(-)-Fenchone Prevents Cysteamine-Induced Duodenal Ulcers and Accelerates Healing Promoting Re-Epithelialization of Gastric Ulcers in Rats via Antioxidant and Immunomodulatory Mechanisms.

BACKGROUND: (-)-Fenchone is a naturally occurring monoterpene found in the essential oils of Foeniculum vulgare Mill., Thuja occidentalis L., and Peumus boldus Molina. Pharmacological studies have reported its antinociceptive, antimicrobial, anti-inflammatory, antidiarrheal, and antioxidant activities. METHODS: The preventive antiulcer effects of (-)-Fenchone were assessed through oral pretreatment in cysteamine-induced duodenal lesion models. Gastric healing, the underlying mechanisms, and toxicity after repeated doses were evaluated using the acetic acid-induced gastric ulcer rat model with oral treatment administered for 14 days. RESULTS: In the cysteamine-induced duodenal ulcer model, fenchone (37.5-300 mg/kg) significantly decreased the ulcer area and prevented lesion formation. In the acetic acid-induced ulcer model, fenchone (150 mg/kg) reduced (p < 0.001) ulcerative injury. These effects were associated with increased levels of reduced glutathione (GSH), superoxide dismutase (SOD), interleukin (IL)-10, and transforming growth factor-beta (TGF-ß). Furthermore, treatment with (-)-Fenchone (150 mg/kg) significantly reduced (p < 0.001) malondialdehyde (MDA), myeloperoxidase (MPO), interleukin-1 beta (IL-1ß), tumor necrosis factor-alpha (TNF-α), and nuclear transcription factor kappa B (NF-κB). A 14-day oral toxicity investigation revealed no alterations in heart, liver, spleen, or kidney weight, nor in the biochemical and hematological parameters assessed. (-)-Fenchone protected animals from body weight loss while maintaining feed and water intake. CONCLUSION: (-)-Fenchone exhibits low toxicity, prevents duodenal ulcers, and enhances gastric healing activities. Antioxidant and immunomodulatory properties appear to be involved in its therapeutic effects.

Tetradenia riparia leaves, flower buds, and stem essential oils to control of Aedes aegypti larvae

Abstract Tetradenia riparia (Hochst.) Codd (Lamiaceae) is a species native to the African continent and used as an insect repellent. The objective of the study was to evaluate the larvicidal potential of essential oils (EOs) from the leaves, flower buds, and stem of T. riparia, collected in winter against Aedes aegypti larvae. The EOs were extracted by hydrodistillation (3 h) and identified by GC/MS. The EOs were tested against larvae of A. aegypti at concentrations ranging from 12500 to 1.5 µg/mL for 24 h. The insecticide activity was evaluated by probit analysis, and the anticholinesterase activity was determined by bioautographic method. The results of the class projection indicated sesquiterpenes as the majority class, corresponding to 60.66% (leaves), 64.70% (flower buds) and 83.99% (stem), and the bioassays on A. aegypti larvae indicated LC50 of 1590, 675 and 665 µg/mL, respectively. The anticholinesterase activity indicated that the EO of the leaves inhibited the enzyme at a concentration of 780 µg/mL, and those from the flower buds and stem inhibited up to 1560 µg/mL. The results indicated weak activity of essential oils against A. aegypti larvae.

Antifungal activity and antidiarrheal activity via antimotility mechanisms of (-)-fenchone in experimental models.

BACKGROUND: (-)-Fenchone is a bicyclic monoterpene present in essential oils of plant species, such as Foeniculum vulgare and Peumus boldus, used to treatment of gastrointestinal diseases. Pharmacological studies report its anti-inflammatory, antioxidant, and antinociceptive activity. AIM: To investigate antidiarrheal activity related to gastrointestinal motility, intestinal secretion and antimicrobial activity. METHODS: A castor oil-induced diarrhea model was used to evaluate antidiarrheal activity. Intestinal transit and gastric emptying protocols were used to assess a possible antimotility effect. Muscarinic receptors, presynaptic α2-adrenergic and tissue adrenergic receptors, KATP channels, nitric oxide were investigated to uncover antimotility mechanisms of action and castor oil-induced enteropooling to elucidate antisecretory mechanisms. The antimicrobial activity was evaluated in the minimum inhibitory concentration model, the fractional inhibitory concentration index using the (-)-fenchone association method with standard antifungal agents. RESULTS: (-)-Fenchone (75, 150 and 300 mg/kg) showed antidiarrheal activity, with a significant decrease in the evacuation index. This activity is possibly related to a percentage of reduced intestinal transit (75, 150 and 300 mg/kg). The antimotility effect of (-)-fenchone decreased in the presence of pilocarpine, yohimbine, propranolol, L-NG-nitroarginine methyl ester or glibenclamide. In the enteropooling model, no reduction in intestinal fluid weight was observed. (-)- Fenchone did not show antibacterial activity; on the other hand, inhibits the growth of strains of fungi with a minimum fungicide concentration of 32 µg/mL. However, when it was associated with amphotericin B, no synergism was observed. CONCLUSION: The antidiarrheal effect of (-)-fenchone in this study involves antimotility effect and not involve antisecretory mechanisms. (-)-Fenchone presents antifungal activity; however, it did not show antibacterial activity.

Chemical characterization of Lavandula dentata L. essential oils grown in Uberaba-MG / Caracterização química de óleos essenciais de Lavandula dentata L. cultivados em Uberaba-MG

The essential oils of the different parts of Lavandula dentata L. (inflorescences and aerial part without inflorescences) collected in the city of Uberaba (minas Gerais State) were obtained by hydro distillation, and their chemical composition was determined by gas chromatography coupled to mass spectrometry and compared to the chemical composition of essential oil of Lavandula hybrida and Lavandula officinalis. It was observed that the essential oils of the studied species have varied chemical composition and are composed mainly of monoterpenes. The essential oils of L. hybrida and L. officinalis showed a higher concentration of linalool and linaline acetate, while L. dentata L. presented higher concentration of fenchone, eucalyptol and camphor. Results indicate that the essential oil composition of L. dentata L. grown in Uberaba is similar to those produced in Curitiba - PR, providing a promising perspective for the cultivation and extraction of essential oils of this species in Minas Gerais.(AU)

Os óleos essenciais das diferentes partes de Lavandula dentata L. (inflorescências e parte aérea sem inflorescência) coletados em Uberaba - MG foram obtidos por hidrodestilação, e sua composição química foi determinada por cromatografia gasosa acoplada a espectrometria de massas e comparada à composição química de óleo essencial de Lavandula hybrida e Lavandula officinalis. Observou-se que os óleos essenciais das espécies estudadas possuem composição química variada e são compostos, principalmente, por monoterpenos. Os óleos essenciais de L. hybrida e L. officinalis apresentaram maior concentração de linalol e acetato de linalina, enquanto L. dentata L. apresentou maior concentração de fenchona, eucaliptol e cânfora. Os resultados indicam que os óleos essenciais de L. dentata L. cultivada em Uberaba são semelhantes aos produzidos em Curitiba - PR, tornando-se uma perspectiva promissora para o cultivo e extração de óleos essenciais desta espécie em Minas Gerais.(AU)

Chemical characterization of Lavandula dentata L. essential oils grown in Uberaba-MG / Caracterização química de óleos essenciais de Lavandula dentata L. cultivados em Uberaba-MG

ABSTRACT: The essential oils of the different parts of Lavandula dentata L. (inflorescences and aerial part without inflorescences) collected in the city of Uberaba (minas Gerais State)were obtained by hydro distillation, and their chemical composition was determined by gas chromatography coupled to mass spectrometry and compared to the chemical composition of essential oil of Lavandula hybrida and Lavandula officinalis. It was observed that the essential oils of the studied species have varied chemical composition and are composed mainly of monoterpenes. The essential oils of L. hybrida and L. officinalis showed a higher concentration of linalool and linaline acetate, while L. dentata L. presented higher concentration of fenchone, eucalyptol and camphor. Results indicate that the essential oil composition of L. dentata L. grown in Uberaba is similar to those produced in Curitiba - PR, providing a promising perspective for the cultivation and extraction of essential oils of this species in Minas Gerais.

RESUMO: Os óleos essenciais das diferentes partes de Lavandula dentata L. (inflorescências e parte aérea sem inflorescência) coletados em Uberaba - MG foram obtidos por hidrodestilação, e sua composição química foi determinada por cromatografia gasosa acoplada a espectrometria de massas e comparada à composição química de óleo essencial de Lavandula hybrida e Lavandula officinalis. Observou-se que os óleos essenciais das espécies estudadas possuem composição química variada e são compostos, principalmente, por monoterpenos. Os óleos essenciais de L. hybrida e L. officinalis apresentaram maior concentração de linalol e acetato de linalina, enquanto L. dentata L. apresentou maior concentração de fenchona, eucaliptol e cânfora. Os resultados indicam que os óleos essenciais de L. dentata L. cultivada em Uberaba são semelhantes aos produzidos em Curitiba - PR, tornando-se uma perspectiva promissora para o cultivo e extração de óleos essenciais desta espécie em Minas Gerais.

Toxicity and antitumor potential of Mesosphaerum sidifolium (Lamiaceae) oil and fenchone, its major component.

BACKGROUND: The essential oil from Mesosphaerum sidifolium (L'Hérit.) Harley & J.F.B.Pastore (syn. Hyptis umbrosa), Lamiaceae (EOM), and its major component, have been tested for toxicity and antitumor activity. METHODS: EOM was obtained from aerial parts of M. sidifolium subjected to hydro distillation, and gas chromatography-mass spectrometry was used to characterize the EOM chemical composition. The toxicity was evaluated using haemolysis assay, and acute toxicity and micronucleus tests. Ehrlich ascites carcinoma model was used to evaluate the in vivo antitumor activity and toxicity of EOM (50, 100 and 150 mg/kg), and fenchone (30 and 60 mg/kg) after 9 d of treatment. RESULTS: The EOM major components were fenchone (24.8%), cubebol (6.9%), limonene (5.4%), spathulenol (4.5%), ß-caryophyllene (4.6%) and α-cadinol (4.7%). The HC50 (concentration producing 50% haemolysis) was 494.9 µg/mL for EOM and higher than 3000 µg/mL for fenchone. The LD50 for EOM was approximately 500 mg/kg in mice. The essential oil induced increase of micronucleated erythrocytes only at 300 mg/kg, suggesting moderate genotoxicity. EOM (100 or 150 mg/kg) and fenchone (60 mg/kg) reduced all analyzed parameters (tumor volume and mass, and total viable cancer cells). Survival also increased for the treated animals with EOM and fenchone. For EOM 150 mg/kg and 5-FU treatment, most cells were arrested in the G0/G1 phase, whereas for fenchone, cells arrested in the S phase, which represents a blockage in cell cycle progression. Regarding the toxicological evaluation, EOM induced weight loss, but did not induce hematological, biochemical or histological (liver and kidneys) toxicity. Fenchone induced decrease of AST and ALT, suggesting liver damage. CONCLUSIONS: The data showed EOM caused in vivo cell growth inhibition on Ehrlich ascites carcinoma model by inducing cell cycle arrest, without major changes in the toxicity parameters evaluated. In addition, this activity was associated with the presence of fenchone, its major component.

Chemical composition and antimicrobial activity of the essential oil of Plectranthus mollis (Lamiaceae) from Western Ghats region, Karnataka, India / Composición química y actividad antimicrobiana del aceite esencial de Plectranthus mollis (Lamiaceae) de la región de los Ghats occidentales, Karnataka, India

Plectranthus is a large and widespread genus with a diversity of ethnobotanical uses. In traditional medicine P. mollis has been used against snakebites, respiratory stimulant and vasoconstrictor, cardiac depressant, cure for haemorrahage, treatment of mental retardation and rheumatism. P. mollis is reported to exhibit relaxant activity on smooth and skeletal muscles, and has cytotoxic and anti-tumour promoting activity, and can be used in the treatment of cancer. The aim of the present study was to identify chemical composition of the essential oil of P. mollis and to evaluate antimicrobial efficacy of the oil. The essential oil of the flowering aerial parts of P. mollis as obtained by hydro-distillation and analyzed by gas chromatography equipped with a flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS). Twentyseven compounds were identified, which comprised 98.6% of the total constituents. The main compound was identified as fenchone (32.3%), followed by α-humulene (17.3%), piperitenone oxide (8.5%), cis-piperitone oxide (6.0%) and E-β-farnesene (5.9%). The oil was found rich in oxygenated monoterpenes type constituents (52.0%), followed by sesquiterpene hydrocarbons (40.2%), oxygenated sesquiterpenes (4.9%), and monoterpene hydrocarbons (1.5%). Antimicrobial activity of the essential oil of P. mollis was tested against six Gram-positive and eight Gram negative bacteria, and three fungi, by using the tube dilution method. The oil was active against the tested Gram-positive and Gram-negative bacteria, and fungi at a concentration range of 0.065±0.008-0.937±0.139mg/mL, 0.468±0.069-3.333±0.527 mg/mL and 0.117±0.0170.338±0.062mg/mL respectively. The present study revealed that the oil constituents somehow were qualitatively similar and quantitatively different than earlier reports from different parts of the world. The essential oil of P. mollis has found to be antimicrobial activity which can be usefulness in the treatment of various infectious diseases caused by bacteria and fungi.

Plectranthus es un género grande y extenso con una diversidad de usos etnobotánicos. En la medicina tradicional P.mollis se ha utilizado contra las mordeduras de serpiente, como estimulante respiratorio y vasoconstrictor, depresor cardiaco, cura para hemorragias, tratamiento del retraso mental y el reumatismo. Se informó que P. mollis presenta actividad relajante sobre los músculos lisos y esqueléticos, y tiene actividad promotora citotóxica y anti - tumoral, además puede ser utilizado en el tratamiento del cáncer. El objetivo del presente estudio fue identificar la composición química del aceite esencial de P. mollis para evaluar la eficacia antimicrobiana del aceite. El aceite esencial de las partes aéreas de las flores de P. mollis se obtuvo por hidro - destilación y se analizó por cromatografía de gases equipado con un detector de ionización de llama (GC-FID), y cromatografía de gases acoplada a espectrometría de masas (GC/MS). Se identificaron veintisiete compuestos, que comprenden el 98.6% de los constituyentes totales. El compuesto principal se identificó como fencona (32.3%), seguido de α-humuleno (17.3%), óxido de piperitenona (8.5 %), óxido de cis piperitona (6.0 %) y E-β-farneseno (5.9%). Se encontró que el aceite es rico en monoterpenos oxigenados de tipo constituyentes (52.0%), seguido de hidrocarburos de sesquiterpeno (40.2%), sesquiterpenos oxigenados (4.9%), e hidrocarburos monoterpenos (1.5 %). La actividad antimicrobiana del aceite esencial de P.mollis se ensayó frente a seis bacterias Gram-negativas y ocho Gram-positivas, y tres hongos, utilizando el método de dilución en tubo. El aceite fue activo contra las bacterias Gram-positivas y Gram-negativas y hongos ensayados, en un intervalo de concentración de 0.065±0.008 a 0.937±0.139mg/ml, 0.468±0.069 a 3.333±0.527mg/ml y 0.117±0.017 a 0.338±0.062mg/ml, respectivamente. El presente estudio reveló que los constituyentes del aceite de alguna manera fueron cualitativamente similares y cuantitativamente diferentes de los informes anteriores de diferentes partes del mundo. Se encontró que la actividad antimicrobiana del aceite esencial de P. mollis puede ser de utilidad en el tratamiento de diversas enfermedades infecciosas causadas por bacterias y hongos.