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PubMed1984

[Actions and mechanisms of counterirritants on the muscular circulation].

Studies were conducted on the direct actions of counterirritants on the peripheral circulation and the reflex actions on muscular circulation that would refer to the skin nerve excitation activated with counterirritants . Blood pressure falling tendencies were observed with menthol, thymol, and methyl salicylate (MS) without any effects on respiration, heart rates, and blood flow in femoral artery and gastrochemius muscle. Vasodilatation was caused by the direct application of menthol, camphor, and MS in the isolated ear vessels of rabbits, but none of the counterirritants had effects when they were externally applied on the skin of the ear in plaster form. An increase (circa 40%) in gastrocnemius muscle blood flow was induced by the external application of plasters which contained menthol, camphor, or nonylic vanilyl amide ( NVA ) on the skin of rabbit's hind limb. A slight augmentation was also observed after the application of plasters with MS and without drugs, but these effects disappeared after the hemisection electrical stimulation on the sural nerve of rabbits disappeared almost completely after the pretreatment with propranolol (40 micrograms/kg, i.v.), but atropine (1 mg/kg, i.v.) had no effect. A rise of blood flow in the deep radial muscle elicited by electrical stimulation on the superficial radial nerve remained after the spinal transection at the C 3 level, and at this time, the A beta and A delta components were involved in the superficial radial nerve. These results suggest that when plasters containing counterirritants were externally applied on the skin, direct actions of percutaneously absorbed drugs on peripheral circulation are not expected, but a rise of muscle blood flow is thought to be induced by the spinal somato sympathetic reflex that will cause a suppression on tonic activity in the sympathetic vasoconstrictor nerve or a stimulation on beta-adrenoceptors referred to adrenaline released from the adrenal gland.

Animals↗
PubMed1982

Scanning electron microscope studies of anesthetized Tricula aperta, vector of mekong Schistosoma.

Nembutal, menthol, Ketaset, and Curarine were used to anesthetize beta race of Tricula aperta snails in preparation for study by scanning electron microscopy. The snails remained sensitive to the glutaraldehyde fixative in low level anesthesia of nembutal, menthol and Ketaset. Snails were also sensitive to Curarine and retracted into their shells. The best relaxations were obtained by initial anesthesia with nembutal or menthol followed by curarine. Snails relaxed by this procedure showed relatively little reaction to the fixative solution and remained extended outside their shells. The surface ultrastructure of the snails was well preserved, showing microvillate, secretory, and ciliated sensory cells. The mucoid secretions remained on the surface of cilia on the body and foot of the snails as spherical granules. There were two types of ciliated cells: (1) Those with few short cilia showing 1-3 microns above the microvilli of surrounding cells and (2) Those with numerous cilia up to 10 microns long. Results of transmission electron microscopic studies of these snails show no disruption of the ultrastructure of the surface cells.

Animals↗
PubMed1965

SOME DIFFERENCES IN THE CONJUGATION OF O-AMINOPHENOL AND P-NITROPHENOL BY THE URIDINE DIPHOSPHATE TRANSGLUCURONYLASE OF MOUSE-LIVER HOMOGENATES.

1. Glucuronide synthesis from uridine diphosphate glucuronate and o-aminophenol or p-nitrophenol in the presence of uridine diphosphate transglucuronylase of mouse-liver homogenates has been studied with respect to inhibition by compounds known to be conjugated under the experimental conditions, and also by thiophenol. 2. Raising the o-aminophenol concentration decreased the inhibition of o-aminophenyl glucuronide synthesis by the alternative glucuronyl acceptors phenol, menthol and benzoic acid, but was without effect on that caused by p-nitrophenol and thiophenol. 3. Raising the p-nitrophenol concentration decreased or abolished the inhibition of p-nitrophenyl glucuronide synthesis due to phenol, menthol, benzoic acid, anthranilic acid, o-aminophenol and thiophenol. 4. The o-aminophenol system was much more readily inhibited by all compounds than the p-nitrophenol system. 5. In tris buffer, pH7.4, over 30% activation of the o-aminophenol system was achieved by 2mm-Mg(2+), but 10mm-Mg(2+) was inhibitory. The p-nitrophenol system showed only inhibition from 2mm-Mg(2+) upwards. 6. The results are discussed as suggesting that there are at least two uridine diphosphate transglucuronylases.

Aminophenols↗
PubMed1995

Preparation and stability testing of a hydrogel for topical analgesia.

With the commercial availability of a cream (EMLA) containing a eutectic mixture of local anaesthetics, 2.5% (w/w) lidocaine and 2.5% (w/w) prilocaine, effective topical anaesthesia of the intact skin is possible without the need for subcutaneous injections or exposure to high concentrations of local anaesthetics. In our hospital a topical anaesthetic product was designed for the same purpose. The home-made product contains a eutectic mixture of a local anaesthetic (5% w/w) and l-menthol (1% w/w). Prilocaine was used as the local anaesthetic because it is known for its safety and its well investigated analgesic effects. The eutectic mixture of prilocaine and l-menthol was mixed with a carbopol hydrogel (1% w/w). Preliminary testing of this anaesthetic hydrogel in our hospital has yielded satisfactory results. The anaesthetic hydrogel was found to be stable after at least 3 months' storage at ambient temperature.

Administration, Topical↗
PubMed1988

The effect of terpenoid compounds on cytochrome P-450 levels in rat liver.

We have investigated the ability of camphor, menthol, pinene, limonene and myrcene to induce in rats members of a cytochrome P-450 sub-family termed PB P-450. These proteins have recently been designated as members of the P450IIB sub-family. None of these naturally occurring terpenoids significantly changed the total content of cytochromes P-450 or cytochrome b5. Radioimmunoassay results showed that PB P-450 was induced 6-fold by camphor and to a lesser extent by menthol and pinene. The induction was confirmed by Western blotting. It was shown by nucleic acid hybridization that induction of PB P-450 by terpenoids was mediated by an increase in the amount of the corresponding mRNA. Analysis of the denaturation of mRNA-cDNA hybrids demonstrated that the mRNA induced by the terpenoids was encoded by a member of the P450IIB sub-family. None of the terpenoids had an effect on the amount of mRNA coding for P450IA2 (a cytochrome P-450 inducible by beta-naphthoflavone and isosafrole). The results indicate that cytochromes P-450 induced by a synthetic compound, phenobarbital, may have originally evolved in response to terpenoid compounds normally present in the environment.

Animals↗
PubMed2006

Effect of vehicles and enhancers on the topical delivery of cyclosporin A.

Topical delivery of cyclosporin a (CysA) is of great interest for the treatment of autoimmune skin disorders. The purpose of this study was to investigate the effect of various vehicles and enhancers on the topical delivery across rat skin. The topical (to the skin) delivery of CysA was evaluated in vitro using rat skin mounted in a Franz diffusion cell. CysA was analyzed by UV-HPLC. As vehicles, CysA vehicle containing 40% ethanol showed significantly enhanced deposition of CysA into the stratum corneum (SC) and deeper skin, as compared to other vehicles. The efficiency of the vehicles to improve the topical delivery of CysA was sequenced in the order of: 40% ethanol>ethyl oleate>Transcutol>isopropyl myristate>ethanol>Labrasol>propylene glycol>Lauroglycol FCC. Next, we tested effect of pre-treatment with chemical enhancers on the penetration of CysA. The permeation-enhancer effect of enhancers was in the following order: 10% menthol approximately 0.05% SLS>5% Azone>5% NMP>5% DEMO. Moreover, chemical enhancers shortened the lag time of the penetration of CysA into deeper skin. The present study suggests that the suspension of 40% ethanol containing 0.5% drug can more effectively enhance the topical delivery of CysA after skin pre-treatment with 10% menthol or 0.05% SLS.

Administration, Topical↗
PubMed2004

The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel.

TRPM8, a member of the transient receptor potential family of ion channels, depolarizes somatosensory neurons in response to cold. TRPM8 is also activated by the cooling agents menthol and icilin. When exposed to menthol or cold, TRPM8 behaves like many ligand-gated channels, exhibiting rapid activation followed by moderate Ca(2+)-dependent adaptation. In contrast, icilin activates TRPM8 with extremely variable latency followed by extensive desensitization, provided that calcium is present. Here, we show that, to achieve full efficacy, icilin requires simultaneous elevation of cytosolic Ca2+, either via permeation through TRPM8 channels or by release from intracellular stores. Thus, two stimuli must be paired to elicit full channel activation, illustrating the potential for coincidence detection by TRP channels. Determinants of icilin sensitivity map to a region of TRPM8 that corresponds to the capsaicin binding site on the noxious heat receptor TRPV1, suggesting a conserved molecular logic for gating of these thermosensitive channels by chemical agonists.

Acetylcholine↗
PubMed2004

Release of peppermint flavour compounds from chewing gum: effect of oral functions.

During chewing, the oral cavity functions like a bellow, forcing volatile flavour compounds into the exhaling air to the nasal compartment. Accordingly, we hypothesised that flavour release from chewing gum is predominantly governed by chewing frequency (CF), although other oral functions, like masseter muscle activity (MMA), chewing force (CFO), and saliva flow rate (SFR), may also play a role. In 10 healthy young males, the retronasal expired air of menthol and menthone from peppermint-flavoured (2%) chewing gum was determined as functions of CF, SFR, MMA, and CFO. The experimental setup comprised three separate series of a 4-min chewing period. These series differed only with respect to CF, i.e., habitual frequency, and 60 and 88 strokes/min. Results showed that more than 50% of the released menthol and menthone could be retrieved in the expired air and saliva. After 2-min of chewing, the concentration of flavour compounds in the expired air depended primarily on MMA and CF, becoming higher with increased MMA and CF. The concentration of flavour compounds in saliva depended primarily on SFR and the duration of the chewing task, becoming lower with high SFR and prolonged chewing duration. An increased volume of saliva in the mouth seemed to keep more flavour compounds in the aqueous phase, thereby diminishing the release via the retronasal route. In conclusion, flavour release to the retronasal compartment was dependent on MMA and CF and influenced by the volume of saliva present in the mouth.

Adult↗
PubMed2005

Chemesthesis and taste: evidence of independent processing of sensation intensity.

The ability to perceive taste from temperature alone ("thermal taste") was recently shown to predict higher perceptual responsiveness to gustatory and olfactory stimuli. This relationship was hypothesized to be due in part to individual differences in CNS processes involved in flavor perception. Here we report three experiments that tested whether subjects who differ in responsiveness to thermal taste and/or chemical taste also differ in responsiveness to oral chemesthesis. In experiment 1, subjects identified as 'thermal tasters' (TTs) or 'thermal non-tasters' (TnTs) used the general Labeled Magnitude Scale to rate the intensity of sensations produced on the tongue tip by capsaicin, menthol, sucrose, NaCl, citric acid, and QSO4. TTs rated all four taste stimuli higher than did TnTs, whereas sensations of burning/stinging/pricking and temperature from capsaicin and menthol did not differ significantly between groups. In experiment 2, testing with capsaicin on both the front and back of the tongue confirmed there was no difference in ratings of burning/stinging/pricking when subjects were grouped according to the ability to perceive thermal taste. In experiment 3, subjects were classified as high- or low-tasters according to their ratings of sucrose sweetness rather than thermal taste. No group difference was found for perception of capsaicin even when presented in mixture with sucrose or NaCl. The results are discussed in the context of previous evidence of an association between chemesthesis and sensitivity to the bitter tastant PROP, and in terms of the various peripheral and central neural processes that may underlie intensity perception in taste and chemesthesis.

Adolescent↗
PubMed2003

Age-related decline of intranasal trigeminal sensitivity: is it a peripheral event?

Compared to younger subjects, older people have a reduced sensitivity of the intranasal trigeminal system which responds to irritation of the nasal cavity. It is unclear whether the cause of this difference relates to age-dependent changes in the periphery of the system. The aim of the present study was the comparison of intranasal trigeminal thresholds assessed through electrophysiological measurements in eight young (four women, four men; mean age 25 years) and eight older subjects (four women, four men; mean age 62 years). The negative mucosa potential (NMP), a peripheral correlate of trigeminal activation, was recorded from the nasal mucosa in response to stimulation with varying concentrations of the mixed olfactory/trigeminal stimulants menthol and linalool. Thresholds were estimated as the strongest concentration which did not elicit a NMP response. Older subjects were found to have higher thresholds for menthol when compared to younger subjects. Furthermore, an explorative analysis indicated that the increase of response amplitudes to increasing stimulus concentrations was shallower in older subjects. These findings indicate that age related loss of intranasal trigeminal sensitivity seems to take place, at least to some degree, in the periphery of the intranasal trigeminal system.

Acyclic Monoterpenes↗
PubMed1997

Voltage-dependent Ca2+ influx into identified leech neurones.

We determined the relationships between the intracellular free Ca2+ concentration ([Ca2+]i) and the membrane potential (Em) of six different neurones in the leech central nervous system: Retzius, 50 (Leydig), AP, AE, P, and N neurones. The [Ca2+]i was monitored by using iontophoretically injected fura-2. The membrane depolarization evoked by raising the extracellular K+ concentration ([K+]o) up to 89 mM caused a persistent increase in [Ca2+]i, which was abolished in Ca(2+)-free solution indicating that it was due to Ca2+ influx. The threshold membrane potential that must be reached in the different types of neurones to induce a [Ca2+]i increase ranged between -40 and -25 mV. The different threshold potentials as well as differences in the relationships between [Ca2+]i and EM were partly due to the cell-specific generation of action potentials. In Na(+)-free solution, the action potentials were suppressed and the [Ca2+]i/Em relationships were similar. The K(+)-induced [Ca2+]i increase was inhibited by the polyvalent cations Co2+, Ni2+, Mn2+, Cd2+, and La3+, as well as by the cyclic alcohol menthol. Neither the polyvalent cations nor menthol had a significant effect on the K(+)-induced membrane depolarization. Our results suggest that different leech neurones possess voltage-dependent Ca2+ channels with similar properties.

Action Potentials↗
PubMed1997

Basic emotions evoked by odorants: comparison between autonomic responses and self-evaluation.

The present study was designed to analyze the relationship between self-report and physiological expression of basic emotions (happiness, surprise, fear, sadness, disgust and anger) in response to odorants. 44 subjects inhaled five odorants: vanillin, menthol, eugenol, methyl methacrylate, and propionic acid. Six autonomic nervous systems (ANS) parameters were simultaneously recorded in real time and without interference: Skin Potential (SP), Skin Resistance (SR), Skin Temperature (ST), Skin Blood Flow (SBF), Instantaneous Respiratory Frequency (IRF) and Instantaneous Heart Rate (IHR). At the end of the recording, subjects were instructed i) to identify the odorants roughly II) to situate them on an 11-point hedonic scale from highly pleasant (0) to highly unpleasant (10); and iii) to define what type of basic emotion was evoked by each odorant. In this study, the expected affects were aroused in the subjects. Vanillin and menthol were rated pleasant, while methyl methacrylate and propionic acid were judged unpleasant. Eugenol was median in hedonic estimation. ANS evaluation (each autonomic pattern induced by an odorant was transcripted into a basic emotion) shows that pleasantly connoted odorants evoked mainly happiness and surprise, but that unpleasant ones induced mainly disgust and anger. Eugenol was associated with positive and negative affects. Comparison between conscious (verbal) and unconscious (ANS) emotions, reveals that these two estimations 1) were not significantly different as far as the two pleasant odorants were concerned, 2) showed a tendency to be significantly different for eugenol odorant which was variably scored on the hedonic axis, and 3) exhibited a significant difference for the two unpleasant odorants, for which the corresponding "verbal emotion" was mainly "disgust", while the most frequent ANS emotion was "anger". In conclusion, these results show quite a good correlation between verbal and ANS estimated basic emotions. The main difference concerns anger: while there is a high occurrence of this emotion revealed by the analysis of ANS responses, it does not appear to be easily expressed through the verbal channel.

Adult↗
PubMedDate not supplied

Ambulation-promoting effect of peppermint oil and identification of its active constituents.

Various plant-derived essential oils (EOs) have traditionally been used in the treatment of mental disorders, despite a lack of scientific evidence. In a previous study, we demonstrated that certain EOs possess behavioral effects, a finding that supports our original hypotheses that EOs possess psychoactive actions. The present study was conducted in order to obtain further evidence to support our hypothesis. Peppermint oil, a type of EO, is believed to be effective for treating mental fatigue. When the oil was administered intraperitoneally to ICR mice, the ambulatory activity of mice increased dramatically. We identified alpha-pinene, beta-pinene, (R)-(+)-limonene, 1,8-cineol, isomenthone, menthone, menthol, (R)-(+)-pulegone, menthyl acetate and caryophyllene as constituent elements of peppermint oil by GC-MS analysis. We then examined the effect of each constituent element of peppermint oil on ambulatory activity in mice. Intraperitoneal administration of 1,8-cineol, menthone, isomenthone, menthol, (R)-(+)-pulegone, menthyl acetate and caryophyllene significantly increased ambulatory activity in mice, suggesting that these chemicals are the behaviorally active elements of peppermint oil. Intravenous administration of these substances to mice induced a significant increase in ambulatory activity at much lower doses. The present study provides further evidence demonstrating that EOs possess pharmacological actions on behavior. In addition, our finding revealed that the action of peppermint oil comes from its constituent elements.

Animals↗
PubMed1998

In vitro percutaneous absorption enhancement of a lipophilic drug tamoxifen by terpenes.

Tamoxifen is a highly lipophilic drug that is widely used in breast malignancies and also as a prophylactic therapy in women at high risk for the development of this disease. Recently, the terpenes have been reported to show an enhancement effect on percutaneous drug absorption. The effect of terpenes (e.g. carvone, 1,8-cineole, menthol, and thymol) was studied on the in vitro percutaneous absorption of tamoxifen through porcine epidermis. The above terpenes (5% w/v) in combination with 50% ethanol significantly (P < 0.01) increased the permeability coefficient of tamoxifen in comparison to the control (50% ethanol). The solubility of tamoxifen was determined in the control and enhancer solutions to correct the permeability enhancement by way of fractional solubility adjustment. Binding of tamoxifen to powdered stratum corneum from control and enhancer solutions was also determined. Binding studies reveal that the enhancement in the permeability coefficient of tamoxifen by menthol and thymol is due at least in part, to improvement in the partitioning of the drug to the stratum corneum. In conclusion, terpenes in combination with ethanol can be used to enhance the percutaneous absorption of the highly lipophilic drug tamoxifen.

Animals↗
PubMed1999

Formula optimization based on artificial neural networks in transdermal drug delivery.

The promoting effect of O-ethylmenthol (MET) on the percutaneous absorption of ketoprofen from alcoholic hydrogels was evaluated in rats in vitro and in vivo. Furthermore, a novel simultaneous optimization technique incorporating an artificial neural network (ANN) was applied to a design of a ketoprofen hydrogel containing MET. When a small quantity of MET (0.25-0.5%) was added to the hydrogels, the permeation of ketoprofen increased remarkably, compared with the control. On the other hand, little change in permeation was observed when small amounts of menthol were used (<1%), and at least 2% menthol was required to obtain a promoting efficiency comparable with 0.25% MET. The partitioning of ketoprofen from the hydrogel to the skin was improved by the addition of a small amount of MET, whereas the diffusivity of the drug was enhanced at higher concentration of MET (0.5-1%). For the optimization study, the amount of ethanol and MET were selected as causal factors. A rate of penetration (R(p)) and lag time (t(L)) and total irritation score (TIS) were selected as response variables. A set of causal factors and response variables was used as tutorial data for ANN and fed into a computer. Nonlinear relationships between the causal factors and the response variables were represented well with the response surface predicted by ANN. The optimization of the ketoprofen hydrogel was performed according to the generalized distance function method. The observed results of R(p) and TIS, which had a lot of influence on the effectiveness and safety, coincided well the predictions.

Animals↗
PubMed2003

A SPME-GC procedure for monitoring peppermint flavor in tablets.

A method was developed using solid-phase microextraction (SPME) and gas chromatography to monitor the peppermint flavor loss in a taste-masked tablet formulation. This was accomplished by headspace sampling of two major components of peppermint: menthone and menthol. It was found that the excipients from the tablet produced an important matrix effect and that standard addition analysis was necessary for improved accuracy of the determination. The method was shown to be specific and precise. Furthermore, the method produced acceptable results with adequate quantitation limits to determine peppermint flavors in taste-masked tablets. The optimized extraction procedure was successfully used to monitor the stability of peppermint flavor in an oral solid formulation. The accelerated stability studies of the tablet showed that the menthone and menthol was lost in an exponential manner and levels off after several days of heat exposure.

Chromatography, Gas↗
PubMed2002

Antimicrobial screening of Mentha piperita essential oils.

Essential oils of peppermint Mentha piperita L. (Lamiaceae), which are used in flavors, fragrances, and pharmaceuticals, were investigated for their antimicrobial properties against 21 human and plant pathogenic microorganisms. The bioactivity of the oils menthol and menthone was compared using the combination of in vitro techniques such as microdilution, agar diffusion, and bioautography. It was shown that all of the peppermint oils screened strongly inhibited plant pathogenic microorganisms, whereas human pathogens were only moderately inhibited. Chemical compositions of the oils were analyzed by GC and GC/MS. Using the bioautography assay, menthol was found to be responsible for the antimicrobial activity of these oils.

Anti-Bacterial Agents↗
PubMed2004

Identification of monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate in nature by high performance liquid chromatography-tandem mass spectrometry.

Menthol, menthone, and other natural compounds provide a cooling effect and a minty flavor and have found wide application in chewing gum and oral care products. Monomenthyl succinate, monomenthyl glutarate, and dimenthyl glutarate provide a cooling effect without the burning sensation associated with menthol. Additionally, because they do not have a distinct flavor, they can be used in applications other than mint flavors. Because these menthyl esters have not been reported in nature, we undertook to identify a natural source for these cooling compounds. Using high performance liquid chromatography-tandem mass spectrometry, monomenthyl succinate was identified in Lycium barbarum and Mentha piperita, and monomenthyl glutarate and dimenthyl glutarate were identified in Litchi chinesis. The identifications were based on the correlation of mass spectrometric and chromatographic retention time data for the menthyl esters in the extracts with authentic standards which resulted in a 99.980% confidence in the identifications.

Chromatography, High Pressure Liquid↗