2. Academic Validation
  3. Synthesis and biological evaluation of new rhodanine analogues bearing 2-chloroquinoline and benzo[h]quinoline scaffolds as anticancer agents

Synthesis and biological evaluation of new rhodanine analogues bearing 2-chloroquinoline and benzo[h]quinoline scaffolds as anticancer agents

  • Eur J Med Chem. 2014 Aug 18:83:569-80. doi: 10.1016/j.ejmech.2014.06.013.
Vadla Ramesh 1,  Boddu Ananda Rao 1,  Pankaj Sharma 2,  B Swarna 3,  Dinesh Thummuri 3,  Kolupula Srinivas 4,  V G M Naidu 5,  Vaidya Jayathirtha Rao 6
Affiliations

Affiliations

  • 1 Crop Protection Chemicals Division, CSIR-Indian Institute of Chemical Technology, Uppal Road Tarnaka, Hyderabad 500007, India.
  • 2 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.
  • 3 Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India.
  • 4 Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India. Electronic address: ksrinivas07@yahoo.com.
  • 5 Department of Pharmacology & Toxicology, National Institute of Pharmaceutical Education & Research, Balanagar, Hyderabad 500037, India. Electronic address: vgmnaidu@niperhyd.ac.in.
  • 6 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.
PMID: 24996143 DOI: 10.1016/j.ejmech.2014.06.013
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.

Keywords

2-Chloroquinoline-3-carbaldehydes; Anilides Villsmeier reaction; Anticancer activity; Rhodanine derivatives.

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