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Evidence of natural hybridization between two sympatric sibling species of Bactrocera dorsalis complex based on pheromone analysis

Wee SL, Tan KH

J Chem Ecol, 2005 Apr;31(4):845-58.
PMID: 16124255 DOI: 10.1007/s10886-005-3548-6

Bactrocera carambolae and B. papayae are major fruit fly pests and sympatric sibling species of the B. dorsalis complex. They possess distinct differences in male pheromonal components. In the 1990's, wild Bactrocera fruit flies with morphological traits intermediate between those of B. carambolae and B. papayae were often captured in traps baited with methyl eugenol (ME). Chemical analyses of rectal glands of ME-fed males revealed that the laboratory Fl, F2, and backcross hybrids possessed ME-derived sex pheromonal components ranging from that typical of B. papayae to that of B. carambolae without any specific trend, which included a combination of pheromonal components from both parental species within an individual hybrid. ME-fed hybrids without any ME-derived pheromonal components were also detected. Further chemical analysis of rectal glands from wild Bactrocera males, after ME feeding in the laboratory, showed a combination of pheromonal components similar to that found in the ME-fed, laboratory-bred hybrids. These findings present circumstantial evidence for the occurrence of a natural hybrid of the two Bactrocera species.

Matched MeSH terms: Eugenol/analogs & derivatives; Eugenol/pharmacology
Fulltext Evaluation of selected honey and one of its phenolic constituent eugenol against L1210 lymphoid leukemia

Jaganathan SK, Mondhe D, Wani ZA, Supriyanto E

ScientificWorldJournal, 2014;2014:912051.
PMID: 25506620 DOI: 10.1155/2014/912051

People affected with leukemia are on the rise and several strategies were employed to thwart this deadly disease. Recent decade of research focuses on phenolic constituents as a tool for combating various inflammatory, cancer, and cardiac diseases. Our research showed honey and its phenolic constituents as crusaders against cancer. In this work, we explored the antileukemic activity of selected honey and one of its phenolic constituent eugenol against L1210 leukemia animal model. Results of this experiment showed that the selected honey samples as well as eugenol after intraperitoneal injection could not increase the median survival time (MST) of animals. Further, there was only slight marginal increase in the %T/C values of honey and eugenol treated groups. The number of phenolics present in the honey may not be a prime factor to promote antileukemic effect since there was no difference in the MST of two different honeys tested. This study limits the use of selected honey and eugenol against leukemia animal model.

Matched MeSH terms: Eugenol/pharmacology; Eugenol/therapeutic use*
Enzymatic esterification of eugenol and benzoic acid by a novel chitosan-chitin nanowhiskers supported Rhizomucor miehei lipase: Process optimization and kinetic assessments

Manan FMA, Attan N, Zakaria Z, Keyon ASA, Wahab RA

Enzyme Microb Technol, 2018 Jan;108:42-52.
PMID: 29108626 DOI: 10.1016/j.enzmictec.2017.09.004

A biotechnological route via enzymatic esterification was proposed as an alternative way to synthesize the problematic anti-oxidant eugenyl benzoate. The new method overcomes the well-known drawbacks of the chemical route in favor of a more sustainable reaction process. The present work reports a Box-Behnken design (BBD) optimization process to synthesize eugenyl benzoate by esterification of eugenol and benzoic acid catalyzed by the chitosan-chitin nanowhiskers supported Rhizomucor miehei lipase (RML-CS/CNWs). Effects of four reaction parameters: reaction time, temperature, substrate molar ratio of eugenol: benzoic acid and enzyme loading were assessed. Under optimum conditions, a maximum conversion yield as high as 66% at 50°C in 5h using 3mg/mL of RML-CS/CNWs, and a substrate molar ratio (eugenol: benzoic acid) of 3:1. Kinetic assessments revealed the RML-CS/CNWs catalyzed the reaction via a ping-pong bi-bi mechanism with eugenol inhibition, characterized by a Vmax of 3.83mMmin-1. The Michaelis-Menten constants for benzoic acid (Km,A) and eugenol (Km,B) were 34.04 and 138.28mM, respectively. The inhibition constant for eugenol (Ki,B) was 438.6mM while the turnover number (kcat) for the RML-CS/CNWs-catalyzed esterification reaction was 40.39min-1. RML-CS/CNWs were reusable up to 8 esterification cycles and showed higher thermal stability than free RML.

Matched MeSH terms: Eugenol/metabolism
Fulltext Enucleation in a Cownose Ray (Rhinoptera bonasus)

Abraham Gabriel A, Yee-Nin ST, Adamu L, Hassan HMD, Wahid AH

Case Rep Vet Med, 2018;2018:5048948.
PMID: 29955436 DOI: 10.1155/2018/5048948

Trauma is a common problem in Cownose Ray during mating season in both wild and captive rays. Enucleation is indicated when there is an ocular trauma. A 5-year-old female Cownose Ray (Rhinoptera bonasus) from Aquaria of Kuala Lumpur Convention Centre (KLCC) was presented to University Veterinary Hospital (UVH), Universiti Putra Malaysia, with a complaint of protruding left eye, which resulted from crushing into artificial coral during mating season. There were a hyphema in the traumatic left eye, periorbital tissue tear, exposed left eye socket, and multiple abrasions on both pectoral fins. The Cownose was anaesthetized and maintained with isoeugenol and on-field emergency enucleation of the left eye was performed. It was managed medically with postoperative enrofloxacin, tobramycin ointment, and povidone iodine. No suture breakdown and secondary infection were observed at day 7 after enucleation during revisit. At day 24 after enucleation, the Cownose responded well to treatment with excellent healing progression and no surgical complication was observed.

Matched MeSH terms: Eugenol
Emotional maturity of medical students impacting their adult learning skills in a newly established public medical school at the east coast of Malaysian Peninsula

Bhagat V, Haque M, Bin Abu Bakar YI, Husain R, Khairi CM

Adv Med Educ Pract, 2016;7:575-584.
PMID: 27790052

Emotional maturity (EM) is defined as the ability of an individual to respond to situations, control emotions, and behave in an adult manner when dealing with others. EM is associated with adult learning skill, which is an important aspect of professional development as stated in the principles of andragogy. These principles are basically a characteristic feature of adult learning, which is defined as "the entire range of formal, non-formal, and informal learning activities that are undertaken by adults after an initial education and training, which result in the acquisition of new knowledge and skills". The purpose of this study is to find out the influence of EM on adult learning among Years I and II medical students of Universiti Sultan Zainal Abidin (UniSZA). The study population included preclinical medical students of UniSZA from Years I and II of the academic session 2015/2016. The convenient sampling technique was used to select the sample. Data were collected using "EM scale" to evaluate emotional level and adult learning scale to assess the adult learning scores. Out of 120 questionnaires, only six response sheets were not complete and the remaining 114 (95%) were complete. Among the study participants, 23.7% (27) and 76.3% (87) were males and females, respectively. The data were then compiled and analyzed using SPSS Version 22. The Pearson's correlation method was used to find the significance of their association. The results revealed a significant correlation between EM and adult learning scores (r=0.40, p<0.001). Thus, the study result supports the prediction, and based on the current findings, it can be concluded that there is a significant correlation between EM and adult learning and it has an effect on the students. Medical faculty members should give more emphasis on these aspects to produce health professionals. Henceforward, researchers can expect with optimism that the country will create more rational medical doctors.

Matched MeSH terms: Eugenol
Fulltext Effect of plant ontogeny on quantity and chemical constituents of essential oil in sweet basil (Ocimum Basilicum L.) grown in Sudan

Aburigal, Yasmin A. A., Elmogtaba, Elfadl Y., Sirible, Awatif M., Hamza, Nada B., Hussein, Ismail H., Mirghani, Mohamed E. S.

Biological and Natural Resources Engineering Journal, 2020;3(2):1-6.
MyJurnal

Sweet basil (Ocimum basilicum L.) is a very important food additive as well as for its therapeutic and cosmetic potential. The composition of essential oils in plants is affected by genetics and environmental conditions, which is determined by growth region and harvesting time in terms of ontogenetical variability. This study was carried out to assess the effect of plant ontogeny (pre-flowering, at flowering, fruiting) on essential oil content and chemical constituents for four sweet basil cultivated under irrigation conditions in the experimental farm of the National Oilseed Processing Research Institute (NOPRI), University of Gezira, Sudan. The essential oils were hydro-distilled from the leaves using Clevenger apparatus and the chemical constituents were determined by GC-MS. The results reveal that the essential oil yield content ranged from 0.1% to 0.2% at pre-flowering stage, whereas the oil content obtained at post-flowering stage was 0.1% for the investigated accessions. The highest essential oil content was recorded at flowering stage (0.2-0.5%), where the two Sudanese accessions had the maximum content (0.5%). The major chemical constituents, linalool, citral, methyleugenol, and eucalyptol reported at different developmental stages, punctuated between 5.73% and 32.93% in the four investigated accessions.

Matched MeSH terms: Eugenol
Effect of hydroxypropylmethyl cellulose (hpmc) coating on flavor, moisture and oil content in chicken nugget

Lai WH, Mohamad Yusof Maskat

Sains Malaysiana, 2018;47:2699-2704.

This study was carried out to determine the effects of hydroxy propyl methyl cellulose (HPMC) on the flavour compounds
(eugenol and limonene), moisture and oil content in chicken nuggets during frying. Chicken nugget added with 500
ppm eugenol and limonene were coated with HPMC solution (0, 0.75 and 1.5%) and then with a commercial coating
(ADABI, Malaysia). Chicken nuggets were fried at 180o
C for 4 min. Quantity of eugenol and limonene in the substrate
(chicken meat) and coating were measured alongwith the moisture and oil content. The results showed that 0.75 and
1.5% HPMC were not able to retain either eugenol or limonene in both substrate and coating portion of the nuggets
when compared to control except for eugenol in the substrate portion when using 1.5% HPMC. Application of HPMC
also resulted in reduced moisture loss and oil absorption. The reduced moisture loss and oil absorption in the coating
and substrate of the chicken nuggets showed that HPMC was able to form a barrier that restricted the migration of
moisture from the nuggets and absorption of oil into the nuggets. However, only the 1.5% HPMC barrier formed was
able to reduce the loss of eugenol in the nugget substrate. Both 0.75 and 1.5% HPMC was not able to significantly
reduce the loss of limonene during frying.

Matched MeSH terms: Eugenol
Diffusion of buffered glutaraldehyde and formocresol from pulpotomized primary teeth

Rusmah M, Rahim ZH

ASDC J Dent Child, 1992 Mar-Apr;59(2):108-10.
PMID: 1583191

The medicaments used in this study were buffered glutaraldehyde and formocresol. Schiff's reagent was used in the quantification of aldehyde released into the collecting medium. The results of this study clearly show that formocresol diffused throughout the dentine and cementum within fifteen minutes following a pulpotomy procedure, whereas no diffusion of buffered glutaraldehyde was observed.

Matched MeSH terms: Zinc Oxide-Eugenol Cement/therapeutic use
Fulltext Development and Characterization of Cinnamon Leaf Oil Nanocream for Topical Application

Zainol NA, Ming TS, Darwis Y

Indian J Pharm Sci, 2015 12 15;77(4):422-33.
PMID: 26664058 DOI: 10.4103/0250-474x.164785

Cinnamon leaf oil contains a high percentage of eugenol and has antimicrobial, antioxidant and antiinflammatory properties. However, the undiluted oil can cause irritation to the skin. Therefore, the aims of this study were to develop and evaluate cinnamon leaf oil nanocream using palm oil. Nanocream base was prepared using different ratios of oil, surfactants and water. The surfactant used were mixture of Tween 80:Carbitol or Tween 80:Span 65 at different hydrophile-lipophile balance values. The pseudoternary phase diagrams were constructed to identify the nanocream base areas and the results showed that the nanocream bases using Span 65 as co-surfactant produced bigger cream area. Fifteen formulations using mixtures of Tween 80:Span 65 were further evaluated for accelerated stability test, droplet size, zeta potential, rheological properties and apparent viscosity. The nanocream base which had an average droplet size of 219 nm and had plastic flow with thixotropic behavior was selected for incorporation of 2% cinnamon leaf oil. The nanocream containing cinnamon leaf oil had the average size of 286 nm and good rheological characteristics. The in vitro release study demonstrated that eugenol as the main constituent of cinnamon leaf oil was released for about 81% in 10 h. The short-term stability study conducted for 6 months showed that the cinnamon leaf oil nanocream was stable at a temperature of 25° and thus, cinnamon leaf oil nanocream is a promising natural based preparation to be used for topical application.

Matched MeSH terms: Eugenol
Fulltext Cytotoxicity and antifungal properties of hydroxychavicol against trichophyton rubrum

Ridzuan, P.M., Nasir Mohamad, Salwani Ismail, Nor Iza A. Rahman, Hairul Aini H., Zunariah, B., et al.

International Medical Journal Malaysia, 2018;17(1):31-36.
MyJurnal

Hydroxychavicol (HC) is a phenolic compound of betel leaf (Piper betle). It has been reported to have antifungal properties against dermatophytes including T. rubrum. The aim of this study was to identify the effects of the HC against T. rubrum. Broth dilution method was used to determine the minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) of the HC. Microscopic study of the treated fungus was done by transmission electron microscope (TEM). Cytotoxicity study using pre-adipocyte (3T3-L1) cell line was performed by means of MTT cell proliferation assay. The MIC and MFC results of the HC were both 0.49 µg/ml. Microscopic study revealed the destruction of the fungal cell wall and organelles. Cytotoxicity study showed HC to be non-toxic to the tested human cell line. In conclusion, HC may potentially be used as an alternative therapeutic agent against T. rubrum infections.

Matched MeSH terms: Eugenol
Fulltext Critical Review on Nutritional, Bioactive, and Medicinal Potential of Spices and Herbs and Their Application in Food Fortification and Nanotechnology

Mandal D, Sarkar T, Chakraborty R

Appl Biochem Biotechnol, 2023 Feb;195(2):1319-1513.
PMID: 36219334 DOI: 10.1007/s12010-022-04132-y

Medicinal or herbal spices are grown in tropical moist evergreen forestland, surrounding most of the tropical and subtropical regions of Eastern Himalayas in India (Sikkim, Darjeeling regions), Bhutan, Nepal, Pakistan, Iran, Afghanistan, a few Central Asian countries, Middle East, USA, Europe, South East Asia, Japan, Malaysia, and Indonesia. According to the cultivation region surrounded, economic value, and vogue, these spices can be classified into major, minor, and colored tropical spices. In total, 24 tropical spices and herbs (cardamom, black jeera, fennel, poppy, coriander, fenugreek, bay leaves, clove, chili, cassia bark, black pepper, nutmeg, black mustard, turmeric, saffron, star anise, onion, dill, asafoetida, celery, allspice, kokum, greater galangal, and sweet flag) are described in this review. These spices show many pharmacological activities like anti-inflammatory, antimicrobial, anti-diabetic, anti-obesity, cardiovascular, gastrointestinal, central nervous system, and antioxidant activities. Numerous bioactive compounds are present in these selected spices, such as 1,8-cineole, monoterpene hydrocarbons, γ-terpinene, cuminaldehyde, trans-anethole, fenchone, estragole, benzylisoquinoline alkaloids, eugenol, cinnamaldehyde, piperine, linalool, malabaricone C, safrole, myristicin, elemicin, sinigrin, curcumin, bidemethoxycurcumin, dimethoxycurcumin, crocin, picrocrocin, quercetin, quercetin 4'-O-β-glucoside, apiol, carvone, limonene, α-phellandrene, galactomannan, rosmarinic acid, limonene, capsaicinoids, eugenol, garcinol, and α-asarone. Other than that, various spices are used to synthesize different types of metal-based and polymer-based nanoparticles like zinc oxide, gold, silver, selenium, silica, and chitosan nanoparticles which provide beneficial health effects such as antioxidant, anti-carcinogenic, anti-diabetic, enzyme retardation effect, and antimicrobial activity. The nanoparticles can also be used in environmental pollution management like dye decolorization and in chemical industries to enhance the rate of reaction by the use of catalytic activity of the nanoparticles. The nutritional value, phytochemical properties, health advantages, and both traditional and modern applications of these spices, along with their functions in food fortification, have been thoroughly discussed in this review.

Matched MeSH terms: Eugenol
Fulltext Comparative sensitivity to methyl eugenol of four putative Bactrocera dorsalis complex sibling species - further evidence that they belong to one and the same species B. dorsalis

Hee AK, Ooi YS, Wee SL, Tan KH

Zookeys, 2015.
PMID: 26798265 DOI: 10.3897/zookeys.540.6099

Males of certain species belonging to the Bactrocera dorsalis complex are strongly attracted to, and readily feed on methyl eugenol (ME), a plant secondary compound that is found in over 480 plant species worldwide. Amongst those species is one of the world's most severe fruit pests the Oriental fruit fly, Bactrocera dorsalis s.s., and the former taxonomic species Bactrocera invadens, Bactrocera papayae and Bactrocera philippinensis. The latter species have been recently synonymised with Bactrocera dorsalis based on their very similar morphology, mating compatibility, molecular genetics and identical sex pheromones following consumption of ME. Previous studies have shown that male fruit fly responsiveness to lures is a unique phenomenon that is dose species-specific, besides showing a close correlation to sexual maturity attainment. This led us to use ME sensitivity as a behavioural parameter to test if Bactrocera dorsalis and the three former taxonomic species had similar sensitivity towards odours of ME. Using Probit analysis, we estimated the median dose of ME required to elicit species' positive response in 50% of each population tested (ED50). ED50 values were compared between Bactrocera dorsalis and the former species. Our results showed no significant differences between Bactrocera dorsalis s.s., and the former Bactrocera invadens, Bactrocera papayae and Bactrocera philippinensis in their response to ME. We consider that the Bactrocera males' sensitivity to ME may be a useful behavioural parameter for species delimitation and, in addition to other integrative taxonomic tools used, provides further supportive evidence that the four taxa belong to one and the same biological species, Bactrocera dorsalis.

Matched MeSH terms: Eugenol
Fulltext Comparative Evaluation of pH and In Vitro Cytotoxicity of Zinc Oxide-Ozonated Eugenol and Conventional Zinc Oxide Eugenol as Endodontic Sealers

Ravivarman C, Jeyasenthil A, Ajay R, Nilofernisha N, Karthikeyan R, Rajkumar D

J Pharm Bioallied Sci, 2020 Aug;12(Suppl 1):S73-S77.
PMID: 33149434 DOI: 10.4103/jpbs.JPBS_21_20

Background: Eugenol released from zinc oxide eugenol (ZOE)-based sealants may cause irritation to the periapical tissues and has cytotoxic potential. Ozone therapy has numerous clinical applications with humans because of its bactericidal action, detoxifying effect, stimulation of angiogenesis, and wound-healing capacity. Therefore ozone can be incorporated in ZOE sealer to exploit these properties.
Materials and Methods: Eugenol was ozonated using ozonator machine and the samples were divided into two groups: Group I: zinc oxide eugenol (n = 10) and Group II: zinc oxide-ozonated eugenol (OZOE; n = 10). The pH of the fresh sealer samples and the set samples was measured using calibrated pH meter after predetermined time intervals. Cytotoxicity of the set sealer was evaluated on mouse L929 fibroblasts using cellular metabolic assay.
Results: pH of the samples in Group II was higher when compared to Group I. Group II showed higher cell viability than the Group I.
Conclusion: OZOE sealers can be used as an alternative to the conventional ZOE sealers.

Matched MeSH terms: Eugenol; Zinc Oxide-Eugenol Cement
Fulltext Comparative Evaluation of Antifungal Efficacy of Five Root Canal Sealers against Clinical Isolates of Candida albicans: A Microbiological Study

Singh S, Srivastava B, Gupta K, Gupta N, Singh R, Singh S

Int J Clin Pediatr Dent, 2020 8 4;13(2):119-123.
PMID: 32742086 DOI: 10.5005/jp-journals-10005-1718

Aim and objective: The aim of this study was to evaluate and compare the antifungal efficacy of MTA Fillapex, Metapex, zinc oxide eugenol cement, Endomethasone, and Endoflas against Candida albicans.
Materials and methods: Root canal exudates of 30 patients were tested against MTA Fillapex (Angelus), Metapex (BioMed), zinc oxide eugenol (Deepak Enterprise), Endomethasone (Septodont), Endoflas FS (Sanlor Laboratories), MTA (Angelus) (positive control), and glycerine (negative control). Children with failed endodontic cases were included in the study. Tube dilution and agar diffusion methods were used to check the antifungal efficacy of the root canal sealers. In tube dilution method, 24-well culture plates containing freshly mixed material along with Candida albicans were used. Wells containing MTA (Angelus) along with Sabouraud dextrose agar and Candida albicans served as positive control while glycerine along with Sabouraud dextrose agar and Candida albicans served as negative control. All plates were incubated at 37°C for 24 hours. Growth of the fungi was monitored after 24 hours by the presence of the turbidity. The samples were recultured to test the experimental material using agar well diffusion method, and the Petri plates were incubated for 24 hours and 72 hours. Zone of inhibition was measured after respective time period. Paired t test was used for the data analysis.
Results: It was seen in tube dilution method Endomethasone showed least turbidity while maximum was shown by Metapex; similar results were seen in case of agar well diffusion method in which largest zone of inhibition was shown by Endomethasone while smallest was by Metapex.
Conclusion: It was concluded that Endomethasone showed maximum efficacy against Candida albicans as compared to Metapex.
How to cite this article: Singh S, Srivastava B, Gupta K, et al. Comparative Evaluation of Antifungal Efficacy of Five Root Canal Sealers against Clinical Isolates of Candida albicans: A Microbiological Study. Int J Clin Pediatr Dent 2020;13(2):119-123.

Matched MeSH terms: Eugenol; Zinc Oxide-Eugenol Cement
Clinical and radiographic evaluation of chloramphenicol-tetracycline-zinc eugenol oxide antibiotic paste in pulp treatment

Jesús Luengo Fereira, Heraclio Reyes Rivas, Luz Elena Carlos Medrano, Iovanna Toscano, Minerva Anaya Alvarez

Sains Malaysiana, 2018;47:971-976.

This study has been carried out to evaluate the clinical and radiographic CTZ (Chloramphenicol-Tetracycline-Zinc
Eugenol Oxide) antibiotic paste in pulpotomies of primary molars. A Quasi-experimental study in 43 primary molars
of children aged 3 to 7 years. Pulpotomies were performed on the selected patients with the CTZ antibiotic paste. Teeth
were restored with glass ionomer and preformed steel metal crowns. Clinical and radiographic evaluation was performed
at 6 and 12 months. SPSS V-19 program for data analysis and chi-square test was used up to 5%. Success rates were
observed during the evaluation periods of time. 93% (x2
= 0.446, p>0.05) and 88.4% (x2
= 0.431, p>0.05) of the clinical form;
97.7% (x2
= 0.534, p>0.05) and 93% (x2
= 0.553, p>0.05) were radiographic, at 6 and 12 months, respectively. The CTZ antibiotic
paste is an alternative in the treatment of pulpotomy of molars. It provides an antimicrobial effect, decreased operative time, without
causing trauma to the pediatric patient.

Matched MeSH terms: Eugenol
Fulltext CCoAOMT Down-Regulation Activates Anthocyanin Biosynthesis in Petunia

Shaipulah NF, Muhlemann JK, Woodworth BD, Van Moerkercke A, Verdonk JC, Ramirez AA, et al.

Plant Physiol, 2016 Feb;170(2):717-31.
PMID: 26620524 DOI: 10.1104/pp.15.01646

Anthocyanins and volatile phenylpropenes (isoeugenol and eugenol) in petunia (Petunia hybrida) flowers have the precursor 4-coumaryl coenzyme A (CoA) in common. These phenolics are produced at different stages during flower development. Anthocyanins are synthesized during early stages of flower development and sequestered in vacuoles during the lifespan of the flowers. The production of isoeugenol and eugenol starts when flowers open and peaks after anthesis. To elucidate additional biochemical steps toward (iso)eugenol production, we cloned and characterized a caffeoyl-coenzyme A O-methyltransferase (PhCCoAOMT1) from the petals of the fragrant petunia 'Mitchell'. Recombinant PhCCoAOMT1 indeed catalyzed the methylation of caffeoyl-CoA to produce feruloyl CoA. Silencing of PhCCoAOMT1 resulted in a reduction of eugenol production but not of isoeugenol. Unexpectedly, the transgenic plants had purple-colored leaves and pink flowers, despite the fact that cv Mitchell lacks the functional R2R3-MYB master regulator ANTHOCYANIN2 and has normally white flowers. Our results indicate that down-regulation of PhCCoAOMT1 activated the anthocyanin pathway through the R2R3-MYBs PURPLE HAZE (PHZ) and DEEP PURPLE, with predominantly petunidin accumulating. Feeding cv Mitchell flowers with caffeic acid induced PHZ expression, suggesting that the metabolic perturbation of the phenylpropanoid pathway underlies the activation of the anthocyanin pathway. Our results demonstrate a role for PhCCoAOMT1 in phenylpropene production and reveal a link between PhCCoAOMT1 and anthocyanin production.

Matched MeSH terms: Eugenol/analogs & derivatives; Eugenol/metabolism; Eugenol/chemistry
Biovanillin from agro wastes as an alternative food flavour

Zamzuri NA, Abd-Aziz S

J Sci Food Agric, 2013 Feb;93(3):429-38.
PMID: 23208984 DOI: 10.1002/jsfa.5962

This review provides an overview of biovanillin production from agro wastes as an alternative food flavour. Biovanillin is one of the widely used flavour compounds in the foods, beverages and pharmaceutical industries. An alternative production approach for biovanillin as a food flavour is hoped for due to the high and variable cost of natural vanillin as well as the limited availability of vanilla pods in the market. Natural vanillin refers to the main organic compound that is extracted from the vanilla bean, as compared to biovanillin, which is produced biologically by microorganisms from a natural precursor such as ferulic acid. Biovanillin is also reviewed as a potential bioflavour produced by microbial fermentation in an economically feasible way in the near future. In fact, we briefly discuss natural, synthetic and biovanillin and the types of agro wastes that are useful as sources for bioconversion of ferulic acid into biovanillin. The subsequent part of the review emphasizes the current application of vanillin as well as the utilization of biovanillin as an alternative food flavour. The final part summarizes biovanillin production from agro wastes that could be of benefit as a food flavour derived from potential natural precursors.

Matched MeSH terms: Eugenol/analogs & derivatives; Eugenol/metabolism
Bioactive fractions containing methyl eugenol-derived sex pheromonal components in haemolymph of the male fruit fly Bactrocera dorsalis (Diptera: Tephritidae)

Hee AK, Tan KH

Bull. Entomol. Res., 2005 Dec;95(6):615-20.
PMID: 16336709 DOI: 10.1079/BER2005392

Sex pheromonal components of the tephritid fruit fly Bactrocera dorsalis (Hendel), 2-allyl-4,5-dimethoxyphenol and (E)-coniferyl alcohol, are biosynthesized from a highly potent male attractant, methyl eugenol, then sequestered and stored in the rectal gland prior to their release during courtship at dusk. These sex pheromonal components have been detected in the haemolymph and crop organ. Hence, attempts were made to separate and identify the haemolymph fractions which contained the sex pheromonal components. Identification of these bioactive fractions in methyl eugenol-fed male flies using gel filtration column chromatography and biodetection using live male flies showed two fractions as highly attractive to conspecific males. These fractions show a significant increase in protein absorbance in the elution profile of haemolymph from methyl eugenol-fed males compared with that from methyl eugenol-deprived males. The molecular mass of these bioactive fractions as determined by using gel filtration was in the peptide range of 3.3 to 5.5 kDa. Subsequent gas chromatography-mass spectrometry analyses further confirmed the presence of the pheromonal components in the bioactive fractions. The presence of these methyl eugenol-derived sex pheromonal components in specific haemolymph fractions suggests the involvement of a sex pheromone binding complex.

Matched MeSH terms: Eugenol/analogs & derivatives*; Eugenol/blood
Attraction and consumption of methyl eugenol by male Bactrocera umbrosa Fabricius (Diptera: Tephritidae) promotes conspecific sexual communication and mating performance

Wee SL, Abdul Munir MZ, Hee AKW

Bull. Entomol. Res., 2018 Feb;108(1):116-124.
PMID: 28625191 DOI: 10.1017/S0007485317000554

The Artocarpus fruit fly, Bactrocera umbrosa (Fabricius) (Diptera: Tephritidae), is an oligophagous fruit pest infesting Moraceae fruits, including jackfruit (Artocarpus heterophyllus Lamarck), a fruit commodity of high value in Malaysia. The scarcity of fundamental biological, physiological and ecological information on this pest, particularly in relation to behavioural response to phytochemical lures, which are instrumental to the success of many area-wide fruit fly control and management programmes, underpins the need for studies on this much-underrated pest. The positive response of B. umbrosa males to methyl eugenol (ME), a highly potent phytochemical lure, which attracts mainly males of many Bactrocera species, was shown to increase with increasing age. As early as 7 days after emergence (DAE), ca. 22% of males had responded to ME and over 50% by 10 DAE, despite no occurrence of matings (i.e. the males were still sexually immature). Male attraction to ME peaked from 10 to 27 DAE, which corresponded with the flies' attainment of sexual maturity. In wind-tunnel assays during the dusk courtship period, ME-fed males exhibited earlier calling activity and attracted a significantly higher percentage of virgin females compared with ME-deprived males. ME-fed males enjoyed a higher mating success than ME-deprived males at 1-day post ME feeding in semi-field assays. ME consumption also promotes aggregation behaviour in B. umbrosa males, as demonstrated in wind-tunnel and semi-field assays. We suggest that ME plays a prominent role in promoting sexual communication and enhancing mating performance of the Artocarpus fruit fly, a finding that is congruent with previous reports on the consequences of ME acquisition by other economically important Bactrocera species.

Matched MeSH terms: Eugenol/analogs & derivatives*; Eugenol/pharmacology
Fulltext Antifungal effects of eugenol on Candida albicans adherence to denture polymers

Zanul Abidin Z, Mohd Salleh N, Himratul-Aznita WH, Ahmad SF, Lim GS, Raja Mohd N, et al.

PeerJ, 2023;11:e15750.
PMID: 37601266 DOI: 10.7717/peerj.15750

BACKGROUND: The study's objective is to assess the adherence of C. albicans in different types of denture polymers and the effectiveness of eugenol and commercialized denture cleansers in the removal of C. albicans. Three types of denture base polymers (Lucitone® 199 (High-Impact PMMA), Impact® (conventional PMMA) and Eclipse® (UDMA)) and two hard denture reline materials (Kooliner® and Tokuyama® Rebase II Fast) were used in this study.
METHODS: Three hundred samples were prepared (6 × 2 mm disc shape) and divided into five groups of denture polymers (n = 60) and further subjected into five treatment groups (Polident®, Steradent, distilled water, eugenol 5-minutes, and eugenol 10-min). Three samples were extracted from each treatment group for baseline data (n = 12). Baseline data were used to calculate the initial number of C. albicans adherence. A 0.5 ml immersion solution from each specimen was cultured on YPD agar and incubated for 48 h at 37 °C. Visible colonies were counted using a colony counter machine (ROCKER Galaxy 230).
RESULTS: The result showed that the denture base polymer significantly affected the initial adherence (p = 0.007). The removal of C. albicans was also considerably affected by the denture base polymers and denture cleansers (p eugenol showed the best results of removal.
DISCUSSION: This study's overall results showed that all denture polymers used as denture bases had an effect on C. albicans initial adherence and removal from the denture base, and eugenol is comparable to commercialised denture cleansers in reducing the number of attached C. albicans on denture base polymers.

Matched MeSH terms: Eugenol/pharmacology

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