„Hinokitiol“ – Versionsunterschied

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'''Hinokitiol''' ('''β-thujaplicin''') is a natural [[Terpenoid|monoterpenoid]] found in the wood of trees in the family [[Cupressaceae]]. It is a [[tropolone]] derivative and one of the [[thujaplicin]]s.<ref>{{cite journal | doi = 10.1139/W08-161 | title = Effects of leaching on fungal growth and decay of western redcedar | year = 2009 | last1 = Chedgy | first1 = Russell J. | last2 = Lim | first2 = Young Woon | last3 = Breuil | first3 = Colette | journal = Canadian Journal of Microbiology | volume = 55 | issue = 5 | pages = 578–86 | pmid = 19483786}}</ref> Hinokitiol has inhibitory effects on ''[[Chlamydia trachomatis]]'' and may be clinically useful as a topical drug.<ref>{{cite journal | doi = 10.1128/AAC.49.6.2519-2521.2005 | url = http://aac.asm.org/cgi/content/full/49/6/2519 | pmid = 15917561 | year = 2005 | last1 = Yamano | first1 = H | last2 = Yamazaki | first2 = T | last3 = Sato | first3 = K | last4 = Shiga | first4 = S | last5 = Hagiwara | first5 = T | last6 = Ouchi | first6 = K | last7 = Kishimoto | first7 = T | title = In vitro inhibitory effects of hinokitiol on proliferation of Chlamydia trachomatis | volume = 49 | issue = 6 | pages = 2519–21 | journal = Antimicrobial Agents and Chemotherapy | pmc = 1140513}}</ref><ref>Chedgy, Russell. ''Secondary metabolites of Western red cedar (Thuja plicata): their biotechnological applications and role in conferring natural durability''. LAP Lambert Academic Publishing, 2010, ISBN 3-8383-4661-0, ISBN 978-3-8383-4661-8</ref>
'''Hinokitiol''' ('''β-thujaplicin''') is a natural [[Terpenoid|monoterpenoid]] found in the wood of trees in the family [[Cupressaceae]]. It is a [[tropolone]] derivative and one of the [[thujaplicin]]s.<ref>{{cite journal | doi = 10.1139/W08-161 | title = Effects of leaching on fungal growth and decay of western redcedar | year = 2009 | last1 = Chedgy | first1 = Russell J. | last2 = Lim | first2 = Young Woon | last3 = Breuil | first3 = Colette | journal = Canadian Journal of Microbiology | volume = 55 | issue = 5 | pages = 578–86 | pmid = 19483786}}</ref> Hinokitiol has inhibitory effects on ''[[Chlamydia trachomatis]]'' and may be clinically useful as a topical drug.<ref>{{cite journal | doi = 10.1128/AAC.49.6.2519-2521.2005 | url = http://aac.asm.org/cgi/content/full/49/6/2519 | pmid = 15917561 | year = 2005 | last1 = Yamano | first1 = H | last2 = Yamazaki | first2 = T | last3 = Sato | first3 = K | last4 = Shiga | first4 = S | last5 = Hagiwara | first5 = T | last6 = Ouchi | first6 = K | last7 = Kishimoto | first7 = T | title = In vitro inhibitory effects of hinokitiol on proliferation of Chlamydia trachomatis | volume = 49 | issue = 6 | pages = 2519–21 | journal = Antimicrobial Agents and Chemotherapy | pmc = 1140513}}</ref><ref>Chedgy, Russell. ''Secondary metabolites of Western red cedar (Thuja plicata): their biotechnological applications and role in conferring natural durability''. LAP Lambert Academic Publishing, 2010, {{ISBN|3-8383-4661-0}}, {{ISBN|978-3-8383-4661-8}}</ref>


The name originates from the fact it was originally isolated in Taiwanese hinoki in 1936.<ref>{{cite journal | doi = 10.1002/tcr.201200024 | last1 = Murata | first1 = I. | last2= Itô |first2 = S. |last3 = Asao |first3 = T. | year = 2012 | title = Tetsuo Nozoe: Chemistry and Life | journal = Chem Record | volume = 12 | issue = 6 | pages = 599–607 | url = http://onlinelibrary.wiley.com/doi/10.1002/tcr.201200024/full}}</ref> It is actually almost absent in Japanese hinoki while it is contained in high concentration (about 0.04% of heartwood mass) in ''[[Juniperus cedrus]]'', Hiba cedar wood (''[[Thujopsis dolabrata]]'') and Western red cedar (''[[Thuja plicata]]''). It can be readily extracted from the cedarwood with solvent and ultrasonication.<ref>{{cite journal | doi = 10.1515/HF.2007.033 | title = Screening fungi tolerant to Western red cedar (Thuja plicata Donn) extractives. Part 1. Mild extraction by ultrasonication and quantification of extractives by reverse-phase HPLC | year = 2007 | last1 = Chedgy | first1 = Russell J. | last2 = Daniels | first2 = C.R. | last3 = Kadla | first3 = John | last4 = Breuil | first4 = Colette | journal = Holzforschung | volume = 61 | issue = 2 | pages = 190}}</ref>
The name originates from the fact it was originally isolated in Taiwanese hinoki in 1936.<ref>{{cite journal | doi = 10.1002/tcr.201200024 | last1 = Murata | first1 = I. | last2= Itô |first2 = S. |last3 = Asao |first3 = T. | year = 2012 | title = Tetsuo Nozoe: Chemistry and Life | journal = Chem Record | volume = 12 | issue = 6 | pages = 599–607 | url = http://onlinelibrary.wiley.com/doi/10.1002/tcr.201200024/full}}</ref> It is actually almost absent in Japanese hinoki while it is contained in high concentration (about 0.04% of heartwood mass) in ''[[Juniperus cedrus]]'', Hiba cedar wood (''[[Thujopsis dolabrata]]'') and Western red cedar (''[[Thuja plicata]]''). It can be readily extracted from the cedarwood with solvent and ultrasonication.<ref>{{cite journal | doi = 10.1515/HF.2007.033 | title = Screening fungi tolerant to Western red cedar (Thuja plicata Donn) extractives. Part 1. Mild extraction by ultrasonication and quantification of extractives by reverse-phase HPLC | year = 2007 | last1 = Chedgy | first1 = Russell J. | last2 = Daniels | first2 = C.R. | last3 = Kadla | first3 = John | last4 = Breuil | first4 = Colette | journal = Holzforschung | volume = 61 | issue = 2 | pages = 190}}</ref>
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{{reflist}}
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<ref>http://www.nature.com/articles/n-12279650</ref>
<ref>http://www.nature.com/articles/n-12279650</ref>

[[Category:Tropones]]
[[Category:Tropones]]
[[Category:Monoterpenes]]
[[Category:Monoterpenes]]

Version vom 22. Juni 2017, 15:22 Uhr

Vorlage:Chembox

Hinokitiol (β-thujaplicin) is a natural monoterpenoid found in the wood of trees in the family Cupressaceae. It is a tropolone derivative and one of the thujaplicins.[1] Hinokitiol has inhibitory effects on Chlamydia trachomatis and may be clinically useful as a topical drug.[2][3]

The name originates from the fact it was originally isolated in Taiwanese hinoki in 1936.[4] It is actually almost absent in Japanese hinoki while it is contained in high concentration (about 0.04% of heartwood mass) in Juniperus cedrus, Hiba cedar wood (Thujopsis dolabrata) and Western red cedar (Thuja plicata). It can be readily extracted from the cedarwood with solvent and ultrasonication.[5]

References

Vorlage:Reflist [6]

  1. Russell J. Chedgy, Young Woon Lim, Colette Breuil: Effects of leaching on fungal growth and decay of western redcedar. In: Canadian Journal of Microbiology. 55. Jahrgang, Nr. 5, 2009, S. 578–86, doi:10.1139/W08-161, PMID 19483786.
  2. H Yamano, T Yamazaki, K Sato, S Shiga, T Hagiwara, K Ouchi, T Kishimoto: In vitro inhibitory effects of hinokitiol on proliferation of Chlamydia trachomatis. In: Antimicrobial Agents and Chemotherapy. 49. Jahrgang, Nr. 6, 2005, S. 2519–21, doi:10.1128/AAC.49.6.2519-2521.2005, PMID 15917561, PMC 1140513 (freier Volltext) – (asm.org).
  3. Chedgy, Russell. Secondary metabolites of Western red cedar (Thuja plicata): their biotechnological applications and role in conferring natural durability. LAP Lambert Academic Publishing, 2010, Vorlage:ISBN, Vorlage:ISBN
  4. I. Murata, S. Itô, T. Asao: Tetsuo Nozoe: Chemistry and Life. In: Chem Record. 12. Jahrgang, Nr. 6, 2012, S. 599–607, doi:10.1002/tcr.201200024 (wiley.com).
  5. Russell J. Chedgy, C.R. Daniels, John Kadla, Colette Breuil: Screening fungi tolerant to Western red cedar (Thuja plicata Donn) extractives. Part 1. Mild extraction by ultrasonication and quantification of extractives by reverse-phase HPLC. In: Holzforschung. 61. Jahrgang, Nr. 2, 2007, S. 190, doi:10.1515/HF.2007.033.
  6. http://www.nature.com/articles/n-12279650