Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]triazole hybrids

  • Eur J Med Chem. 2015 Jan 7:89:138-46. doi: 10.1016/j.ejmech.2014.10.051.
Rajitha Bollu  1 ,  Jyothsna Devi Palem  1 ,  Rajashaker Bantu  1 ,  Vijayacharan Guguloth  1 ,  Lingaiah Nagarapu  2 ,  Sowjanya Polepalli  3 ,  Nishant Jain  3
Affiliations
  • 1. Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
  • 2. Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India. Electronic address: [email protected].
  • 3. Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
PMID: 25462234 DOI: 10.1016/j.ejmech.2014.10.051
Abstract

A series of novel 1,2,3-triazole-1,4-benzoxazine hybrids 5a-n were efficiently synthesized employing click chemistry approach and evaluated for anti-proliferative activity against four Cancer cell lines such as HeLa (cervical), MIAPACA (pancreatic), MDA-MB-231 (breast) and IMR32 (neuroblastoma). Compounds 5n and 5g exhibited promising anti-proliferative activity with GI50 values ranging from 1.2 to 2.5 μM and 0.1-1.1 μM respectively against all cell lines, like HeLa, MDA-MB-231, MIAPACA and IMR32, while compound 5l showed significant activity against MDA-MB-231 and IMR32 with GI50 values ranging from 1.1 and 1.4 μM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,2,3-triazole-1,4-benzoxazine hybrids.

Keywords
1,2,3-Triazoles; 1,4-Benzoxazine; Anti-proliferative; Apoptosis; Cell lines.