Design, synthesis, and antitumor activity evaluation of novel acyl sulfonamide spirodienones

  • Bioorg Med Chem. 2022 Apr 15;60:116626. doi: 10.1016/j.bmc.2022.116626.
Chen Chen  1 Yang Luo  1 Honglu Yin  1 Qiu Zhong  2 Shilong Zheng  3 Rui Liu  4 Chong Zhao  4 Guangdi Wang  5 Ling He  6
Affiliations
  • 1. Key Laboratory of Drug-Targeting and Drug-Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
  • 2. Department of Chemistry and RCMI Cancer Research Center, Xavier University of Louisiana, New Orleans, LA 70125, USA. Electronic address: [email protected].
  • 3. Department of Chemistry and RCMI Cancer Research Center, Xavier University of Louisiana, New Orleans, LA 70125, USA. Electronic address: [email protected].
  • 4. Laboratory of Gastroenterology and Hepatology, West China Hospital, Sichuan University, No. 1, 4th Keyuan Road, Chengdu 610041, China.
  • 5. Department of Chemistry and RCMI Cancer Research Center, Xavier University of Louisiana, New Orleans, LA 70125, USA. Electronic address: [email protected].
  • 6. Key Laboratory of Drug-Targeting and Drug-Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China. Electronic address: [email protected].
Abstract

Based on the promising results of benzenesulfonamide spirodienones as antineoplastic agents, we have designed and synthesized a series of novel acyl sulfonamides spirodienone for antineoplastic evaluation. Of these, compound 4a exhibited remarkable in vitro antiproliferative activity by arresting the cell cycle and inducing Apoptosis of MDA-MB-231 cells. Acute toxicity study has demonstrated 4a at 100 mg/kg dose caused no obvious toxicity to the major organs of mice. Moreover, compound 4a suppressed the growth of murine 4T1 tumor in vivo. Preliminary enzyme assay showed that 4a was a potential MMP2 inhibitor for Cancer therapy. In all, these results indicate that compound 4a may be a lead compound for the development of Anticancer agents.

Keywords
Acyl sulfonamides spirodienone; Anti-proliferation; Apoptosis; MMP2 inhibitor.
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