New bioactive cyclopeptide alkaloids with rare terminal unit from the root bark ofZiziphus cambodiana
Autor: | Palangpon Kongsaeree, Sunit Suksamrarn, Panomwan Panseeta, Nuttapon Apiratikul, Samran Prabpai, Pornthip Boonsri, Natthakaln Lomchoey |
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Rok vydání: | 2018 |
Předmět: |
biology
010405 organic chemistry Chemistry Stereochemistry General Chemical Engineering Plasmodium falciparum General Chemistry Ziziphus Terminal unit Frangufoline biology.organism_classification 01 natural sciences 0104 chemical sciences 010404 medicinal & biomolecular chemistry visual_art visual_art.visual_art_medium Bark Cancer cell lines Two-dimensional nuclear magnetic resonance spectroscopy Malarial parasites |
Zdroj: | RSC Advances. 8:18204-18215 |
ISSN: | 2046-2069 |
DOI: | 10.1039/c7ra13050c |
Popis: | 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. |
Databáze: | OpenAIRE |
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