Synthesis and Biological Activity of Carboxyphenylquinolines and Related Compounds as New Potent Retinoids. Retinobenzoic Acids. VII

• Published in: Chemical & pharmaceutical bulletin Vol. 42; no. 12; pp. 2575 - 2581
• Main Authors: EYROLLES, Laurence, KAWACHI, Emiko, KAGECHIKA, Hiroyuki, HASHIMOTO, Yuichi, SHUDO, Koichi
• Format: Journal Article
• Language: English
• Published: Tokyo The Pharmaceutical Society of Japan 1994; Maruzen; Japan Science and Technology Agency
• Subjects: Antineoplastic agents; Benzoates - chemical synthesis; Benzoates - pharmacology; Benzoic Acid; Biological and medical sciences; Cell Differentiation - drug effects; Cell Division - drug effects; Cell Survival - drug effects; Chemical Phenomena; Chemistry, Physical; General aspects; HL-60 cell differentiation; Humans; Medical sciences; Mitogens - chemical synthesis; Mitogens - pharmacology; Pharmacology. Drug treatments; retinobenzoic acid; retinoic acid; retinoid; Structure-Activity Relationship; Tretinoin - chemical synthesis; Tretinoin - pharmacology; Tumor Cells, Cultured; Antineoplastic agent; Quinolone derivative; Structure activity relation; Established cell line; Quinoline derivatives; Retinoids; Cell differentiation; Chemical synthesis; In vitro; Tumor cell; HL60 cell line
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.42.2575

A series of new quinoline, quinolone, and quinazolinedione derivatives was synthesized and tested for retinoid activity in the human promyelocytic cell line HL-60 differentiation assay. All the quinoline compounds exhibited significant activity, depending on the substituent on the heterocycle. However, the quinolone and quinazolinedione derivatives were poor inducers of the differentiation of the HL-60 cells, the activity depending strongly on the polarity of the molecule.