Antimicrobial Activity and Metalloprotease Inhibition of Hinokitiol-Related Compounds, the Constituents of Thujopsis dolabrata S. and Z. hondai MAK

γ-Thujaplicin, β-dolabrin and hinokitiol(β-thujaplicin), hinokitiol-related compounds isolated from the wood of Thujopsis dolabrata S. and Z. hondai MAK have antimicrobial activity. In particular, strong antibacterial activity of hinokitiol and β-dolabrin on Staphylococcus epidermidis IFO-12993 was...

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Bibliographic Details
Published in:	Biological & pharmaceutical bulletin Vol. 22; no. 9; pp. 990 - 993
Main Authors:	INAMORI, Yoshihiko, SHINOHARA, Sayo, TSUJIBO, Hiroshi, OKABE, Toshihiro, MORITA, Yasuhiro, SAKAGAMI, Yoshikazu, KUMEDA, Yuko, ISHIDA, Nakao
Format:	Journal Article
Language:	English
Published:	Tokyo The Pharmaceutical Society of Japan 01-09-1999 Maruzen Japan Science and Technology Agency
Subjects:	Anti-Bacterial Agents Anti-Infective Agents - pharmacology antimicrobial activity Bacteria - drug effects Biological and medical sciences Carboxypeptidases - antagonists & inhibitors Carboxypeptidases A Cycadopsida - chemistry General pharmacology hinokitiol hinokitiol-related compound Matrix Metalloproteinase Inhibitors Medical sciences Metalloendopeptidases - antagonists & inhibitors metalloprotease inhibition Monoterpenes Penicillium - drug effects Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Protease Inhibitors - pharmacology Thermolysin - antagonists & inhibitors Tropolone - analogs & derivatives Tropolone - chemistry Tropolone - pharmacology β-dolabrin γ-thujaplicin Drug susceptibility test Enzyme Pharmacognosy Metalloendopeptidases In vitro Medicinal plant Peptidases Antifungal agent Staphylococcus epidermidis Thuja plicata Gymnospermae Minimum inhibitory concentration Plant origin Bacteria Hydrolases Micrococcales Coniferales Micrococcaceae Spermatophyta Activity spectrum Antibacterial agent Mechanism of action Comparative study
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Summary:	γ-Thujaplicin, β-dolabrin and hinokitiol(β-thujaplicin), hinokitiol-related compounds isolated from the wood of Thujopsis dolabrata S. and Z. hondai MAK have antimicrobial activity. In particular, strong antibacterial activity of hinokitiol and β-dolabrin on Staphylococcus epidermidis IFO-12993 was found, with a minimum inhibitory concentration (MIC) of 0.2 μg/ml. This activity was higher than that of gentamicin, used as a positive control, and so the strong antibacterial activity of both compounds on this bacterium is of considerable interest. Of the three compounds, γ-thujaplicin showed the strongest antifungal activity and its MIC was found to be around 1.5 μg/ml. The three compounds also inhibited metalloproteases. The inhibitory activity of hinokitiol on carboxypeptidase A was especially strong, its 50%-inhibitory concentration (IC50) being 2.76×10-6 M. Considering that metaloproteases are involved in inflammation, the strong inhibitory activity of hinokitiol could be important. On the other hand, hinokitiol-acetate did not show any antimicrobial activity and metalloprotease inhibition, suggesting that at least part of the activity is due to metal chelation between the carbonyl group at C-1 and the hydroxyl group at C-2 in the tropolone skeleton.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0918-6158 1347-5215
DOI:	10.1248/bpb.22.990