Abstract
Two cytotoxic constituents, namely elegaphenone and 7-epi-clusianone, were isolated from the aerial parts of Hypericum elegans Stepan ex Willd. Elegaphenone was identified as (E)-(2-(3,7-dimethylocta-2,6-dienyloxy)-4,6-dihydroxyphenyl)(phenyl)methanone by means of spectral evidence. Both compounds showed prominent cytotoxicity on HD-MY-Z, K-562 and KE-37 tumour cell lines. The IC(50) values for elegaphenone were 15.9 (HD-MY-Z), 13.9 (K-562) and 16.9 (KE-37) µmol while those of 7-epi-clusianone were 9.8 (HD-MY-Z), 11.8 (K-562) and 13.6 (KE-37) µmol. The established oligonucleosomal deoxyribonucleic acid (DNA) fragmentation of genomic DNA following short-term (6 h) or long-term (24 h) exposure to the tested compounds clearly indicates that the induction of apoptotic cell death is an important component for their cytotoxic mode of action.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzophenones
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Benzoquinones
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Bridged Bicyclo Compounds / analysis
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Bridged Bicyclo Compounds / chemistry
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Bridged Bicyclo Compounds / isolation & purification*
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Bridged Bicyclo Compounds / pharmacology
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Cell Line, Tumor
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Cytotoxins / analysis
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Cytotoxins / isolation & purification*
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Cytotoxins / pharmacology
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DNA Fragmentation / drug effects
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Humans
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Hypericum / chemistry*
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Inhibitory Concentration 50
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Magnetic Resonance Spectroscopy
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Methylene Chloride
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Molecular Structure
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Plant Components, Aerial / chemistry*
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Plant Extracts / analysis
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Plant Extracts / isolation & purification*
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Plant Extracts / pharmacology
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Spectrometry, Mass, Electrospray Ionization
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Spectrophotometry, Infrared
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Time Factors
Substances
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7-epiclusianone
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Benzophenones
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Benzoquinones
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Bridged Bicyclo Compounds
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Cytotoxins
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Plant Extracts
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Methylene Chloride