New bioactive cyclopeptide alkaloids with rare terminal unit from the root bark of Ziziphus cambodiana

  • RSC Adv. 2018 May 17;8(33):18204-18215. doi: 10.1039/c7ra13050c.
Natthakaln Lomchoey  1 ,  Panomwan Panseeta  1  2 ,  Pornthip Boonsri  1 ,  Nuttapon Apiratikul  1 ,  Samran Prabpai  3 ,  Palangpon Kongsaeree  3 ,  Sunit Suksamrarn  1
Affiliations
  • 1. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Srinakharinwirot University Bangkok 10110 Thailand [email protected].
  • 2. Department of Chemistry, Chulachomklao Royal Military Academy Nakornnayok 26001 Thailand.
  • 3. Department of Chemistry and Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University Bangkok 10400 Thailand.
PMID: 35541146 DOI: 10.1039/c7ra13050c
Abstract

Six new 14-membered ring cyclopeptide Alkaloids, cambodines A-F (1-6), and two known compounds, frangufoline (7) and lotusanine B (8), were isolated from the root bark extract of Ziziphus cambodiana Pierre. Their structures and configurations were established based on 1D and 2D NMR, HRMS, ECD, and X-ray crystallographic data. Compounds 1 and 3 are rare 5(14)-type cyclopeptide Alkaloids that possess an imidazolidin-4-one ring in the terminal unit. The Cyclopeptides were tested for their in vitro antiplasmodial, antitubercular, and cytotoxic effects against three Cancer cell lines. Compound 3 showed significant antiplasmodial activity against the malarial Parasite Plasmodium falciparum, with an IC50 value of 6.09 μM.

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