Skip to main content
SpringerLink
Log in

Eugenol as Local Anesthetic

  • Reference work entry
  • First Online:
Natural Products

Abstract

Eugenol is an active ingredient of essential oil extracted from cloves and other herbs. Eugenol is used extensively in dentistry for its analgesic and anti-inflammatory activities. However, the molecular mechanism underlying the pharmacological action of eugenol is only recently investigated. This chapter discusses eugenol’s abilities to modulate various ion channels that are responsible for nociception, generation of neuronal spikes, and synaptic transmission. Therapeutic use of eugenol as antibiotic, anti-inflammatory, antitumor, and antioxidant agent is described and then followed by other aspects of eugenol such as cytotoxicity, insecticidal activity, allergic reaction, and olfactory response. In conclusion, eugenol is a versatile natural compound that has many potential uses in wide areas.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 2,999.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD 549.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Gayoso CW, Lima EO, Oliveira VT, Pereira FO, Souza EL, Lima IO, Navarro DF (2005) Sensitivity of fungi isolated from onychomycosis to Eugenia cariophyllata essential oil and eugenol. Fitoterapia 76:247–249

    Article  CAS  Google Scholar 

  2. Chaieb K, Hajlaoui H, Zmantar T, Kahla-Nakbi AB, Rouabhia M, Mahdouani K, Bakhrouf A (2007) The chemical composition and biological activity of clove essential oil, Eugenia caryophyllata (Syzigium aromaticum L. Myrtaceae): a short review. Phytother Res 21:501–506

    Article  CAS  Google Scholar 

  3. Sarrami N, Pemberton MN, Thornhill MH, Theaker ED (2002) Adverse reactions associated with the use of eugenol in dentistry. Br Dent J 193:257–259

    Article  CAS  Google Scholar 

  4. Hume WR (1986) The pharmacologic and toxicological properties of zinc oxide-eugenol. J Am Dent Assoc 113:789–791

    CAS  Google Scholar 

  5. Newman MG, Hulem C, Colgate J, Anselmo C (1979) Antibacterial susceptibility of plaque bacteria. J Dent Res 58:1722–1732

    Article  CAS  Google Scholar 

  6. Chami F, Chami N, Bennis S, Bouchikhi T, Remmal A (2005) Oregano and clove essential oils induce surface alteration of Saccharomyces cerevisiae. Phytother Res 19:405–408

    Article  CAS  Google Scholar 

  7. Zheng GQ, Kenney PM, Lam LK (1992) Sesquiterpenes from clove (Eugenia caryophyllata) as potential anticarcinogenic agents. J Nat Prod 55:999–1003

    Article  CAS  Google Scholar 

  8. Miyazawa M, Hisama M (2001) Suppression of chemical mutagen-induced SOS response by alkylphenols from clove (Syzygium aromaticum) in the Salmonella typhimurium TA1535/pSK1002 umu test. J Agric Food Chem 49:4019–4025

    Article  CAS  Google Scholar 

  9. Kim HM, Lee EH, Hong SH, Song HJ, Shin MK, Kim SH, Shin TY (1998) Effect of Syzygium aromaticum extract on immediate hypersensitivity in rats. J Ethnopharmacol 60:125–131

    Article  CAS  Google Scholar 

  10. Ogata M, Hoshi M, Urano S, Endo T (2000) Antioxidant activity of eugenol and related monomeric and dimeric compounds. Chem Pharm Bull 48:1467–1469

    Article  CAS  Google Scholar 

  11. Park IK, Lee HS, Lee SG, Park JD, Ahn YJ (2000) Insecticidal and fumigant activities of Cinnamomum cassia bark-derived materials against Mechoris ursulus (Coleoptera: attelabidae). J Agric Food Chem 48:2528–2531

    Article  CAS  Google Scholar 

  12. Heldt H-W, Piechulla B, Heldt FC (2010) Plant biochemistry, 4th ed. Academic Press, Waltham

    Google Scholar 

  13. Duke JA, EA (2006) Handbook of medicinal herbs. CRC Press LLC, Boca Raton, pp 1–893

    Google Scholar 

  14. Dexter R, Qualley A, Kish CM, Ma CJ, Koeduka T, Nagegowda DA, Dudareva N, Pichersky E, Clark D (2007) Characterization of a petunia acetyltransferase involved in the biosynthesis of the floral volatile isoeugenol. Plant J 49:265–275

    Article  CAS  Google Scholar 

  15. Koeduka T, Fridman E, Gang DR, Vassão DG, Jackson BL, Kish CM, Orlova I, Spassova SM, Lewis NG, Noel JP, Baiga TJ, Dudareva N, Pichersky E (2006) Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester. ProcNatlAcadSci USA 103:10128–10133

    Article  CAS  Google Scholar 

  16. Yeon K-Y, Chung G, Kim YH, Hwang JH, Davies AJ, Park M-K, Ahn DK, Kim JS, Jung SJ, Oh SB (2011) Eugenol reverses mechanical allodynia after peripheral nerve injury by inhibiting hyperpolarization-activated cyclic nucleotide-gated (HCN) channels. Pain 152:2108–2116

    Article  CAS  Google Scholar 

  17. Park C-K, Kim K, Jung SJ, Kim MJ, Ahn DK, Hong S-D, Kim JS, Oh SB (2009) Molecular mechanism for local anesthetic action of eugenol in the rat trigeminal system. Pain 144:84–94

    Article  CAS  Google Scholar 

  18. Park C-K, Li HY, Yeon K-Y, Jung SJ, Choi S-Y, Lee SJ, Lee S, Park K, Kim JS, Oh SB (2006) Eugenol inhibits sodium currents in dental afferent neurons. J Dent Res 85:900–904

    Article  CAS  Google Scholar 

  19. Chung G, Rhee JN, Jung SJ, Kim JS, Oh SB (2008) Modulation of CaV23 calcium channel currents by eugenol. J Dent Res 87:137–141

    Article  CAS  Google Scholar 

  20. Lee MH, Yeon K-Y, Park C-K, Li HY, Fang Z, Kim MS, Choi S-Y, Lee SJ, Lee S, Park K, Lee J-H, Kim JS, Oh SB (2005) Eugenol inhibits calcium currents in dental afferent neurons. J Dent Res 84:848–851

    Article  CAS  Google Scholar 

  21. Li HY, Lee BK, Kim JS, Jung SJ, Oh SB (2008) Eugenol inhibits ATP-induced P2X currents in trigeminal ganglion neurons. Korean J Physiol Pharmacol 12:315–321

    Article  CAS  Google Scholar 

  22. Li HY, Park C-K, Jung SJ, Choi S-Y, Lee SJ, Park K, Kim JS, Oh SB (2007) Eugenol inhibits K + currents in trigeminal ganglion neurons. J Dent Res 86:898–902

    Article  CAS  Google Scholar 

  23. Clapham DE (2003) TRP channels as cellular sensors. Nature 426:517–524

    Article  CAS  Google Scholar 

  24. Szallasi A, Blumberg PM (1999) Vanilloid (Capsaicin) receptors and mechanisms. Pharmacol Rev 51:159–212

    CAS  Google Scholar 

  25. Ohkubo T, Kitamura K (1997) Eugenol activates Ca(2+)-permeable currents in rat dorsal root ganglion cells. J Dent Res 76:1737–1744

    Article  CAS  Google Scholar 

  26. Yang BH, Piao ZG, Kim Y-B, Lee C-H, Lee JK, Park K, Kim JS, Oh SB (2003) Activation of vanilloid receptor 1 (VR1) by eugenol. J Dent Res 82:781–785

    Article  CAS  Google Scholar 

  27. Xu H, Delling M, Jun JC, Clapham DE (2006) Oregano, thyme and clove-derived flavors and skin sensitizers activate specific TRP channels. Nat Neurosci 9:628–635

    Article  CAS  Google Scholar 

  28. Anand P, Bley K (2011) Topical capsaicin for pain management: therapeutic potential and mechanisms of action of the new high-concentration capsaicin 8 % patch. Br J Anaesth 107:490–502

    Article  CAS  Google Scholar 

  29. Guénette SA, Ross A, Marier J-F, Beaudry F, Vachon P (2007) Pharmacokinetics of eugenol and its effects on thermal hypersensitivity in rats. Eur J Pharmacol 562:60–67

    Article  CAS  Google Scholar 

  30. Larsson HP (2010) How is the heart rate regulated in the sinoatrial node? Another piece to the puzzle. J Gen Physiol 136:237–241

    Article  CAS  Google Scholar 

  31. Lee DH, Chang L, Sorkin LS, Chaplan SR (2005) Hyperpolarization-activated, cation-nonselective, cyclic nucleotide-modulated channel blockade alleviates mechanical allodynia and suppresses ectopic discharge in spinal nerve ligated rats. J Pain Off J Am Pain Soc 6:417–424

    Article  CAS  Google Scholar 

  32. Momin A, Cadiou H, Mason A, McNaughton PA (2008) Role of the hyperpolarization-activated current Ih in somatosensory neurons. J Physiol (Lond) 586:5911–5929

    Article  CAS  Google Scholar 

  33. Chaplan SR, Guo H-Q, Lee DH, Luo L, Liu C, Kuei C, Velumian AA, Butler MP, Brown SM, Dubin AE (2003) Neuronal hyperpolarization-activated pacemaker channels drive neuropathic pain. J Neurosci 23:1169–1178

    CAS  Google Scholar 

  34. Chen CC, Akopian AN, Sivilotti L, Colquhoun D, Burnstock G, Wood JN (1995) A P2X purinoceptor expressed by a subset of sensory neurons. Nature 377:428–431

    Article  CAS  Google Scholar 

  35. Lewis C, Neidhart S, Holy C, North RA, Buell G, Surprenant A (1995) Coexpression of P2X2 and P2X3 receptor subunits can account for ATP-gated currents in sensory neurons. Nature 377:432–435

    Article  CAS  Google Scholar 

  36. Burnstock G (1996) A unifying purinergic hypothesis for the initiation of pain. Lancet 347:1604–1605

    Article  CAS  Google Scholar 

  37. Keene J, Noakes D, Moccia R (1998) The efficacy of clove oil as an anaesthetic for rainbow trout, Oncorhynchus mykiss (Walbaum). Aquacult Res 29(2):89–101

    Google Scholar 

  38. Anderson W, McKinley R (1997) The use of clove oil as an anesthetic for rainbow trout and its effects on swimming performance. N Am J Fish Manag 17(2):301–307

    Article  Google Scholar 

  39. Waterstrat P (1999) Induction and recovery from anesthesia in channel catfish Ictalurus punctatus fingerlings exposed to clove oil. J World Aquac Soc 30(2):250–255

    Article  Google Scholar 

  40. Guenette SA, Beaudry F, Marier JF, Vachon P (2006) Pharmacokinetics and anesthetic activity of eugenol in male Sprague-Dawley rats. J Vet Pharmacol Ther 29:265–270

    Article  CAS  Google Scholar 

  41. Kozam G (1977) The effect of eugenol on nerve transmission. Oral Surg Oral Med Oral Pathol 44:799–805

    Article  CAS  Google Scholar 

  42. Ozeki M (1975) The effects of eugenol on the nerve and muscle in crayfish. Comp Biochem Physiol C Comp Pharmacol 50:183–191

    CAS  Google Scholar 

  43. Trowbridge H, Edwall L, Panopoulos P (1982) Effect of zinc oxide-eugenol and calcium hydroxide on intradental nerve activity. J Endod 8:403–406

    Article  CAS  Google Scholar 

  44. Brodin P, Røed A (1984) Effects of eugenol on rat phrenic nerve and phrenic nerve-diaphragm preparations. Arch Oral Biol 29:611–615

    Article  CAS  Google Scholar 

  45. Moreira-Lobo DCA, Linhares-Siqueira ED, Cruz GMP, Cruz JS, Carvalho-de-Souza JL, Lahlou S, Coelho-de-Souza AN, Barbosa R, Magalhães PJC, Leal-Cardoso JH (2010) Eugenol modifies the excitability of rat sciatic nerve and superior cervical ganglion neurons. Neurosci Lett 472:220–224

    Article  CAS  Google Scholar 

  46. Brodin P (1985) Differential inhibition of A, B and C fibres in the rat vagus nerve by lidocaine, eugenol and formaldehyde. Arch Oral Biol 30:477–480

    Article  CAS  Google Scholar 

  47. Hodgkin AL, Huxley AF (1952) The dual effect of membrane potential on sodium conductance in the giant axon of Loligo. J Physiol (Lond) 116:497–506

    CAS  Google Scholar 

  48. Cho JS, Kim TH, Lim J-M, Song J-H (2008) Effects of eugenol on Na + currents in rat dorsal root ganglion neurons. Brain Res 1243:53–62

    Article  CAS  Google Scholar 

  49. Müller M, Pape H-C, Speckmann E-J, Gorji A (2006) Effect of eugenol on spreading depression and epileptiform discharges in rat neocortical and hippocampal tissues. Neuroscience 140:743–751

    Article  CAS  Google Scholar 

  50. Ardjmand A, Fathollahi Y, Sayyah M, Kamalinejad M, Omrani A (2006) Eugenol depresses synaptic transmission but does not prevent the induction of long-term potentiation in the CA1 region of rat hippocampal slices. Phytomedicine 13:146–151

    Article  CAS  Google Scholar 

  51. Petersen M, Wagner G, Pierau FK (1989) Modulation of calcium-currents by capsaicin in a subpopulation of sensory neurones of guinea pig. Naunyn Schmiedebergs Arch Pharmacol 339:184–191

    CAS  Google Scholar 

  52. Bleakman D, Brorson JR, Miller RJ (1990) The effect of capsaicin on voltage-gated calcium currents and calcium signals in cultured dorsal root ganglion cells. Br J Pharmacol 101:423–431

    Article  CAS  Google Scholar 

  53. Wie MB, Won MH, Lee KH, Shin JH, Lee JC, Suh HW, Song DK, Kim YH (1997) Eugenol protects neuronal cells from excitotoxic and oxidative injury in primary cortical cultures. Neurosci Lett 225:93–96

    Article  CAS  Google Scholar 

  54. Aoshima H, Hamamoto K (1999) Potentiation of GABAA receptors expressed in Xenopus oocytes by perfume and phytoncid. Biosci Biotechnol Biochem 63:743–748

    Article  CAS  Google Scholar 

  55. Hashimoto S, Uchiyama K, Maeda M, Ishitsuka K, Furumoto K, Nakamura Y (1988) In vivo and in vitro effects of zinc oxide-eugenol (ZOE) on biosynthesis of cyclo-oxygenase products in rat dental pulp. J Dent Res 67:1092–1096

    Article  CAS  Google Scholar 

  56. Lee Y-Y, Hung S-L, Pai S-F, Lee Y-H, Yang S-F (2007) Eugenol suppressed the expression of lipopolysaccharide-induced proinflammatory mediators in human macrophages. J Endod 33:698–702

    Article  Google Scholar 

  57. Yogalakshmi B, Viswanathan P, Anuradha CV (2010) Investigation of antioxidant, anti-inflammatory and DNA-protective properties of eugenol in thioacetamide-induced liver injury in rats. Toxicology 268:204–212

    Article  CAS  Google Scholar 

  58. Yoo C-B, Han K-T, Cho K-S, Ha J, Park H-J, Nam J-H, Kil U-H, Lee K-T (2005) Eugenol isolated from the essential oil of Eugenia caryophyllata induces a reactive oxygen species-mediated apoptosis in HL-60 human promyelocytic leukemia cells. Cancer Lett 225:41–52

    Article  CAS  Google Scholar 

  59. Ogunwande I, Olawore N, Ekundayo O, Walker T, Schmidt J, Setzer W (2005) Studies on the essential oils composition, antibacterial and cytotoxicity of L. Int J Aromather 15:147–152

    Article  CAS  Google Scholar 

  60. Tiku AB, Abraham SK, Kale RK (2004) Eugenol as an in vivo radioprotective agent. J Radiat Res 45:435–440

    Article  CAS  Google Scholar 

  61. Abraham SK (2001) Anti-genotoxicity of trans-anethole and eugenol in mice. Food Chem Toxicol 39:493–498

    Article  CAS  Google Scholar 

  62. Yokota H, Hashimoto H, Motoya M, Yuasa A (1988) Enhancement of UDP-glucuronyltransferase, UDP-glucose dehydrogenase, and glutathione S-transferase activities in rat liver by dietary administration of eugenol. Biochem Pharmacol 37:799–802

    Article  CAS  Google Scholar 

  63. Pal D, Banerjee S, Mukherjee S, Roy A, Panda CK, Das S (2010) Eugenol restricts DMBA croton oil induced skin carcinogenesis in mice: downregulation of c-Myc and H-ras, and activation of p53 dependent apoptotic pathway. J Dermatol Sci 59:31–39

    Article  CAS  Google Scholar 

  64. Kim BJ, Kim JH, Kim HP, Heo MY (1997) Biological screening of 100 plant extracts for cosmetic use (II): anti-oxidative activity and free radical scavenging activity. Int J Cosmet Sci 19:299–307

    Article  CAS  Google Scholar 

  65. Laughton MJ, Halliwell B, Evans PJ, Hoult JR (1989) Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA. Biochem Pharmacol 38:2859–2865

    Article  CAS  Google Scholar 

  66. Fujisawa S, Atsumi T, Kadoma Y, Sakagami H (2002) Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity. Toxicology 177:39–54

    Article  CAS  Google Scholar 

  67. Jirovetz L, Buchbauer G, Stoilova I, Stoyanova A, Krastanov A, Schmidt E (2006) Chemical composition and antioxidant properties of clove leaf essential oil. J Agric Food Chem 54:6303–6307

    Article  CAS  Google Scholar 

  68. Kumaravelu P, Dakshinamoorthy DP, Subramaniam S, Devaraj H, Devaraj NS (1995) Effect of eugenol on drug-metabolizing enzymes of carbon tetrachloride-intoxicated rat liver. Biochem Pharmacol 49:1703–1707

    Article  CAS  Google Scholar 

  69. Atsumi T, Iwakura I, Fujisawa S (2001) Reactive oxygen species generation and photo-cytotoxicity of eugenol in solutions of various pH. Biomaterials 22(12):1459–1466, ScienceDirect.com – Biomaterials

    Article  CAS  Google Scholar 

  70. Wright SE, Baron DA, Heffner JE (1995) Intravenous eugenol causes hemorrhagic lung edema in rats: proposed oxidant mechanisms. J Lab Clin Med 125:257–264

    CAS  Google Scholar 

  71. Suzuki Y, Sugiyama K, Furuta H (1985) Eugenol-mediated superoxide generation and cytotoxicity in guinea pig neutrophils. Jpn J Pharmacol 39:381–386

    Article  CAS  Google Scholar 

  72. McDonald JW, Heffner JE (1991) Eugenol causes oxidant-mediated edema in isolated perfused rabbit lungs. Am Rev Respir Dis 143:806–809

    Article  CAS  Google Scholar 

  73. Mihara S, Shibamoto T (1982) Photochemical reactions of eugenol and related compounds: synthesis of new flavor chemicals. J Agric Food Chem 30:1215–1218

    Article  CAS  Google Scholar 

  74. Larhsini M, Oumoulid L, Lazrek H (2001) Antibacterial activity of some Moroccan medicinal plants. Phytother Res 15(3):250–252

    Article  CAS  Google Scholar 

  75. Friedman M, Henika PR, Mandrell RE (2002) Bactericidal activities of plant essential oils and some of their isolated constituents against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica. J Food Prot 65:1545–1560

    CAS  Google Scholar 

  76. Feres M, Figueiredo LC, Barreto IMQ, Coelho MHM, Araujo MWB, Cortelli SC (2005) In vitro antimicrobial activity of plant extracts and propolis in saliva samples of healthy and periodontally-involved subjects. J Int Acad Periodontol 7:90–96

    Google Scholar 

  77. Cressy HK, Jerrett AR, Osborne CM, Bremer PJ (2003) A novel method for the reduction of numbers of Listeria monocytogenes cells by freezing in combination with an essential oil in bacteriological media. J Food Prot 66:390–395

    CAS  Google Scholar 

  78. Reinders R (2003) Antibacterial activity of selected plant essential oils against Escherichia coli O157: H7. Lett Appl Microbiol 36(3):162–167

    Article  Google Scholar 

  79. Mytle N, Anderson G, Doyle M (2006) Antimicrobial activity of clove (Syzygium aromaticum) oil in inhibiting Listeria monocytogenes on chicken frankfurters. Food Control 17:102–107

    Article  CAS  Google Scholar 

  80. Neely A (2000) Survival of enterococci and staphylococci on hospital fabrics and plastic. J Clin Microbiol 38(2):724–726

    CAS  Google Scholar 

  81. Zaika L (1988) Spices and herbs: their antimicrobial activity and its determination1. J Food Safety 9(2):97–118

    Google Scholar 

  82. Smith-Palmer A, Stewart J (1998) Antimicrobial properties of plant essential oils and essences against five important food-borne pathogens. Lett Appl Microbiol 26(2):118–122

    Article  CAS  Google Scholar 

  83. Cai L, Wu CD (1996) Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens. J Nat Prod 59:987–990

    Article  CAS  Google Scholar 

  84. Manohar V, Ingram C, Gray J, Talpur NA, Echard BW, Bagchi D, Preuss HG (2001) Antifungal activities of origanum oil against Candida albicans. Mol Cell Biochem 228:111–117

    Article  CAS  Google Scholar 

  85. Tampieri MP, Galuppi R, Macchioni F, Carelle MS, Falcioni L, Cioni PL, Morelli I (2005) The inhibition of Candida albicans by selected essential oils and their major components. Mycopathologia 159:339–345

    Article  CAS  Google Scholar 

  86. Velluti A, Sanchis V, Ramos AJ, Turon C, Marín S (2004) Impact of essential oils on growth rate, zearalenone and deoxynivalenol production by Fusarium graminearum under different temperature and water activity conditions in maize grain. J Appl Microbiol 96:716–724

    Article  CAS  Google Scholar 

  87. López P, Sánchez C, Batlle R, Nerín C (2005) Solid- and vapor-phase antimicrobial activities of six essential oils: susceptibility of selected foodborne bacterial and fungal strains. J Agric Food Chem 53:6939–6946

    Article  CAS  Google Scholar 

  88. Pawar VC, Thaker VS (2006) In vitro efficacy of 75 essential oils against Aspergillus niger. Mycoses 49:316–323

    Article  CAS  Google Scholar 

  89. Cox SD, Mann CM, Markham JL (2001) Interactions between components of the essential oil of Melaleuca alternifolia. J Appl Microbiol 91:492–497

    Article  CAS  Google Scholar 

  90. Hussein G, Miyashiro H, Nakamura N, Hattori M, Kakiuchi N, Shimotohno K (2000) Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease. Phytother Res 14:510–516

    Article  CAS  Google Scholar 

  91. Su C-Y, Menuz K, Carlson JR (2009) Olfactory perception: receptors, cells, and circuits. Cell 139:45–59

    Article  CAS  Google Scholar 

  92. Kajiya K, Inaki K, Tanaka M, Haga T, Kataoka H, Touhara K (2001) Molecular bases of odor discrimination: reconstitution of olfactory receptors that recognize overlapping sets of odorants. J Neurosci 21:6018–6025

    CAS  Google Scholar 

  93. Koch G, Magnusson B, Nyquist G (1971) Contact allergy to medicaments and materials used in dentistry. II. Sensitivity to eugenol and colophony. Odontol Revy 22:275–289

    CAS  Google Scholar 

  94. Koch G, Magnusson B, Nobréus N, Nyquist G, Söderholm G (1973) Contact allergy to medicaments and materials used in dentistry. IV. Sensitizing effect of eugenol-colophony in surgical dressing. Odontol Revy 24:109–114

    CAS  Google Scholar 

  95. Hensten-Pettersen A, Orstavik D, Wennberg A (1985) Allergenic potential of root canal sealers. Endod Dent Traumatol 1:61–65

    Article  CAS  Google Scholar 

  96. Vilaplana J, Grimalt F, Romaguera C, Conellana F (1991) Contact dermatitis from eugenol in mouthwash. Contact Dermat 24:223–224

    Article  CAS  Google Scholar 

  97. Barkin ME, Boyd JP, Cohen S (1984) Acute allergic reaction to eugenol. Oral Surg Oral Med Oral Pathol 57:441–442

    Article  CAS  Google Scholar 

  98. McCarter RF (1966) An unusual allergy. Midwest Dent 42:20

    CAS  Google Scholar 

  99. Buckley DA, Basketter DA, Smith Pease CK, Rycroft RJG, White IR, McFadden JP (2006) Simultaneous sensitivity to fragrances. Br J Dermatol 154:885–888

    Article  CAS  Google Scholar 

  100. Marie Api A, Belsito D, Bickers D, Bruze M, Calow P, Greim H, Hanifin JM, McNamee PM, Rogers AE, Saurat J-H, Sipes IG, Tagami H (2010) Quantitative risk assessment of contact sensitization: clinical data to assess utility of the model. Dermatitis 21:207–213

    Google Scholar 

  101. Basketter DA, Pons-Guiraud A, van Asten A, Laverdet C, Marty J-P, Martin L, Berthod D, Siest S, Giordano-Labadie F, Tennstedt D, Baeck M, Vigan M, Lainé G, Le Coz CJ, Jacobs M-C, Bayrou O, Germaux M-A (2010) Fragrance allergy: assessing the safety of washed fabrics. Contact Derm 62:349–354

    Article  CAS  Google Scholar 

  102. White JML, White IR, Glendinning A, Fleming J, Jefferies D, Basketter DA, McFadden JP, Buckley DA (2007) Frequency of allergic contact dermatitis to isoeugenol is increasing: a review of 3636 patients tested from 2001 to 2005. Br J Dermatol 157:580–582

    Article  CAS  Google Scholar 

  103. Alpar B, Günay H, Geurtsen W, Leyhausen G (1999) Cytocompatibility of periodontal dressing materials in fibroblast and primary human osteoblast-like cultures. Clin Oral Investig 3:41–48

    Article  CAS  Google Scholar 

  104. Lindqvist L, Otteskog P (1980) Eugenol: liberation from dental materials and effect on human diploid fibroblast cells. Scand J Dent Res 88:552–556

    CAS  Google Scholar 

  105. Kozam G, Mantell GM (1978) The effect of eugenol on oral mucous membranes. J Dent Res 57:954–957

    Article  CAS  Google Scholar 

  106. Hume WR (1984) An analysis of the release and the diffusion through dentin of eugenol from zinc oxide-eugenol mixtures. J Dent Res 63:881–884

    Article  CAS  Google Scholar 

  107. El Hag EA, El Nadi AH, Zaitoon AA (1999) Toxic and growth retarding effects of three plant extracts on Culex pipiens larvae (Diptera: Culicidae). Phytother Res 13:388–392

    Article  Google Scholar 

  108. Trongtokit Y, Rongsriyam Y, Komalamisra N, Apiwathnasorn C (2005) Comparative repellency of 38 essential oils against mosquito bites. Phytother Res 19:303–309

    Article  CAS  Google Scholar 

  109. Yang Y-C, Lee S-H, Lee W-J, Choi D-H, Ahn Y-J (2003) Ovicidal and adulticidal effects of Eugenia caryophyllata bud and leaf oil compounds on Pediculus capitis. J Agric Food Chem 51:4884–4888

    Article  CAS  Google Scholar 

  110. Ho S, Cheng L, Sim K (1994) Potential of cloves Syzygium aromaticum(L.) Merr. and Perry as a grain protectant against Tribolium castaneum(Herbst) and Sitophilus zeamais. Postharvest Biol Technol 4(1–2):179–183

    Article  Google Scholar 

  111. Kim E-H, Kim H-K, Ahn Y-J (2003) Acaricidal activity of clove bud oil compounds against Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae). J Agric Food Chem 51:885–889

    Article  CAS  Google Scholar 

  112. Perrucci S, Macchioni G, Cioni PL, Flamini G, Morelli I (1995) Structure/activity relationship of some natural monoterpenes as acaricides against Psoroptes cuniculi. J Nat Prod 58:1261–1264

    Article  CAS  Google Scholar 

  113. Park I-K, Shin S-C (2005) Fumigant activity of plant essential oils and components from garlic (Allium sativum) and clove bud (Eugenia caryophyllata) oils against the Japanese termite (Reticulitermes speratus Kolbe). J Agric Food Chem 53:4388–4392

    Article  CAS  Google Scholar 

  114. O’Brien DJ (1999) Treatment of psoroptic mange with reference to epidemiology and history. Vet Parasitol 83:177–185

    Article  Google Scholar 

Download references

Acknowledgments

This research was supported by grant (2011-0018614) from National Research Laboratory Program grant (2011-0027592) from Midcareer Researcher program and grant (2011 K000275) from Brain Research Center of the twenty-first Century Frontier Research Program funded by the Ministry of Education, Science and Technology, Republic of Korea. There is no conflict of interest.

Author information

Authors and Affiliations

  1. National Research Laboratory for Pain, Dental Research Institute and Department of Neurobiology and Physiology, School of Dentistry, Seoul National University, Seoul, Korea

    Gehoon Chung D.D.S., Ph.D. & Dr. Seog Bae Oh D.D.S., Ph.D.

Authors
  1. Gehoon Chung D.D.S., Ph.D.
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Dr. Seog Bae Oh D.D.S., Ph.D.
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Seog Bae Oh D.D.S., Ph.D. .

Editor information

Editors and Affiliations

  1. Botany Department, M.L. Sukhadia University, Durga Nursery Road, Udaipur, 313001, Rajasthan, India

    Kishan Gopal Ramawat

  2. Institute of Vine and Wine Sciences, Biological-Active Plant Substances Study, University of Bordeaux, 210 Chemin de Leysotte CS 50008, Villenave d'Ornon, 33882, France

    Jean-Michel Mérillon

Rights and permissions

Reprints and permissions

Copyright information

© 2013 Springer-Verlag Berlin Heidelberg

About this entry

Cite this entry

Chung, G., Oh, S.B. (2013). Eugenol as Local Anesthetic. In: Ramawat, K., Mérillon, JM. (eds) Natural Products. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-22144-6_171

Download citation

Publish with us

Policies and ethics

Search

Navigation