Thermo-Oxidative Decomposition of Lovage (Levisticum officinale) and Davana (Artemisia pallens) Essential Oils under Simulated Tobacco Heating Product Conditions

Author(s):  
Emma Jakab ◽  
Zoltán Sebestyén ◽  
Bence Babinszki ◽  
Eszter Barta-Rajnai ◽  
Zsuzsanna Czégény ◽  
...  

SummaryThe thermo-oxidative decomposition of lovage (Levisticum officinale) and davana (Artemisia pallens) essential oils has been studied by pyrolysis-gas chromatography/mass spectrometry in 9% oxygen and 91% nitrogen atmosphere at 300 °C to simulate low-temperature tobacco heating conditions. Both lovage and davana oils contain numerous chemical substances; the main components of both oils are various oxygen-containing compounds. Isobenzofuranones are the most important constituents of lovage oil, and their relative intensity changed significantly during oxidative pyrolysis. (Z)-ligustilide underwent two kinds of decomposition reactions: an aromatization reaction resulting in the formation of butylidenephthalide and the scission of the lactone ring with the elimination of carbon dioxide or carbon monoxide. Davanone is the main component of davana oil, which did not decompose considerably during low-temperature oxidative pyrolysis. However, the relative yield of the second most intensive component, bicyclogermacrene, reduced markedly due to bond rearrangement reactions. Davana ether underwent oxidation reactions leading to the formation of various furanic compounds. The changes in the composition of both essential oils could be interpreted in terms of bond splitting, intramolecular rearrangement mechanisms and oxidation reactions of several constituents during low-temperature oxidative pyrolysis. The applied thermo-oxidative method was found to be suitable to study the stability of the essential oils and monitor the decomposition products under simulated tobacco heating conditions. In spite of the complicated composition of the essential oils, no evidence for interaction between the oil components was found. [Beitr. Tabakforsch. Int. 29 (2020) 27–43]

Author(s):  
Mariavittoria Verrillo ◽  
Vincenza Cozzolino ◽  
Riccardo Spaccini ◽  
Alessandro Piccolo

Abstract Background The Essential oils (EOs) are important bioactive secondary metabolites of aromatic plants, such as Basil, and find extensive utilization in pharmaceutical sector as therapeutic agents. A more eco-friendly industrial production of EOs requires new sustainable methods to improve yield and quality of these bioactive compounds in aromatic plants. Here, we evaluated the biostimulation effects of natural organic materials, such as humic substances (HS) extracted from a humified green compost made with artichoke biomasses. Results The molecular characteristics of HS from green compost were determined by 13C-CPMAS NMR spectroscopy and offline pyrolysis–gas chromatography/mass spectrometry and combined to the bioactivity of the EOs extracts to investigate the structural–activity relationship. Basil plants were grown under HS treatments at different concentrations and the yield, the chemical composition and the antioxidant and antimicrobial properties were determined for EOs extracted by steam distillation method from Basil leaves. HS showed a positive effect on total extraction yield of the most bioactive EO components, with a progressive enhancement of abundance for eugenol, eucalyptol and geranyl acetate with increasing HS concentrations. Humic biostimulation influenced the EOs antioxidant proprieties, as well as their antimicrobial activity against some common Gram-negative bacterial strains such as Klebsiella pneumoniae. The HS biostimulation of Basil plants was associated to their structural hydrophobic characteristics that may have favoured the interactions with the Basil rhizome and to specific bioactive molecular components, such as a lignin-derived phenols and polar saccharidic and aminoacidic compounds. Conclusions Our results support the potential use of humic substances from green compost as promising effective biostimulants to improve the production and bioactive properties of EOs in aromatic plants. Graphic Abstract


2008 ◽  
Vol 6 (1) ◽  
Author(s):  
Markus Heryanto Langsa

<p>Penelitian ini bertujuan untuk menentukan senyawa organik khususnya organic karbon terlarut (DOC) dari dua spesies daun tumbuhan (<em>wandoo eucalyptus </em>and <em>pinus radiate, conifer</em>) yang larut dalam air selama periode 5 bulan leaching eksperimen. Kecepatan melarutnya senyawa organic ditentukan secara kuantitatif dan kualitatif menggunakan kombinasi dari beberapa teknik diantaranya Total Organic Carbon (TOC) analyser, Ultraviolet-Visible (UV-VIS) spektrokopi dan pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS).</p><p>Hasil analisis DOC dan UV menunjukkan peningkatan yang tajam dari kelarutan senyawa organic di awal periode pengamatan yang selanjutnya berkurang seiring dengan waktu secara eksponensial. Jumlah relatif senyawa organic yang terlarut tergantung pada luas permukaan, aktifitas mikrobiologi dan jenis sampel tumbuhan (segar atau kering) yang digunakan. Fluktuasi profil DOC dan UV<sub>254</sub> disebabkan oleh aktifitas mikrobiologi. Diperoleh bahwa daun kering lebih mudah terdegradasi menghasilkan senyawa organic dalam air dibandingkan dengan daun segar. Hasil pyrolysis secara umum menunjukkan bahwa senyawa hidrokarbon aromatic dan fenol (dan turunannya) lebih banyak ditemukan pada residue sampel setelah proses leaching kemungkinan karena adanya senyawa lignin atau aktifitas humifikasi mikrobiologi membuktikan bahwa senyawa-senyawa tersebut merupakan komponen penting dalam proses karakterisasi DOC.</p>


2019 ◽  
Author(s):  
Chem Int

In this study, we determined the chemical composition and antioxidant activities of the essential oils from two different varieties of khat (Catha edulis Forsk) cultivated in Ethiopia. The essential oils were extracted by hydrodistillation using the Clevenger type apparatus, identifications of compounds were made by gas chromatography and gas chromatography-mass spectrometry (GC-MS). Seventy seven different compounds were identified from essential oils of the two different khat cultivars. The essential oils in the samples from Bahir Dar and Wendo were composed of 50 and 34 compounds, respectively. The major compound identified in khat essentials oils include: limonene, 1-phenyl-1,2-propanedione, 1-hydroxy,1-phenyl-2-propanone, camphor, (sulfurous acid)-2-propylundecyl ester, hexadecane, O-mentha-1(7), 8-dien-3-ol, heptadecane, 10-methylnonadecane, (phthalic acid)-isobutyl octadecyl ester, and tritetracontane. The antioxidant and free radical scavenging activity of the oils were assessed by means of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical assay. The scavenging activities of the oils were 23.5-23.6 μg AAE/kg of fresh khat sample.


2002 ◽  
Vol 2 (5-6) ◽  
pp. 427-433 ◽  
Author(s):  
J. van Leeuwen ◽  
C. Chow ◽  
R. Fabris ◽  
N. Withers ◽  
D. Page ◽  
...  

To gain an improved understanding of the types of organic compounds that are recalcitrant to water treatment, natural organic matter (NOM) isolates from two drinking water sources (Mt. Zero and Moorabool reservoirs, Victoria, Australia) were separated into fractions of distinct chemical behaviour using resins. Four fractions were obtained from each water source and were organics absorbed to: (1) XAD-8 (very hydrophobic acids, VHA); (2) DAX-4 (slightly hydrophobic acids, SHA); (3) bound to an anion exchange resin (charged organics, CHAR); and (4) not absorbed or bound to resins (neutrals, NEUT). These fractions were then tested to determine the capacity of alum to remove them from water and to correlate this with the character of each isolate. The fractions were characterised by the application of high performance size exclusion chromatography (HPSEC), bacterial regrowth potential (BRP), trihalomethane formation potential (THMFP), pyrolysis gas-chromatography mass spectrometry (Py-GC-MS) and thermochemolysis. The highest removals of dissolved organic carbon (DOC) by alum treatment were in waters spiked with the CHAR fractions while the NEUT fractions were the most recalcitrant. The number average molecular weights (Mn) of DOC of the CHAR fractions before treatment were the highest, whilst those of the NEUT fractions were the lowest. After alum treatment, the Mn of the NEUT fractions were only slightly reduced. Results from Py-GC-MS and thermochemolysis indicate that the NEUT fractions had the highest relative proportion of saccharide derived organic material. Nonetheless, the BRP of waters spiked with the NEUT fractions differed markedly, indicating that organics recalcitrant to alum treatment can vary substantially in their chemical composition and capacity to support microbial growth.


2020 ◽  
Vol 10 ◽  
Author(s):  
Ionara I. Dalcol ◽  
Alessandra O. Pereira ◽  
Luisa H. Paz ◽  
Gabriela Benetti ◽  
Fallon S. Siqueira ◽  
...  

Background: Aristolochia triangularis Cham., popularly known as the "cipó-mil-homens", "angelicó" and "ypê-mi", is applied for the treatment of wounds, skin diseases (6,7), digestive and circulatory system diseases as an antipyretic and for malaria fever. Objective: In this work we investigated the chemical composition, the antimicrobial and antimycobacterial activities of the essential oils (EOs) extracted from A. triangularis fresh stems and leaves collected in Southern Brazil. Methods: Fresh stems and fresh leaves of Aristolochia triangularis Cham. were separately subjected to hydrodistillation using a Clevenger-type apparatus. The chemical composition of the essential oils (EOs) were analyzed by gas chromatography/mass spectrometry (GC/MS). The oil samples were evaluated for their antimycobacterial, antibacterial and antifungal activities against twenty-four microorganisms. Results: Hydrodistillation of fresh stems and leaves of A. triangularis resulted in 0.16% (w/w) and 0.37% (w/w) respectively of light-yellow oils. Germacrene D is found in 13.2 - 13.5% in both EOs. The constituent most abundant in the stems EO (19.18%) was the oxygenated diterpene ent-Kaur-16-en-19-al (10), along with E-nerolidol (17.89%). The main constituents of the leaves EO were bicyclogermacrene (24.79%), β-elemene (11.30%), E-caryophyllene (10.40%) and germacrene A (9.42%), in addition to the previously mentioned germacrene D. The stems and leaves EOs showed capacity to inhibit the Gram-negative Enterobacter aerogenes and the stems EO capacity to inhibit Staphylococcus aureus, with MIC values of 31.2 µg/mL. S. aureus was moderately sensitive to leaves EO, while stems EO displayed moderate activity against Enterococcus faecalis and Salmonella typhimurium (MIC values of 62.5 µg/mL). Candida glabrata was highly susceptible to both EOs (MIC values < 3.9 µg/mL). The EOs showed moderate potential to inhibit the growth of Cryptococcus gatti and Cryptococcus neoformans (MICs of 62.5 μg/mL). Conclusion: The A. triangularis essential oils from stems and leaves displayed capacity to inhibit Enterobacter aerogenes (MIC values of 31.2 µg/mL) and high antifungal effect against Candida glabrata (MIC values of <3.9 µg/mL). Mycobacterium massiliense and M. abscessus were susceptible to the leaves EO, with MICs of 39.06 μg/mL. These results showed the A. triangularis essential oils potential as antifungal and antimycobacterial to be used in the development of new antibiotic.


2020 ◽  
Vol 6 (4) ◽  
pp. 383
Author(s):  
Premila Narayana Achar ◽  
Pham Quyen ◽  
Emmanuel C. Adukwu ◽  
Abhishek Sharma ◽  
Huggins Zephaniah Msimanga ◽  
...  

Aspergillus species are known to cause damage to food crops and are associated with opportunistic infections in humans. In the United States, significant losses have been reported in peanut production due to contamination caused by the Aspergillus species. This study evaluated the antifungal effect and anti-aflatoxin activity of selected plant-based essential oils (EOs) against Aspergillus flavus in contaminated peanuts, Tifguard, runner type variety. All fifteen essential oils, tested by the poisoned food technique, inhibited the growth of A. flavus at concentrations ranging between 125 and 4000 ppm. The most effective oils with total clearance of the A. flavus on agar were clove (500 ppm), thyme (1000 ppm), lemongrass, and cinnamon (2000 ppm) EOs. The gas chromatography-mass spectrometry (GC-MS) analysis of clove EO revealed eugenol (83.25%) as a major bioactive constituent. An electron microscopy study revealed that clove EO at 500 ppm caused noticeable morphological and ultrastructural alterations of the somatic and reproductive structures. Using both the ammonia vapor (AV) and coconut milk agar (CMA) methods, we not only detected the presence of an aflatoxigenic form of A. flavus in our contaminated peanuts, but we also observed that aflatoxin production was inhibited by clove EO at concentrations between 500 and 2000 ppm. In addition, we established a correlation between the concentration of clove EO and AFB1 production by reverse-phase high-performance liquid chromatography (HPLC). We demonstrate in our study that clove oil could be a promising natural fungicide for an effective bio-control, non-toxic bio-preservative, and an eco-friendly alternative to synthetic additives against A. flavus in Georgia peanuts.


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