Document Detail

Isolation and characterization of cytotoxic cyclotides from Viola tricolor.
MedLine Citation:
PMID:  20580652     Owner:  NLM     Status:  MEDLINE    
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.
Jun Tang; Conan K Wang; Xulin Pan; He Yan; Guangzhi Zeng; Wenyan Xu; Wenjun He; Norelle L Daly; David J Craik; Ninghua Tan
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-05-16
Journal Detail:
Title:  Peptides     Volume:  31     ISSN:  1873-5169     ISO Abbreviation:  Peptides     Publication Date:  2010 Aug 
Date Detail:
Created Date:  2010-07-16     Completed Date:  2010-11-23     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8008690     Medline TA:  Peptides     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1434-40     Citation Subset:  IM    
Copyright Information:
Copyright 2010 Elsevier Inc. All rights reserved.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, 132# Lanhei Road, Heilongtan, Kunming 650204, Yunnan, PR China.
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MeSH Terms
Amino Acid Sequence
Antineoplastic Agents / adverse effects,  chemistry,  isolation & purification*,  pharmacology*
Cyclotides / adverse effects,  chemistry,  isolation & purification*,  pharmacology*
Cystine Knot Motifs
Drug Discovery
Drugs, Chinese Herbal
Hemolysis / drug effects
Hydrophobic and Hydrophilic Interactions
Inhibitory Concentration 50
Models, Molecular
Molecular Sequence Data
Molecular Weight
Plant Components, Aerial / metabolism
Plant Proteins / adverse effects,  chemistry,  isolation & purification*,  pharmacology*
Sequence Homology, Amino Acid
Structure-Activity Relationship
Surface Properties
Viola / metabolism*
Reg. No./Substance:
0/Antineoplastic Agents; 0/Cyclotides; 0/Drugs, Chinese Herbal; 0/Plant Proteins; 0/cycloviolacin O2

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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