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1 c anions such as 17beta-estradiol 17-(beta-d-glucuronide).
2 ide) and total NNAL (the sum of NNAL and its glucuronide).
3 otinate and quinate) and alcohol (with ethyl glucuronide).
4 reference standard, JWH-018 5-hydroxypentyl glucuronide.
5 ithin glucuronides, and indole-3-acetic acid glucuronide.
6 TCC in human urine was largely the N- or N'-glucuronide.
7 that was not induced by 4-nitrophenyl-beta-D-glucuronide.
8 L), NNAL-N-beta-glucuronide, and NNAL-O-beta-glucuronide.
9 a metabolite expressed in human sweat, Ethyl Glucuronide.
10 te in all volunteers was N-hydroxy-PhIP-N(2)-glucuronide.
11 norUDCA in bile and urine was the C-23 ester glucuronide.
12 in patients to a single metabolite [18F]FLT-glucuronide.
13 y of urinary GTC metabolite epigallocatechin glucuronide.
14 ings with the endogenous compound, bilirubin glucuronide.
15 GUS expression in response to small-molecule glucuronides.
16 d forms (79.4% +/- 3.9%) and as sulfates and glucuronides.
17 aluronan (HA), proteoglycans, and xenobiotic glucuronides.
18 environmental toxicants to highly excretable glucuronides.
19 ts binding to anionic and bulky ligands like glucuronides.
20 hem opioids, resulting in the formation of D-glucuronides.
21 es of CYP2C8 that allow potential binding to glucuronides.
22 thocyanins reached the circulation mainly as glucuronides.
23 1-hydroxypyrene (1-pyOH) and 1-hydroxypyrene-glucuronide (1-pyOglu) in phosphate buffer and artificia
24 a 5.1 mM solution of a synthetic model drug glucuronide, 1-beta-O-acyl (S)-alpha-methyl phenylacetyl
27 ansformed, respectively, into methyl alpha-O-glucuronide 3 and hydroxymethyl beta-C-glucuronide 9, wh
29 metabolite, 3'-O-methyl-epicatechin-5-O-beta-glucuronide (3'-O-Me-EC-Gluc), one of the PAC metabolite
30 e method uses chemically synthesized 4-ABP-N-glucuronide (4-ABP-G) as a standard for method validatio
31 yl sulfamethoxazole, sulfamethoxazole beta-D-glucuronide, 4-nitroso sulfamethoxazole, and 4-nitro sul
32 AG), 4-methylumbelliferyl sulfate (4MUS) and glucuronide (4MUG), and harmol sulfate (HS) and glucuron
33 o other common opiates, morphine, morphine-3-glucuronide, 6-acetyl morphine, demonstrates an advantag
34 pha-O-glucuronide 3 and hydroxymethyl beta-C-glucuronide 9, which undergo decarboxylative elimination
35 id (an omega-3-fatty acid) and quercetin-3-O-glucuronide (a polyphenol metabolite) do not undergo sen
36 ng intensity and duration: cotinine plus its glucuronide, a biomarker of nicotine uptake; 4-(methylni
39 two T metabolites which remain conjugated as glucuronides after an enzymatic hydrolysis of the urine.
40 excretion of acetaminophen sulfate (AS) and glucuronide (AG), 4-methylumbelliferyl sulfate (4MUS) an
41 de, luteolin-7-O-rutinoside and luteolin-7-O-glucuronide against acridin were 21.8%, 22.4% and 23.6%,
42 de, luteolin-7-O-rutinoside and luteolin-7-O-glucuronide against ethyl methanesulfonate were 57.6%, 5
43 al acyl migration reactions of 1-beta-O-acyl glucuronides (AGs), which rearrange at neutral or slight
44 s, namely, indole-3-acetic acid and p-cresyl glucuronide, an increase in blood flow rate is advantage
45 onide, cortolone-3-glucuronide, testosterone-glucuronide and 17-hydroxyprogesterone), which belonged
46 he glucuronide conjugates ethinylestradiol-3-glucuronide and 17beta-estradiol-17-glucuronide stimulat
47 androstan-17-one (6beta-hydroxyandrosterone) glucuronide and 3alpha,6beta-dihydroxy-5beta-androstan-1
48 and two predominant metabolic conjugates-BPA glucuronide and BPA sulfate-in umbilical cord serum coll
49 to morphine and related opioids (morphine-6-glucuronide and buprenorphine) was blocked by JNK inhibi
50 nicotine metabolites, the levels of nicotine-glucuronide and cotinine-glucuronide were 42% (P < 0.000
56 ed three metabolites RV 3-O-sulphate, RV 3-O-glucuronide and RV 4'-O-glucuronide, and studied their e
59 S-MS) has been developed for the analysis of glucuronide and sulfate metabolites of seven anabolic-an
60 olic catabolites are included with flavanone glucuronide and sulfate metabolites, orange juice (poly)
62 Interestingly, the endobiotic estradiol-17-glucuronide and the xenobiotic indomethacin-acyl-glucuro
63 noside, luteolin 7-O-glucoside, apigenin 7-O-glucuronide and tricin 7-O-diglucuronide have been isola
64 We tentatively identified 1-methylpyrene glucuronides and 1-carbonylpyrene glycine as phase II me
65 thoroughly investigated for a wide range of glucuronides and for the reference standard, JWH-018 5-h
67 EG can be produced similarly to other simple glucuronides and should therefore be no more expensive.
68 nditions for enzyme hydrolysis of polyphenol glucuronides and sulfate esters, extraction, and dansyla
69 ed in human urine primarily as water-soluble glucuronides and sulfates that can dissociate in wastewa
71 morphine-like compounds (morphine and/or its glucuronides and/or codeine) in the adult mouse spinal c
72 ansport of [(3)H]17beta-estradiol-17-beta-(D-glucuronide) and doxorubicin efflux in AAV-293 cells.
73 total cotinine (the sum of cotinine and its glucuronide) and total NNAL (the sum of NNAL and its glu
74 (ii) dill: neochlorogenic acid and quercetin glucuronide, and (iii) parsley: apigenin-7-apiosylglucos
79 1-hydroxypyrene, pyrene-1-sulfate, pyrene-1-glucuronide, and pyrene glucoside sulfate, with pyrene-1
80 esveratrol-4'-O-sulfate, resveratrol sulfate glucuronide, and resveratrol disulfate were identified b
81 retinyl esters, 4-oxoretinol, retinoyl beta-glucuronide, and retinyl beta-glucuronide but not for re
82 ng MK-571, methotrexate, estradiol 17-beta-d-glucuronide, and S(2,4-dinitrophenyl)glutathione (DNP-SG
85 3-O-sulphate, RV 3-O-glucuronide and RV 4'-O-glucuronide, and studied their effects on cell growth in
86 the levels of nicotine-glucuronide, cotinine-glucuronide, and trans-3'-hydroxycotinine (3HC)-glucuron
87 ude acyl glucuronides, ether glucuronides, N-glucuronides, and carbamoyl glucuronides, have been show
90 tion of Gli1 reduced UGT1As, eliminated drug glucuronides, and renewed sensitivity to ribavirin and A
91 teers were glucuronides, sulfates, and sulfo-glucuronides, and the total excretion of flavanones incr
92 However, 20-fold higher accumulation of APAP-glucuronide (APAP-GLUC) was found in the liver of Mrp3-/
93 uronide and the xenobiotic indomethacin-acyl-glucuronide are found to exhibit markedly differential b
94 eine, morphine-6-glucuronide, and morphine-3-glucuronide are synthesized de novo in mammalian cells a
97 t Km values of >130 microM), suggesting that glucuronides are the preferred substrates for this trans
102 catechin and its metabolite, epicatechin-7-O-glucuronide, as independent predictors of the vascular e
103 19-NA in urine samples fortified with 19-NA glucuronide at three different concentrations (equivalen
104 reated rats showed the presence of bilirubin glucuronides at normal WT levels >2 yr after one injecti
106 nding assay and shown that labeled ezetimibe glucuronide binds specifically to a single site in brush
109 de, luteolin-7-O-rutinoside and luteolin-7-O-glucuronide) by using a eukaryotic cell system, Saccharo
110 The formation of beta-D-glucopyranosides (glucuronides) by the UDP-glucuronosyltransferases (UGTs)
111 f morphine-6-glucuronide (M6G) and codeine-6-glucuronide (C6G) were synthesized and evaluated with th
113 re to NNN--the sum of NNN and its pyridine-N-glucuronide, called total NNN--was quantified in the uri
114 nt mouse models, we show here that sorafenib-glucuronide can be extruded from hepatocytes into the bi
115 cording to this model, hepatocytic bilirubin glucuronide can follow a liver-to-blood shuttling loop v
116 r, there is growing evidence to suggest that glucuronides can be ligands of human CYP2C8, making CYP2
117 ts of 19-NA yielded from hydrolysis of 19-NA glucuronide compared well with the theoretical values (c
120 y either bacteria-mediated hydrolysis of the glucuronide conjugate of the active metabolite 7-ethyl-1
121 ent glucuronidation to form a novel O-linked glucuronide conjugate, O-(beta-D-glucosidurony1)-2-hydro
122 ty is expected to reduce the reactivation of glucuronide-conjugated drugs in the intestine, thereby r
126 und decrease in the biliary clearance of the glucuronide conjugates was observed in Bcrp-deficient mo
128 roid conjugates in all sample types, whereas glucuronide conjugates were hydrolyzed in the presence o
129 se activity was stimulated by bile acids and glucuronide conjugates, reaching 170 +/- 28 nmol min-1 m
134 widespread progressive accumulation of beta-glucuronide-containing glycosaminoglycans in lysosomes.
135 endocrine compounds (tetrahydroaldosterone-3-glucuronide, cortolone-3-glucuronide, testosterone-glucu
136 3'-hydroxycotinine (OH-COT), cotinine-N-beta-glucuronide (COT-GLUC), and trans-3'-hydroxycotinine-O-b
137 o significantly alter the levels of nicotine-glucuronide, cotinine-glucuronide, and trans-3'-hydroxyc
138 ble concentrations of COT, OH-COT, and their glucuronides, depending on sampling and storage time or
139 analysis showed that DHT was converted to a glucuronide, DHT-G, at a 6-fold higher level in androgen
140 educe conjugated steroids such as Dht-17beta-glucuronide (DhtG), Dht-17beta-sulfate (DhtS), and Tib-1
142 disruption of hepatic reuptake of bilirubin glucuronide due to coexisting OATP1B1 and OATP1B3 defici
143 CC10 transport substrates estrogen estradiol-glucuronide (E(2)17betaG) and leukotriene C4 (LTC(4)) si
144 te, glucuronides such as estradiol 17-beta-D-glucuronide (E(2)17betaG), the monoanionic bile acids gl
145 f E2-3G and its oxidized metabolite, estrone glucuronide (E1-3G), both of which were transformed into
146 fferent molecular weights: estradiol-17-beta-glucuronide (E17betaG), prostaglandin E2 (PGE2), cholecy
148 strogen levels, by measuring urinary estrone glucuronide (E1G) in the periovulatory and luteal phases
149 ects of a CYP3A haplotype on urinary estrone glucuronide (E1G) levels and tested for an association b
151 estosterone, androstenedione, androstanediol glucuronide, estradiol, and sex hormone-binding globulin
152 ency management intervention using the ethyl glucuronide (EtG) alcohol biomarker resulted in increase
154 f glucuronide conjugates, which include acyl glucuronides, ether glucuronides, N-glucuronides, and ca
160 interindividual variability in urinary NNAL glucuronide formation has been observed in smokers and t
161 6-fold lower level of nicotine- and cotinine-glucuronide formation, respectively, was observed in HLM
162 In the liver, Mrp2 transports bilirubin-glucuronide, glutathione (GSH), and drug conjugates into
163 : BPA (GM 0.16, range <LOD-52.26 ng/mL), BPA glucuronide (GM 0.14, range <LOD-5.41 ng/mL) and BPA sul
165 d high levels of urinary N-hydroxy-PhIP-N(2)-glucuronide had the lowest level of colon PhIP-DNA adduc
166 onides, suggesting that the preponderance of glucuronides had dissociated prior to reaching the treat
168 glucuronides, N-glucuronides, and carbamoyl glucuronides, have been shown to be substrates or time-d
169 lavanone metabolites, mainly hesperetin-3'-O-glucuronide, hesperetin-3'-sulfate, naringenin-4'-O-gluc
170 curonide (4MUG), and harmol sulfate (HS) and glucuronide (HG) was studied in Abcc2(-/-), Abcg2(-/-),
173 acid, 5-O-caffeoylquinic acid, apigenin 7-O-glucuronide in primary heads as well 1,5-di-O-caffeoylqu
174 pendent transport of [(3)H]estradiol-beta-17-glucuronide in vitro as compared with wild-type Ycf1p.
175 e presence of morphine, codeine, or morphine glucuronides in gamma-aminobutyric acid (GABA)-ergic neu
176 of morphine in case of fragmentation of the glucuronides in the atmospheric-to-vacuum interface of t
179 , lamotrigine, and its major metabolite (2-N-glucuronide), in environmental water samples using a new
180 MRP1-mediated uptake of tritiated estradiol glucuronide into inside-out membrane vesicles, their aff
181 t of leukotriene C(4) and estradiol-17beta-d-glucuronide into vesicles derived from MRP1 CK2alpha(-)
183 some organic anions by PB treatment: 1) PBOH-glucuronide is a substrate for Mrp2 and may compete with
184 ICUP) technique, we found that quercetin-3-O-glucuronide is also capable of interfering with the init
186 de, luteolin 7-O-rutinoside and luteolin 7-O-glucuronide) isolated from Mentha longifolia (L.) Huds.
188 d (RA), lithospermic acid (LA), luteolin-7-O-glucuronide (Lgr), luteolin-7-O-rutinoside (Lr), eriodic
190 d that its human metabolite lamotrigine-N(2)-glucuronide (LMG-N2-G) is the actual source of OXO-LMG i
193 -glucoside (cosmosiin), luteolin 3'-O-beta-d-glucuronide, luteolin, apigenin, cirsimaritin, isokaempf
194 on, the morphine metabolite morphine-3beta-D-glucuronide (M3G) elicited hyperalgesia in WT but not in
196 e for the residual heroin and morphine-6beta-glucuronide (M6G) analgesia in the exon 1 knockout mice.
197 -beta-thiosaccharide analogues of morphine-6-glucuronide (M6G) and codeine-6-glucuronide (C6G) were s
198 e concentrations for morphine and morphine-6-glucuronide (M6G) were observed in stable expression cel
199 ntified apigenin-7-O-glucoside, luteolin-3-O-glucuronide, malonyl caffeoylquinic acid, trans-resverat
201 response and cytokine release syndrome, and glucuronide metabolite AUC correlated with tumor lysis s
204 samples analyzed and lamotrigine and its 2-N-glucuronide metabolite were mostly detected in both wast
205 on for propranolol and its hydroxyproranolol glucuronide metabolite within specific organs of the tis
206 s dapagliflozin's major systemic circulating glucuronide metabolite, BMS-801576, concentrations in hu
208 was enzymatically hydrolyzed to convert the glucuronide metabolites into the original pharmaceutical
209 the relative abundance of hydroxypropranolol glucuronide metabolites were recorded and found to be co
211 e patients to receive morphine with 3- and 6-glucuronide metabolites, which are known to be neurotoxi
212 a major role in the biliary excretion of the glucuronide metabolites, with some minor contribution fr
217 fenac, it has been shown that removal of the glucuronide moieties from drug metabolites by bacterial
218 (FITC)], by utilizing a difluoromethylphenol-glucuronide moiety (TrapG) to trap the fluorochromes in
219 1-beta-O-acyl (S)-alpha-methyl phenylacetyl glucuronide (MPG) in 0.1 M sodium phosphate buffer in D2
220 ydroflavonol derivatives; myricetin hexoside-glucuronide, myricetin O-di-hexoside, syringetin O-di-he
221 tosterone (N = 4678), 3 alpha-androstanediol-glucuronide (N = 4767) and 17beta-estradiol (N = 2014) i
222 ates, which include acyl glucuronides, ether glucuronides, N-glucuronides, and carbamoyl glucuronides
223 nide, hesperetin-3'-sulfate, naringenin-4'-O-glucuronide, naringenin-7-O-glucuronide, was equivalent
225 a unique biomarker, N-acetyltyramine-O,beta-glucuronide (NATOG), a neurotransmitter-derived secretio
226 ion with the stable isotopes 2H and 13C, the glucuronide of acetaminophen isolated from urine provide
228 res of 36 phenolic conjugates, including the glucuronides of 3',4'-di- and 3',4',5'-trihydroxyphenyl-
229 As interaction perpetrators with CYP2C8, glucuronides of gemfibrozil and clopidogrel showed marke
231 T-GLUC), and trans-3'-hydroxycotinine-O-beta-glucuronide (OH-COT-GLUC) are excreted in urine followin
232 de, luteolin 7-O-rutinoside and luteolin 7-O-glucuronide on TA1537 strain were 84.03%, 87.63% and 67.
234 nd animals, conjugation of BPA molecule with glucuronide or sulfate is considered as a mechanism for
236 acetyl-l-glutamine, 5-hydroxyindole, indoxyl glucuronide, p-cresol sulfate, and indoxyl sulfate.
237 ones characterized by urinary pregnanediol-3-glucuronide (PdG) and estrone conjugate (E(1)C) levels.
238 is of propranolol and its hydroxypropranolol glucuronide phase II metabolites from a rat thin tissue
239 on gluconate, glucuronate, or methyl-beta-D-glucuronide; phosphate limitation; and carbon starvation
241 of reporter expression and for personalized glucuronide prodrug cancer therapy in preclinical studie
242 y in mice compared to HMR 1826, a well-known glucuronide prodrug of doxorubicin that cannot bind cova
243 tin metabolites in human plasma, quercetin 3-glucuronide (Q3G), quercetin 3'-sulphate (Q3'S) and isor
244 tradiol levels, and testosterone:17beta-diol-glucuronide ratio are associated with reduced BPH risk,
245 one, estradiol, and testosterone:17beta-diol-glucuronide ratio were 0.64 (95% confidence interval (CI
246 ites of (epi)catechin and (epi)gallocatechin glucuronide reach peak nanomolar per liter plasma concen
248 tive chromogenic substrate, resorufin beta-d-glucuronide (REG), which is exceptionally sensitive and
250 esveratrol-3-O-glucuronide, resveratrol-4'-O-glucuronide, resveratrol-3-O-sulfate, resveratrol-4'-O-s
251 ompound plus its metabolites resveratrol-3-O-glucuronide, resveratrol-4'-O-glucuronide, resveratrol-3
252 r time scale to yield a series of positional glucuronide ring isomers and alpha/beta anomers from the
253 (-6)) and SRD5A2 with 3 alpha-androstanediol-glucuronide (rs2208532, mean difference = 11.8%, P = 1.8
254 de, luteolin 7-O-rutinoside and luteolin 7-O-glucuronide showed antimutagenic effects on TA1537 and T
255 rgeted polyphenol metabolites, quercetin-3-O-glucuronide, significantly reduced the generation of bet
256 ation in APC (a metabolite of CPT-11), SN-38 glucuronide (SN-38G), and SN-38G/SN-38 AUCs, respectivel
257 ne samples spiked with alpha-naphthyl beta-d-glucuronide sodium salt (1-NAP-GLU) and pyrene-1-sulfate
258 radiol-3-glucuronide and 17beta-estradiol-17-glucuronide stimulated the ATPase with relatively high a
260 one 3-sulfate (DHEAS) and estrone 3-sulfate, glucuronides such as estradiol 17-beta-D-glucuronide (E(
261 s of the inactive metabolite buprenorphine-3-glucuronide suggested that darunavir-ritonavir and fosam
262 and experimental CCS obtained for mycotoxin glucuronides suggested the potential of the CCS matching
263 greater than that of the respective steroid glucuronides, suggesting that the preponderance of glucu
266 etabolites in both groups of volunteers were glucuronides, sulfates, and sulfo-glucuronides, and the
267 mino)-1-(3-pyridyl)-1-butanol (NNAL) and its glucuronides (sum of which is denoted as total NNAL) are
268 ahydroaldosterone-3-glucuronide, cortolone-3-glucuronide, testosterone-glucuronide and 17-hydroxyprog
272 idases, and by understanding which substrate glucuronides they process, molecular insights into mamma
273 ues (calculated from the conversion of 19-NA glucuronide to 19-NA) with absolute relative differences
274 curonides (total NNAL), and cotinine and its glucuronides (total cotinine), validated biomarkers of u
275 nitrosamino)-1-(3-pyridyl)-1-butanol and its glucuronides (total NNAL), a biomarker of the tobacco ca
276 nitrosamino)-1-(3-pyridyl)-1-butanol and its glucuronides (total NNAL), and cotinine and its glucuron
279 mation of beta-d-glucopyranosiduronic acids (glucuronides) using UDP-glucuronic acid and acceptor sub
280 ramework toward understanding the control of glucuronide utilization by opportunistic pathogens in th
281 d to its metabolite 3alpha-androstanediol-17-glucuronide via the previously unrecognized "conjugation
282 mg/kg APAP were elucidated as 3-methoxy-APAP glucuronide (VII) and three novel APAP metabolites, incl
286 naringenin-4'-O-glucuronide, naringenin-7-O-glucuronide, was equivalent to 4.2% of OJ flavanone inta
287 notype; the levels of nicotine- and cotinine-glucuronide were 21% to 30% lower in specimens from subj
288 levels of nicotine-glucuronide and cotinine-glucuronide were 42% (P < 0.0005) and 48% (P < 0.0001),
289 ntration and urinary excretion of naringenin glucuronide were both significantly higher after the con
290 tions of protein unbound, total RAL, and RAL glucuronide were determined by liquid chromatography-tan
291 rostan-17-one (6beta-hydroxyetiocholanolone) glucuronide were established as the structures for these
292 metabolites, except sulfamethoxazole beta-D-glucuronide were found to be more photostable than SMX u
293 The levels of urinary N-hydroxy-PhIP-N(2)-glucuronide were negatively correlated to colon DNA addu
298 onalized 2-acetamido-2-deoxy-Delta(4)-beta-D-glucuronides were synthesized to explore noncharge inter
300 -binding studies, as shown by morphine-6beta-glucuronide, which was the most efficacious agent agains
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