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Natural products are thoroughly studied as valuable alternatives to synthetic insecticides. Heracleum persicum Desf. ex Fisch. (Apiaceae), commonly known as Golpar, is an Iranian medicinal plant largely employed as a spice, which has previously revealed insecticidal potential. The chemical composition of H. persicum essential oil (EO) was investigated by GC-MS and was mainly dominated by hexyl butyrate (36.1%) and octyl acetate (23.7%). The EO and its main esters were tested on three mosquito species. Aedes aegypti (L.) larvae were the most sensitive to all tested products. Lethal concentrations (LC 50 ) of 59.09, 53.59, and 47.05 ppm were recorded for the EO, hexyl butyrate, and octyl acetate, respectively. Aedes albopictus (Skuse) and Anopheles gambiae Giles demonstrated comparable sensitivity to the EO, with LC 50 values of 102.97 and 97.91 ppm, respectively, whereas the isolated constituents appeared more active on An. gambiae (LC 50 of hexyl butyrate and octyl acetate of 70.97 and 60.71 ppm, respectively) with respect to Ae. albopictus (LC 50 of hexyl butyrate and octyl acetate of 85.40 and 91.38 ppm, respectively). Low toxicity was registered for both EO and single components against human embryonic kidney (HEK293) cells. Overall, the H. persicum EO, hexyl butyrate, and octyl acetate could be further considered for larvicide development.

Dracocephalum kotschyi Boiss., an endemic and endangered medicinal and aromatic plant in Iran, showcases distinct botanical characteristics and therapeutic promise. According to the IUCN grouping criteria, this plant is facing challenges due to overcollection from its natural habitats. To address this issue, there is an increasing inclination towards cultivating this species within agricultural systems. This study aimed to evaluate the impact of applying Fe 2 O 3 nanoparticles (NPs) at varying concentrations (50, 100, and 200 mg L -1 ), as well as bulk Fe 2 O 3 at the same concentrations, on the growth, essential oil production, antioxidant capacity, total phenol, and flavonoid content of D. kotschyi . The foliar application of 100 and/or 200 mg L -1 of Fe 2 O 3 NPs resulted in the greatest leaf length and dry weight, while Fe 2 O 3 NPs at the level of 100 mg L -1 led to the highest leaf/stem ratio. Additionally, spraying 200 mg L -1 of Fe 2 O 3 NPs and all concentrations of bulk Fe 2 O 3 positively impacted chlorophyll and carotenoid levels. Both nano and bulk Fe 2 O 3 supplements stimulated H 2 O 2 production and subsequently enhanced enzymatic antioxidant activity. The use of 50 mg L -1 of Fe 2 O 3 NPs resulted in the highest flavonoid content and non-enzymatic antioxidant activity. Meanwhile, the highest essential oil content and yield was achieved by the application of 50 and/or 100 mg L -1 Fe 2 O 3 NPs. The addition of low concentration of Fe 2 O 3 NPs (50 mg L -1 ) resulted in a significant increase in the concentration of geranial, while a higher supply of Fe 2 O 3 NPs (200 mg L -1 ) significantly decreased the percentage of neral in the essential oil. Overall, the application of Fe 2 O 3 NPs demonstrated significant potential for increased biomass, enhanced yield, essential oil production, and phytochemical attributes. The findings highlight the versatility of Fe 2 O 3 NPs at optimal concentrations, acting as both a nano-fertilizer and a nano-inducer, promoting the production and accumulation of valuable secondary metabolites in plants., Competing Interests: The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest., (Copyright © 2024 Khanizadeh, Mumivand, Morshedloo and Maggi.)

The Climate Suitability Index (CSI) can increase agricultural efficiency by identifying the high-potential areas for cultivation from the climate perspective. The present study develops a probabilistic framework to calculate CSI for rainfed cultivation of 12 medicinal plants from the climate perspective of precipitation and temperature. Unlike the ongoing frameworks based on expert judgments, this formulation decreases the inherent subjectivity by using two components: frequency analysis and Particle Swarm Optimization (PSO). In the first component, the precipitation and temperature layers were prepared by calculating the occurrence probability for each plant, and the obtained probabilities were spatially interpolated using geographical information system processes. In the second component, PSO quantifies CSI by classifying a study area into clusters using an unsupervised clustering technique. The formulation was implemented in the Lake Urmia basin, which was distressed by unsustainable water resources management. By identifying clusters with higher CSI values for each plant, the results provide deeper insights to optimize cultivation patterns in the basin. These insights can help managers and farmers increase yields, reduce costs, and improve profitability., (© 2024. The Author(s).)

Background: Mentha longifolia L. is a perennial plant belonging to the Lamiaceae family that has a wide distribution in the world. M. longifolia has many applications in the food and pharmaceutical industries due to its terpenoid and phenolic compounds. The phytochemical profile and biological activity of plants are affected by their genetics and habitat conditions. In the present study, the content, constituents and antifungal activity of the essential oil extracted from 20 accessions of M. longifolia collected from different regions of Iran and Iraq countries were evaluated., Results: The essential oil content of the accessions varied between 1.54 ± 0.09% (in the Divandarreh accession) to 5.49 ± 0.12% (in the Khabat accession). Twenty-seven compounds were identified in the essential oils of the studied accessions, which accounted for 85.5-99.61% of the essential oil. The type and amount of dominant compounds in the essential oil were different depending on the accession. Cluster analysis of accessions based on essential oil compounds grouped them into three clusters. The first cluster included Baziyan, Boukan, Sarouchavah, Taghtagh, Darbandikhan, Isiveh and Harir. The second cluster included Khabat, Kounamasi, Soni and Mahabad, and other accessions were included in the third cluster. Significant correlations were observed between the essential oil content and components with the climatic and soil conditions of the habitats. The M. longifolia essential oil indicated antifungal activity against Fusarium solani in both methods used. In all studied accessions, the fumigation method compared to the contact method was more able to control mycelia growth. In both methods, the inhibition percentage of essential oil on mycelia growth increased with an increase in essential oil concentration. Significant correlations were found between the essential oil components and the inhibition percentage of mycelium growth., Conclusion: The studied M. longifolia accessions showed significant differences in terms of the essential oil content and components. Differences in phytochemical profile of accessions can be due to their genetic or habitat conditions. The distance of the accessions in the cluster was not in accordance with their geographical distance, which indicates the more important role of genetic factors compared to habitat conditions in separating accessions. The antifungal activity of essential oils was strongly influenced by the essential oil quality and concentration, as well as the application method. Determining and introducing the elite accession in this study can be different depending on the breeder's aims, such as essential oil content, desired chemical composition, or antifungal activity., (© 2024. The Author(s).)

Grapefruit mint (Mentha suaveolens × piperita) is a hybrid, perennial, and aromatic plant widely cultivated all over the world and used in the food, cosmetics, and pharmaceutical industries mostly for its valuable essential oil. Herein, we evaluated the anticancer activity of the grapefruit mint essential oil, cultivated in Iran. For the chemical composition analysis of essential oil, GC-MS was used. MTT assay was utilized for assessing the cytotoxic activity of the essential oil. The type of cell death was determined by annexin V/PI staining. Essential oil effect on the expression of maternally expressed gene 3 (MEG3), a regulatory lncRNA involved in cell growth, proliferation, and metastasis, was studied using qRT-PCR. Linalool (43.9%) and linalool acetate (40.1%) were identified as the dominant compounds of essential oil. Compared with MCF-7, the MDA-MB-231 cells were more sensitive to essential oil (IC 50  = 7.6 μg/ml in MCF-7 and 5.9 μg/ml in MDA-MB-231 after 48 h). Essential oil induced cell death by apoptosis. Wound healing scratch assay confirmed the anti-invasive effect of essential oil. In addition, essential oil upregulated the tumor suppressor MEG3 in breast cancer cells. These results provide new insights into grapefruit mint essential oil potential application as an anticancer adjuvant in combination treatments for breast cancer patients., Competing Interests: Declaration of competing interest The authors declare no conflict of interest., (Copyright © 2023. Published by Elsevier B.V.)

Sumac (Rhus coriaria L.) is one of the medicinal plants of Anacardiaceae family and widely used as a spice in Iran and Arab countries. Rhus coriaria var. zebaria is a small tree or large shrub, wildly growing in Iraq and described as a new variety with special characteristics. These increase the importance of studying sumac in these areas. Here, the phytochemical variations and the antibacterial activity of 50 accessions of this variety from five different climatic conditions was evaluated in order to identify the best accession to use and the best area for its cultivation. This is the most comprehensive study on this plant. Essential oil compounds were identified using GC-MS method and according to the results, Z, E-2,13-octadecadien, caryophyllene oxide, 2,4-decadienal, E-caryophyllene and nonanoic acid were among the main compounds. Also, the variety is a rich source of minerals including K, Ca, Mg, Na, P, and N. Sumac fruit extract from Akre Xerds had the highest anthocyanin and the lowest amount was from Kavilca region. The radical scavenging effect of extract from Dostic area in the concentration of 400 µg/mL is closer to the effect of ascorbic acid. The largest inhibition was found in the sumac extracted oil of Xasto Zhere area against S. aureus in compared with penicillin and amoxicillin and enrofloxacin antibiotics., (© 2024. The Author(s).)

The Apiaceae family, known for aromatic plants producing bioactive essential oils (EOs), holds significance across sectors, including agrochemicals. This study evaluated the insecticidal potential of four Apiaceae EOs from Crithmum maritimum L. , Trachyspermum ammi (L.) Sprague ex Turrill, Smyrnium olusatrum L., and Elwendia persica (Boiss.) Pimenov and Kljuykov against various significant storage pests ( Sitophilus oryzae (L.), Trogoderma granarium Everts, Rhyzopertha dominica (F.), Tribolium castaneum (Herbst), T. confusum Jacquelin du Val, Oryzaephilus surinamensis (L.), Alphitobius diaperinus (Panzer), Acarus siro L., and Tenebrio molitor L.) on wheat. Insect mortality rates were monitored at intervals of 1, 2, 3, 4, 5, 6, and 7 days. Smyrnium olusatrum EO exhibited the highest efficacy, followed by T. ammi , C. maritimum , and E. persica EOs, although efficacy varied by species, developmental stage, and concentration. Notably, complete mortality occurred for several pests at 1000 ppm of S. olusatrum and T. ammi EOs. Gas chromatography-mass spectrometry (GC-MS) analysis revealed key compounds in these EOs, including myrcene, germacrone, and curzerene in S. olusatrum EO, and thymol, γ-terpinene, and p-cymene in T. ammi EO. These findings emphasize their potential as botanical insecticides. Smyrnium olusatrum and T. ammi EOs emerge as promising eco-friendly pest management options due to their efficacy, highlighted compound composition, and availability of biomass from both wild and cultivated sources.

Background: Oregano (Origanum vulgare L.), one of the important medicinal plants in the world, has valuable pharmacological compounds with antimicrobial, antiviral, antioxidant, anti-inflammatory, antispasmodic, antiurolithic, antiproliferative and neuroprotective activities. Phenolic monoterpenes such as thymol and carvacrol with many medical importance are found in Oregano essential oil. The biosynthesis of these compounds is carried out through the methyl erythritol-4 phosphate (MEP) pathway. Environmental stresses such as salinity might improve the secondary metabolites in medicinal plants. The influence of salinity stress (0 (control), 25, 50 and 100 mM NaCl) on the essential oil content, composition and expression of 1-deoxy-D-xylulose-5-phosphate reductoisomerase (DXR), γ-terpinene synthase (Ovtps2) and cytochrome P450 monooxygenases (CYP71D180) genes involved in thymol and carvacrol biosynthesis, was investigated in two oregano subspecies (vulgare and gracile)., Results: Essential oil content was increased at low NaCl concentration (25 mM) compared with non-stress conditions, whereas it was decreased as salinity stress intensified (50 and 100 mM). Essential oil content was significantly higher in subsp. gracile than subsp. vulgare. The highest (0.20 mL pot -1 ) and lowest (0.06 mL pot -1 ) amount of essential oil yield was obtained in subsp. gracile at 25 and 100 mM NaCl, respectively. The content of carvacrol, as the main component of essential oil, decreased with increasing salinity level in subsp. gracile, but increased in subsp. vulgare. The highest expression of DXR, Ovtps2 and CYP71D180 genes was observed at 50 mM NaCl in subsp. vulgare. While, in subsp. gracile, the expression of the mentioned genes decreased with increasing salinity levels. A positive correlation was obtained between the expression of DXR, Ovtps2 and CYP71D180 genes with carvacrol content in both subspecies. On the other hand, a negative correlation was found between the expression of CYP71D180 and carvacrol content in subsp. gracile., Conclusions: The findings of this study demonstrated that both oregano subspecies can tolerate NaCl salinity up to 50 mM without significant reduction in essential oil yield. Also, moderate salinity stress (50 mM NaCl) in subsp. vulgare might increase the carvacrol content partly via increment the expression levels of DXR, Ovtps2 and CYP71D180 genes., (© 2023. BioMed Central Ltd., part of Springer Nature.)

Salinity, a severe worldwide issue, compromises the economic production of medicinal plants including mints and causes drug-yield decline. γ-Aminobutyric acid (GABA) is a tolerance-inducing signaling bio-molecule in various plant physiological processes. Pineapple mint (Mentha suaveolens Ehrh.) is a valuable medicinal herb with an exhilarating scent of citrus fruit. Piperitenone oxide is the major bioactive constituent of its essential oil, having significant demand by pharmaceutical industries. Nonetheless, modeling and optimizing the effective concentration of GABA remain within twin foci of interest. Therefore, a two factor-five level (NaCl 0-150 mM and GABA 0-2.4 mM) central composite design was conducted to model and optimize drug yield and physiological responses of M. suaveolens. Based on the design of experiments (DoE) approach, different linear, quadratic, cubic, and quartic models were assigned to the response variables. Change trends of shoot and root dry weights followed a simple linear model, whereas sophisticated models (i.e., multiple polynomial regression) were fitted to the other traits. NaCl stress inevitably reduced root and shoot dry weight, piperitenone oxide content, relative water content, pigments content, and maximum quantum yield of PSII. However, content of malondialdehyde (MDA) and total flavonoid, and DPPH radical scavenging activity were increased under salinity. Under severe NaCl stress (150 mM), the essential oil content (0.53%) was increased three times in comparison with control (0.18%). Optimization analysis demonstrated that the highest amount of essential oil (0.6%) and piperitenone oxide (81%) as a drug yield-determining component would be achievable by application of 0.1-0.2 mM GABA under 100 mM NaCl. The highest dry weight of root and shoot was predicted to be achieved at 2.4 mM GABA. Overall, extremely severe NaCl stress (i.e., more than 100 mM) in which a sharp drop in yield components value was observed seemed to be out of M. suaveolens salinity tolerance range. Hence, it is rationale to compensate the decrease of drug yield by foliar application of a dilute GABA solution (i.e., 0.1-0.2 mM) under 100 mM NaCl stress or lower levels., (© 2023. The Author(s).)

The reuse of waste water (WW) in agriculture is challenging as a potential strategy for sustainable agriculture development. However, its high content of heavy metals may cause damage to ecosystems. The property of biochar (BC) to minimize heavy metals accumulation into the soil was studied taking as a case study peppermint (Mentha x piperita L., Lamiaceae) irrigated with WW. Application of BC and WW, separately, promoted height, shoot number, crown diameter, internode length, leaf number, leaf length, leaf width, fresh (FW) and dry aerial parts weights (DW), root FW and root DW of peppermint. Also an increment in canopy diameter was observed. BC application considerably increased N, Mg, Mn, Fe and Zn, while WW increased N, P, K and Fe levels. Irrigation of peppermint with WW led to an increase of chlorophyll (Chl) a, Chl b, Chl a+b, carotenoids, anthocyanins, photosynthetic rate, transpiration, stomatal conductance, relative water content (RWC), and crop yield. On the other hand, BC application led to a decrease of Cd and Pb accumulation in plants. BC and WW application, separately, increased the essential oil content, the total phenol content, and the antioxidant capacity. Regardless of BC levels, irrigation of plants with WW decreased the percentage of menthone, menthofuran, isomenthone and pulegone in the essential oil, and increased the percentage of menthol and carvone. Similarly, BC application raised the percentage of menthol, and decreased that of pulegone. Overall, the application of BC in the culture medium is able to decrease the heavy metal concentration and improves the essential oil quality and quantity of peppermint under WW irrigation., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier B.V. All rights reserved.)

Kelussia odoratissima Mozaff. is a medicinal species native to Iran. The goal of this research was to determine the environmental factors important for the distribution of K. doratissima in Iran using BMLR modeling. Six random transects were established throughout the species’ habitat, and 220 quadrats with an area of 4 m2 were plotted. The canopy cover percentages of K. doratissima were estimated in each quadrat. Topographic factors, including elevation, slope, and aspect maps, were generated by creating DEM images. Land use, land evaluation, evaporation, temperature, and precipitation maps of the area were created accordingly. The data collected from the experiments were analyzed using the Minitab and R statistical packages. To determine the effect of the studied factors in the distribution of K. doratissima, we ran a set of backward multiple linear regressions. The results showed that the effects of evaporation, elevation, and slope were significant in the species’ distribution, with elevation having a positive effect and evaporation and slope showing negative effects. Further, elevation had the highest effect on distribution (greatest absolute value of beta at 9.660). The next most significant factors in the plant’s distribution were evaporation (beta = 8.282) and slope (beta = 0.807), respectively.

Heracleum persicum Desf. ex Fischer seeds are a rich source of essential oils (EOs) with high antimicrobial and antioxidant effects. In order to determine the phytochemical variability in various Iranian H. persicum populations, seed samples were collected from 10 different climatic locations. The current study indicated that hexyl butyrate (20.9-44.7%), octyl acetate (11.2-20.3%), hexyl-2-methylbutyrate (4.81-8.64%), and octyl 2-methyl butyrate (3.41-8.91%) were the major components of the EOs. The maximum (44.7%) and the minimum (20.9%) content of hexyl butyrate were obtained from Kaleibar and Sari populations, respectively. Moreover, the octyl acetate content ranged from 2% (in Mahdasht) to 20.3% in Torghabeh population. The CA and PCA analysis divided the 10 Iranian H. persicum populations into three major groups. Populations from Khanghah, Kaleibar, Shebeilo, Showt, Mahdasht, and Amin Abbad showed a distinct separation in comparison with the other populations, having high contents of hexyl butyrate (39.8%) and low contents of octyl acetate (13.5%) (Chemotype II). According to correlation analysis, the highest correlation coefficient was among habitat elevation and hexyl butyrate content. In addition, the mean annual precipitation was negatively correlated with the content of hexyl butyrate. Although octyl acetate content showed high correlation with soil EC and mean annual temperature, it was not statistically significant. In general, in order to have plants with a high content of hexyl butyrate, it is recommended to harvest these plants from regions with high altitude and low rainfall such as Kaleibar.

Zinc (Zn) and copper (Cu) are essential micronutrients for the plant's growth, development, and metabolism, but in high concentrations, the elements disrupt normal metabolic processes. The present study investigated the effects of different concentrations (added to a Hogland-based solution) of zinc (control, 5, 10 mg L -1 ZnSO 4 ) and copper (control, 0.1, 0.2 mg L -1 CuSO 4 ) on the growth characteristics and biochemical indices of summer squash ( Cucurbita pepo L.). Compared with control, a single application of Cu or Zn at both concentrations significantly declined fruit yield, growth traits, pigments content, and high content of these minerals and values of stress-related indices. Increased Cu concentration in the nutritional solutions reduced the activity of ascorbate peroxidase (APX) and guaiacol peroxidase (GPX). Copper at high concentrations intensified ROS production, aggravated oxidative stresses, and decreased the plant yield and productivity. Nonetheless, combining Cu and Zn could alleviate stress intensity by boosting antioxidant enzymes, redox regulation, and a resultant diminishment in the content of H 2 O 2 , proline, malondialdehyde, and minerals. The obtained results corroborate that the co-application of zinc in Cu-contaminated areas can improve the plant's economic yield and physiological parameters by hindering copper toxicity and enhancing the photosynthetic capacity.

Drought stress is known as a major yield-limiting factor in crop production that threatens food security worldwide. Arbuscular mycorrhizal fungi (AMF) and titanium dioxide (TiO 2 ) have shown to alleviate the effects of drought stress on plants, but information regarding their co-addition to minimize the effects of drought stress on plants is scant. Here, a two-year field experiment was conducted in 2019 and 2020 to evaluate the influence of different irrigation regimes and fertilizer sources on the EO quantity and quality of sage ( Salvia officinalis L.). The experiment was laid out as a split plot arranged in a randomized complete block design with three replicates. The irrigation treatments were 25, 50, and 75% maximum allowable depletion (MAD) percentage of the soil available water as non-stress (MAD 25 ), moderate (MAD 50 ), and severe (MAD 75 ) water stress, respectively. Subplots were four fertilizer sources including no-fertilizer control, TiO 2 nanoparticles (100 mg L -1 ), AMF inoculation, and co-addition of TiO 2 and AMF (TiO 2 + AMF). Moderate and severe drought stress decreased sage dry matter yield (DMY) by 30 and 65%, respectively. In contrast, application of TiO 2 + AMF increased DMY and water use efficiency (WUE) by 35 and 35%, respectively, compared to the unfertilized treatment. The highest EO content (1.483%), yield (2.52 g m -2 ), and cis -thujone (35.84%, main EO constituent of sage) was obtained in MAD 50 fertilized with TiO 2 + AMF. In addition, the net income index increased by 44, 47, and 76% with application of TiO 2 nanoparticles, AMF, and co-addition of TiO 2 + AMF, respectively. Overall, the integrative application of the biofertilizer and nanoparticles (TiO 2 + AMF) can be recommended as a sustainable strategy for increasing net income and improving EO productivity and quality of sage plants in drought stress conditions. Future policy discussions should focus on incentivizing growers for replacing synthetic fertilizers with proven nano and biofertilizers to reduce environmental footprints and enhance the sustainability of sage production, especially in drought conditions.

The present study examined the effects of foliar spray of selenium nanoparticles (0, 10 and 20 mg/L) on the yield, phytochemicals and essential oil content and composition of pineapple mint ( Mentha suaveolens Ehrh.) under salinity stress (0, 30, 60 and 90 mM NaCl). Obtained results demonstrated that severe salinity stress reduced the fresh weight (FW) and plant height (PH) by 16.40% and 19.10%, respectively compared with normal growth condition. On the other hands, under sever salinity stress relative water content (RWC) and chlorophyll index were reduced by 18.05% and 3.50%, respectively. Interestingly, selenium nanoparticles (Se-NPs; 10 mg/L) application improved the pineapple mint growth. Based on GC-FID and GC-MS analysis, 19 compounds were identified in pineapple mint essential oil. Foliar application of Se-NPs and salinity did not change the essential oil content of pineapple mint, however, the essential oil compounds were significantly affected by salinity and Se-NPs- applications. Foliar application of Se-NPs- had a significant effect on piperitenone oxide, limonene, jasmone, viridiflorol and β -myrsene under different salinity levels. The highest percentage of piperitenone oxide (79.4%) as the major essential oil component was recorded in the no salinity treatment by applying 10 mg/L of nanoparticle. Interestingly, application of 10 mg L -1 Se-NPs- under 60 mM NaCl increased the piperitenone oxide content by 9.1% compared with non-sprayed plants. Finally, the obtained results demonstrated that foliar application of Se-NPs (10 mg L -1 ) can improve the pineapple mint growth and secondary metabolites profile under saline conditions.

Mint species are one of the most traded medicinal plants with a wide array of applications in the food, pharmaceutical, and perfumery industries. Here, a field experiment based on completely randomized block design (RCBD) aimed to compare drug yield, antioxidant properties, and essential-oil (EO) quality of three newly introduced mints (i.e., ginger mint, pineapple mint, and grapefruit mint) with a chiefly cultivated one (i.e., peppermint). The results manifested that dry-weight yield and EO yield of grapefruit mint (310 g/m 2 and 5.18 g/m 2 , respectively) was approximately 2 times more than that of others. The highest EO content (i.e., 3.12%, v / w )) was obtained from the ginger mint; however, there were no significant differences among the other three mints. The highest total flavonoids content and 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity of both methanolic and ethanolic extracts were found in pineapple and grapefruit mint. Methanolic extract of ginger mint yielded the highest total polyphenol content, whereas the ethanolic extract of pineapple mint showed the highest total polyphenol content. According to mean comparisons, the EO of ginger mint exhibited the highest antioxidant activity (EC 50 value = 2.23 µL/mL), while EO of peppermint showed the lowest antioxidant activity (EC 50 value = 48.23 µL/mL). Gas chromatography analysis identified four EO types among these mints: (i) grapefruit mint EO rich in linalool (51.7%) and linalyl acetate (28.38%); (ii) ginger mint EO rich in linalool (59.16%); (iii) pineapple mint EO rich in piperitone oxide (77.65%); and (iv) peppermint EO rich in menthol (35.65%). The findings of the present study provide new insights into the cultivation of preferable mints possessing desired characteristics for food and drug industries.

The current study screened the oil content, fatty acids profile, and antioxidant properties of twelve Iranian sumac fruit accessions. The oil contents were variable among the investigated populations (ranging from 5.15 to 16.70%). Oleic acid (32.3-47.41%), palmitic acid (18.90-36.29%), and linoleic acid (10.31-35.39%) were the predominant fatty acids in the oil samples. According to principal component and cluster analysis, sumac germplasms were categorized into three groups: i.e., group I (five populations rich in linoleic acid), group II (four populations rich in oleic acid), group III (three populations rich in palmitic acid). The highest fruits weight, oil percentage, and linoleic acid content was obtained from Arasbaran population. Arasbaran population possessed the highest ∑PUSFA (i.e, 34.53%) and ∑UNSFA: ∑SFA ratio. Meanwhile, Paveh population possessed the highest antioxidant attributes. Such variabilities provide the possibility of using elite populations containing a high ratio of unsaturated fatty acids and antioxidant compounds in the food industry., (Copyright © 2021 Elsevier Ltd. All rights reserved.)

Oregano (Origanum vulgare L.) is a rich source of biologically active components such as phenolic compounds. Here, seven pot grown O. vulgare accessions belonging to three subspecies (subsp. virens, subsp. vulgare and subsp. gracile) were investigated for their content in sixteen bioactive phenolic compounds as well as their antioxidant capacities (DPPH • and FRAP tests), total phenolic content (TPC) and total flavonoid content (TFC) in order to identify the most suitable ones on an industrial level. HPLC analyses showed that rosmarinic acid (659.6-1646.9 mg/100 g DW) was by far the most abundant constituent, followed by luteolin (46.5-345.4 mg/100 g DW), chicoric acid (36.3-212.5 mg/100 g DW), coumarin (65.7-193.9 mg/100 g DW) and quercetin (10.6-106.1 mg/100 g DW), with variability in concentration depending on the accession and subspecies. The highest level of rosmarinic acid and TPC was obtained from Ardabil accession (subsp. virens). There was a significant and positive correlation between rosmarinic acid and antioxidant activity (r = 0.46). TFC significantly correlated to TPC (r = 0.57) as well as to chicoric acid (r = 0.73). Cluster (CA) and principal component (PCA) analyses classified the investigated accessions in three different groups. Such natural variabilities in phenolics provide the possibility of using elite plants for nutraceutical and pharmaceutical industries and domestication of highly antioxidative accessions of oregano., (© 2022. The Author(s).)

The antimicrobial activity of several essential oils (EOs) and their related microemulsions (MEs) was investigated. EOs were obtained from Cannabis sativa L. cv CS (C. sativa), Carum carvi L. (C. carvi), Crithmum maritimum L. (C. maritimum), Cuminum cyminum L. (C. cyminum), x Cupressocyparis leylandii A.B. Jacks & Dallim. (C. leylandii), Cupressus arizonica Greene (C. arizonica), Ferula assa-foetida L. (F. assa-foetida)., Ferula gummosa Boiss. (F. gummosa), Juniperus communis L. (J. communis), Juniperus x pfitzeriana (Spath) P.A. Schmidt (J. pfitzeriana), Pimpinella anisum L (P. anisum). Preliminary screening revealed that Cuminum cyminum, Crithmum maritimum, and Pimpinella anisum (10% v/v) were effective against all tested microorganisms (Escherichia coli ATCC 35218, Listeria monocytogenes ATCC 7644, Staphylococcus aureus ATCC 29213, Pseudomonas fluorescens DSM 4358, and Candida albicans ATCC 10231), with growth inhibition diameter from 10 to 25 mm. These EOs were used to formulate the MEs with an average size < 50 nm and a good stability over 30 days. EOs’ antimicrobial activity was further enhanced in the MEs, with a generalized lowering of minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values. C. cyminum-ME reached, in most cases, MIC two times lower (0.312%) than the corresponding EO (0.625%) and even eight times lower against S. aureus (0.156 vs. 1.25%). A more remarkable microbicide effect was noted for C. cyminum-ME, with MBC values eight times lower (from 0.312 to 0.625%) than the corresponding EO (from 2.5 to 5%). Overall, MEs resulted in an efficient system for EOs encapsulation, enhancing solubility and lowering concentration to exert antimicrobial efficacy.

Satureja khuzistanica Jamzad is a valuable and endemic medicinal plant. Boron and zinc are essential elements for the vegetative and reproductive growth of plants and have significant effects on yield, essential oil composition and the seed production of plants. To investigate the effects of the foliar application of zinc and boron on the growth, yield, seed production and phytochemical properties of S. khuzistanica , a study was conducted in a factorial experiment with three replicates in two consecutive years based on a randomized complete block design. The foliar application of boron (B) at three concentrations (control or distilled water, 0.4% and 0.8% as H 3 BO 3 ) and zinc (Zn) at three concentrations (control or distilled water, 0.3% and 0.6% as ZnSO 4 ) was carried out. Our results showed that the foliar application of B resulted in a significant increase in the fresh and dry weights of plants, the dry weight of stems, drug yield, seed yield, seed germination and 1000-seed weight. At the same time, the application of B resulted in a significant decrease in seed emptiness. The fresh and dry weights of plants, drug yield, seed yield, 1000-seed weight and seed germination were also significantly improved by Zn foliar spraying compared to the control. Application of 0.8% B resulted in a significant decrease in seed emptiness by 14.16% and 22.37%, as compared to the control. The foliar spraying of B and Zn improved the total phenolic content, the essential oil content and the yield and antioxidant activity of S. khuzistanica . Moreover, B application generally concentrated more carvacrol in the essential oil (in the first experimental year). In contrast, no significant differences were observed between Zn treatments in carvacrol content and total flavonoids. The use of several microelements, such as B and Zn, could improve both the quantity and quality of S. khuzistanica . Additionally, improvement of seed set and seed quality by the foliar spraying of Zn and B may be useful for growing plants in arid and semi-arid areas.

Ajowan ( Trachyspermum ammi L.) is a spice traditionally used in Middle Eastern medicine and contains a valuable essential oil (EO) exploited in different fields, such as pharmaceutics, agrochemicals and food additives. This EO is mostly characterized by the thymol to which most of its biological properties are related. Given the economic value of ajowan and its increasing demand across the globe, the extraction method used for its EO is of paramount importance in terms of quality and quantity of the final product. In the present study, we used the design of experiment (DoE) approach to study and optimize the extraction of the ajowan EO using the microwave-assisted extraction (MAE), a novel extraction technique with high efficiency, low energy consumption, short process length and low environmental impact. A two-step DoE (screening followed by surface response methodology) was used to reduce the number of experiments and to improve the cost/benefit ratio. Reliable mathematical models, relating the more relevant EO features with the extraction conditions, were obtained and used to identify the best experimental conditions able to maximize the yield and thymol concentration. The optimized MAE procedure assures an EO with a higher yield and thymol amount compared with the standard hydrodistillation procedure.

Stachys pilifera Benth is an endemic species of Iran where it is found in the mountainous habitats of Zagros region. The plant is a rich source of secondary metabolites endowed with different medicinal properties. Here, for the first time, the essential oil variability among eleven wild populations of S. pilifera , was investigated. Results indicated that the variation of the chemical profile of essential oils was remarkable. The most abundant components were cis -chrysanthenyl acetate (19.1-48.2%), viridiflorol (1.4-19.1%), trans -caryophyllene (2.3-11.9%), caryophyllene oxide (1.9-11.0%), limonene (2.0- 5.9%) and spathulenol (0.0- 9.5). Based on the cluster analyses (CA), four main chemotypes were recognized: chemotype I ( cis -chrysanthenyl acetate), chemotype II ( cis -chrysanthenyl acetate/viridiflorol), chemotype III ( cis -chrysanthenyl acetate/viridiflorol/spathulenol), chemotype IV ( cis -chrysanthenyl acetate/ trans -caryophyllene/α-pinene). The chemical variation detected can be useful to consider these populations for pharmaceutical industries and industrial applications as well as for domestication and conservation purposes.

Intercropping of medicinal plants/legumes along with bio-fertilizer application is a relatively new sustainable practice for improving the yield and secondary metabolites production. Here, a 2-years field experiment was performed to evaluate the effects of water deficit stress and arbuscular mycorrhizal fungi (AMF) application (as bio-fertilizer) on nutrients concentration, dry matter yield, essential oil quantity and quality of thyme in intercropping with soybean. Three irrigation levels, including (i) irrigation after depletion of 20% (I 20 ) as non-stressed, 50% (I 50 ) as moderate water deficit and 80% (I 80 ) available water as severe water deficit were applied as the main factor. The sub-factor was represented by different cropping patterns including thyme sole culture, replacement intercrop ratio of 50:50 and 66:34 (soybean: thyme) and the third factor was non-usage (control) and usage of AMF. According to our results, the thyme dry yield under moderate and severe water deficit stress decreased by 35 and 44% in the first year, and by 27 and 40% in the second year compared with non-stressed (I 20 ) plants, respectively. Also, the macro- and micro-nutrients of thyme leaves increased significantly in intercropping patterns after application of AMF. The maximum essential oil percentage of thyme was achieved in 50:50 intercropping ratio treated with AMF. Under moderate and severe water deficits, the major constituents of thyme essential oil including thymol, p-cymene and γ-terpinene were increased in intercropping patterns treated with AMF. Generally, AMF application in intercropping ratio of 50:50 may be proposed to farmers as an eco-friendly approach to achieve desirable essential oil quality and quantity in thyme under water deficit stress conditions., (© 2021. The Author(s).)

This study examined the effects of exogenous citrulline (control, 1 and 2 mM) and water availability (100%, 50% and 25% WA) on antioxidant attributes and essential oil constituents of Hyssopus officinalis L. in two successive harvests. Hyssop tolerantly responded to water deficiency by well-promoted antioxidant enzymes (i.e., superoxide dismutase, and catalase), strong DPPH-scavenging activity, and increasing polyphenols; however, the essential oil content was negatively reduced by water stress. External citrulline further increased the activity of antioxidant enzymes. Citrulline application at 2 mM under severe water stress could also improve essential oil (EO) content in the first and second harvests by about 15 and 30%, respectively. Furthermore, under severe drought, citrulline at 2 mM could obtain the highest yield of isopinocamphone (47%) as the main component of EO. The results showed the high potential of this novel applied metabolite agent to be used in a well-fulfilled production of this medicinal plant., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2020 Elsevier Ltd. All rights reserved.)

Since time immemorial, the oleo-gum-resins of Ferula assa-foetida and F. gummosa are used in the traditional medical systems as well as in foodstuffs, perfumery and cosmetics. In the present study, we explored the insecticidal efficacy of the essential oils obtained from these oleo-gum-resins to widen their fields of industrial applications. The two essential oils were mainly composed of sulfides [sec-butyl (Z)-propenyl disulfide, sec-butyl (E)-propenyl disulfide, sec-butyl (Z)-propenyl trisulfide and sec-butyl (E)-propenyl trisulfide)] and monoterpenes (α-pinene, β-pinene and β-phellandrene), respectively, as determined by GC-MS analysis. The two essential oils were assayed for toxicity on a panel of insects, represented by species of public health relevance (Culex quinquefasciatus and Musca domestica), agricultural (Spodoptera littoralis) and stored-product pests (Prostephanus truncatus and Trogoderma granarium). The ecotoxicological effects of the essential oils were assessed on the aquatic microcrustacean Daphnia magna and the earthworm Eisenia fetida, as well as on human cells. Overall, the two essential oils were effective against important insect pests and vectors. On the other hand, they resulted cytotoxic to fibroblasts and non-target aquatic microcrustaceans. Thus, further insights are needed to determine the full spectrum of their eco-toxicological effects., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper: Herein we confirm that none of the following points subsist for our work. (1) All third-party financial support for the work in the submitted manuscript. (2) All financial relationships with any entities that could be viewed as relevant to the general area of the submitted manuscript. (3) All sources of revenue with relevance to the submitted work who made payments to you, or to your institution on your behalf, in the 36 months prior to submission. (4) Any other interactions with the sponsor outside of the submitted work should also be reported. (5) Any relevant patents or copyrights (planned, pending, or issued). (6) Any other relationships or affiliations that may be perceived by readers to have influenced, or give the appearance of potentially influencing, what you wrote in the submitted work., (Copyright © 2020 Elsevier Ltd. All rights reserved.)

The use of chemical pesticides to preserve food commodities is a global issue of concern due to their negative effect on the environment and public health. In recent years, the European Union is trying to reduce their use, favoring alternative or complementary approaches based on natural products. In this scenario, plant-borne essential oils (EOs) represent valid options for Integrated Pest Management (IPM) programs. In the present study, the insecticidal effect of eight EOs obtained from plants from different parts of the world, namely Mentha longifolia, Dysphania ambrosioides, Carlina acaulis, Trachyspermum ammi, Pimpinella anisum, Origanum syriacum, Cannabis sativa and Hazomalania voyronii, were evaluated against two stored-product insect species of economic importance, Prostephanus truncatus and Trogoderma granarium. Simulating a small-scale stored-product conservation environment, an AG-4 airbrush was used to spray maize and wheat with 500 and 1000 ppm of EOs, then T. granarium and P. truncatus were exposed to the stored products and mortality was evaluated over selected time intervals (4, 8, and 16 h, and 1, 2, 3, 4, 5, 6, and 7 days). The EO of C. acaulis exhibited high efficacy against P. truncatus adults at both tested concentrations by killing > 97% of the individuals exposed to treated maize within 3 days at 500 ppm. The EO of D. ambrosioides eliminated all T. granarium adults exposed to 1000 ppm-treated wheat 2 days post-exposure. At this exposure interval, 91.1% of the exposed T. granarium adults died on wheat treated with 1000 ppm of C. acaulis EO. The EO of M. longifolia at both tested concentrations was the most effective against T. granarium larvae, leading to 97.8% mortality at 500 ppm after 3 days of exposure, and 100% mortality at 1000 pm 2 days post-exposure. At 1000 ppm, the EOs of D. ambrosioides and P. anisum led to 95.6 and 90% mortality, respectively, to larvae exposed to treated wheat for 7 days. Overall, our research shed light on the potential of selected EOs, with special reference to M. longifolia, D. ambrosioides, C. acaulis and P. anisum, which could be considered further to develop effective and alternative grain protectants to manage P. truncatus and T. granarium infestations., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2020 Elsevier Ltd. All rights reserved.)

Magnolia grandiflora (Magnoliaceae) is an evergreen tree with fragrant and showy flowers native to southeastern USA but widely cultivated all over the world and used in cosmetics industry in treatment of skin diseases. Here, we report on the chemical analysis of the essential oil obtained from flowers of plants cultivated in Iran, together with the evaluation of its antioxidant and cytotoxic activities. The essential oil composition was dominated by bioactive sesquiterpenes, namely β-elemene, bicyclogermacrene, germacrene D and (E)-caryophyllene. The oil exhibited moderate radical scavenging activity towards the [Formula: see text] radical, and mild non-selective inhibitory effects against A375, MDA-MB 231 and T98 G tumour cell lines. The latter were influenced by the presence of the anticancer β-elemene. These results provided new insights for potential application of M. grandiflora volatile oil in the pharmaceutical and cosmetics industry where only the non-volatile magnolol and honokiol have hitherto been fully exploited.

Origanum vulgare L., recognized throughout the world as a popular medicinal and flavoring herb, contains a wide array of medicinally active components, including phenolic glucosides, flavonoids, tannins, sterols and high amounts of terpenoids. Especially the latter are often extracted by hydrodistillation resulting in the so-called essential oil that is rich in monoterpenes (e.g. carvacrol, thymol, linalyl acetate) and/or sesquiterpenes (e.g. (E)-β-caryophyllene, germacrene D, bicyclogermacrene, β-caryophyllene oxide). Water stresses in the arid and semiarid regions of the world severely affect growth and productivity of oregano. To determine the variation in essential oil and gene expression pathway of Iranian oregano under prolonged water stress, two native subspecies of O. vulgare (subsp. virens and subsp. gracile) were studied. The plants, grown in pots, were subjected to three water stress conditions, i.e. no stress, mild stress (60± 5% FMC) and moderate stress (40± 5% FMC). The studied subspecies exhibited significant differences in essential oil content, compositions, and patterns of gene expression under water stress conditions. The essential oil of O. vulgare subsp. gracile was rich in the phenolic monoterpene carvacrol (46.86-52.07%), whereas the sesquiterpene hydrocarbon (Z)-α-bisabolene (39.17-42.64%) was the major constituent in the oil of O. vulgare subsp. virens. Both the mild and moderate water stresses significantly increased the essential oil content of O. vulgare subsp. gracile, but did not significantly change the essential oil content of O. vulgare subsp. virens nor the level of carvacrol and (Z)-α-bisabolene in the investigated subspecies. Interestingly, the amount of (E)-β-caryophyllene in O. vulgare subsp. virens was significantly increased under water stress conditions. Gene expression studies supported the above findings and demonstrated that there are two different pathways affecting the biosynthesis of the terpenoid precursors geranyl pyrophosphate (GPP) and farnesyl pyrophosphate (FPP). In O. vulgare subsp. gracile, HMGR, Ovtps2 and CYP71D180 transcript were up-regulated under mild and moderate water stress conditions. Transcription of FPPS was apparently down-regulated in water-stressed O. vulgare subsp. gracile. Investigation of terpene synthases expression levels in oregano subspecies demonstrated that Ovtps2 and Ovtps6 controlled the concentration of carvacrol and (E)-β-caryophyllene in oregano essential oils, respectively., (Copyright © 2016 Elsevier Masson SAS. All rights reserved.)