Synthetic analogues of durantoside I from Citharexylum spinosum L. and their cytotoxic activity

  • Bioorg Med Chem Lett. 2018 May 15;28(9):1558-1561. doi: 10.1016/j.bmcl.2018.03.068.
Jutamas Apisornopas  1 ,  Patamawadee Silalai  1 ,  Teerapich Kasemsuk  2 ,  Anan Athipornchai  1 ,  Uthaiwan Sirion  1 ,  Kanoknetr Suksen  3 ,  Pawinee Piyachaturawat  3 ,  Apichart Suksamrarn  4 ,  Rungnapha Saeeng  5
Affiliations
  • 1. Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Burapha University, Chonburi 20131, Thailand.
  • 2. Department of Chemistry, Faculty of Science and Technology, Rambhai Barni Rajabhat University, Chanthaburi 22000, 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. Electronic address: [email protected].
PMID: 29606574 DOI: 10.1016/j.bmcl.2018.03.068
Abstract

New iridoid glycoside derivatives from durantoside I, the latter from the dried flowers and leaves of Citharexylum spinosum, were synthesized by variously modifying a sugar moiety by silylation or acetylation and/or removal of cinnamate group at C-7 position and subsequent screening for comparative cytotoxicity against several Cancer cell lines. Addition of alkylsilane to durantoside I and removal of cinnamate group were most effective in improving cytotoxicity.

Keywords
Citharexylum spinosum L.; Cytotoxic activity; Durantoside I; Iridoid glycoside.