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 8: 1434-1440. doi:10.1016/j.peptides.2010.05.004

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Author Tang, Jun
Wang, Conan K.
Pan, Xulin
Yan, He
Zeng, Guangzhi
Xu, Wenyan
He, Wenjun
Daly, Norelle L.
Craik, David J.
Tan, Ninghua
Title Isolation and characterization of cytotoxic cyclotides from Viola tricolor
Journal name Peptides   Check publisher's open access policy
ISSN 0196-9781
Publication date 2010-08-01
Sub-type Article (original research)
DOI 10.1016/j.peptides.2010.05.004
Volume 31
Issue 8
Start page 1434
End page 1440
Total pages 7
Editor Abba Kastin
Place of publication New York, NY, U.S.A.
Publisher Elsevier Science
Language eng
Formatted abstract
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.
© 2010 Elsevier Inc. All rights reserved.
Keyword Cyclotides
Viola tricolor
Cytotoxic activity
vitri B-F
varv Hm
varv He
Cyclic cystine knot
TLC chemical method
Kalata B1
Macrocyclic peptides
Cycloviolacin O2
Drug design
Scanning mutagenesis
Sequence variation
Circular proteins
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2011 Collection
Institute for Molecular Bioscience - Publications
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Citation counts: TR Web of Science Citation Count  Cited 26 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 32 times in Scopus Article | Citations
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Created: Sun, 29 Aug 2010, 10:01:30 EST