Ziziphine N, O, P and Q, new antiplasmodial cyclopeptide alkaloids from Ziziphus oenoplia var. brunoniana |
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Authors: | Sunit Suksamrarn Narisara Suwannapoch Mayuso Kuno Rachada Haritakun Somsak Ruchirawat |
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Institution: | a Department of Chemistry, Faculty of Science, Srinakharinwirot University, Sukhumvit 23, Bangkok 10110, Thailand b National Center for Genetic Engineering and Biotechnology, National Science and Technology Development Agency, Paholyothin Road, Pathumthani 12120, Thailand c Department of Physiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkla 90112, Thailand d Chulabhorn Research Institute, Vipavadee-Rangsit Highway, Bangkok 10210, Thailand |
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Abstract: | Bioassay-guided fractionation of the EtOAc extract of the roots of Thai Ziziphus oenoplia var. brunoniana resulted in the isolation of four new 13-membered cyclopeptide alkaloids of the 5(13) type, ziziphine N-Q. The structures of the new metabolites were elucidated on the basis of spectroscopic analyses and the stereochemical assignments were established by comparison with other related compounds of known stereochemistry. Ziziphine N and Q exhibited significant antiplasmodial activity against the parasite Plasmodium falciparum with the inhibitory concentration (IC50) values of 3.92 and 3.5 μg/mL, respectively. Ziziphine N and Q also demonstrated weak antimycobacterial activity against Mycobacterium tuberculosis with the same MIC value of 200 μg/mL. |
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Keywords: | Ziziphus oenoplia var brunoniana Rhamnaceae Cyclopeptide alkaloid Ziziphine N-Q Antiplasmodial activity Antimycobacterial activity |
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