eugenol

Summary

Summary: A cinnamate derivative of the shikamate pathway found in CLOVE OIL and other PLANTS.

Top Publications

  1. Carrasco H, Raimondi M, Svetaz L, Di Liberto M, Rodríguez M, Espinoza L, et al. Antifungal activity of eugenol analogues. Influence of different substituents and studies on mechanism of action. Molecules. 2012;17:1002-24 pubmed publisher
    Twenty one phenylpropanoids (including eugenol and safrole) and synthetic analogues, thirteen of them new compounds, were evaluated for antifungal properties, first with non-targeted assays against a panel of human opportunistic ..
  2. Jaganathan S, Mazumdar A, Mondhe D, Mandal M. Apoptotic effect of eugenol in human colon cancer cell lines. Cell Biol Int. 2011;35:607-15 pubmed publisher
    b>Eugenol, a natural compound available in honey and various plants extracts including cloves and Magnoliae flos, is exploited for various medicinal applications...
  3. Garabadu D, Shah A, Ahmad A, Joshi V, Saxena B, Palit G, et al. Eugenol as an anti-stress agent: modulation of hypothalamic-pituitary-adrenal axis and brain monoaminergic systems in a rat model of stress. Stress. 2011;14:145-55 pubmed publisher
    ..b>Eugenol is reported to substantially modulate brain functions by regulating voltage-gated cation channels and release of ..
  4. Said M. The protective effect of eugenol against gentamicin-induced nephrotoxicity and oxidative damage in rat kidney. Fundam Clin Pharmacol. 2011;25:708-16 pubmed publisher
    ..The present study was therefore aimed to investigate the protective effect of eugenol, a phenolic antioxidant, on GM-induced nephrotoxicity in Sprague-Dawley rats...
  5. Pramod K, Ansari S, Ali J. Eugenol: a natural compound with versatile pharmacological actions. Nat Prod Commun. 2010;5:1999-2006 pubmed
    b>Eugenol, the major constituent of clove oil, has been widely used for its anesthetic and analgesic action in dentistry...
  6. Sosto F, Benvenuti C. Controlled study on thymol + eugenol vaginal douche versus econazole in vaginal candidiasis and metronidazole in bacterial vaginosis. Arzneimittelforschung. 2011;61:126-31 pubmed publisher
    ..This study compared the efficacy of a thymol + eugenol vaginal douche (SD) (CAS nr...
  7. Hussain A, Brahmbhatt K, Priyani A, Ahmed M, Rizvi T, Sharma C. Eugenol enhances the chemotherapeutic potential of gemcitabine and induces anticarcinogenic and anti-inflammatory activity in human cervical cancer cells. Cancer Biother Radiopharm. 2011;26:519-27 pubmed publisher
    ..b>Eugenol, a potential chemopreventive agent, is a component of clove and several other spices such as basil, cinnamon, and ..
  8. Huang C, Chow J, Tsai J, Wu S. Characterizing the effects of Eugenol on neuronal ionic currents and hyperexcitability. Psychopharmacology (Berl). 2012;221:575-87 pubmed publisher
    b>Eugenol (EUG, 4-allyl-2-methoxyphenol), the main component of essential oil extracted from cloves, has various uses in medicine because of its potential to modulate neuronal excitability...
  9. HemaIswarya S, Doble M. Synergistic interaction of eugenol with antibiotics against Gram negative bacteria. Phytomedicine. 2009;16:997-1005 pubmed publisher
    b>Eugenol, the principal chemical component of clove oil from Eugenia aromatica has been long known for its analgesic, local anesthetic, anti-inflammatory, and antibacterial effects...

Scientific Experts

More Information

Publications62

  1. Wise P, Wysocki C, Lundstrom J. Stimulus selection for intranasal sensory isolation: eugenol is an irritant. Chem Senses. 2012;37:509-14 pubmed publisher
    ..The current report reexamines one such commonly used compound, namely eugenol, a flavor and fragrance ingredient that has anesthetic properties under some conditions...
  2. Liu X, Zhao M, Luo W, Yang B, Jiang Y. Identification of volatile components in Phyllanthus emblica L. and their antimicrobial activity. J Med Food. 2009;12:423-8 pubmed publisher
    ..Gram-positive bacteria were more sensitive to the investigated oils than Gram-negative bacteria. SFE-EO exhibited a higher antifungal activity compared to HD-EO...
  3. Pasay C, Mounsey K, Stevenson G, Davis R, Arlian L, Morgan M, et al. Acaricidal activity of eugenol based compounds against scabies mites. PLoS ONE. 2010;5:e12079 pubmed publisher
    ..In this study, we screened three essential oils and four pure compounds based on eugenol for acaricidal properties.
  4. Sánchez Vázquez F, Terry M, Felizardo V, Vera L. Daily rhythms of toxicity and effectiveness of anesthetics (MS222 and eugenol) in zebrafish (Danio rerio). Chronobiol Int. 2011;28:109-17 pubmed publisher
    ..9% of activity occurring during daytime). The acute toxicity and mortality caused by MS-222 and eugenol varied with the time of exposure. For MS-222, the LC(50) was 170.6 ± 7.4 mg/L in fish exposed at ML and 215...
  5. Kar Mahapatra S, Bhattacharjee S, Chakraborty S, Majumdar S, Roy S. Alteration of immune functions and Th1/Th2 cytokine balance in nicotine-induced murine macrophages: immunomodulatory role of eugenol and N-acetylcysteine. Int Immunopharmacol. 2011;11:485-95 pubmed publisher
    ..macrophages, and Th1/Th2 cytokine balance in it, and concurrently to establish the immunomodulatory role of eugenol, and N-acetylcysteine in nicotine-induced macrophages...
  6. Pinto E, Vale Silva L, Cavaleiro C, Salgueiro L. Antifungal activity of the clove essential oil from Syzygium aromaticum on Candida, Aspergillus and dermatophyte species. J Med Microbiol. 2009;58:1454-62 pubmed publisher
    ..Clove oil was obtained commercially and analysed by GC and GC-MS. The EO analysed showed a high content of eugenol (85.3 %)...
  7. Zhou L, Zheng H, Tang Y, Yu W, Gong Q. Eugenol inhibits quorum sensing at sub-inhibitory concentrations. Biotechnol Lett. 2013;35:631-7 pubmed publisher
    ..Using a bioautographic TLC assay, preparative TLC, and HPLC analysis, eugenol, the major constituent of clove extract, exhibited QS inhibitory activity...
  8. Manikandan P, Vinothini G, Vidya Priyadarsini R, Prathiba D, Nagini S. Eugenol inhibits cell proliferation via NF-?B suppression in a rat model of gastric carcinogenesis induced by MNNG. Invest New Drugs. 2011;29:110-7 pubmed publisher
    ..b>Eugenol (4-allyl-1-hydroxy-2-methoxybenzene), a natural phenolic constituent of oils of cloves is known to possess ..
  9. Vargas R, Stark J, Hertlein M, Neto A, Coler R, Piñero J. Evaluation of SPLAT with spinosad and methyl eugenol or cue-lure for "attract-and-kill" of oriental and melon fruit flies (Diptera: Tephritidae) in Hawaii. J Econ Entomol. 2008;101:759-68 pubmed
    Specialized Pheromone and Lure Application Technology (SPLAT) methyl eugenol (ME) and cue-lure (C-L) "attract-and-kill" sprayable formulations containing spinosad were compared with other formulations under Hawaiian weather ..
  10. Becker A, Parodi T, Heldwein C, Zeppenfeld C, Heinzmann B, Baldisserotto B. Transportation of silver catfish, Rhamdia quelen, in water with eugenol and the essential oil of Lippia alba. Fish Physiol Biochem. 2012;38:789-96 pubmed publisher
    This study investigated the effectiveness of eugenol and of the essential oil (EO) of Lippia alba when used in the transport of the silver catfish (Rhamdia quelen)...
  11. Lionnet L, Beaudry F, Vachon P. Intrathecal eugenol administration alleviates neuropathic pain in male Sprague-Dawley rats. Phytother Res. 2010;24:1645-53 pubmed publisher
    The main objective of this study was to determine the central effect of eugenol on neuropathic pain when injected intrathecally at the level of the lumbar spinal cord...
  12. Vidhya N, Devaraj S. Induction of apoptosis by eugenol in human breast cancer cells. Indian J Exp Biol. 2011;49:871-8 pubmed
    In the present study, potential anticancer effect of eugenol on inhibition of cell proliferation and induction of apoptosis in human MCF-7 breast cancer cells was investigated...
  13. Michaud R, Burgess J, Barfield R, Cakir D, McNeal S, Eleazer P. Volumetric expansion of gutta-percha in contact with eugenol. J Endod. 2008;34:1528-32 pubmed publisher
    The aim of this study was to compare the volumetric expansion of gutta-percha in the presence of eugenol or physiologic saline over time. Sections of gutta-percha cones were scanned to determine their total volume and surface area...
  14. García García R, López Malo A, Palou E. Bactericidal action of binary and ternary mixtures of carvacrol, thymol, and eugenol against Listeria innocua. J Food Sci. 2011;76:M95-100 pubmed publisher
    The bactericidal effect of 3 natural agents (carvacrol, thymol, and eugenol) was evaluated as well as their binary and ternary mixtures on Listeria innocua inactivation in liquid model systems...
  15. Yeon K, Chung G, Kim Y, Hwang J, Davies A, Park M, et al. Eugenol reverses mechanical allodynia after peripheral nerve injury by inhibiting hyperpolarization-activated cyclic nucleotide-gated (HCN) channels. Pain. 2011;152:2108-16 pubmed publisher
    ..Here we show that eugenol blocks I(h) and abolishes mechanical allodynia in the trigeminal system...
  16. Ferland C, Beaudry F, Vachon P. Antinociceptive effects of eugenol evaluated in a monoiodoacetate-induced osteoarthritis rat model. Phytother Res. 2012;26:1278-85 pubmed publisher
    The aim of the present study was to evaluate whether eugenol, the main constituent of clove oil, has the capacity to provide analgesia in the monoiodoacetate-induced rat model of osteoarthritis...
  17. Misra P, Kumar A, Khare P, Gupta S, Kumar N, Dube A. Pro-apoptotic effect of the landrace Bangla Mahoba of Piper betle on Leishmania donovani may be due to the high content of eugenol. J Med Microbiol. 2009;58:1058-66 pubmed publisher
    ..The essential oil from PB-BM was found to be rich in eugenol compared with that from PB-KV...
  18. Zhang P, Zhang E, Xiao M, Chen C, Xu W. Enhanced chemical and biological activities of a newly biosynthesized eugenol glycoconjugate, eugenol ?-D-glucopyranoside. Appl Microbiol Biotechnol. 2013;97:1043-50 pubmed publisher
    b>Eugenol, the essential component (over 90 %) of clove oil from Eugenia caryophyllata Thunb...
  19. Jaganathan S, Supriyanto E. Antiproliferative and molecular mechanism of eugenol-induced apoptosis in cancer cells. Molecules. 2012;17:6290-304 pubmed publisher
    ..One such a compound which has been comprehensively used is eugenol (4-allyl-2-methoxyphenol), which is the active component of Syzigium aromaticum (cloves)...
  20. Paranjpe R, Gundala S, Lakshminarayana N, Sagwal A, Asif G, Pandey A, et al. Piper betel leaf extract: anticancer benefits and bio-guided fractionation to identify active principles for prostate cancer management. Carcinogenesis. 2013;34:1558-66 pubmed publisher
    ..59% in BLE. These data provide evidence that HC is a potential candidate for prostate cancer management and warrants further preclinical evaluation. ..
  21. Murakami Y, Kawata A, Seki Y, Koh T, Yuhara K, Maruyama T, et al. Comparative inhibitory effects of magnolol, honokiol, eugenol and bis-eugenol on cyclooxygenase-2 expression and nuclear factor-kappa B activation in RAW264.7 macrophage-like cells stimulated with fimbriae of Porphyromonas gingivalis. In Vivo. 2012;26:941-50 pubmed
    ..The cytotoxicity of magnolol, honokiol, eugenol and bis-eugenol against RAW264.7 cells was determined using a cell counting kit (CCK-8)...
  22. Roberts S, McAinsh M, Widdicks L. Cch1p mediates Ca2+ influx to protect Saccharomyces cerevisiae against eugenol toxicity. PLoS ONE. 2012;7:e43989 pubmed publisher
    b>Eugenol has antifungal activity and is recognised as having therapeutic potential...
  23. Rastogi S, Kumar R, Chanotiya C, Shanker K, Gupta M, Nagegowda D, et al. 4-coumarate: CoA ligase partitions metabolites for eugenol biosynthesis. Plant Cell Physiol. 2013;54:1238-52 pubmed publisher
    Biosynthesis of eugenol shares its initial steps with that of lignin, involving conversion of hydroxycinnamic acids to their corresponding coenzyme A (CoA) esters by 4-coumarate:CoA ligases (4CLs)...
  24. Tan K, Nishida R. Methyl eugenol: its occurrence, distribution, and role in nature, especially in relation to insect behavior and pollination. J Insect Sci. 2012;12:56 pubmed publisher
    This review discusses the occurrence and distribution (within a plant) of methyl eugenol in different plant species (> 450) from 80 families spanning many plant orders, as well as various roles this chemical plays in nature, ..
  25. Shelly T, Edu J, McInnis D. Pre-release consumption of methyl eugenol increases the mating competitiveness of sterile males of the oriental fruit fly, Bactrocera dorsalis, in large field enclosures. J Insect Sci. 2010;10:8 pubmed publisher
    ..dorsalis males could be increased via pre-release feeding on methyl eugenol. Males of the oriental fruit fly are strongly attracted to this plant-borne compound, which they ingest and use ..
  26. Pal D, Banerjee S, Mukherjee S, Roy A, Panda C, Das S. 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. 2010;59:31-9 pubmed publisher
    b>Eugenol is the active component of essential oil isolated from clove (Syzigium aromaticum). Eugenol has antimutagenic, antigenotoxic, anti-inflammatory properties...
  27. Nagababu E, Rifkind J, Boindala S, Nakka L. Assessment of antioxidant activity of eugenol in vitro and in vivo. Methods Mol Biol. 2010;610:165-80 pubmed publisher
    ..b>Eugenol (4-allyl-2 methoxyphenol) is one such naturally occurring phenolic compound...
  28. Vargas R, Shelly T, Leblanc L, Piñero J. Recent advances in methyl eugenol and cue-lure technologies for fruit fly detection, monitoring, and control in Hawaii. Vitam Horm. 2010;83:575-95 pubmed publisher
    ..Phenyl propanoids are attractive to numerous species of Dacinae fruit flies. Methyl eugenol (ME) (4-allyl-1, 2-dimethoxybenzene-carboxylate), cue-lure (C-L) (4-(p-acetoxyphenyl)-2-butanone), and raspberry ..
  29. Ryu J, Seo J, Unno T, Ahn J, Yan T, Sadowsky M, et al. Isoeugenol monooxygenase and its putative regulatory gene are located in the eugenol metabolic gene cluster in Pseudomonas nitroreducens Jin1. Arch Microbiol. 2010;192:201-9 pubmed publisher
    The plant-derived phenylpropanoids eugenol and isoeugenol have been proposed as useful precursors for the production of natural vanillin...
  30. Magalhães C, Riva D, DePaula L, Brando Lima A, Koatz V, Leal Cardoso J, et al. In vivo anti-inflammatory action of eugenol on lipopolysaccharide-induced lung injury. J Appl Physiol (1985). 2010;108:845-51 pubmed publisher
    b>Eugenol, a methoxyphenol component of clove oil, suppresses cyclooxygenase-2 expression, while eugenol dimers prevent nuclear factor-kappaB (NF-kappaB) activation and inflammatory cytokine expression in lipopolysaccharide-stimulated ..
  31. Koeduka T, Louie G, Orlova I, Kish C, Ibdah M, Wilkerson C, et al. The multiple phenylpropene synthases in both Clarkia breweri and Petunia hybrida represent two distinct protein lineages. Plant J. 2008;54:362-74 pubmed publisher
    Many plants synthesize the volatile phenylpropene compounds eugenol and isoeugenol to serve in defense against herbivores and pathogens and to attract pollinators...
  32. Sharma S, Khan I, Ali I, Ali F, Kumar M, Kumar A, et al. Evaluation of the antimicrobial, antioxidant, and anti-inflammatory activities of hydroxychavicol for its potential use as an oral care agent. Antimicrob Agents Chemother. 2009;53:216-22 pubmed publisher
  33. Chang C, Cho I, Li Q. Insecticidal activity of basil oil, trans-anethole, estragole, and linalool to adult fruit flies of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae. J Econ Entomol. 2009;102:203-9 pubmed
    ..dorsalis and C. capitata than in B. cucurbitae. trans-Anethole action was similar to all three species. Methyl eugenol acted faster in C. capitata and B. cucurbitae than in B. dorsalis...
  34. Park M, Gwak K, Yang I, Kim K, Jeung E, Chang J, et al. Effect of citral, eugenol, nerolidol and alpha-terpineol on the ultrastructural changes of Trichophyton mentagrophytes. Fitoterapia. 2009;80:290-6 pubmed publisher
    The antifungal effects of citral, eugenol, nerolidol and alpha-terpineol on Trichophyton mentagrophytes were investigated. Citral over 0.1 mg/ml strongly inhibited the hyphal growth of T...
  35. Slamenova D, Horvathova E, Wsolova L, Sramkova M, Navarova J. Investigation of anti-oxidative, cytotoxic, DNA-damaging and DNA-protective effects of plant volatiles eugenol and borneol in human-derived HepG2, Caco-2 and VH10 cell lines. Mutat Res. 2009;677:46-52 pubmed publisher
    ..We studied anti-oxidative, cytotoxic, genotoxic and possible DNA-protective effects of eugenol and borneol...
  36. Inoue M, Fujita T, Goto M, Kumamoto E. Presynaptic enhancement by eugenol of spontaneous excitatory transmission in rat spinal substantia gelatinosa neurons is mediated by transient receptor potential A1 channels. Neuroscience. 2012;210:403-15 pubmed publisher
    b>Eugenol, which is contained in several plants including clove, has been widely used as an analgesic and anti-inflammatory drug in the dental clinic...
  37. Kar Mahapatra S, Chakraborty S, Majumdar S, Bag B, Roy S. Eugenol protects nicotine-induced superoxide mediated oxidative damage in murine peritoneal macrophages in vitro. Eur J Pharmacol. 2009;623:132-40 pubmed publisher
    The present work is aimed at evaluating the protective effect of eugenol against in vitro nicotine-induced toxicity in murine peritoneal macrophages, compared with N-acetylcysteine...
  38. Araújo C, da Camara C, Neves I, Ribeiro N, Gomes C, de Moraes M, et al. Acaricidal activity against Tetranychus urticae and chemical composition of peel essential oils of three Citrus species cultivated in NE Brazil. Nat Prod Commun. 2010;5:471-6 pubmed
    ..3% in LM and 3.9% in LL). The best repellency action was observed for LM at 2.0%, followed by LL oil and eugenol, both of them at 2.5%. The Citrus oils were less active than eugenol (LC50 = 0...
  39. Manikandan P, Murugan R, Priyadarsini R, Vinothini G, Nagini S. Eugenol induces apoptosis and inhibits invasion and angiogenesis in a rat model of gastric carcinogenesis induced by MNNG. Life Sci. 2010;86:936-41 pubmed publisher
    ..In the present study, eugenol (4-allyl-2-methoxyphenol) was evaluated for its chemopreventive effects on N-methyl-N(')-nitro-N-nitrosoguanidine ..
  40. Zore G, Thakre A, Jadhav S, Karuppayil S. Terpenoids inhibit Candida albicans growth by affecting membrane integrity and arrest of cell cycle. Phytomedicine. 2011;18:1181-90 pubmed publisher
    ..Time dependent kill curve assay showed that MFCs of linalool and eugenol were highly toxic to C. albicans, killing 99...
  41. Gulcin I. Antioxidant activity of eugenol: a structure-activity relationship study. J Med Food. 2011;14:975-85 pubmed publisher
    b>Eugenol (4-allyl-2-methoxyphenol), a major phenolic component from clove oil (Eugenia caryophyllata), has several biological activities...
  42. Bevilacqua A, Corbo M, Sinigaglia M. In vitro evaluation of the antimicrobial activity of eugenol, limonene, and citrus extract against bacteria and yeasts, representative of the spoiling microflora of fruit juices. J Food Prot. 2010;73:888-94 pubmed
    This article reports on the investigation on the bioactivity of eugenol, limonene, and citrus extract against three bacteria (Lactobacillus plantarum, Lactobacillus brevis, and Bacillus coagulans) and three yeasts (Saccharomyces bayanus, ..
  43. Qiu J, Feng H, Lu J, Xiang H, Wang D, Dong J, et al. Eugenol reduces the expression of virulence-related exoproteins in Staphylococcus aureus. Appl Environ Microbiol. 2010;76:5846-51 pubmed publisher
    b>Eugenol, an essential oil component in plants, has been demonstrated to possess activity against both gram-positive and gram-negative bacteria...
  44. Chen C, Xiao M, Deng L, Yuan L, Zhang P. An effective way to biosynthesize ?-glucosyl eugenol with a high yield by Xanthomonas maltophilia. Pharm Biol. 2012;50:727-31 pubmed publisher
    b>Eugenol is known for its analgesic, local anesthetic, anti-inflammatory, antibacterial, and hair growing effects, the application of which, however, is limited by its low solubility, liability of sublimating, and its pungent smell...
  45. Howes M, Kite G, Simmonds M. Distinguishing chinese star anise from Japanese star anise using thermal desorption-gas chromatography-mass spectrometry. J Agric Food Chem. 2009;57:5783-9 pubmed publisher
    ..anisatum (Japanese star anise) were characterized by the presence of asaricin, methoxyeugenol, and two other eugenol derivatives, none of which were detected in any of the other species examined...
  46. Zheng W, Zhu C, Peng T, Zhang H. Odorant receptor co-receptor Orco is upregulated by methyl eugenol in male Bactrocera dorsalis (Diptera: Tephritidae). J Insect Physiol. 2012;58:1122-7 pubmed publisher
    ..Methyl eugenol (ME) has been widely used as an effective sexual attractant for male fruit flies through olfactory perception...
  47. Park S, Sim Y, Lee J, Kim S, Kang Y, Jung J, et al. The analgesic effects and mechanisms of orally administered eugenol. Arch Pharm Res. 2011;34:501-7 pubmed publisher
    In the present study, the antinociceptive profiles of eugenol were examined in ICR mice...
  48. Park C, Kim K, Jung S, Kim M, Ahn D, Hong S, et al. Molecular mechanism for local anesthetic action of eugenol in the rat trigeminal system. Pain. 2009;144:84-94 pubmed publisher
    b>Eugenol is widely used in dentistry as a local analgesic agent, because of its ability to allay tooth pain...
  49. Gomes C, Moreira R, Castell Perez E. Poly (DL-lactide-co-glycolide) (PLGA) nanoparticles with entrapped trans-cinnamaldehyde and eugenol for antimicrobial delivery applications. J Food Sci. 2011;76:N16-24 pubmed publisher
    b>Eugenol and trans-cinnamaldehyde are natural compounds known to be highly effective antimicrobials; however, both are hydrophobic molecules, a limitation to their use within the food industry...
  50. Sudhakar P, Latha P, Sreenivasulu Y, Reddy B, Hemalatha T, Balakrishna M, et al. Inhibition of Aspergillus flavus colonization and aflatoxin (AfB1) in peanut by methyleugenol. Indian J Exp Biol. 2009;47:63-7 pubmed
    ..flavus and aflatoxin synthesis. This chemical can be used as both prophylactic or post infection spray on peanut pods before storage. It is the first report on the inhibition of A. flavus by methyleugenol on peanut...
  51. Marzouki H, Piras A, Salah K, Medini H, Pivetta T, Bouzid S, et al. Essential oil composition and variability of Laurus nobilis L. growing in Tunisia, comparison and chemometric investigation of different plant organs. Nat Prod Res. 2009;23:343-54 pubmed publisher
    ..The major component identified was 1,8-cineole, other predominant components were alpha-terpinyl acetate, methyl eugenol, eugenol and linalool...
  52. Ahmad A, Khan A, Khan L, Manzoor N. In vitro synergy of eugenol and methyleugenol with fluconazole against clinical Candida isolates. J Med Microbiol. 2010;59:1178-84 pubmed publisher
    ..In the present study the in vitro antifungal activity of eugenol (EUG) and methyleugenol (MEUG) alone and in combination against 64 FLC-sensitive and 34 FLC-resistant clinical ..
  53. Mastelic J, Jerkovic I, Blažević I, Poljak Blazi M, Borovic S, Ivancic Bace I, et al. Comparative study on the antioxidant and biological activities of carvacrol, thymol, and eugenol derivatives. J Agric Food Chem. 2008;56:3989-96 pubmed publisher
    Four derivatives of thymol, carvacrol, and eugenol were synthesized: 4-(hydroxymethyl)-5-isopropyl-2-methylphenol, 4,4'-methylenebis(5-isopropyl-2-methyl)phenol, 4-allyl-6-(hydroxymethyl)-2-methoxyphenol, and 4-(hydroxymethyl)-2-..