Tyrosinase-Catalyzed Oxidation of the Leukoderma-Inducing Agent Raspberry Ketone Produces (E)-4-(3-Oxo-1-butenyl)-1,2-benzoquinone: Implications for Melanocyte Toxicity
Chemical Research in ToxicologyDOI: 10.1021/acs.chemrestox.7b00006 (Source: Chemical Research in Toxicology)
Source: Chemical Research in Toxicology - March 6, 2017 Category: Toxicology Authors: Shosuke Ito, Maki Hinoshita, Erina Suzuki, Makoto Ojika and Kazumasa Wakamatsu Source Type: research

Raspberry ketone ingestion in dogs
RASPBERRY ketone (4-(4-hydroxyphenyl)-2-butanone) has become popular as a weight loss supplement in humans and is often found in multi-ingredient preparations, particularly with caffeine (usually 30 to 200 mg, but the dosage may not be declared on the label). Raspberry ketone is structurally similar to other naturally occurring botanical compounds (capsaicin and synephrine) and is thought to have sympathomimetic effects. Experimental studies have shown that it alters lipid metabolism in adipocytes (Park 2015) and enhances noradrenaline-induced lipolysis (Morimoto and others 2005). There is limited information on the s...
Source: Veterinary Record - January 5, 2017 Category: Veterinary Research Authors: MacCallum, R., Bates, N., Edwards, N. Tags: Letter Source Type: research

Specific cytotoxicities of rhododenol and raspberry ketone on B16 melanoma cell by increasing intracellular reactive oxygen species levels
This study investigated the relationship among the cytotoxicities of 4HPB and RK on B16 melanoma cells (B16 cells) and HaCaT cells, and the generated amounts of ROS. (Source: Journal of Dermatological Science)
Source: Journal of Dermatological Science - September 29, 2016 Category: Dermatology Authors: Takeshi Nagata, Shinobu Ito, Kazuyoshi Itoga, Hideko Kanazawa, Hitoshi Masaki Tags: P13-07[C09-05] Source Type: research

Different effects of five depigmentary compounds, rhododendrol, raspberry ketone, monobenzone, rucinol and AP736 on viability of melanocytes
Numerous medications are used to treat hyperpigmentation. However, several reports have indicated that repeated application of some agents, such as rhododendrol, raspberry ketone, and monobenzone, 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. The present study assessed the in vitro effects of five leukoderma- inducing compounds. 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...
Source: Journal of Dermatological Science - September 29, 2016 Category: Dermatology Authors: 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 Tags: P13-15[O2-46] Source Type: research

Decarboxylative Csp(3)-Csp(3) coupling for benzylation of unstable ketone enolates: synthesis of p-(acylethyl)phenols.
Abstract 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. PMID: 27378390 [PubMed - as supplied by publisher] (Source: Chemical Communications)
Source: Chemical Communications - July 4, 2016 Category: Chemistry Authors: Wang S, Chen X, Ao Q, Wang H, Zhai H Tags: Chem Commun (Camb) Source Type: research

Decarboxylative Csp3-Csp3 Coupling for Benzylation of Unstabilized Ketone Enolates: Synthesis of p-(Acylethyl)phenols
Chem. Commun., 2016, Accepted ManuscriptDOI: 10.1039/C6CC03835B, CommunicationSasa Wang, Xinzheng Chen, Qiaoqiao Ao, Huifei Wang, hongbin zhaiA new decarboxylative Csp3-Csp3 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...The content of this RSS Feed (c) The Royal Society of Chemistry (Source: RSC - Chem. Commun. latest articles)
Source: RSC - Chem. Commun. latest articles - June 27, 2016 Category: Chemistry Authors: Sasa Wang Source Type: research

New Dietary Supplements for Obesity: What We Currently Know
Abstract 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. Hence, the purpose...
Source: Current Obesity Reports - April 5, 2016 Category: Eating Disorders and Weight Management Source Type: research

Heterologous production of raspberry ketone in the wine yeast Saccharomyces cerevisiae via pathway engineering and synthetic enzyme fusion
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, combine... (Source: Microbial Cell Factories)
Source: Microbial Cell Factories - March 4, 2016 Category: Microbiology Authors: Danna Lee, Natoiya D. R. Lloyd, Isak S. Pretorius and Anthony R. Borneman Source Type: research

Rhododenol and raspberry ketone impair the normal proliferation of melanocytes through reactive oxygen species-dependent activation of GADD45.
Abstract 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 activities 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. Here, we explored the mechanism underly...
Source: Toxicology in Vitro - February 8, 2016 Category: Toxicology Authors: Kim MJ, Baek HS, Lee M, Park H, Shin SS, Choi DW, Lim KM Tags: Toxicol In Vitro Source Type: research

The Acute Effects of Nonstimulant Over-the-Counter Dietary Herbal Supplements on Resting Metabolic Rate.
CONCLUSIONS: Therefore, nonstimulant weight loss supplements may not be beneficial for weight loss, or an increase of fat utilization. PMID: 26317375 [PubMed - as supplied by publisher] (Source: Journal of Dietary Supplements)
Source: Journal of Dietary Supplements - November 18, 2015 Category: Nutrition Tags: J Diet Suppl Source Type: research

Different effects of five depigmentary compounds, rhododendrol, raspberry ketone, monobenzone, rucinol and AP736 on melanogenesis and viability of human epidermal melanocytes
This article is protected by copyright. All rights reserved. (Source: Experimental Dermatology)
Source: Experimental Dermatology - October 1, 2015 Category: Dermatology Authors: 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 Tags: Regular Article Source Type: research

Raspberry ketone in food supplements – High intake, few toxicity data – A cause for safety concern?
Publication date: October 2015 Source:Regulatory Toxicology and Pharmacology, Volume 73, Issue 1 Author(s): 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 r...
Source: Regulatory Toxicology and Pharmacology - July 22, 2015 Category: Toxicology Source Type: research

Raspberry ketone in food supplements - high intake, few toxicity data – a cause for safety concern?
Publication date: Available online 6 July 2015 Source:Regulatory Toxicology and Pharmacology Author(s): 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 to 1 400 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 raspberr...
Source: Regulatory Toxicology and Pharmacology - July 7, 2015 Category: Toxicology Source Type: research

Raspberry ketone in food supplements - high intake, few toxicity data - a cause for safety concern?
Abstract Raspberry ketone (4-(4-hydroxyphenyl)-2-butanone) is marketed on the Internet as a food supplement. The recommended intake is between 100 to 1 400 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 1 800 μg/day for Class 1 substances. The margin of safety (MOS)...
Source: Regulatory Toxicology and Pharmacology : RTP - July 6, 2015 Category: Toxicology Authors: Bredsdorff L, Wedebye EB, Nikolov NG, Hallas-Møller T, Pilegaard K Tags: Regul Toxicol Pharmacol Source Type: research

Crystal structure of (E)-2-[4-(4-hydroxyphenyl)butan-2-ylidene]hydrazine-1-carbothioamide
The title compound, C11H15N3OS, is a thiosemicarbazone derivative of the raspberry ketone rheosmin [systematic name: 4-(4-hydroxyphenyl)butane-2-one]. The molecule 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 thiosemicarbazone 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, molecules are linked by N—H...O, N—H...S and O—H...S hydrogen bonds, forming a three-dimensiona...
Source: Acta Crystallographica Section E - December 14, 2014 Category: Chemistry Authors: Oliveira, A.B. deBeck, J.Landvogt, C.Feitosa, B.R.S.Rocha, F.V. Tags: crystal structure thiosemicarbazone raspberry ketone hydrogen bonding three-dimensional organic compounds Source Type: research