title: Synthesis and biological evaluation of new rhodanine analogues bearing 2-chloroquinoline and benzo[h]quinoline scaffolds as anticancer agents.
abstract: Several rhodanine derivatives (9-39) were synthesized for evaluation of their potential as anticancer agents. Villsmeier cyclization to synthesize aza-aromatic aldehydes, rhodanine derivatives preparation and Knoevenagel type of condensation between the rhodanines and aza-aromatic aldehydes are key steps used for the synthesis of 31 compounds. In vitro antiproliferative activity of the synthesized rhodanine derivatives (9-39) was studied on a panel of six human tumor cell lines viz. HGC, MNK-74, MCF-7, MDAMB-231, DU-145 and PC-3 cell lines. Some of the compounds were capable of inhibiting the proliferation of cancer cell lines at a micromolar concentration. Six compounds are found to be potent against HGC cell lines; compound 15 is found to be active against HGC - Gastric, MCF7 - Breast Cancer and DU145 - Prostate Cancer cell lines; compound 39 is potent against MNK-74; four compounds are found to be potent against MCF-7 cell lines; three compounds are active against MDAMB-231; nine compounds are found to be potent against DU-145; three compounds are active against PC-3 cell lines. These compounds constitute a promising starting point for the development of novel and more potent anticancer agents in future.
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India.
authors.forename: Vadla
authors.initials: V
authors.lastname: Ramesh
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India.
authors.forename: Boddu
authors.initials: B
authors.lastname: Ananda Rao
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India.
authors.forename: Pankaj
authors.initials: P
authors.lastname: Sharma
authors.affiliation: Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India.
authors.forename: B
authors.initials: B
authors.lastname: Swarna
authors.affiliation: Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India.
authors.forename: Dinesh
authors.initials: D
authors.lastname: Thummuri
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India. Electronic address: ksrinivas07@yahoo.com.
authors.forename: Kolupula
authors.initials: K
authors.lastname: Srinivas
authors.affiliation: Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India. Electronic address: vgmnaidu@niperhyd.ac.in.
authors.forename: V G M
authors.initials: VG
authors.lastname: Naidu
authors.affiliation: Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India; AcSIR-IICT, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India. Electronic address: jrao@iict.res.in.
authors.forename: Vaidya
authors.initials: V
authors.lastname: Jayathirtha Rao
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D015195:Drug Design; D006801:Humans; D011804:Quinolines / Q000737:chemistry*; D012236:Rhodanine / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D011804:Quinolines; D012236:Rhodanine; C083774:2-chloroquinoline
keywords: 2-Chloroquinoline-3-carbaldehydes; Anilides Villsmeier reaction; Anticancer activity; Rhodanine derivatives