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

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.

SUBMITTER: Lomchoey N

PROVIDER: S-EPMC9080573 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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New bioactive cyclopeptide alkaloids with rare terminal unit from the root bark of <i>Ziziphus cambodiana</i>.

Lomchoey Natthakaln N Panseeta Panomwan P Boonsri Pornthip P Apiratikul Nuttapon N Prabpai Samran S Kongsaeree Palangpon P Suksamrarn Sunit S

RSC advances 20180517 33

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 <i>Ziziphus cambodiana</i> 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 <i ...[more]

PMID: 35541146

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