Lavandulyl acetate

Enhanced Biological Activity of a Novel Preparation of Lavandula angustifolia Essential Oil.[Pubmed:33922508]

Molecules. 2021 Apr 23;26(9). pii: molecules26092458.

Lavandula angustifolia, one of the most popular medicinal plants, is the source of a bioactive essential oil characterized by a wide spectrum of biological activity, e.g., antiseptic, analgesic, and anticancer effects. In dermatology, the oil helps to relieve skin inflammation and exhibit wound healing potential. However, the mechanism of action of the lavender oil depends on its composition, which in turn is dependent on the origin and growing conditions. Our study aimed to compare the composition and proregenerative properties of the commercially-available narrow-leaved lavender oil produced in Provence, France, with the oil obtained from the narrow-leaved lavender cultivated locally in Poland. GC/MS analysis showed that self-manufactured essential oil had lower linalool content than commercial oil (23.2 vs. 40.2%), comparable linalyl acetate content (40.6 vs. 44%), while the proportion of Lavandulyl acetate was significantly higher (23.2 vs. 5.5%). To determine the influence of lavender oil on the production of proinflammatory cytokines and proregenerative growth factors, gene expression of the selected signaling molecules by HaCaT cells was investigated using real-time PCR. Results showed a concentration-dependent effect of lavender oils on the production of IL-6, IL-8, and VEGF by the keratinocyte cell line. Finally, the potential of the lavender oil to increase the production of VEGF, the most important angiogenic factor, with the in-house preparation performing significantly better in the in vitro cell models was identified.

Essential Oil Profile and Yield of Corolla, Calyx, Leaf, and Whole Flowering Top of Cultivated Lavandula angustifolia Mill. (Lamiaceae) from Utah.[Pubmed:33920647]

Molecules. 2021 Apr 17;26(8). pii: molecules26082343.

Lavandula angustifolia Mill. (lavender) is an essential-oil-bearing plant in the Lamiaceae family. Volatile oil produced through the steam distillation of lavender was examined to establish the essential oil yield and aromatic profile from each portion of the plant-namely, the corolla, calyx, leaf, and whole flowering top. The resulting essential oils were analyzed by GC-FID and GC-MS. The different plant parts generally shared similar compounds but in varying relative percentages. Aromatic profiles of the whole flowering top and calyx were similar, with prominent compounds being linalool acetate (34.3%, 32.0%), linalool (26.5%, 32.9%), Lavandulyl acetate (5.6%, 4.9%), terpinen-4-ol (5.3%, 7.0%), and (Z)-beta-ocimene (4.5%, 5.4%), respectively. Aromatic profiles for the corolla and leaf were unique. Prominent aromatic compounds of the corolla included linalool acetate (18.4%), linalool (10.8%), epi-alpha-cadinol (10.0%), borneol (7.3%), and Lavandulyl acetate (6.3%). Prominent aromatic compounds of the leaf included epi-alpha-cadinol (19.8%), gamma-cadinene (11.0%), borneol (6.0%), caryophyllene oxide (4.9%), and bornyl acetate (4.8%). Complete profiles and essential oil yields of corolla, calyx, leaf, and whole flowering top were established. This study establishes the influence the corolla, calyx, and leaf exert on the aromatic profile of the whole flowering top and provides insight into authentication of lavender essential oil.

Anti-inflammatory, Antimicrobial and insecticidal properties of Daucus gracilis Steinh flowers essential oil.[Pubmed:33292157]

Antiinflamm Antiallergy Agents Med Chem. 2020 Dec 8. pii: AIAAMC-EPUB-112190.

BACKGROUND: Daucus gracilis Steinh belongs to the Apiaceae family. The flowers of this plant have been used by population of western Algeria for the treatment of mouth ulcers. However, very few studies exist of literature concerning the biological properties of Daucus gracilis Steinh flowers essential oil. OBJECTIVES: The purpose of this work was to study the chemical composition of Daucus gracilis flowers essential oil and to evaluate their antimicrobial, insecticidal and anti-inflammatory properties. METHODS: The distilled essential oil was analyzed by GC and GC-MS. The antimicrobial activity of the essential oil was evaluated using two methods i) diffusion method, and ii) Micro dilution technique. The insecticidal activity of essential oil was evaluated against adults of Tribolium confusum by fumigant test. The in vitro assessment of anti-inflammatory property of essential oil was assessed by the protein denaturation method. RESULTS: Daucus gracilis flowers essential oil was mainly represented by Oxygenated monoterpenes such as Geranyl acetate (18.3%), Lavandulyl acetate (15.2%), Lavandulyl isobutyrate (13.6%) and Citronellyl isobutyrate (6.8%). According to the results of antimicrobial activity the essential oil of flowers presented prominent inhibitory action against Aspergillus flavus (0.06 mug/mL), followed by Staphylococcus aureus, Escherichia faecalis, Bacillus cereus and Candida albicans with MIC values of 0.125 mug/mL. The Daucus gracilis essential oil flowers proved to be very biocidal toward adults of Tribolium confusum, mortality of 100% of the population is noted with a dose of 2 mul/L air after 24 hours of exposure. Furthermore, the oil has shown has a very good inhibition of protein denaturation comparable to Diclofenac at concentration of 30 muL/mL. CONCLUSION: Daucus gracilis essential oil can be used as pharmacological tools for inflammatory, antimicrobial and insecticidal properties.

Aroma Characteristics of Lavender Extract and Essential Oil from Lavandula angustifolia Mill.[Pubmed:33255893]

Molecules. 2020 Nov 26;25(23). pii: molecules25235541.

Lavender and its products have excellent flavor properties. However, most studies focus on the aroma profiles of lavender essential oil (LEO). The volatiles in lavender extracts (LEs), either in volatile compositions or their odor characteristics, have rarely been reported. In this study, the odor characteristics of LEs and LEO were comprehensively investigated by gas chromatography-mass spectrometry (GC-MS), coupled with sensory evaluation and principal chemical analysis (PCA). In addition, the extraction conditions of lavender extracts from inflorescences of Lavandula angustifolia Mill. were optimized. Under the optimal conditions of extraction, twice with 95% edible ethanol as the solvent, the LEs tended to contain the higher intensity of characteristic floral, herbal and clove-like odors as well as higher scores of overall assessment and higher amounts of linalool, linalool oxides I and II, linalyl acetate, Lavandulyl acetate and total volatiles than LEO. PCA analysis showed that there were significant differences on the odor characteristics between LEO and LEs. The LEO, which was produced by steam distillation with a yield of 2.21%, had the lower intensity of floral, clove-like, medicine-like, pine-like and hay notes, a lower score of overall assessment and lower levels of linalool oxides I and II, linalyl acetate, Lavandulyl acetate and total volatiles compared with LEs, whereas the relative contents of linalool and camphor in LEO were significantly higher than that in LEs. Furthermore, the earthy, green and watery odors were only found in LEO. Concerning the odor characteristics and volatile compositions, the LEs had better odor properties than LEO. These results provided a theoretical basis for the industrial preparation of lavender-related products.

Fostering Lavender as a Source for Valuable Bioactives for Food and Pharmaceutical Applications through Extraction and Microencapsulation.[Pubmed:33126733]

Molecules. 2020 Oct 28;25(21). pii: molecules25215001.

Lavender flowers were used in this study as a source of phytochemicals as naturally occurring antioxidants. Two different extraction techniques were applied, such as ultrasound-assisted (UAE) and supercritical fluids (SCE) methods. The comparative evaluation of the phytochemicals profile evidenced a higher content of chlorophyll a and b of 5.22 +/- 0.12 mg/g dry weight (D.W.) and 2.95 +/- 0.16 mg/g D.W, whereas the carotenoids content was 18.24 +/- 0.04 mg/g D.W. in the SCE extract. Seven main compounds were found in both extracts: beta-linalool, eucalyptol, linalool acetate, beta-trans-ocimene, and limonene in SCE and linalool acetate, beta-linalool, 6-methyl-2-(2-oxiranyl)-5-hepten-2-ol, linalool oxide, Lavandulyl acetate and camphor in UAE. The (n-3) acids had a higher contribution in SCE. The extracts were microencapsulated in different combinations of wall materials based on polysaccharides and milk proteins. The four variants showed different phytochemical and morphological profiles, with a better encapsulating efficiency for proteins (up to 98%), but with a higher content of encapsulated carotenoids for polysaccharides, the latter showing remarkable antimicrobial activity against selected microorganisms. Carboxymethyl cellulose and whey proteins led to a double encapsulation of lipophilic compounds. The powders were tested in two food matrices as ingredients, with multiple targeted functions, such as flavoring, antimicrobial, antioxidant activity that can successfully replace synthetic additives.

Preliminary investigation of acaricidal activity of leaf extract of Nicotiana tabacum on dog tick Rhipicephalus sanguineus.[Pubmed:31849425]

Vet World. 2019 Oct;12(10):1624-1629.

Background and Aim: Tick infestation of domestic animals remains a major constraint to livestock productivity across all agro-ecological zones most especially in small animal practice. The most common method of tick control is the use of synthetic acaricide. However, a widespread increase of acaricidal resistance, scarcity and high cost of acaricides especially to farmers of low-income earnings in developing countries support the need for alternative tick control methods. Among the alternative methods for tick control is herbal therapy. In this study, we investigated the acaricidal activity of methanol and N-hexane leaf extracts of Nicotiana tabacum against dog ticks - Rhipicephalus sanguineus. Materials and Methods: Larvicidal and adulticidal activity of N. tabacum leaf extract were examined on the dog tick - R. sanguineus in an in vitro experiment using larval packet test and adult immersion test respectively. Phytochemical and Gas Chromatography-Mass Spectrometry (GC-MS) analysis of the leaf extract were also carried out using standard methods. Results: We observed a tick mortality rate that was concentration-dependent. However, N-hexane extract showed a higher significant acaricidal effect than methanol extract. Lethal dose (LD50) of N. tabacum was 0.06. High quantity of terpenoids was obtained from N. tabacum. Lower tick glutathione S-transferase observed with varying concentration of N. tabacum. GC-MS revealed Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S) - Nicotine, Citronellyl propionate, Crotonaldehyde, Lavandulyl acetate, trans-Phytol and Amitrole (3-Amino-1, 2, 4-triazole) in N. tabacum. Conclusion: Both methanol and N-hexane leaf extracts of N. tabacum exhibited observable acaricidal property against the larvae and adult R. sanguineus of dog.

Liquid and Vapour Phase of Lavandin (Lavandula x intermedia) Essential Oil: Chemical Composition and Antimicrobial Activity.[Pubmed:31349556]

Molecules. 2019 Jul 25;24(15). pii: molecules24152701.

Essential oils from Lavandula genus and the obtained hybrids are widely used for different purposes such as perfume production in the cosmetic field and for its biological properties. This is the first study on the liquid and vapour phase of Lavandula x intermedia "Grosso" essential oil grown in the Lazio Region, Italy, investigated using headspace coupled to gas chromatography and mass spectrometry (HS-GC/MS). The results showed the most abundant components were linalool and linalyl acetate, followed by 1,8-cineole and terpinen-4-ol, while Lavandulyl acetate and borneol were identified as minor compounds, maintaining the same proportion in both the liquid and vapour phase. Furthermore, we tested lavandin liquid and vapour phase essential oil on gram-negative bacteria (Escherichia coli, Acinetobacter bohemicus, and Pseudomonas fluorescens) and gram-positive bacteria (Bacillus cereus and Kocuria marina).

Time-series transcriptome provides insights into the gene regulation network involved in the volatile terpenoid metabolism during the flower development of lavender.[Pubmed:31307374]

BMC Plant Biol. 2019 Jul 15;19(1):313.

BACKGROUND: Essential oils (EOs) of Lavandula angustifolia, mainly consist of monoterpenoids and sesquiterpenoids, are of great commercial value. The multi-flower spiciform thyrse of lavender not only determines the output of EOs but also reflects an environmental adaption strategy. With the flower development and blossom in turn, the fluctuation of the volatile terpenoids displayed a regular change at each axis. However, the molecular mechanism underlying the regulation of volatile terpenoids during the process of flowering is poorly understood in lavender. Here, we combine metabolite and RNA-Seq analyses of flowers of five developmental stages at first- and second-axis (FFDSFSA) and initial flower bud (FB0) to discover the active terpenoid biosynthesis as well as flowering-related genes. RESULTS: A total of 56 mono- and sesquiterpenoids were identified in the EOs of L. angustifolia 'JX-2'. FB0' EO consists of 55 compounds and the two highest compounds, beta-trans-ocimene (20.57%) and (+)-R-limonene (17.00%), can get rid of 74.71 and 78.41% aphids in Y-tube olfactometer experiments, respectively. With sequential and successive blossoms, temporally regulated volatiles were linked to pollinator attraction in field and olfaction bioassays. In three characteristic compounds of FFDSFSA' EOs, linalyl acetate (72.73%) and Lavandulyl acetate (72.09%) attracted more bees than linalool (45.35%). Many transcripts related to flowering time and volatile terpenoid metabolism expressed differently during the flower development. Similar metabolic and transcriptomic profiles were observed when florets from the two axes were maintained at the same maturity grade. Besides both compounds and differentially expressed genes were rich in FB0, most volatile compounds were significantly correlated with FB0-specific gene module. Most key regulators related to flowering and terpenoid metabolism were interconnected in the subnetwork of FB0-specific module, suggesting the cross-talk between the two biological processes to some degree. CONCLUSIONS: Characteristic compounds and gene expression profile of FB0 exhibit ecological value in pest control. The precise control of each-axis flowering and regular emissions at transcriptional and metabolic level are important to pollinators attraction for lavender. Our study sheds new light on lavender maximizes its fitness from "gene-volatile terpenoid-insect" three layers.

Chemical Composition, Antimicrobial and Antiparasitic Screening of the Essential Oil from Phania matricarioides (Spreng.) Griseb.[Pubmed:31022871]

Molecules. 2019 Apr 24;24(8). pii: molecules24081615.

Essential oils (EOs) have gained increasing attention due to their pharmacological effectiveness, and they also constitute some of the most popular natural products. In this study, we present the chemical characterization of the EO from Phania matricarioides and the in vitro activity/selectivity against a wide panel of bacteria, fungi and parasitic protozoa. Forty-five compounds were identified in the studied EO, of which Lavandulyl acetate (40.1%) and thymyl isobutyrate (13.9%) were the major components. The EO did not inhibit bacterial or fungal growth at the maximum concentration tested (64 microg/mL), although it displayed activity on all evaluated protozoa (IC50 values ranging from 2.2 to 56.6 microg/mL). In parallel, the EO demonstrated a noteworthy cytotoxic activity against peritoneal macrophages (CC50 values of 28.0 microg/mL). The most sensitive microorganism was Trypanosoma cruzi, which had a superior activity (IC50 = 2.2 microg/mL) and selectivity (SI = 13) in respect to other parasitic protozoa and the reference drug (p < 0.05). Further in vivo studies are needed to evaluate the potential use of this EO and the main compounds as antitrypanosomal agents. To our knowledge, this is the first report of chemical characterization and antimicrobial assessment of the EO from P. matricarioides.

Species-specific aggregation pheromones contribute to coexistence in two closely related thrips species.[Pubmed:29781420]

Bull Entomol Res. 2019 Feb;109(1):119-126.

Pheromones play an important role in mediating interspecific interactions in insects. In an insect community, pheromones can reveal information about the senders, which could be used by other members of the food web (competitor, natural enemies, etc.) to their own advantage. The aggregation pheromones of two closely related thrips species, Frankliniella occidentalis and Frankliniella intonsa, have been identified with the same major compounds, (R)-Lavandulyl acetate and neryl (S)-2-methylbutanoate, but in different ratios. However, the roles of the aggregation pheromones in the interspecific interactions between these two closely related species are unknown. Here, we investigated the roles of major aggregation pheromone compounds in interspecific interactions between F. occidentalis and F. intonsa for both long and short ranges. The results showed that, at tested doses, neither aggregation pheromone-induced long range cross-attraction nor short range cross-mating was detected between F. occidentalis and F. intonsa. Field-trapping trials showed that the species-specificity in aggregation pheromones was regulated by the ratio of two major compounds. However, species-specific blends of the two major compounds had no effect on short-range interactions between these two species. Our data from the thrips species provide support for the 'aggregation model of coexistence', explaining the species-specific pheromone-mediated coexistence of closely related species. Thus, species-specific pheromones could be one of the factors affecting population dynamics and community structure in closely related insects with similar niches.

Olfactory Response of the Predatory Bug Orius laevigatus (Hemiptera:Anthocoridae) to the Aggregation Pheromone of Its Prey, Frankliniella occidentalis (Thysanoptera: Thripidae).[Pubmed:28962006]

Environ Entomol. 2017 Oct 1;46(5):1115-1119.

Herbivore natural enemies base their foraging decision on information cues from different trophic levels but mainly from plant odors. However, the second trophic level (i.e., the herbivorous prey) may also provide reliable infochemical cues for their natural enemies. We have evaluated the role of the aggregation pheromone from Frankliniella occidentalis (Pergande) as a potential kairomone for its natural enemy, the predatory bug Orius laevigatus (Fieber). For this purpose, we have analyzed the response of O. laevigatus to (R)-Lavandulyl acetate and neryl (S)-2-methylbutanoate, the two major components of the thrips aggregation pheromone. These compounds have been offered to O. laevigatus adult females and nymphs of the predatory bugs both in separate and as specific (1:1 or 1:2.3) blends, in experiments involving a dual choice Y-tube olfactometer. None of the compounds attracted adults or nymphs when they were individually supplied. Conversely, they were significantly attracted to both adults and nymphs when offered as a blend. A 1:2.3 (R)-Lavandulyl acetate:neryl (S)-2-methylbutanoate blend was attractive to both nymphs and adults, while a 1:1 blend elicited response only in nymphs. These results suggest that specific blends of these compounds from the aggregation pheromone may be used as an attractant to O. laevigatus. The results of this work highlight the importance of studying olfactory responses of natural enemies for a better understanding of their foraging behavior. Potential uses of these results in future studies are discussed.

Eco-friendly larvicides from Indian plants: Effectiveness of lavandulyl acetate and bicyclogermacrene on malaria, dengue and Japanese encephalitis mosquito vectors.[Pubmed:27504617]

Ecotoxicol Environ Saf. 2016 Nov;133:395-402.

Mosquitoes (Diptera: Culicidae) are a key threat for millions of people and animals worldwide, since they act as vectors for devastating pathogens and parasites, including malaria, dengue, Japanese encephalitis, filiariasis and Zika virus. Mosquito young instars are usually targeted using organophosphates, insect growth regulators and microbial agents. Indoor residual spraying and insecticide-treated bed nets are also employed. However, these chemicals have negative effects on human health and the environment and induce resistance in a number of vectors. In this scenario, newer and safer tools have been recently implemented to enhance mosquito control. The concrete potential of screening plant species as sources of metabolites for entomological and parasitological purposes is worthy of attention, as recently elucidated by the Y. Tu's example. Here we investigated the toxicity of Heracleum sprengelianum (Apiaceae) leaf essential oil and its major compounds toward third instar larvae of the malaria vector Anopheles subpictus, the arbovirus vector Aedes albopictus and the Japanese encephalitis vector Culex tritaeniorhynchus. GC-MS analysis showed that EO major components were Lavandulyl acetate (17.8%) and bicyclogermacrene (12.9%). The EO was toxic to A. subpictus, A. albopictus, and C. tritaeniorhynchus, with LC50 of 33.4, 37.5 and 40.9microg/ml, respectively. Lavandulyl acetate was more toxic to mosquito larvae if compared to bicyclogermacrene. Their LC50 were 4.17 and 10.3microg/ml for A. subpictus, 4.60 and 11.1microg/ml for A. albopictus, 5.11 and 12.5microg/ml for C. tritaeniorhynchus. Notably, the EO and its major compounds were safer to three non-target mosquito predators, Anisops bouvieri, Diplonychus indicus and Gambusia affinis, with LC50 ranging from 206 to 4219microg/ml. Overall, this study highlights that H. sprengelianum EO is a promising source of eco-friendly larvicides against three important mosquito vectors with moderate toxicity against non-target aquatic organisms.

Volatile constituents of the seeds and fruit of Pycnocycla nodiflora.[Pubmed:25632484]

Nat Prod Commun. 2014 Dec;9(12):1781-2.

The essential oil contents of the fruit and seeds of Pycnocycla nodflora Decne. ex Boiss. growing wild in southern Iran were found to be 0.05% and 0.1% (v/w), respectively based on the fresh weight. The oils were analyzed by GC and GC-MS. Twenty-eight and twenty-seven constituents, representing 94.7% and 89.6% of the oils were identified, respectively. The major components of the P. nodiflora fruit oil were identified as E-sesquilavandulol (18.6%), spathulenol (11.9%), delta-cadinol (9.0%), t-cadinol (8.9%) and beta-caryophyllene (7.9%), while the main components of that of the seeds were characterized as E-sesquilavandulol (17.2%), Lavandulyl acetate (13.5%), beta-caryophyllene (11.1%), bicyclogermacrene (10.5%), delta-cadinol (9.0%) and t-cadinol (6.8%).