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1 ellii, have a similar effect as observed for indole.
2 ted by the substituent at the C3-position of indole.
3 at the former has electronic similarities to indole.
4 d, 3-methylindole (skatole), d-limonene, and indole.
5 ent with alkyl migration from B to C2 of the indole.
6 r furan (IMDAF) cycloaddition to install the indole.
7 accessing 5-ring fused benzo[g]indolo[3,2-b]indole.
8 emiaminal of amide, with various substituted indoles.
9 y synthetically elusive cycloheptanone-fused indoles.
10 by rearomatization reaction to provide such indoles.
11 the corresponding pyrrole-ring unsubstituted indoles.
12 he synthetic transformations of indolo[3,2-b]indoles.
13 synthetic utility of the synthesized hydroxy indoles.
14 y relevant moieties, including pyridines and indoles.
15 on a column packed with poly[N-(3-methyl-1H-indole-1-yl)]-2-methacrylamide-co-2-acrylamido-2-methyl-
16 2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl)-1H-indole -2-carboxamide (26), that shows excellent activit
17 ]thiazol-2-ylamine (SKA-31), 6,7-dichloro-1H-indole-2,3-dione 3-oxime (NS309), and 1-ethylbenzimidazo
18 g 1-EBIO, NS309, SKS-11 (6-bromo-5-methyl-1H-indole-2,3-dione-3-oxime) and SKS-14 (7-fluoro-3-(hydrox
19 complished starting from a readily available indole-2-acetic ester and an alpha,beta-unsaturated N-su
20 ahydroisoquinolin-2-yl)ethyl]cyclohexyl]-1H- indole-2-carboxamide (SB269652), a compound supposed to
21 identify (R)-2-amino-3-(4-(2-ethylphenyl)-1H-indole-2-carboxamido)propanoic acid (AICP) as a glycine
24 vivo assays, we identified 2,2'-aminophenyl indole (2AI) as a potent synthetic ligand of AhR that pr
25 s the unstable 2,3-diamino-1-(phenylsulfonyl)indole (3), which can be trapped with alpha-dicarbonyl c
26 spiro-oxindole compounds bearing a spiro[3H-indole-3,2'-pyrrolidin]-2(1H)-one scaffold that are not
27 -1,2,3',3'a,4',5',6',6'a-octahydro-1'H-spiro[indole-3,2'-pyrrolo[3,2-b ]pyrrole]-5'-yl]benzoic acid (
29 und that the auxins indole-3-acetic acid and indole-3-acetamide, which were produced by various (micr
30 pivots on the interaction between the AUXIN/INDOLE-3-ACETIC ACID (Aux/IAA) repressor proteins and th
31 using alpha-(2,4-dimethylphenylethyl-2-oxo)-indole-3-acetic acid (auxinole), alpha-(phenylethyl-2-ox
33 binding properties of indoxyl sulfate (IS), indole-3-acetic acid (IAA) and hippuric acid (HIPA) and
34 Gretchen Hagen 3.5 (AtGH3.5) conjugates both indole-3-acetic acid (IAA) and salicylic acid (SA) to mo
35 s thaliana, cotyledons and leaves synthesize indole-3-acetic acid (IAA) from tryptophan through indol
37 PLC-ESI-MS/MS analysis showed that levels of indole-3-acetic acid (IAA) increased and levels of absci
39 changes in auxin metabolism, mediated by the indole-3-acetic acid (IAA)-amido synthetase Gretchen Hag
40 al root primordia; decreased auxin maxima in indole-3-acetic acid (IAA)-treated root apical meristems
42 static regulation of the phytohormone auxin [indole-3-acetic acid (IAA)] is essential to plant growth
43 d an auxin-inhibitor (a-(phenyl ethyl-2-one)-indole-3-acetic acid (PEO-IAA)), together with the MIR17
44 c acid (auxinole), alpha-(phenylethyl-2-oxo)-indole-3-acetic acid (PEO-IAA), and 5-fluoroindole-3-ace
45 he biosynthesis of the main auxin in plants (indole-3-acetic acid [IAA]) has been elucidated recently
47 that neither the naturally occurring auxins indole-3-acetic acid and indole-3-butyric acid, nor the
48 fate, while for weakly bound toxins, namely, indole-3-acetic acid and p-cresyl glucuronide, an increa
49 ated tissues and others through signaling of INDOLE-3-ACETIC ACID INDUCIBLE28 (IAA28), CRANE (IAA18),
51 wards small substrates including the natural indole-3-acetic acid, and the synthetic auxin 2,4-dichlo
53 ling reporter based on the DII domain of the INDOLE-3-ACETIC ACID28 (IAA28, DII) protein from Arabido
56 doxyl-3-sulfate, indole-3-propionic acid and indole-3-aldehyde, or the bacterial enzyme tryptophanase
57 ly occurring auxins indole-3-acetic acid and indole-3-butyric acid, nor the synthetic auxin analogs 1
63 multaneous determination of sulforaphane and indole-3-carbinol in broccoli using UPLC-HRMS/MS is desc
69 ophan metabolites indole, indoxyl-3-sulfate, indole-3-propionic acid and indole-3-aldehyde, or the ba
70 agonist MDL29,951 (2-carboxy-4,6-dichloro-1H-indole-3-propionic acid) decreases myelin basic protein
72 -3-acetic acid (IAA) from tryptophan through indole-3-pyruvic acid (3-IPA) in response to vegetationa
73 involve the sequential conversion of Trp to indole-3-pyruvic acid to IAA However, the pathway leadin
75 he most potent agonists being di(5-fluoro-1H-indole-3-yl)methane (38, PSB-15160, EC50 80.0 nM) and di
78 5-b]pyridine (PhIP), 2-amino-9H-pyrido[2,3-b]indole (AalphaC), 2-amino-3,8-dimethylimidazo[4,5-f]quin
81 lear AUXIN RESPONSE FACTOR7 (ARF7)/ARF19 and INDOLE ACETIC ACID7 pathway ensures correct nuclear plac
82 auxin response elements, and treatment with indole-acetic acid strongly induces MtLAX2 expression in
83 ile fatty acids (VFAs), two phenols, and two indoles) against three metal-organic frameworks (MOFs),
84 nthesis of the perhydroquinoline core of the indole alkaloid aspidophytine (2), starting from commerc
85 c enzymatic chlorination timing in ambiguine indole alkaloid biogenesis led to the discovery and char
86 requirement of class II CPRs for monoterpene indole alkaloid biosynthesis with a minimal or null role
87 hesis of congeners in the reverse-prenylated indole alkaloid family related to stephacidin A by takin
89 Malbrancheamide is a dichlorinated fungal indole alkaloid isolated from both Malbranchea aurantiac
93 ard the concise total syntheses of classical indole alkaloids (-)-aspidospermidine, (-)-tabersonine,
94 The pharmaceutically valuable monoterpene indole alkaloids (MIAs) in Catharanthus roseus are deriv
95 mily produce a large number of monoterpenoid indole alkaloids (MIAs) with different substitution patt
96 of structural expansion in the monoterpenoid indole alkaloids (MIAs) yielding thousands of unique mol
98 aranthus roseus produces bioactive terpenoid indole alkaloids (TIAs), including the chemotherapeutics
102 We describe herein formal syntheses of the indole alkaloids cis-trikentrin A and herbindole B from
105 involved in the biosynthesis of monoterpene indole alkaloids either through multiple isomers of stri
106 n of these prenylated and reverse-prenylated indole alkaloids is bioinspired, and may also inform the
108 ne and communesin F are structurally related indole alkaloids with an intriguing polycyclic core cont
110 e of CPRs in the biosynthesis of monoterpene indole alkaloids, we provide compelling evidence of an o
114 a indicate that some IP bacteria, or perhaps indole alone, can influence the ability of Cryptosporidi
117 ed biocatalyst also reacts with a variety of indole analogues and thiophenol for diastereoselective C
121 coupling that joins an allylic acetate, and indole and an organo-B(pin) species to provide substitut
122 data suggest that small molecules related to indole and derived from commensal microbiota act in dive
125 ded to examine the association between fecal indole and indole-producing (IP) gut microbiota on the o
126 in Catharanthus roseus are derived from the indole and iridoid pathways that respond to jasmonate (J
130 ferently substituted (mainly on phenyl ring) indoles and 1-benzothiophenes from the reaction of 3-alk
131 ulation method to produce highly substituted indoles and 1-benzothiophenes via sequential acid-cataly
132 le-based unsymmetrical triarylmethanes using indoles and aldehydes is challenging because the signifi
134 l alcohols with indoles to form 3-benzylated indoles and H2O that is catalyzed, for the first time, b
135 organo-B(pin) species to provide substituted indoles and indolines with high enantio-, regio-, and di
138 nal catalysis furnish tetrahydrocyclohepta[b]indoles, and a one-pot quadruple reaction sequence of th
141 rroles, thieno[3,2-b]pyrroles, pyrrolo[2,3-b]indoles, and pyrrolo[2,3-b]pyridines in good yields.
144 reactions of trans-beta-nitorostyrenes with indoles are examined, and good yields and enantioselecti
156 transport efficiency when compared to other indole-based transporters, due to favourable encapsulati
157 n of medicinally and synthetically important indole-based unsymmetrical triarylmethanes using indoles
158 bazoles through the functionalization of two indole C(sp(2))-H and one C(sp(3))-H bond of the active
160 tephacidin A by taking advantage of a direct indole C6 halogenation of the related ketopremalbranchea
161 unds including naphtols, phenols, pyridines, indoles, carbazoles, and thiophenes in combination with
162 a structural mimic of the fused tetracyclic indole compound IDC16 that targets SRSF1, it did not aff
163 hat in vitro cultures of A. bisporus release indole compounds in conditions simulating the human dige
165 e designed and synthesized 9H-pyrimido[4,5-b]indole-containing compounds to obtain potent and orally
167 ynthesis of the 2,3-dihydro-1H-pyrrolo[1,2-a]indole core of the putative structure of yuremamine is r
169 a quinoline moiety to the 9H-pyrimido[4,5-b]indole core, we identified a series of small molecules s
170 of alkynes is achieved for the synthesis of indole-cyclic urea fused derivatives through a double cy
172 ray-based transcriptomics demonstrating that indole decreases the expression of genes involved in ene
173 uted boronium [L2PhBCN]BF4 5 and a 2-boranyl-indole derivative 6, depending on the substituent R.
174 n of a novel series of 3-(piperazinylmethyl) indole derivatives as 5-hydroxytryptamine-6 receptor (5-
175 he way for synthesizing a variety of 7-amino indole derivatives in excellent yields at ambient reacti
176 under mild conditions to afford N-alkylated indole derivatives in good yield (up to 86 %) and excell
179 R, T cell receptor) repertoire but generated indole derivatives of tryptophan that activated the aryl
180 P, BAZ2B, and BRPF1b) in complex with acetyl indole derivatives reveal the influence of the gatekeepe
184 d all of these pathways are inhibited by bis-indole-derived NR4A1 antagonists that inhibit nuclear ex
188 rein, we report the first straight access to indoles from anilines and ethylene glycol by heterogeneo
189 ficient catalyst-free synthesis of 6-hydroxy indoles from carboxymethyl cyclohexadienones and primary
191 hod for the synthesis of dihydropyrido[1,2-a]indoles from mixtures of nitrones and allenoates has bee
196 ticulum (ER) body formation and induction of indole glucosinolate (IGs) metabolism selectively, via t
197 hrome P450 monooxygenases and IGMTs encoding indole glucosinolate O-methyltransferases have been iden
199 se in A. thaliana root ER bodies, hydrolyzes indole glucosinolates (IGs) in addition to the previousl
200 s enhanced on cyp79B2 cyp79B3 hosts (without indole glucosinolates) but inhibited on atr1D hosts (wit
201 but inhibited on atr1D hosts (with elevated indole glucosinolates) relative to wild-type hosts, whic
203 racy (RPD=1.36, 1.65, 1.63, 1.11) while, for indole-GSLs, glucosinigrin, glucoiberin, glucobrassicin
205 route to nonracemic tetrahydropyrrolo[2,3-b]indoles has been developed via SN2-type ring opening of
208 pe ring opening of activated aziridines with indoles having substitutions at 3- and other positions f
209 ion strategies that quickly generate complex indole heterocycle libraries that contain novel cyclohep
211 o stem from the electrostatic dislocation of indole highest occupied molecular orbital (HOMO) charge
213 ate that levels of androstenone, skatole and indole in back fat and meat products tend to correlate s
214 at the C-2 position (via C-H activation) of indole in water in the presense of a hypervalent iodine
215 rd the corresponding tetrahydropyrrolo[2,3-b]indoles in good yields and excellent ee (up to 99%).
217 es that can be cyclized to 1,2-disubstituted indoles in moderate to high yields (up to 94% over two s
218 nown as kratom, represent diverse scaffolds (indole, indolenine, and spiro pseudoindoxyl) with opioid
219 y oriented one-pot synthesis of cyclohepta[b]indoles, indolotropones, and tetrahydrocarbazoles (THCs)
221 plementation with the tryptophan metabolites indole, indoxyl-3-sulfate, indole-3-propionic acid and i
224 Some of the cyclohexadienones gave 6-amino indoles instead of 6-hydroxy indoles using the Re2O7 cat
228 ions show that the formation of the observed indole is most favored energetically, while the potentia
230 ester or ketone moiety at the C3-position of indole leads to azidation at the C2-position, whereas a
231 g because the significant nucleophilicity of indole leads to C-C coupling with an azafulvene intermed
239 ectivity could be controlled by changing the indole N-protecting group in the reductive cyclization p
241 ked on the terminal basepair such that their indole nitrogen atoms lie on the major groove side, and
242 econd of which requires deprotonation of the indole nitrogen in Trp during its attack on methylcobala
243 he installation of an amide bond between the indole-nitrogen of tryptophan and an anthranilic acid re
244 phosphate activates both the alkyne and the indole nucleophile in the initial cyclization step throu
250 ing therapeutics based on microbiota-derived indole or its derivatives to extend healthspan and reduc
253 ine the association between fecal indole and indole-producing (IP) gut microbiota on the outcome of a
254 Both intermediates can lead to the observed indole product, albeit through different mechanisms.
255 angement, which would produce the unobserved indole product, is destabilized by the electron-withdraw
257 bled approach assembles 2-trifluoromethyl NH-indole products from simple commercially available anili
258 ed coupling of 1,3-dicarbonyl compounds with indole, pyrrole, imidazole, and pyrazole nucleophiles vi
259 action leads to only one of the two possible indole regioisomers, along with minor decomposition prod
261 xploration of substituents introduced to the indole ring of lead compound 1 (MI-136) to identify comp
262 The introduction of chlorine atoms on the indole ring of malbrancheamide differentiates it from ot
265 residues at the 5- and/or 7-position of the indole rings displayed the highest activity in cAMP assa
266 ent inhibitor containing a 9H-pyrimido[4,5-b]indole scaffold against the N-terminal domain of the top
268 sition en route for synthesizing the 7-amino indole scaffold has been achieved by using dioxazolone,
271 nent arises due to the local mobility of the indole side chain, whereas the longer rotational-correla
275 r meat, were developed for quantification of indole, skatole, and androstenone in different meat prod
278 s and the heterologous reconstitution of the indole-sulfur phytoalexin pathway sheds light on an impo
279 inin, demonstrating that the biosynthesis of indole-sulfur phytoalexins can be engineered into noncru
280 ssica crop species are prolific producers of indole-sulfur phytoalexins that are thought to have an i
282 llows single-step access to 3-functionalized indoles that usually require preformation and alkylation
283 ]pyrroles, thieno[3,2-b]furans, thieno[3,2-b]indoles, thieno[3,2-b]benzofurans, thieno[3,2-b]pyridine
285 le nucleophilic addition of two molecules of indole to one molecule of alkyne occurs in a tandem mann
288 f primary and secondary benzyl alcohols with indoles to form 3-benzylated indoles and H2O that is cat
290 nessing three indolyne isomers, six isomeric indole trimers are accessible, none of which have been p
294 ]quinazolinones from the suitably fabricated indoles via C-N bond forming cyclization in 28-82% yield
295 ve synthetic route to hexahydropyrrolo[2,3-b]indoles via Lewis acid-catalyzed SN2-type ring opening o
300 ndolylmethane derivatives by condensation of indoles with formaldehyde in water under microwave irrad
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