title: Synthesis, characterization and biological evaluation of bile acid-aromatic/heteroaromatic amides linked via amino acids as anti-cancer agents.
abstract: A series of bile acid (Cholic acid and Deoxycholic acid) aryl/heteroaryl amides linked via α-amino acid were synthesized and tested against 3 human cancer cell-lines (HT29, MDAMB231, U87MG) and 1 human normal cell line (HEK293T). Some of the conjugates showed promising results to be new anticancer agents with good in vitro results. More specifically, Cholic acid derivatives 6a (1.35 μM), 6c (1.41 μM) and 6m (4.52 μM) possessing phenyl, benzothiazole and 4-methylphenyl groups showed fairly good activity against the breast cancer cell line with respect to Cisplatin (7.21 μM) and comparable with respect to Doxorubicin (1 μM), while 6e (2.49μM), 6i (2.46 μM) and 6m (1.62 μM) showed better activity against glioblastoma cancer cell line with respect to both Cisplatin (2.60 μM) and Doxorubicin (3.78 μM) drugs used as standards. Greater than 65% of the compounds were found to be safer on human normal cell line.
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India.
authors.forename: Devesh S
authors.initials: DS
authors.lastname: Agarwal
authors.affiliation: Drug Discovery Research Laboratory, Department of Pharmacy, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
authors.forename: Hasitha Shilpa
authors.initials: HS
authors.lastname: Anantaraju
authors.affiliation: Drug Discovery Research Laboratory, Department of Pharmacy, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
authors.forename: Dharmarajan
authors.initials: D
authors.lastname: Sriram
authors.affiliation: Drug Discovery Research Laboratory, Department of Pharmacy, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
authors.forename: Perumal
authors.initials: P
authors.lastname: Yogeeswari
authors.affiliation: Department of Chemistry, Sri Jayachamarajendra College of Engineering, Mysore 570006, India.
authors.forename: Shankara H
authors.initials: SH
authors.lastname: Nanjegowda
authors.affiliation: Department of Chemistry, Sri Jayachamarajendra College of Engineering, Mysore 570006, India.
authors.forename: P
authors.initials: P
authors.lastname: Mallu
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India. Electronic address: sakhuja.rajeev@gmail.com.
authors.forename: Rajeev
authors.initials: R
authors.lastname: Sakhuja
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001647:Bile Acids and Salts / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D005260:Female; D006801:Humans; D008297:Male; D009369:Neoplasms / Q000188:drug therapy* / Q000378:metabolism / Q000473:pathology
chemical_list: D000577:Amides; D000970:Antineoplastic Agents; D001647:Bile Acids and Salts
keywords: Amino acid; Cancer; Cholic acid; Coupling; Cytotoxicity; Heteroaryl amines