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Aditya Rianjanu, Roto Roto, Trisna Julian, Shidiq Nur Hidayat, Ahmad Kusumaatmaja, Eko Agus Suyono, Kuwat Triyana
Safrole is the main precursor for producing the amphetamine-type stimulant (ATS) drug, N -methyl-3,4-methylenedioxyamphetamine (MDMA), also known as ecstasy. We devise a polyacrylonitrile (PAN) nanofiber-based quartz crystal microbalance (QCM) for detecting safrole. The PAN nanofibers were fabricated by direct electrospinning to modify the QCM chips. The PAN nanofiber on the QCM chips has a diameter of 240 ± 10 nm. The sensing of safrole by QCM modified with PAN nanofiber shows good reversibility and an apparent sensitivity of 4...
April 10, 2018: Sensors
Kakuyou Ogawa, Akira Tashima, Momoko Sadakata, Osamu Morinaga
Vanilla flavour is familiar to consumers through foods, cosmetics, household products and some medicines. Vanilla flavouring agents typically contain vanillin or its analogue ethyl vanillin. Our previous study revealed that the inhalation of eugenol, which contains a vanillyl group, has an appetite-enhancing effect, and the inhalation of aroma compounds containing the vanillyl group or its analogues led to increased food intake in mice. Here, we found that vanillin, ethyl vanillin and eugenol showed appetite-enhancing effects, whereas isoeugenol and safrole did not...
March 22, 2018: Journal of Natural Medicines
Jie Liu, Zhihong Wei, Haijun Jiao, Ralf Jackstell, Matthias Beller
Green Friedel-Crafts acylation reactions belong to the most desired transformations in organic chemistry. The resulting ketones constitute important intermediates, building blocks, and functional molecules in organic synthesis as well as for the chemical industry. Over the past 60 years, advances in this topic have focused on how to make this reaction more economically and environmentally friendly by using green acylating conditions, such as stoichiometric acylations and catalytic homogeneous and heterogeneous acylations...
January 24, 2018: ACS Central Science
Vinicius F Carvalho, Tatiana P T Ferreira, Ana C S de Arantes, François Noël, Roberta Tesch, Carlos M R Sant'Anna, Eliezer J L Barreiro, Carlos A M Fraga, Patrícia M Rodrigues E Silva, Marco A Martins
Silicosis is a lethal fibro-granulomatous pulmonary disease highly prevalent in developing countries, for which no proper therapy is available. Among a small series of N -acylhydrazones, the safrole-derived compound LASSBio-897 (3-thienylidene-3, 4-methylenedioxybenzoylhydrazide) raised interest due to its ability to bind to the adenosine A2A receptor. Here, we evaluated the anti-inflammatory and anti-fibrotic potential of LASSBio-897, exploring translation to a mouse model of silicosis and the A2A receptor as a site of action...
2017: Frontiers in Pharmacology
Ai-Hong Yang, Lei Zhang, De-Xian Zhi, Wen-Li Liu, Xue Gao, Xin He
1. Safrole is the main component of volatile oil in Xixin, which has a strong antifungal effect. However, safrole has been shown to be associated with the development of hepatocellular carcinoma. Methylenedioxyphenyl and allyl-benzene substructures of safrole may cause a mechanism-based inhibition (MBI) of CYP450 enzymes (CYPs) and produce reactive metabolites (RMs), resulting in inhibition of enzyme activity and toxic effects. 2. Based on the experiments of CYPs cocktail screening, GSH capture and the IC50 data, we found that safrole had an inhibitory effect on CYP1A2...
October 30, 2017: Xenobiotica; the Fate of Foreign Compounds in Biological Systems
Ana E T Alcoba, Daiana C de Melo, Priscila M de Andrade, Herbert J Dias, Mariana C Pagotti, Lizandra G Magalhães, Walnir G F Júnior, Antônio E M Crotti, Mayker L D Miranda
We investigate the chemical composition and the in vitro antileishmanial and cytotoxic activities of the essential oils extracted from the leaves of Ocotea dispersa (Nees) Mez (OD-EO) and Ocotea odorifera (Vell) Rohwer (OO-EO). On the basis of GC-FID and GC-MS, α-eudesmol (20.9%), valencene (10.2%), δ-elemene (9.3%) and isospathulenol (7.3%) are the major constituents of OD-EO, whereas safrole (36.3%), γ-cadinene (6.6%), camphor (6.5%) and α-copaene (6.0%) are the main constituents of OO-EO. Both OD-EO and OO-EO display significant activity against the promastigote forms of Leishmania amazonensis, with IC50 values of 4...
October 12, 2017: Natural Product Research
Oratai Sukcharoen, Pramote Sirirote, Dusanee Thanaboripat
Essential oil from the bark of Cinnamomum porrectum (Roxb.) Kosterm was obtained by hydrodistillation using a Clevenger-type system for 3 h and identified by gas chromatography-mass spectrometry. The compounds were safrole (93.9%), elemicine (4.3%) and methyl eugenol (1.7%). The effect of essential oil on mycelial growth, sporulation, and aflatoxin B1 production of Aspergillus parasiticus IMI 283883 and Aspergillus flavus IMI 242684 was evaluated using contact and vapor treatments. Aflatoxin B1 was determined using the Enzyme-linked immunosorbent assay...
August 2017: Journal of Food Science and Technology
Abdalmajeed M Alajlouni, Amer J Al-Malahmeh, Sebastiaan Wesseling, Marina Kalli, Jacques Vervoort, Ivonne M C M Rietjens
A risk assessment was performed of parsley- and dill-based plant food supplements (PFS) containing apiol and related alkenylbenzenes. First, the levels of the alkenylbenzenes in the PFS and the resulting estimated daily intake (EDI) resulting from use of the PFS were quantified. Since most PFS appeared to contain more than one alkenylbenzene, a combined risk assessment was performed based on equal potency or using a so-called toxic equivalency (TEQ) approach based on toxic equivalency factors (TEFs) for the different alkenylbenzenes...
December 2017: Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment
Amer J Al-Malahmeh, Abdalmajeed M Alajlouni, Jia Ning, Sebastiaan Wesseling, Jacques Vervoort, Ivonne M C M Rietjens
A risk assessment of nutmeg-based plant food supplements (PFS) containing different alkenylbenzenes was performed based on the alkenylbenzene levels quantified in a series of PFS collected via the online market. The estimated daily intake (EDI) of the alkenylbenzenes amounted to 0.3 to 312 μg kg(-1) body weight (bw) for individual alkenylbenzenes, to 1.5 to 631 μg kg(-1) bw when adding up the alkenylbenzene levels assuming equal potency, and to 0.4 to 295 μg kg(-1) bw when expressed in safrole equivalents using toxic equivalency factors (TEFs)...
May 29, 2017: Journal of Applied Toxicology: JAT
Vandimilli A Lima, Fernanda V Pacheco, Rafaella P Avelar, Ivan C A Alvarenga, José Eduardo B P Pinto, Amauri A DE Alvarenga
Piper hispidinervum C. DC. is popularly known as long-pepper and it owns a commercial value due to the essential oil it produces. Long-pepper oil is rich in safrole and eugenoln components that have insecticidal, fungicidal and bactericidal activity. It has been establish that to medicinal plants light influences not only growth but also essential oil production. The growth, the content of photosynthetic pigments and the essential oil production of Piper hispidinervum at greenhouses with different light conditions was evaluated...
April 2017: Anais da Academia Brasileira de Ciências
M F Andrés, G E Rossa, E Cassel, R M F Vargas, O Santana, C E Díaz, A González-Coloma
In this study we evaluated the effect of a pressure gradient (1-2 atm) in the extraction and composition of the essential oil (EO) of Piper hispidinervum by steam distillation. We also evaluated the insect antifeedant effects (Spodoptera littoralis, Leptinotarsa decemlineata, Myzus persicae and Rhopalosiphum padi) and nematicidal activity (Meloidogyne javanica) of the oils, their major components and their synergistic interactions. Safrole was the major component (78-81%) followed by terpinolene (5-9%). The EOs tested were effective insect antifeedants...
November 2017: Food and Chemical Toxicology
Gabriel Garcia, Adrien Garcia, Marc Gibernau, Ange Bighelli, Félix Tomi
The aim of this survey was to determine the chemical composition of essential oils (EO) of five conifers acclimated in Corsica by GC(RI), GC-MS and (13)C NMR. L. decidua needle and wood EOs contained as majors components: α- and β-pinenes, germacrene D (needles) and bornyl acetate (wood). The EOs of needles, wood and cones of P. menziesii were characterised by β- and α-pinenes, terpinen-4-ol, sabinene, terpinolene (needles and wood), Δ-3-carene (wood) and limonene (cones). Needles and wood EOs of P. ponderosa contained as major components: β- and α-pinenes, Δ-3-carene (wood) and estragole (needles)...
July 2017: Natural Product Research
Shasank S Swain, Sudhir K Paidesetty, Rabindra N Padhy
BACKGROUND AND OBJECTIVE: To develop 6 conjugate agents of the moribund antibiotic sulfamethoxazole (SMZ) joined to 6 individual monoterpenes, followed by protocols of medicinal chemistry as potent antibacterials, against multidrug resistant (MDR) human gruesome pathogenic bacteria. METHODS: Antibacterial activities of the proposed conjugates were ascertained by the 'prediction of activity spectra of substances' (PASS) program. Drug-likeness parameters and toxicity profiles of conjugates were standardized with the Lipinski rule of five, using cheminformatic tools, Molsoft, molinspiration, OSIRIS and ProTox...
March 2017: Computer Methods and Programs in Biomedicine
Stephen A Adefegha, Ganiyu Oboh, Bathlomew M Okeke, Sunday I Oyeleye
Aframomum melegueta (alligator pepper (AP)) and Aframomum danielli (bastered melegueta (BM)) seeds have been known to improve sexual function in folkloric medicine. This study investigates the effects of AP and BM seeds' alkaloid extracts on the activities of enzymes (acetylcholinesterase (AChE), angiotensin-1-converting enzyme (ACE), phosphodiesterase-5 (PDE-5), and arginase) relevant to erectile dysfunction (ED). Alkaloids from the seeds were prepared by the solvent extraction method and their interactions with AChE, ACE, PDE-5, and arginase were assessed...
September 3, 2017: Journal of Dietary Supplements
Milene Aparecida Andrade, Clênia Dos Santos Azevedo, Flávia Nader Motta, Maria Lucília Dos Santos, Camila Lasse Silva, Jaime Martins de Santana, Izabela M D Bastos
BACKGROUND: The current chemotherapy for cutaneous leishmaniosis (CL) has a series of drug limitations such as toxic side effects, long duration, high costs and drug resistance, which requires the development of new drugs or effective alternatives to the CL treatment. Essential oils (EOs) are complex mixtures of secondary metabolites from various plants. It has been shown that several EOs, or their constituents, have inhibitory activity against protozoa. Thus, this study aims to evaluate the biological activity of different essential oils (EOs) on Leishmania (L...
November 8, 2016: BMC Complementary and Alternative Medicine
Abdalmajeed M Alajlouni, Amer J Al-Malahmeh, Farida Nur Isnaeni, Sebastiaan Wesseling, Jacques Vervoort, Ivonne M C M Rietjens
Risk assessment of parsley and dill based teas that contain alkenylbenzenes was performed. To this end the estimated daily intake (EDI) of alkenylbenzenes resulting from use of the teas was quantified. Since most teas appeared to contain more than one alkenylbenzene, a combined risk assessment was performed based on equal potency of all alkenylbenzenes or using a so-called toxic equivalency (TEQ) approach through defining toxic equivalency factors (TEFs) for the different alkenylbenzenes. The EDI values resulting from consuming one cup of tea a day were 0...
November 16, 2016: Journal of Agricultural and Food Chemistry
M Weil, A Shum Cheong Sing, J M Méot, R Boulanger, P Bohuon
Low pungency, high aromatic potential and red color, give to Piper borbonense its originality when compared to Piper nigrum. Effects of blanching, sweating and drying on these characteristics were assessed. The three operations had no impact on the concentration of piperine and essential oil but affected the composition of essential oil slightly and considerably affected the color of the pepper. The "wet process", including blanching, sweating and drying, had the largest impact on the composition of aroma, increasing para-cymene content by 89% and reducing safrole content by 33% in dried pepper compared to fresh...
March 15, 2017: Food Chemistry
Michael Collins, Christopher Donnelly, Shane Cameron, Mark Tahtouh, Helen Salouros
In September 2015, 80 litres of a viscous, light-red liquid, described as hair product, was seized by the Australian Border Force (ABF). Initial testing by ABF indicated that the liquid was the 3,4-methylenedioxymethamphetamine (MDMA) precursor chemical safrole and custody of the material was transferred to the Australian Federal Police (AFP) who coordinated all subsequent investigations. Initial gas chromatography-mass spectrometry (GC-MS) analysis by the AFP indicated that the material was not safrole and samples of the liquid were transferred to the National Measurement Institute Australia (NMIA) for identification...
March 2017: Drug Testing and Analysis
Tabea Pflaum, Thomas Hausler, Claudia Baumung, Svenja Ackermann, Thomas Kuballa, Jürgen Rehm, Dirk W Lachenmeier
The consumption of alcoholic beverages has been classified as carcinogenic to humans by the International Agency for Research on Cancer (IARC) since 1988. More recently, in 2010, ethanol as the major constituent of alcoholic beverages and its metabolite acetaldehyde were also classified as carcinogenic to humans. Alcoholic beverages as multi-component mixtures may additionally contain further known or suspected human carcinogens as constituent or contaminant. This review will discuss the occurrence and toxicology of eighteen carcinogenic compounds (acetaldehyde, acrylamide, aflatoxins, arsenic, benzene, cadmium, ethanol, ethyl carbamate, formaldehyde, furan, glyphosate, lead, 3-MCPD, 4-methylimidazole, N-nitrosodimethylamine, pulegone, ochratoxin A, safrole) occurring in alcoholic beverages as identified based on monograph reviews by the IARC...
October 2016: Archives of Toxicology
Amer J Al-Malahmeh, Abdelmajeed Al-Ajlouni, Sebastiaan Wesseling, Ans E M F Soffers, Ala' Al-Subeihi, Reiko Kiwamoto, Jacques Vervoort, Ivonne M C M Rietjens
The present study describes physiologically based kinetic (PBK) models for the alkenylbenzene myristicin that were developed by extension of the PBK models for the structurally related alkenylbenzene safrole in rat and human. The newly developed myristicin models revealed that the formation of the proximate carcinogenic metabolite 1'-hydroxymyristicin in liver is at most 1.8 fold higher in rat than in human and limited for the ultimate carcinogenic metabolite 1'-sulfoxymyristicin to (2.8-4.0)-fold higher in human...
February 2017: Archives of Toxicology
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