Abstract
We achieved the enzymatic synthesis of feruloyl arbutin and lipoyl arbutin without the need of vinyl ferulate and vinyl lipoate as acyl donors, respectively.
(c) 2009 The Society for Biotechnology, Japan. Published by Elsevier B.V. All rights reserved....
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PMID: 20471593
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Abstract
An attempt was made to estimate the effect of plant extract components (nettle extract, sage extract) on the process of arbutin release from new prescriptions of skin-bleaching gels. Formulations containing arbutin and dry standardized plant extracts were produced for this purpose. The suggested hyd...
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PMID: 20446531
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Abstract
Quantitative analyses and investigation of antioxidant activity of herb and dry ethanolic extracts of five species from Ericaceae family (Arbutus unedo L., Bruckentalia spiculifolia Rchb., Calluna vulgaris Salisb., Erica arborea L. and Erica carnea L.) were performed. Total polyphenols, tannins and...
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PMID: 19947168
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Abstract
The compounds were identified as: apigenin (I), luteolin (II), Hesperetin (III), Naringenin-7-O-beta-D-glucoside (IV), Arbutin (V), 4-hydroxybenzyl-beta-D-glucoside (VI), abscisic acid (VII) and 1-acetoxy-3-hydroxypropan-2-yl-3-hydroxypentanoate (VIII). CONCLUSION: All these compounds are obtained f...
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PMID: 19960943
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Abstract
Thus, dA and its second-generation derivatives, which inhibit melanogenesis at safe concentrations by specifically acting on the tyrosinase enzyme at a post-translational level, are promising agents to ameliorate hyperpigmented lesions or lighten skin....
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PMID: 18811684
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Abstract
The four fractions extracted all had inhibitory activities on tyrosinase, inhibitory activities of ethyl acetate and n-butanol fraction were higher. Their IC50 were 57.8, 140 microg/ml for monophenol oxidase activity and 41.2, 59.6 microg/ml for diphenol oxidase activity, respectively. The inhibitio...
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PMID: 19230412
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Abstract
We measured antioxidant activity using DPPH assay, NBT/XO assay and intracellular ROS scavengning assay and depigmenting activity using tyrosinase assay, alpha-MSH-induced melanin production in B-16 cells. Luteolin showed dose-dependent anti-oxidant activity in DPPH, NBT/XO and intracellular ROS ass...
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PMID: 18806960
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Abstract
Three new galloyl arbutins, hyemalosides A-C (1-3), along with nine known compounds were isolated from the evergreen tree Eugenia hyemalis. The structures of compounds 1-3 were determined by analysis of NMR and MS data. Compounds 1-3 inhibited HIV-1 RNase H in vitro with IC50 values of 1.46, >18, an...
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PMID: 18763827
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Abstract
We measured the hydrolytic activity of the main skin microflora: Staphylococcus epidermidis and Staphylococcus aureus. All strains hydrolyzed arbutin, with activities of 0.16-4.51 nmol/min/mg. The hydrolyzed hydroquinone showed more potent 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity an...
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PMID: 18789053
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Abstract
Arbutus andrachne L. is widely distributed in Jordan. Tyrosinase is the key enzyme in the biosynthesis of melanin. This preliminary study was carried out to assess the possible anti-tyrosinase activity of A. andrachne extracts. Arbutin, hydroquinone and kojic acid were selected as inhibitor standard...
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PMID: 18713073
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Abstract
The present study identified p-coumaric acid as a main constituent of S. quelpaertensis inhibiting cellular melanogenesis. Because of its structural similarity, p-coumaric acid may interfere with l-tyrosine action in the control of tyrosinase expression in response to alpha-MSH....
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PMID: 18544081
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Abstract
A new phenolic glucoside ester, 6'-E-(2''-methyl-2''-butenoyl) arbutin (1), was isolated from the leaves of Heliciopsis lobata. Its structure was elucidated by spectral analysis.
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PMID: 18534782
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Abstract
Thermotoga neapolitana beta-glucosidase (BglA) was subjected to site-directed mutagenesis in an effort to increase its ability to synthesize arbutin derivatives by transglycosylation. The transglycosylation reaction of the wild-type enzyme displays major beta(1,6) and minor beta(1,3) or beta(1,4) re...
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PMID: 18633289
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Abstract
These results suggest that arbutin-lysoPC forms vesicles with bilayers stabilized in an interdigitated array. FTIR spectroscopy shows that arbutin interacts with the hydrated population of the carbonyl groups and with the phosphates through the formation of hydrogen bonds. It is interpreted that hyd...
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PMID: 18312849
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Abstract
To develop a new skin whitening agent, arbutin-beta-glycosides were synthesized and evaluated for their melanogenesis inhibitory activities. Three active compounds were synthesized via the transglycosylation reaction of Thermotoga neapolitana beta-glucosidase and purified by recycling preparative HP...
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PMID: 18040603
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Abstract
I (3), J (4), K (5), and L (6), were isolated from the fruit of Pyracantha fortuneana (MAXIM) LI. Their structures were determined to be 3,7-dihydroxy-2,4-dimethoxy-dibenzofuran 7-O-beta-D-glucopyranoside, 3,7-dihydroxy-2,4-dimethoxy-dibenzofuran 7-O-(alpha-L-rhamnopyranosyl)-(1-6)-beta-D-glucopyran...
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PMID: 18379087
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Abstract
Ten compounds were isolated from the EtOAc soluble part of the MeOH extract of Saussureae Radix, with their effects on melanin production also evaluated in B-16 mouse melanoma cell lines stimulated with 3-isobutyl-1-methylxanthine (IBMX), an elevator of cellular cAMP. The compounds were identified a...
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PMID: 18409040
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Abstract
A fed-batch culture strategy for the production of recombinant Escherichia coli cells anchoring surface-displayed transglucosidase for use as a whole-cell biocatalyst for alpha-arbutin synthesis was developed. Lactose was used as an inducer of the recombinant protein. In fed-batch cultures, dissolve...
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PMID: 17973131
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Abstract
Two arbutin glucosides were synthesized via the acceptor reaction of a glucansucrase from Leuconostoc mesenteroides B-1299CB with arbutin and sucrose. The glucosides were purified by Bio-gel P-2 column chromatography and high-performance liquid chromatography, and the structures were elucidated as 4...
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PMID: 17917726
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Abstract
The aim of this study was to look for the chemical constituents from the rhizomes of Dryopteris sublaeta. The fresh plant was extracted twice with boiling water, the extract was concentrated to small volume under reduced pressure at 50 degrees C. The concentrated material was partitioned with ether,...
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PMID: 17944237
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Abstract
We evaluated effects of a water-soluble polyvinylpyrrolidone (PVP)-wrapped fullerene derivative (named "Radical Radical Sponge" because of its anti-oxidant ability) on melanogenesis, which was promoted by UVA-irradiation to human melanocytes and skin tissues. Radical Sponge markedly scavenged UVA-in...
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PMID: 17333222
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Abstract
Transesterification of arbutin and undecylenic acid vinyl ester was catalyzed by alkaline protease, Bioprase, in dimethylformamide to get arbutin derivative having undecylenic acid at 6-position of glucose moiety, 6-O-undecylenoyl p-hydroxyphenyl beta-D-glucopyranoside. The reaction rate increased w...
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PMID: 17418566
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Abstract
Our method was applied to assay commercial cosmetics. The results were within the labeled amount of 99.6-102.5%....
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PMID: 17367975
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Abstract
The effect of arbutin, a 4-hydroxyphenyl-beta-glucopyranoside, on dimyristoylphosphatidylcholine (DMPC) bilayers was studied by turbidimetry, EPR and FTIR spectroscopies. The disruption of DMPC multilamellar vesicles (MLV's) with monomyristoylphosphatidylcholine (lysoPC), a product of hydrolysis of...
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PMID: 17442288
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Abstract
We validated zebrafish as a whole-animal model for phenotype-based screening of melanogenic inhibitors or stimulators. We used both the well-known melanogenic inhibitors (1-phenyl-2-thiourea, arbutin, kojic acid, 2-mercaptobenzothiazole) and newly developed small molecule compounds (haginin, YT16i)....
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PMID: 17371438
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Abstract
These results suggest that the arbutin ester inhibits the latter part of the tyrosinase reaction, which consists of hydroxylation and oxidation....
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PMID: 17195058
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Abstract
The present results report for the first time a systematic study of the effect of arbutin on the dipole potential of lipid membranes. The dipole potential and the area per lipid were measured in monolayers of dimyristoylphosphatidylcholine (DMPC), 1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine (die...
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PMID: 17257579
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Abstract
A tyrosinase inhibitor was isolated from the sprout of Polygonum hydropiper L. (Benitade) by activity-guided fractionation and identified as (2R,3R)-+-taxifolin (1) by spectroscopic means. Compound 1 inhibited 70% of tyrosinase activity at a concentration of 0.50 mM. ID50 (50% inhibition dose) value...
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PMID: 17329865
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Abstract
The optimal conditions of arbutin and hydroquinone extraction from plant raze, materials and biologically active supplements based on Vaccinium vitis-idaea and Arctostaphylos uva-ursi leaves were developed. 25% ethanol was used for extraction in quantitation. Based on isocratic fluorometric HPLC chr...
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PMID: 17674527
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Abstract
Densitometry was used for quantitative determination of arbutin (Vaccinium vitis idaeae) in leaves of cowberry collected from region of Suwalszczyzna, Poland. Arbutin was extracted using methanol. Chromatography was performed on glass TLC plates with layers of silica gel. The quantitative densitomet...
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PMID: 18540157
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Abstract
I and type II Suc transporters have different substrate specificities. AtSUC9 protein was localized to the plasma membrane by transient expression in onion (Allium cepa) epidermis. Using a whole-gene translational fusion to beta-glucuronidase, AtSUC9 expression was found in sink tissues throughout t...
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PMID: 17098854
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Abstract
A high-performance liquid chromatographic method was developed for quantitative analysis of arbutin. The arbutin was separated on an ODS Hypersil C(18) column with a mobile phase of water:methanol:0.1 M hydrochloric acid (89:10:1, v/v/v). The level of arbutin was measured by means of UV detection at...
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PMID: 17342266
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Abstract
We aim to investigate the genotoxic effect of arbutin on the differential gene expression profiling in A375 human malignant melanoma cells through its effect on tumorigenesis and related side-effect. The DNA microarray analysis provided the differential gene expression pattern of arbutin-treated A37...
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PMID: 17103032
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Abstract
These results suggest that liposomal formulation could enhance the skin deposition of hydrophilic skin-whitening agents, thereby enhancing their activities....
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PMID: 17225471
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Abstract
We investigated whether hydroquinone may be released under conditions encountered in the human gastrointestinal tract. Arbutin was stable in artificial gastric juice. Fecal slurries from nine human subjects completely converted arbutin (2 mM) into hydroquinone. Four of nine representative human inte...
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PMID: 16904805
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Abstract
In this paper, the interaction of arbutin with dimyristoylphosphatidylcholine bilayers was studied by FTIR spectrometry. The results show that arbutin interacts in different extents with the phosphate and carbonyl groups of membranes in the gel state, the liquid crystalline state or subjected to osm...
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PMID: 16949553
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Abstract
alpha-Arbutin has huge application potentials in the cosmetic industry, as its inhibitory effect on human tyrosinase is stronger than that of its naturally occurring anomer arbutin (4-hydroxyphenyl beta-D-glucopyranoside). Enzymatic synthesis was preferred for alpha-arbutin previously, and now a new...
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PMID: 16697994
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Abstract
A simple and accurate spectrophotometric method for the determination of arbutin (glycosylated hydroquinone) is described. It is based on the oxidation of arbutin by periodate in presence of iodate. Excess periodate causes liberation of iodine at pH 8.0. The unreacted periodate is determined by meas...
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PMID: 16458577
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Abstract
Detection of juice-to-juice adulteration based on chemical composition studies is a common method used by government regulatory agencies and food companies. This study investigated the use of major carbohydrate (fructose, glucose and sucrose), polyol (sorbitol), proline, and phenolic profiles as ind...
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PMID: 16787040
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Abstract
A new phenolic glycoside, 6'-[(E)-2''-hydroxymethyl, 2''-butenoyl] arbutin (1), and two known phenolic glycosides, 6'-[(E)-4''-hydroxycinnamoyl] arbutin (2) and 6'-[(E)-3'',4''-dihydroxycinnamoyl] arbutin (3), were isolated from the leaves of Heliciopsis lobata (Merr.) Sleum. Their structures were e...
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PMID: 16864450
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Abstract
Four phenolic glycosides (1-4), including two new ones (3 and 4), have been isolated from the stems of Casearia multinervosa and identified as arbutin (1), 4-O-E-caffeoylarbutin (2), 4-O-E-coumaroylarbutin (3) and 4-O-E-feruloylarbutin (4), respectively. In addition, the two known phenolic glycoside...
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PMID: 16835099
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Abstract
Four glycosides were identified as 6-O-methylpropanoyl-alpha-D-glucopyranoside (1), 4"-phenolic-6-O-methylpropanoyl-beta-D-glucopyranoside (2), 1-O-galloyl-beta-D-glucopyranoside (3), arbutin (4). CONCLUSION: Compounds 1 and 2 are new compounds; 3 and 4 were isolated from Breynia rostrata Merr. for...
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PMID: 16671541
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Abstract
The genome of Streptococcus mutans UA159 contains two phospho-beta-glucosidase genes, bglA and celA, which occur in operon-like arrangements along with genes for components of phosphotransferase transport systems and a third phospho-beta-glucosidase encoded by the arb gene, which does not have its o...
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PMID: 16390337
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Abstract
This paper examines for the first time the analytical possibilities of fast and simultaneous detection of prominent natural antioxidants including examples of flavonoids and vitamins using a CE microchip with electrochemical detection (ED). Unpinched injection conditions, zone electr...
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PMID: 16283691
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Abstract
A new strategy for the skin delivery of bioactive compounds has been developed, using enzymes involved in the maintenance of the epidermal barrier function and the enzymatic transformation of corresponding precursors. This new strategy has been tested with regard to two enzymatic activities of the s...
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PMID: 16098037
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Abstract
We have developed a new tyrosinase inhibitor, deoxyArbutin (dA), based on this premise. DeoxyArbutin demonstrates effective inhibition of mushroom tyrosinase in vitro with a Ki that is 10-fold lower that hydroquinone (HQ) and 350-fold lower than arbutin. In a hairless, pigmented guinea pig model, dA...
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PMID: 16026582
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Abstract
We examined evidence for natural selection on the human receptor TAS2R16 by sequencing the entire coding region, as well as part of the 5' and 3' UTRs, in 997 individuals from 60 human populations. We detected signatures of positive selection, indicated by an excess of evolutionarily derived alleles...
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PMID: 16051168
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Abstract
The HPLC retention time, photodiode array UV spectrum analysis, and LC/MS results indicated that arbutin and chlorogenic acid are the main phenolic constituents in Oriental pear. The two compounds exist in different organs of the Yali pear, which is one of the major cultivars of Pyrus bretschnrideri...
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PMID: 15884812
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Abstract
Cryptococcus taeanensis, a new anamorphic yeast species originating from a salt farm on the Taean peninsula in Korea, is described. Strain 3-12(T) grew by budding, contained ubiquinone Q-10 and xylose in cell hydrolysates, utilized d-glucuronate and did not ferment D-glucose. A molecular phylogeneti...
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PMID: 15879283
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Abstract
Our results revealed salicylaldehyde to be the optimal precursor of salicin. It was transformed by the culture of Datura meteloides after 6; 24, and 168 hours and by the culture of Coronilla varia after 6 hours. In comparison with arbutin, its amount was smaller....
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PMID: 15895970
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Abstract
We synthesized alpha-arbutin-alpha-glycosides by the transglycosylation reaction of cyclomaltodextrin glucanotransferase from Bacillus macerans using alpha-arbutin and starch as acceptor and donor molecules, respectively. We isolated and characterized two major products from the reaction mixture. Th...
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PMID: 16233788
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Abstract
The metabolomic analysis of 11 Ilex species, I. argentina, I. brasiliensis, I. brevicuspis, I. dumosavar. dumosa, I. dumosa var. guaranina, I. integerrima, I. microdonta, I. paraguariensis var. paraguariensis, I. pseudobuxus, I. taubertiana, and I. theezans, was carried out by NMR spectroscopy and m...
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PMID: 15713047
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Abstract
An HPLC assay with fluorimetric detection of the arbutin metabolites hydroquinone glucuronide (2) and hydroquinone sulphate (6) in urine was developed and validated. Methylarbutin (4) and 6 were synthesised as reference substances. Compound 2 was prepared enzymatically from hydroquinone and uridine...
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PMID: 15729623
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Abstract
I and 8 (32%) in group II. The EK analysis revealed sixteen groups. These data prompts for a genetic variability of the isolates of Blastoschizomyces capitatus and their account in two distinct genetic groups as suggested by REA. This grouping was confirmed by examining the utilisation of cellobiose...
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PMID: 16164834
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Abstract
Arbutin was synthesized from glucose by two-step reaction below: (a) 2,3,4,6-tetra-O-acetyl-alpha-D-glucosyl chloride or bromide was prepared by glucose and acetyl halide (chloride or bromide). (b) 2,3,4,6-tetra-O-acetyl-alpha-D-glucosyl halide (Cl, Br) reacted with hydroquinone, methanol as solvent...
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PMID: 15547956
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Abstract
A sulphate arbutin derivative was isolated from the leaves of Ilex theezans, an adulterant of mate (Ilex paraguariensis). The structure was determined by spectral analysis.
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PMID: 15567265
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Abstract
The mixture of aloesin and arbutin showed an inhibition on tyrosinase activity of human melanocytes and reduced significantly melanin content. Between the mixture and the single use of aloesin or arbutin, there is significant difference (P < 0.05). On the other hand, the mixture has little influence...
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PMID: 15623110
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Abstract
We performed primer extension experiments, using primers for hly and prfA, which encode for a hemolysin and the regulator protein PrfA, respectively. In the presence of cellobiose and arbutin, transcription of hemolysin was reduced. However, none of the sugars affected transcription of prfA. The res...
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PMID: 15297913
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