Essential oil variation and antioxidant capacity of Mentha pulegium populations and their relation to ecological factors

Mentha pulegium L. is an aromatic herb belonging to the Lamiaceae family, a wild plant which is distributed in different areas of Iran. In this research, we evaluated the variability of essential oil content and compositions of 12 M. pulegium populations. Essential oils were analyzed using gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS) methods. The essential oils content varied from 0.22 to 1.63% w/w within different populations. Twenty-nine compounds were identified which represent 83.4–98.7% of the total essential oil. The most significant essential oil compounds among the studied population were identified using the principal components analysis (PCA-biplot). According to the PCA-biplot, the major compounds were pulegone (2.5–51.7%), menthone (0.2–25.3%), limonene (0.0–35.4%), 1,8-cineol (0.0–33.4%), piperitenone oxide (0.2–55.2%), and trans-piperitone epoxide (0.0–28.5%). Besides, hierarchical cluster analysis indicated that the studied populations were classified into two main clusters based on the essential oil components. The canonical correspondence analysis (CCA) indicated that some environmental factors could influence the phytochemical constituents as well as the antioxidant activity. The temperature and altitude were effective environmental factors with regards to 1–8 cineol, limonene and menthone content, while average rainfall was the most effective factor with respect to trans-piperitone epoxide, piperitenone oxide, and pulegone content. Our results consequently showed that environmental factors had a significant effect on the essential oil content and its antioxidant activity in M. pulegium populations.     

Pharmacological evaluation of R(+)-pulegone on cardiac excitability: Role of potassium current blockage and control of action potential waveform

IntroductionR(+)-pulegone is a ketone monoterpene and it is the main constituent of essential oils in several plants. Previous studies provided some evidence that R(+)-pulegone may act on isolated cardiac myocytes. In this study, we evaluated in extended detail, the pharmacological effects of R(+)-pulegone on cardiac tissue.MethodsUsing in vivo measurements of rat cardiac electrocardiogram (ECG) and patch-clamp technique in isolated myocytes we determinate the influence of R(+)-pulegone on cardiac excitability.ResultsR(+)-pulegone delayed action potential repolarization (APR) in a concentration-dependent manner (EC₅₀ = 775.7 ± 1.48, 325.0 ± 1.30, 469.3 ± 1.91 μM at 10, 50 and 90% of APR respectively). In line with prolongation of APR R(+)-pulegone, in a concentration-dependent manner, blocked distinct potassium current components (transient outward potassium current (I_to), rapid delayed rectifier potassium current (I_Kr), inactivating steady state potassium current (I_ss) and inward rectifier potassium current (I_K1)) (EC₅₀ = 1441 ± 1.04; 605.0 ± 1.22, 818.7 ± 1.22; 1753 ± 1.09 μM for I_to, I_Kr, I_ss and I_K1, respectively). The inhibition occurred in a fast and reversible way, without changing the steady-state activation curve, but instead shifting to the left the steady-state inactivation curve (V_1/2 from −56.92 ± 0.35 to −67.52 ± 0.19 mV). In vivo infusion of 100 mg/kg R(+)-pulegone prolonged the QTc (∼40%) and PR (∼62%) interval along with reducing the heart rate by ∼26%.ConclusionTaken together, R(+)-pulegone prolongs the APR by inhibiting several cardiomyocyte K⁺ current components in a concentration-dependent manner. This occurs through a direct block by R(+)-pulegone of the channel pore, followed by a left shift on the steady state inactivation curve. Finally, R(+)-pulegone induced changes in some aspects of the ECG profile, which are in agreement with its effects on potassium channels of isolated cardiomyocytes.     

Changes in composition of essential oils and volatile emissions of Minthostachys mollis, induced by leaf punctures of Liriomyza huidobrensis

Plant defensive mechanisms against herbivores include chemical changes following damage. Effects of feeding punctures produced by Liriomyza huidobrensis (pea leafminers) adult females on the plant's dominant monoterpenes, pulegone and menthone were assessed by monitoring essential oil composition at 24, 48, and 120 h; emission of volatiles was also measured 24 and 48 h after wounding. We studied such changes in Minthostachys mollis, a Lamiaceae species native to Central Argentina with medicinal and aromatic uses. Leaf puncturing resulted in reduced menthone throughout the experiment and increased pulegone concentration in M. mollis essential oil during the first 48 h. The adjacent undamaged leaves showed similar changes, suggesting a systemic response. Composition of volatiles released from damaged leaves was also altered, most noticeably by increasing pulegone and diminishing menthone emissions. Such herbivore-induced chemical changes in aromatic plants are economically relevant, since the quality of essential oils and volatile emissions are altered.     

Composition and Chemical Variability of Mentha suaveolens ssp. suaveolens and M. suaveolens ssp. insularis from Corsica

A detailed analysis of two essential oils from individual plants of Mentha suaveolens ssp. suaveolens growing wild in Corsica was carried out by combination of GC(RI), GC/MS, and ¹³C‐NMR analyses. One oil sample is characterized by the pre‐eminence of piperitenone oxide, and the second is dominated by piperitenone. In contrast, it was reported that the essential oil of M. suaveolens ssp. insularis, an endemic species to Corsica and Sardinia, contained pulegone and cis‐cis‐p‐menthenolide as main components. A principal‐component analysis (PCA) carried out on the composition of the essential oil of 59 individual plants of M. suaveolens sp. allowed the classification into three well‐defined groups. All the oil samples from Mentha suaveolens ssp. insularis belonged to the same group, while the oils from M. suaveolens ssp. suaveolens were distributed in the two other groups. The composition of the essential oil isolated from aerial parts of M. suaveolens ssp. has been shown to be an additional tool to differentiate the botanically close subspecies suaveolens and insularis.     

Variation of the chemical composition of essential oils in Brazilian populations of Cunila menthoides Benth. (Lamiaceae)

Cunila menthoides Benth. is characterized as a xilopodiferous subshrub with strong and pleasant smell. This species is commonly used in South Brazilian folk medicine. Air-dried samples of four Brazilian populations of C. menthoides were extracted by steam distillation and analyzed using GS and GS–MS. A total of 15 volatile compounds were detected and identified. Two groups, which can be considered as chemotypes, were formed by the average linkage cluster analysis. The first group was characterized by high concentrations of pulegone, with some individuals showing variations to menthone; and the second group was characterized by high concentrations of linalool.