Cassette Transporters - antagonists & inhibitors; breast cancer resistance proteins; Cell Line, Tumor; Chemistry, Medicinal; Humans; Indoles - chemistry; inhibitors; Life Sciences & Biomedicine; Molecular Structure; Neoplasm Proteins - antagonists & inhibitors; Pharmacology & Pharmacy; Phthalic Acids - chemistry; Protein Stability; Quinolines - chemistry; Science & Technology; sonogashira couplings; syntheses; inhibitors; TRANSPORTERS; sonogashira couplings; syntheses; CANCER; PACLITAXEL; breast cancer resistance proteins; IN-VITRO; METHODOLOGY; SONOGASHIRA REACTION; ABC transporters; MULTIDRUG-RESISTANCE; DERIVATIVES
• ISSN: 1860-7179; 1860-7187
• DOI: 10.1002/cmdc.201300319

ABC, it′s easy as 1 2 3! Bioisosteric replacement of the anilide core by an indole moiety considerably increased stability and gave potent and selective ABCG2 (BCRP) inhibitors. Some compounds are superior to the reference substances fumitremorgin C and Ko143 in terms of potency and efficacy and are the most potent ABCG2 modulators reported so far.