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Chemical Compound Review

Nopinene     7,7-dimethyl-4-methylidene...

Synonyms: Nopinen, Rosemarel, Pseudopinen, Terbenthene, Pseudopinene, ...
 
 
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Disease relevance of Monoterpenes

  • After expression in Escherichia coli and enzyme assay with geranyl diphosphate as substrate, subsequent analysis of the terpene products by chiral phase gas chromatography and mass spectrometry showed that these sequences encoded a (-)-limonene synthase, a myrcene synthase, and a (-)-pinene synthase that produces both alpha-pinene and beta-pinene [1].
  • METHODS AND RESULTS: Agar plates inoculated with Escherichia coli (DH5alpha) or Staphylococcus aureus (NCTC strain number 8532) were exposed in a large air-tight chamber to candle flames combined with the volatile bactericidal compounds beta-pinene and orange oil [2].
 

High impact information on Monoterpenes

 

Biological context of Monoterpenes

 

Anatomical context of Monoterpenes

  • To clarify the existence of a receptor protein for sensory irritants in trigeminal nerve endings, D- [i.e. (+)] and L- [i.e. (-)] enantiomers of alpha- and beta-pinene as models of nonreactive chemicals were evaluated for their potency in outbred OF1 and NIH/S mice using ASTM E981-84 bioassay [9].
  • Alpha-pinene and beta-pinene both exhibited inhibitory effect on the contraction of rat ileum, but the inhibitory effect of beta-pinene on KCl contraction was more pronounced [10].
 

Associations of Monoterpenes with other chemical compounds

 

Analytical, diagnostic and therapeutic context of Monoterpenes

  • Mixed with paraffin at 3% and 10% and used for double embedding of paraffin infiltrated tissues, Piccolyte 115 permits good, complete sections virtually free of folds or wrinkles in less time and with less effort than with paraffin embedding alone [13].

References

  1. Monoterpene synthases from grand fir (Abies grandis). cDNA isolation, characterization, and functional expression of myrcene synthase, (-)-(4S)-limonene synthase, and (-)-(1S,5S)-pinene synthase. Bohlmann, J., Steele, C.L., Croteau, R. J. Biol. Chem. (1997) [Pubmed]
  2. Interaction of air ions and bactericidal vapours to control micro-organisms. Gaunt, L.F., Higgins, S.C., Hughes, J.F. J. Appl. Microbiol. (2005) [Pubmed]
  3. Reactions of the alkoxy radicals formed following OH-addition to alpha-pinene and beta-pinene. C-C bond scission reactions. Dibble, T.S. J. Am. Chem. Soc. (2001) [Pubmed]
  4. In vivo antimalarial activity of essential oils from Cymbopogon citratus and Ocimum gratissimum on mice infected with Plasmodium berghei. Tchoumbougnang, F., Zollo, P.H., Dagne, E., Mekonnen, Y. Planta Med. (2005) [Pubmed]
  5. Phytochemistry and antifungal properties of the newly discovered tree Pleodendron costaricense. Treyvaud Amiguet, V., Petit, P., Ta, C.A., Nuñez, R., Sánchez-Vindas, P., Alvarez, L.P., Smith, M.L., Arnason, J.T., Durst, T. J. Nat. Prod. (2006) [Pubmed]
  6. Effect of physicochemical properties of cyclic terpenes on their ex vivo skin absorption and elimination kinetics. Cal, K., Kupiec, K., Sznitowska, M. J. Dermatol. Sci. (2006) [Pubmed]
  7. Air pollutants effect on monoterpenes composition and foliar chemical parameters in Schinus areira L. Wannaz, E.D., Zygadlo, J.A., Pignata, M.L. Sci. Total Environ. (2003) [Pubmed]
  8. Biotransformation of (-)beta-pinene by Aspergillus niger ATCC 9642. Toniazzo, G., de Oliveira, D., Dariva, C., Oestreicher, E.G., Antunes, O.A. Appl. Biochem. Biotechnol. (2005) [Pubmed]
  9. Stereospecificity of the sensory irritation receptor for nonreactive chemicals illustrated by pinene enantiomers. Kasanen, J.P., Pasanen, A.L., Pasanen, P., Liesivuori, J., Kosma, V.M., Alarie, Y. Arch. Toxicol. (1998) [Pubmed]
  10. Spasmolytic activity of essential oil and various extracts of Ferula gummosa Boiss. on ileum contractions. Sadraei, H., Asghari, G.R., Hajhashemi, V., Kolagar, A., Ebrahimi, M. Phytomedicine (2001) [Pubmed]
  11. Eucalyptus camaldulensis: volatiles from immature flowers and high production of 1,8-cineole and beta-pinene by in vitro cultures. Giamakis, A., Kretsi, O., Chinou, I., Spyropoulos, C.G. Phytochemistry (2001) [Pubmed]
  12. Ethnobotany and natural products: the search for new molecules, new treatments of old diseases or a better understanding of indigenous cultures? Heinrich, M. Current topics in medicinal chemistry. (2003) [Pubmed]
  13. Piccolyte investments for better section cutting. Hammond, G.F., Beckman, B. Stain technology. (1978) [Pubmed]
 
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