New bioactive cyclopeptide alkaloids with rare terminal unit from the root bark of Ziziphus cambodianaElectronic supplementary information (ESI) available. CCDC 1469415. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7ra13050c

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,...

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Main Authors: Lomchoey, Natthakaln, Panseeta, Panomwan, Boonsri, Pornthip, Apiratikul, Nuttapon, Prabpai, Samran, Kongsaeree, Palangpon, Suksamrarn, Sunit
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Summary: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 IC 50 value of 6.09 μM. 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.
ISSN:2046-2069
DOI:10.1039/c7ra13050c