Novel spiropyrazolone antitumor scaffold with potent activity: Design, synthesis and structure-activity relationship

  • Eur J Med Chem. 2016 Jun 10:115:141-7. doi: 10.1016/j.ejmech.2016.03.039.
Shanchao Wu  1 Yu Li  1 Guixia Xu  2 Shuqiang Chen  1 Yongqiang Zhang  1 Na Liu  1 Guoqiang Dong  1 Chaoyu Miao  1 Hua Su  3 Wannian Zhang  4 Chunquan Sheng  5
Affiliations
  • 1. School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China.
  • 2. Clinical Research Center, Changhai Hospital, Second Military Medical University, Shanghai 200433, China.
  • 3. Department of Pharmaceutics, Jinling Hospital, Nanjing University School of Medicine, Nanjing 210002, China. Electronic address: [email protected].
  • 4. School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China. Electronic address: [email protected].
  • 5. School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China. Electronic address: [email protected].
Abstract

Phenotypic screening of high quality compound library is an effective strategy to discover novel bioactive molecules. Previously, we developed the divergent organocatalytic cascade approach to efficiently construct a focused library with scaffold diversity and successfully identified a novel spiropyrazolone antitumor scaffold. Herein, a series of spiropyrazolone derivatives were designed, synthesized and assayed. Most of them showed good in vitro antitumor activity with a broad spectrum. Preliminary structure-activity relationship for the substitutions and the stereo configuration were obtained. Compound 5k showed good antitumor activity and could effectively induce Cancer cell Apoptosis, which represents a good starting point for the development of novel antitumor agents.

Keywords
Antitumor; Cancer cell apoptosis; Spiropyrazolone; Structure–activity relationship.