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1 rus honey (caffeine, 2-oxindole and indole-3-carbinol).
2 n (FLIP) were all down-regulated by indole-3-carbinol.
3 n demonstrated in the case of methyl mesityl carbinol.
4 composed by reaction with the medium to give carbinol.
5 ield, and in the presence of the unprotected carbinol.
6 tiated rearrangement of protected thiazolium carbinols.
7 sis of seemingly trivial enantiopure dialkyl carbinols.
8 nyl-ene reaction) to functionalized tertiary carbinols.
9 mall number of methods can generate tertiary carbinols.
10 chiral diaryl carbinols and a few arylalkyl carbinols.
11 chirality transfer from the optically active carbinols.
12 use in the petrocortyne family of dialkynyl carbinols.
13 .995), ethyl isovalerate (-0.994) and benzyl carbinol (0.993) are the key variables that most contrib
14 C-H arylation is preferred for unsubstituted carbinol 1, an outcome from combined factors like carboc
15 C-H arylation is preferred for unsubstituted carbinol 1, an outcome from combined factors like carboc
17 with 2-bromo-1-methylpyridinium iodide and 3-carbinol-1-methylpyridinium iodide, forming 3-acyloxymet
20 re for the asymmetric epoxidation of divinyl carbinol (3) was described, and the product was used in
21 bly more advantageous for the acquisition of carbinol 37e than in the absence of the additive (exo/en
23 scorbigen (13.0 mumol/100 g FW) and indole-3-carbinol (4.52 mumol/100g FW) with their higher concentr
24 periments show that the reaction of indole-3-carbinol, a breakdown product of indol-3-ylmethylglucosi
27 IM) is a major digestive product of indole-3-carbinol, a potential anticancer component of cruciferou
29 of otherwise unknown stereogenic, secondary carbinol (alcohol) centers (R1R2CHOH (or the analogous a
30 (TBAF) yielded polyfunctionalized (2E,4E)-4-carbinol alkadienoate-a valuable building block-in highl
33 logue was oxidized to the syn spiromethylene carbinol analogue of the major spirosulfonamide product.
34 dipyrromethane and a 9-bromodipyrromethane-1-carbinol and (ii) intramolecular cyclization of the 1-br
36 tency with the absolute configuration of the carbinol and amine moieties, whose observed DeltadeltaL(
37 d that oviposition was increased by indole-3-carbinol and decreased by indole-3-acetonitrile (IAN).
38 group are nonessential since both pyridine-3-carbinol and pyridine-4-carboxylate support the base exc
40 positioning of the substituents on both the carbinol and the cyclopropane determine both chemo- and
43 ocess is tolerant of a variety of thiazolium carbinols and nitroalkene substrates and can be rendered
44 Compounds containing acid, ester, amide, carbinol, and aldehyde groups at the 3-position of the q
45 rolide bearing an esterified trichloromethyl carbinol, and may be produced by a cyanobacterium that a
46 ercetin, flavone, chlorogenic acid, indole-3-carbinol, and rutin) and three insecticides (diazinon, c
47 monoacyl dipyrromethane to the corresponding carbinol, and self-condensation of the carbinol to form
52 ides trisubstituted alpha-hydroxycyclopropyl carbinols as single diastereomers in good to excellent y
54 wn products (indole-3-acetonitrile, indole-3-carbinol, ascorbigen and 3,3'-diindolylmethane released
56 group at the 5-position, a dipyrromethane-1-carbinol bearing an acetal group at the 5-position or ca
57 ecreasing the rotation rate of the quinoline-carbinol bond, the relatively bulky CF(3) group enables
58 r: upon enantiospecific bio-oxidation of the carbinol by the HSD17B11 short-chain dehydrogenase/reduc
59 ts for the kinetic resolutions of aryl alkyl carbinols by benzoylation (16, 21, 22) or iso-butyroylat
60 ation) is superseded by a pathway leading to carbinol C-alkylation under the conditions of rhodium-ca
61 ary alcohol reactant releases the product of carbinol C-alkylation with regeneration of the ketone.
62 ng studies, we determined that (i) it is the carbinol C-H and adjacent O-H hydrogen atoms that are tr
63 t the diene C4-position, resulting in direct carbinol C-H prenylation and geranylation, respectively.
64 ary alcohol reactant releases the product of carbinol C-H vinylation and regenerates ketone and zero-
66 uents at the carbons adjacent to the allylic carbinol carbon (i.e., C-2 or C-6 in cyclohexenone-deriv
71 stereochemistry is controlled from a single carbinol center installed through catalytic enantioselec
72 se/reductase (SDR) known to oxidize the C-17 carbinol center of androstan-3-alpha,17-beta-diol to the
77 id, diastereoselective synthesis of tertiary carbinol containing fragments with relevance to polyketi
78 ing enantioselective diboration of a divinyl carbinol derivative and high-yielding late-stage cross-m
80 r bromonium ion-induced rearrangement of the carbinol derived by addition of 2-lithio-4,5-dihydrofura
82 romethane and a 9-protected dipyrromethane-1-carbinol (derived from a 9-protected 1-acyldipyrromethan
87 tives (carboxylate esters, carboxamides, and carbinol esters) were investigated as substrates for rin
91 on is induced by herbivory, such as indole-3-carbinol, function not only to repel herbivores, but als
93 roviding efficient access to trifluoromethyl carbinol-functionalized dihydrobenzo[k]phenanthridinones
94 The glucosinolate breakdown product indole-3-carbinol functions in cruciferous vegetables as a protec
97 ons of steroids in the presence of secondary carbinol groups and carbon-carbon double bonds, as in en
99 posed reaction pathway, silylated thiazolium carbinols have been identified to provide good yields of
100 eaction is found to be general even on furyl carbinols; however, it generates the rearranged polysubs
102 chemical and biological interest in indole-3-carbinol (I3C) and its metabolites has resulted in the d
104 -231 human breast cancer cells with indole-3-carbinol (I3C) directly inhibited the extracellular elas
108 ted the chemopreventive efficacy of indole-3-carbinol (I3C), a constituent of Brassica vegetables, an
110 We investigated the efficacy of indole-3-carbinol (I3C), a dietary supplement, and AHR precursor
115 hed the cellular mechanism by which indole-3-carbinol (I3C), a promising anticancer phytochemical fro
116 ypothesized that the phytochemical, indole-3-carbinol (I3C), and some of its acid-condensation deriva
117 er the antiestrogenic phytochemical indole-3-carbinol (I3C), found in cruciferous vegetables, adminis
119 The naturally occurring chemical indole-3-carbinol (I3C), found in vegetables of the Brassica genu
120 ral classes of compounds, including Indole-3-carbinol (I3C), may have chemopreventive activity agains
121 ovides phytochemicals, particularly indole-3-carbinol (I3C), which may be responsible for the prevent
125 efficacy of sulforaphane (SFN) and indole-3-carbinol (I3C)/3,3'-diindolylmethane (DIM) on breast can
126 the ability of dietary AhR ligands (indole-3-carbinol [I3C] and 3,3'-diindolylmethane [DIM]) and an e
127 rastatin is accomplished by the use of furyl carbinol in 13 linear steps from furfural with ~11% over
128 s determination of sulforaphane and indole-3-carbinol in broccoli using UPLC-HRMS/MS is described.
129 pplementation of the AHR pro-ligand indole-3-carbinol in newborn mice promotes resistance to infectio
130 U-A9 was 100 times more potent than indole-3-carbinol in suppressing the viability of Hep3B, Huh7, an
132 t inhibit carcinogenesis, including indole-3-carbinol, indole-3-carboxaldehyde, ferulic acid, vanilli
133 ndole-containing chemicals, such as indole-3-carbinol, indolo[3, 2-b]carbazole, and UV photoproducts
135 Overall, our results indicated that indole-3-carbinol inhibits NF-kappaB and NF-kappaB-regulated gene
140 urants included ethyl acetate, acetyl methyl carbinol, methylhexanoate, sabinene, p-cymene, methylben
141 he parent ketone afforded the diastereomeric carbinol mixture which showed reduced inhibitory potency
142 paB (NF-kappaB), we postulated that indole-3-carbinol must mediate its activity through NF-kappaB mod
143 n to other metabolic products, the 8'-methyl carbinols of these N7-methyl-8-methylxanthines are forme
144 (NA) moiety in NAADP to either an uncharged carbinol or from the 3-position to the 4-position of the
146 , the absolute configuration of the original carbinol (or amino) stereocenter can be reliably deduced
148 intramolecular isotope effects; however, the carbinol oxygen is derived exclusively from molecular ox
149 ein interaction studies showed that indole-3-carbinol perturbs the auxin-dependent interaction of Tra
150 ere we examined the hypothesis that indole-3-carbinol plays a role in influencing plant growth and de
151 bearing an acetal group at the 5-position or carbinol position, or a dipyrromethane-1,9-dicarbinol be
155 earrangement of the alpha-hydroxycyclopropyl carbinols provides access to both cis- and trans-2,3-dis
158 l, we have found that azabicyclo[1.1.0]butyl carbinols, readily obtained from the highly strained aza
161 ddition of the plant-derived ligand indole-3-carbinol rescued the barrier deficiency even in aged mic
170 This protocol showed good generality for the carbinol substrates as well as alkynes and allowed the g
172 Because of the ubiquity of the secondary carbinol subunit, the development of new methods for its
177 enerated ketone group into the corresponding carbinol, the effect of a number of different acidic con
179 secondary alcohols (specifically, aryl alkyl carbinols) through enantioselective acylation, and we su
180 n (1b) was selectively alkylated at the C-32 carbinol, thus providing esters and amides of 32-ascomyc
183 ning cyclization of (hetero)aryl cyclopropyl carbinols to form alpha-alkylidene-gamma-butyrolactones
184 (i.e., those derived from conjugation of the carbinol under interrogation with MTPA) display differen
186 The content of sulforaphane and indole-3-carbinol varied between 72+/-9-304+/-2mg and 77+/-1-117+
189 ethanol to the corresponding trichloromethyl carbinol with complete stereochemical fidelity, despite
190 cyclopropanation to afford aminocyclopropyl carbinols with three continuous stereocenters in a one-p