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raspberry ketones

O Tzhayik, A Lipovsky, A Gedanken
We report on a simple and effective ultrasound-assisted deposition of vanillin nanoparticles (∼50nm in size), raspberry ketone (RK) nanoparticles (∼40nm in size) and camphor nanoparticles (width ∼30nm, length ∼40nm in size) on textiles and on polypropylene surfaces. The excellent antibacterial and antifungal activity of the fragrant coatings on cotton bandages, and polypropylene surface against Escherichia coli (E. coli), Salmonella paratyphi A (S. paratyphi A) and the yeast Candida albicans (C. albicans) cultures was demonstrated...
August 16, 2016: Ultrasonics Sonochemistry
Isak S Pretorius
Over the past 15 years, the seismic shifts caused by the convergence of biomolecular, chemical, physical, mathematical, and computational sciences alongside cutting-edge developments in information technology and engineering have erupted into a new field of scientific endeavor dubbed Synthetic Biology. Recent rapid advances in high-throughput DNA sequencing and DNA synthesis techniques are enabling the design and construction of new biological parts (genes), devices (gene networks) and modules (biosynthetic pathways), and the redesign of biological systems (cells and organisms) for useful purposes...
August 18, 2016: Critical Reviews in Biotechnology
A Bellincontro, F Matarese, C D'Onofrio, D Accordini, E Tosi, F Mencarelli
Amarone wine is different from regular dry wine due to the postharvest withering of Corvina, Corvinone and Rondinella grapes. Grapes were withered in a commercial facility with variability in terms of temperature and relative humidity (R.H.). Sugar content reached 230-240gL(-1) and 280gL(-1) at 20% and 30% mass loss, respectively. Most of VOCs (volatile organic compounds) decreased during withering but few VOCs increased during withering and we considered as markers; in Corvinone they were methylhexanoate, dimethylsuccinate, nerol, nonanoic acid, and benzyl alcohol; in Corvina, benzyl alcohol, isoamyl alcohol, 1-hexanol, p-cymen-8-ol, 2,3 pinanediol, 3-oxo-ionol and 3-methyl-1-pentanol, coumaran and damascenone; in Rondinella, hexanol, nonanoic acid, methyl vanillate, damascenone, 3-oxo-ionol, eugenol, p-cymen-8-ol, 2,3 pinanediol, coumaran and raspberry keton...
December 15, 2016: Food Chemistry
Sasa Wang, Xinzheng Chen, Qiaoqiao Ao, Huifei Wang, Hongbin Zhai
A new decarboxylative Csp(3)-Csp(3) coupling approach for the benzylation of ketone enolates has been developed. A variety of raspberry ketone derivatives were conveniently synthesized in good to excellent yields under mild conditions. A crossover reaction shed light on the mechanism of this tandem reaction.
August 4, 2016: Chemical Communications: Chem Comm
Soo J Park, Renata Morelli, Benjamin L Hanssen, Joanne F Jamie, Ian M Jamie, Matthew S Siderhurst, Phillip W Taylor
The Queensland fruit fly, Bactrocera tryoni (Froggatt) (Q-fly), is a major horticultural pest in Eastern Australia. Effective monitoring, male annihilation technique (MAT) and mass trapping (MT) are all important for control and require strong lures to attract flies to traps or toxicants. Lure strength is thought to be related in part to volatility, but little vapour pressure data are available for most Q-fly lures. Raspberry ketone (4-(4-hydroxyphenyl)-2-butanone) and analogs that had esters (acetyl, difluoroacetyl, trifluoroacetyl, formyl, propionyl) and ethers (methyl ether, trimethylsilyl ether) in replacement of the phenolic group, and in one case also had modification of the 2-butanone side chain, were measured for their vapour pressures by differential scanning calorimetry (DSC), and their attractiveness to Q-fly was assessed in small cage environmentally controlled laboratory bioassays...
2016: PloS One
Paul Scholz, Julia Mohrhardt, Fabian Jansen, Benjamin Kalbe, Claudia Haering, Katharina Klasen, Hanns Hatt, Sabrina Osterloh
It is generally agreed that in olfactory sensory neurons (OSNs), the binding of odorant molecules to their specific olfactory receptor (OR) triggers a cAMP-dependent signaling cascade, activating cyclic-nucleotide gated (CNG) channels. However, considerable controversy dating back more than 20 years has surrounded the question of whether alternate signaling plays a role in mammalian olfactory transduction. In this study, we demonstrate a specific alternate signaling pathway in Olfr73-expressing OSNs. Methylisoeugenol (MIEG) and at least one other known weak Olfr73 agonist (Raspberry Ketone) trigger a signaling cascade independent from the canonical pathway, leading to the depolarization of the cell...
2016: Frontiers in Cellular Neuroscience
Alejandro Ríos-Hoyo, Gabriela Gutiérrez-Salmeán
Obesity and its associated cardiometabolic alterations currently are considered an epidemic; thus, their treatment is of major importance. The cornerstone for such treatment involves therapeutic lifestyle changes; however, the vast majority of cases fail and/or significant weight loss is maintained only in the short term because of lack of compliance. The popularity of dietary supplements for weight management has increased, and a wide variety of these products are available over the counter. However, the existing scientific evidence is insufficient to recommend their safe use...
June 2016: Current Obesity Reports
Danna Lee, Natoiya D R Lloyd, Isak S Pretorius, Anthony R Borneman
BACKGROUND: Raspberry ketone is the primary aroma compound found in raspberries and naturally derived raspberry ketone is a valuable flavoring agent. The economic incentives for the production of raspberry ketone, combined with the very poor yields from plant tissue, therefore make this compound an excellent target for heterologous production in synthetically engineered microbial strains. METHODS: A de novo pathway for the production of raspberry ketone was assembled using four heterologous genes, encoding phenylalanine/tyrosine ammonia lyase, cinnamate-4-hydroxlase, coumarate-CoA ligase and benzalacetone synthase, in an industrial strain of Saccharomyces cerevisiae...
2016: Microbial Cell Factories
Matthew S Siderhurst, Soo J Park, Caitlyn N Buller, Ian M Jamie, Nicholas C Manoukis, Eric B Jang, Phillip W Taylor
Queensland fruit fly, Bactrocera tryoni (Q-fly), is a major pest of horticultural crops in eastern Australia. Lures that attract male Q-fly are important for detection of incursions and outbreaks, monitoring of populations, and control by mass trapping and male annihilation. Cuelure, an analog of naturally occurring raspberry ketone, is the standard Q-fly lure, but it has limited efficacy compared with lures that are available for some other fruit flies such as methyl eugenol for B. dorsalis. Melolure is a more recently developed raspberry ketone analog that has shown better attraction than cuelure in some field studies but not in others...
February 2016: Journal of Chemical Ecology
Minjeong Kim, Heung Soo Baek, Miri Lee, Hyeonji Park, Song Seok Shin, Dal Woong Choi, Kyung-Min Lim
Rhododenol or rhododendrol (RD, 4-(4-hydroxyphenyl)-2-butanol) occurs naturally in many plants along with raspberry ketone (RK, 4-(4-hydroxyphenyl)-2-butanone), a ketone derivative, which include Nikko maple tree (Acer nikoense) and white birch (Betula platyphylla). De-pigmenting activity of RD was discovered and it was used as a brightening ingredient for the skin whitening cosmetics. Recently, cosmetics containing RD were withdrawn from the market because a number of consumers developed leukoderma, inflammation and erythema on their face, neck and hands...
April 2016: Toxicology in Vitro: An International Journal Published in Association with BIBRA
Suvi T Häkkinen, Tuulikki Seppänen-Laakso, Kirsi-Marja Oksman-Caldentey, Heiko Rischer
Bioconversion, i.e., the use of biological systems to perform chemical changes in synthetic or natural compounds in mild conditions, is an attractive tool for the production of novel active or high-value compounds. Plant cells exhibit a vast biochemical potential, being able to transform a range of substances, including pharmaceutical ingredients and industrial by-products, via enzymatic processes. The use of plant cell cultures offers possibilities for contained and optimized production processes which can be applied in industrial scale...
2015: Frontiers in Plant Science
Julian R Silverman, George John
To develop sustainable value-added materials from biomass, novel small-molecule sugar ester gelators were synthesized using biocatalysis. The facile one-step regiospecific coupling of the pro-antioxidant raspberry ketone glucoside and unsaturated or saturated long- and medium-chain fatty acids provides a simple approach to tailor the structure and self-assembly of the amphiphilic product. These low molecular weight molecules demonstrated the ability to self-assemble in a variety of solvents and exhibited supergelation, with a minimum gelation concentration of 0...
December 9, 2015: Journal of Agricultural and Food Chemistry
Roger I Vargas, Steven K Souder, Joseph G Morse, Elizabeth E Grafton-Cardwell, David R Haviland, John N Kabashima, Ben A Faber, Bruce Mackey, Peter Cook
During 2012–2013, solid Mallet TMR (trimedlure [TML], methyl eugenol [ME], raspberry ketone [RK]) wafers impregnated with DDVP (2, 2-dichlorovinyl dimethyl phosphate) insecticide were weathered during summer (8 wk) and winter (12 wk) in five California citrus-growing counties (Kern, Ventura, Orange, Tulare, and Riverside). In addition, TMR wafers without DDVP and with a Hercon Vaportape II insecticidal strip were compared with TMR dispensers with DDVP at Exeter and Riverside. Weathered treatments were shipped every week (overnight delivery) to Hawaii and frozen for a later bioassay in a 1,335-ha coffee plantation near Numila, Kauai Island, HI, where Mediterranean fruit fly, Ceratitis capitata (Wiedemann), oriental fruit fly, Bactrocera dorsalis Hendel, and melon fly, Bactrocera cucurbitae Coquillett, were all present...
April 2016: Journal of Economic Entomology
Roger I Vargas, Steven K Souder, Eddie Nkomo, Peter J Cook, Bruce Mackey, John D Stark
Solid male lure dispensers containing methyl eugenol (ME) and raspberry ketone (RK), or mixtures of the lures (ME + RK), and dimethyl dichloro-vinyl phosphate (DDVP) were evaluated in area-wide pest management bucket or Jackson traps in commercial papaya (Carica papaya L.) orchards where both oriental fruit fly, Bactrocera dorsalis (Hendel), and melon fly, Bactrocera cucurbitae (Coquillett), are pests. Captures of B. dorsalis with fresh wafers in Jackson and bucket traps were significantly higher on the basis of ME concentration (Mallet ME [56%] > Mallet MR [31...
August 2015: Journal of Economic Entomology
Chang Seok Lee, Yung Hyup Joo, Heung Soo Baek, Miyoung Park, Jeong-Hwan Kim, Hong-Ju Shin, Nok-Hyun Park, John Hwan Lee, Young-Ho Park, Song Seok Shin, Hae-Kwang Lee
Numerous medications are used to treat hyperpigmentation. However, several reports have indicated that repeated application of some agents, such as rhododendrol (RD), raspberry ketone (RK) and monobenzone (MB), can be toxic to melanocytes. Although these agents had severe side effects in human trials, no current in vitro methods can predict the safety of such drugs. This study assessed the in vitro effects of five depigmentary compounds including leukoderma-inducing agents. In particular, we determined the effects of different concentrations and exposure times of different depigmentary agents on cell viability and melanogenesis in the presence and absence of ultraviolet B (UVB) radiation...
January 2016: Experimental Dermatology
Amanda J Salacinski, Steven M Howell, Danielle L Hill, Steven M Mauk
BACKGROUND: Weight loss supplements are widely advertised and highly sought out products. Many supplements claim to increase body fat utilization, increase resting metabolic rate (RMR), and to improve body composition by decreasing total body fat composition. Therefore, the purpose of this study was to determine the acute effect of nonstimulant herbal supplements on RMR and substrate utilization. METHODS: Ten female and 16 male participants (mean age 23.7 ± 3.9 years; mean weight 79...
2016: Journal of Dietary Supplements
Shosuke Ito, Kazumasa Wakamatsu
BACKGROUND: Tyrosinase is able to oxidize a great number of phenols and catechols to form ortho-quinones. Ortho-quinones are highly reactive compounds that exert cytotoxicity through binding with thiol enzymes and the production of reactive oxygen species. Certain phenolic (and catecholic) compounds are known to induce contact/occupational leukoderma through activation to ortho-quinones. OBJECTIVE: We report a convenient screening method to follow the oxidation of those leukoderma-inducing phenols by mushroom tyrosinase...
October 2015: Journal of Dermatological Science
Lea Bredsdorff, Eva Bay Wedebye, Nikolai Georgiev Nikolov, Torben Hallas-Møller, Kirsten Pilegaard
Raspberry ketone (4-(4-hydroxyphenyl)-2-butanone) is marketed on the Internet as a food supplement. The recommended intake is between 100 and 1400 mg per day. The substance is naturally occurring in raspberries (up to 4.3 mg/kg) and is used as a flavouring substance. Toxicological studies on raspberry ketone are limited to acute and subchronic studies in rats. When the lowest recommended daily dose of raspberry ketone (100 mg) as a food supplement is consumed, it is 56 times the established threshold of toxicological concern (TTC) of 1800 μg/day for Class 1 substances...
October 2015: Regulatory Toxicology and Pharmacology: RTP
Takeshi Nagata, Shinobu Ito, Kazuyoshi Itoga, Hideko Kanazawa, Hitoshi Masaki
Specific phenol compounds including rhododendrol (RD), a skin-brightening ingredient in cosmetics, are reported to induce leukoderma, inducing a social problem, and the elucidation of mechanism of leukoderma is strongly demanded. This study investigated the relationship among the cytotoxicities of six phenol compounds on B16F10 melanoma cells and HaCaT keratinocytes and generated reactive oxygen species (ROS). As a result, the cytotoxicity of RD on B16F10 cells was higher than that on HaCaT cells, and RD significantly increased intracellular ROS and hydrogen peroxide (H2O2) levels in B16F10 cells...
2015: BioMed Research International
Adriano Bof de Oliveira, Johannes Beck, Christian Landvogt, Bárbara Regina Santos Feitosa, Fillipe Vieira Rocha
The title compound, C11H15N3OS, is a thio-semicarbazone derivative of the raspberry ketone rheosmin [systematic name: 4-(4-hy-droxy-phen-yl)butane-2-one]. The mol-ecule deviates from planarity, with the bridging C-C-C=N torsion angle equal to -101.3 (2)°. The maximum deviation from the mean plane of the non-H atoms of the thio-semicarbazone fragment [C=N-N-C(= S)-N] is 0.085 (5) Å for the Schiff base N atom, and the dihedral angle between this mean plane and the aromatic ring is 50.31 (8)°. In the crystal, mol-ecules are linked by N-H⋯O, N-H⋯S and O-H⋯S hydrogen bonds, forming a three-dimensional structure, with the mol-ecules stacked along [011]...
January 1, 2015: Acta Crystallographica. Section E, Crystallographic Communications
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