Isolation and characterization of cytotoxic cyclotides from Viola tricolor

Tang, Jun, Wang, Conan K., Pan, Xulin, Yan, He, Zeng, Guangzhi, Xu, Wenyan, He, Wenjun, Daly, Norelle L., Craik, David J., and Tan, Ninghua (2010) Isolation and characterization of cytotoxic cyclotides from Viola tricolor. Peptides, 31. pp. 1434-1440.

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Many plants of the Violaceae plant family have been used in traditional remedies, and these plants often contain cyclotides, a particular type of plant cyclopeptide that is distinguished by a cyclic cystine knot motif. In general, bioactive plant cyclopeptides are interesting candidates for drug development. In the current study, a suite of 14 cyclotides, which includes seven novel cyclotides [vitri B, C, D, E, F, varv Hm, and He], together with seven known cyclotides [varv A, D, E, F, H, vitri A, and cycloviolacin O2], was isolated from Viola tricolor, a common flower. A chromatography-based method was used to isolate the cyclotides, which were characterized using tandem mass spectrometry and NMR spectroscopy. Several of the cyclotides showed cytotoxic activities against five cancer cell lines, U251, MDA-MB-231, A549, DU145, and BEL-7402. Three cyclotides, vitri A, vitri F, and cycloviolacin O2, were the most cytotoxic. The cytotoxic activity of the cyclotides did not correlate well with their hemolytic activity, indicating that different interactions, most likely with membranes, are involved for cytotoxic and hemolytic activities. Homology modeling of the structures was used in deriving structure-activity relationships.

Item ID: 36754
Item Type: Article (Research - C1)
ISSN: 1873-5169
Keywords: cyclotides; Viola tricolor; cytotoxic activity; vitri B–F; varv Hm; varv He
Funders: China/Australia Special Fund for S & T (NSFC and ARC), National Natural Science Foundation of China (NNSFC), National Basic Research Program of China (NBRP), Science and Technology Department of Yunnan Province (STDYP), Fund of State Key Laboratory of Phytochemistry and Plant Resources in West China, Chinese Academy of Sciences
Projects and Grants: NNSFC 30725048, NBRB 2009 CB522300, STYP 2008OC011
Date Deposited: 10 Dec 2014 03:09
FoR Codes: 06 BIOLOGICAL SCIENCES > 0601 Biochemistry and Cell Biology > 060101 Analytical Biochemistry @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970106 Expanding Knowledge in the Biological Sciences @ 100%
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