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Chemical Compound Review

Carvol     (5S)-2-methyl-5-prop-1-en-2- yl-cyclohex-2...

Synonyms: d-Carvone, D(+)-Carvone, S(+)-Carvone, D-(+)-Carvone, LS-73, ...
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Disease relevance of CARVONE


High impact information on CARVONE


Chemical compound and disease context of CARVONE


Biological context of CARVONE

  • The large amounts of carvone enantiomers consumed as food additives and in dental formulations justifies the evaluation of their biotransformation pathway [12].
  • Percutaneous absorption of the montoterperne carvone: implication of stereoselective metabolism on blood levels [13].
  • The results suggest that bioaugmentation with surfactant-grown, carvone-induced, PCB-degrading bacteria may provide an effective treatment for partial decontamination of PCB-contaminated soils [14].
  • The influence of autoclaved fungal materials such as culture filtrate, freeze-dried mycelium (FDM), mycelium suspension, and spore suspension (SS) on the growth, morphogenesis, and carvone production of spearmint (Mentha spicata L.) plants was studied [15].
  • Formulation and in vivo evaluation of membrane-moderated transdermal therapeutic systems of nicardipine hydrochloride using carvone as a penetration enhancer [16].

Anatomical context of CARVONE


Associations of CARVONE with other chemical compounds


Gene context of CARVONE

  • The carvone-based drug reservoir system was sandwiched between adhesive-coated EVA 2825-release liner composite and a backing membrane [20].
  • Thus a new transdermal therapeutic system for nimodipine was formulated using EVA 2825 membrane, coated with a pressure-sensitive adhesive TACKWHITE 4A MED, and 2% w/w HPMC gel as reservoir containing 10% w/w of carvone as a penetration enhancer [21].
  • Pretreatment with terpenes (e.g. 5% w/v, carvone, pulegone, cineole and menthol in EtOH:W (2:1) system) increased (P < 0.05) the flux of AVP in comparison to control (not pretreated with enhancer) but was not significantly different (P > 0.05) in comparison to iontophoresis [22].

Analytical, diagnostic and therapeutic context of CARVONE


  1. Genetic and biochemical characterization of a novel monoterpene epsilon-lactone hydrolase from Rhodococcus erythropolis DCL14. van der Vlugt-Bergmans , C.J., van der Werf , M.J. Appl. Environ. Microbiol. (2001) [Pubmed]
  2. Elevation of glutathione level and activation of glutathione-related enzymes affect virus infection in tobacco. Gullner, G., Tóbiás, I., Fodor, J., Kömives, T. Free Radic. Res. (1999) [Pubmed]
  3. Synthesis of ionones and carvone analogues: olfactory properties and preliminary toxicity assays. Anzaldi, M., Sottofattori, E., Dusatti, F., Ferro, M., Pani, M., Balbi, A. European journal of medicinal chemistry. (2000) [Pubmed]
  4. Allergic contact cheilitis due to carvone in toothpastes. Corazza, M., Levratti, A., Virgili, A. Contact Derm. (2002) [Pubmed]
  5. Repeated application of carvone-induced bacteria to enhance biodegradation of polychlorinated biphenyls in soil. Gilbert, E.S., Crowley, D.E. Appl. Microbiol. Biotechnol. (1998) [Pubmed]
  6. Detection and discrimination of carvone enantiomers in rats with olfactory bulb lesions. Slotnick, B., Bisulco, S. Neuroscience (2003) [Pubmed]
  7. Effects of chiral fragrances on human autonomic nervous system parameters and self-evaluation. Heuberger, E., Hongratanaworakit, T., Böhm, C., Weber, R., Buchbauer, G. Chem. Senses (2001) [Pubmed]
  8. Human GnRH-secreting cultured neurons express activin betaA subunit mRNA and secrete dimeric activin A. Florio, P., Vannelli, G.B., Luisi, S., Barni, T., Zonefrati, R., Falaschi, C., Bifulco, G., Genazzani, A.R., Petraglia, F. Eur. J. Endocrinol. (2000) [Pubmed]
  9. Anethofuran, carvone, and limonene: potential cancer chemopreventive agents from dill weed oil and caraway oil. Zheng, G.Q., Kenney, P.M., Lam, L.K. Planta Med. (1992) [Pubmed]
  10. The synthesis of l-carvone and limonene derivatives with increased antiproliferative effect and activation of ERK pathway in prostate cancer cells. Chen, J., Lu, M., Jing, Y., Dong, J. Bioorg. Med. Chem. (2006) [Pubmed]
  11. Bioactivities of l-carvone, d-carvone, and dihydrocarvone toward three stored product beetles. Tripathi, A.K., Prajapati, V., Kumar, S. J. Econ. Entomol. (2003) [Pubmed]
  12. Stereoselective metabolism of the monoterpene carvone by rat and human liver microsomes. Jäger, W., Mayer, M., Platzer, P., Reznicek, G., Dietrich, H., Buchbauer, G. J. Pharm. Pharmacol. (2000) [Pubmed]
  13. Percutaneous absorption of the montoterperne carvone: implication of stereoselective metabolism on blood levels. Jäger, W., Mayer, M., Reznicek, G., Buchbauer, G. J. Pharm. Pharmacol. (2001) [Pubmed]
  14. Bioremediation of polychlorinated biphenyl-contaminated soil using carvone and surfactant-grown bacteria. Singer, A.C., Gilbert, E.S., Luepromchai, E., Crowley, D.E. Appl. Microbiol. Biotechnol. (2000) [Pubmed]
  15. Influence of autoclaved fungal materials on spearmint (Mentha spicata L.) growth, morphogenesis, and secondary metabolism. Khan, N.I., Tisserat, B., Berhow, M., Vaughn, S.F. J. Chem. Ecol. (2005) [Pubmed]
  16. Formulation and in vivo evaluation of membrane-moderated transdermal therapeutic systems of nicardipine hydrochloride using carvone as a penetration enhancer. Krishnaiah, Y.S., Satyanarayana, V., Bhaskar, P. Drug delivery. (2003) [Pubmed]
  17. Discrimination between the enantiomers of carvone and of terpinen-4-ol odorants in normal rats and those with lesions of the olfactory bulbs. McBride, K., Slotnick, B. J. Neurosci. (2006) [Pubmed]
  18. Effects of monoterpenoids, acting alone or in pairs, on seed germination and subsequent seedling growth. Vokou, D., Douvli, P., Blionis, G.J., Halley, J.M. J. Chem. Ecol. (2003) [Pubmed]
  19. Inhibition of the sensitizing effect of carvone by the addition of non-allergenic compounds. Nilsson, A.M., Jonsson, C., Luthman, K., Nilsson, J.L., Karlberg, A.T. Acta Derm. Venereol. (2004) [Pubmed]
  20. Controlled in vivo release of nicorandil from a carvone-based transdermal therapeutic system in human volunteers. Krishnaiah, Y.S., Al-Saidan, S.M., Chandrasekhar, D.V., Satyanarayana, V. Drug delivery. (2006) [Pubmed]
  21. Effect of carvone on the permeation of nimodipine from a membrane-moderated transdermal therapeutic system. Krishnaiah, Y.S., Bhaskar, P., Satyanarayana, V. Die Pharmazie. (2003) [Pubmed]
  22. The effect of pretreatment with terpenes on transdermal iontophoretic delivery of arginine vasopressin. Nair, V.B., Panchagnula, R. Farmaco (2004) [Pubmed]
  23. Circular dichroism in the angle-resolved C 1s photoemission spectra of gas-phase carvone enantiomers. Harding, C.J., Mikajlo, E., Powis, I., Barth, S., Joshi, S., Ulrich, V., Hergenhahn, U. The Journal of chemical physics. (2005) [Pubmed]
  24. Estimation of the main dill seeds odorant carvone by solid-phase microextraction and gas chromatography. Zawirska-Wojtasiak, R., Wasowicz, E. Die Nahrung. (2002) [Pubmed]
  25. Application of topological indexes for evaluation of the TLC separation of selected essential oil components. Pyka, A., Bober, K., Gurak, D., Niestroj, A. Acta poloniae pharmaceutica. (2002) [Pubmed]
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