2. Academic Validation
  3. Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent

Design and synthesis of C-12 dithiocarbamate andrographolide analogues as an anticancer agent

  • Bioorg Med Chem Lett. 2020 Jul 15;30(14):127263. doi: 10.1016/j.bmcl.2020.127263.
Patcharee Arsakhant 1,  Uthaiwan Sirion 2,  Arthit Chairoungdua 3,  Kanoknetr Suksen 3,  Pawinee Piyachaturawat 3,  Apichart Suksamrarn 4,  Rungnapha Saeeng 5
Affiliations

Affiliations

  • 1 Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand.
  • 2 Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand; The Research Unit in Synthetic Compounds and Synthetic Analogues from Natural Product for Drug Discovery (RSND), Burapha University, Chonburi 20131, Thailand.
  • 3 Department of Physiology, Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
  • 4 Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand.
  • 5 Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand; The Research Unit in Synthetic Compounds and Synthetic Analogues from Natural Product for Drug Discovery (RSND), Burapha University, Chonburi 20131, Thailand. Electronic address: rungnaph@buu.ac.th.
PMID: 32527561 DOI: 10.1016/j.bmcl.2020.127263
Abstract

A series of 21 new analogues of C-12 dithiocarbamate andrographolide was designed and synthesized from natural andrographolide isolated from a common Thai plant, Andrographis paniculata. The reaction used to manipulate the andrographolide scaffold was conducted in one pot under mild reaction conditions. This avoided toxic catalysts and gave nearly quantitative yields of new analogues, generally without by-products and can be easily scaled -up for industrial processing. All new analogues were evaluated against nine Cancer cell lines, some analogues exhibited greater selective cytotoxic activity to MCF-7 Cancer cell than that of the parent andrographolide and Cancer drugs.

Keywords

Andrographis paniculata; Andrographolide; Cytotoxic activity; Dithiocarbamate.

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