ライフサイエンスコーパス: oxazolidinone

1 r insertion reaction to produce 5,5-dimethyl oxazolidinone.

2 h the aromatic ring directly attached to the oxazolidinone.

3 i-conjugating substituent is proximal to the oxazolidinone.

4 -to-U mutation, also conferred resistance to oxazolidinone.

5 lowed by efficient resolution using a chiral oxazolidinone.

6 ce is not blocked by the substituents on the oxazolidinone.

7 ing expansion to a mixture of cis- and trans-oxazolidinones.

8 of Rh2(OAc)4, providing mannosamine 2-N,3-O-oxazolidinones.

9 onventional acetamide functionality found in oxazolidinones.

10 icant role in the mechanism of action of the oxazolidinones.

11 acterial peptides and a new class of agents, oxazolidinones.

12 of the intermediate (R)-5-(hydroxymethyl)-2-oxazolidinones.

13 ted together with isomerization rates of the oxazolidinones.

14 g pyridines, quinolines, pyrrolidinones, and oxazolidinones.

15 ty for 92 isolates tested) and linezolid, an oxazolidinone (100% susceptibility for 41 isolates teste

16 23 and 54, prepared from epoxy alcohol 9 via oxazolidinones 15 and 51, respectively, underwent ring-c

17 ,5-dibenzyloxy-2-fluorobenzaldehyde with the oxazolidinone 2, a chiral glycine equivalent.

18 n anti-selective aldol addition of propionyl oxazolidinone 28 to angelic aldehyde 27, followed by a H

19 oxy)phenylmagnesium bromide and CuCN to acyl oxazolidinone 50 was developed (85% yield, only the requ

20 old were synthesized starting from Seebach's oxazolidinone 6 and were subsequently employed in asymme

21 stereoselective ring contraction to provide oxazolidinone 6.

22 Oxazolidinones 6 and 8 exhibit MIC90 values of 0.50 micr

23 Oxazolidinones 7-10 undergo stereoselective lithiation-s

24 n of bioisosteric replacements for the usual oxazolidinone A-ring.

25 The oxazolidinones, a new chemical class of synthetic antimi

26 The mechanism of oxazolidinone action and the precise location of the dru

27 The exact site and mechanism of oxazolidinone action has not been elucidated.

28 To localize the site of oxazolidinone action in the living cell, we have cross-l

29 vitro have complicated the understanding of oxazolidinone action.

30 ructural basis for the discovery of improved oxazolidinones active against emerging drug-resistant cl

31 This annotation describes a novel oxazolidinone agent, (S)-5-((isoxazol-3-ylamino)methyl)-

32 none (AOZ) and 3-amino-5-morpholino-methyl-2-oxazolidinone (AMOZ) side-chains of furazolidone and fur

33 The salient structural feature of these oxazolidinone analogues, 6 (U-100480), 7 (U-101603), and

34 a potent survival advantage conferred by the oxazolidinone and called into question the use of glycop

35 of sialyl phosphates suggest that the 4O,5N-oxazolidinone and the 4,5-O-carbonate systems influence

36 in which the lactone ring is replaced by an oxazolidinone and the bridging methylene group is in the

37 iscrepancy between the Evans' boron-mediated oxazolidinone and the Crimmins' titanium-mediated oxazol

38 Apart from the oxazolidinones and cationic peptides, the remainder of t

39 in revealed partial cross-resistance between oxazolidinones and chloramphenicol; no cross-resistance

40 excellent regioselectivity and converted to oxazolidinones and dihydrofurans.

41 ends of the enamine formation rates from exo-oxazolidinones and endo-oxazolidinones upon variation of

42 ic glycopeptides, quinupristin-dalfopristin, oxazolidinones and everninomycins.

43 ibacterial agents, collectively known as the oxazolidinones and exemplified by linezolid (PNU-100766,

44 f the pharmacologically important 4-benzyl-2-oxazolidinones and in the case of penicillamine.

45 ABSSSI) and represent the next generation of oxazolidinones and lipoglycopeptides.

46 fluences only the isomerization rates of the oxazolidinones and not the enamine formation rates, whic

47 aracter of titanium(IV) enolates from N-acyl oxazolidinones and thiazolidinethiones.

48 Ring closure gave the oxazolidinone, and successive deprotection concluded an

49 Additionally, the arylation of sulfonamides, oxazolidinones, and ureas is reported.

50 ring the course of our investigations in the oxazolidinone antibacterial agent area, we have identifi

51 of new nitrogen-carbon-linked (azolylphenyl)oxazolidinone antibacterial agents has been prepared in

52 Tedizolid is a novel oxazolidinone antibacterial drug designed to provide enh

53 Tedizolid, a novel oxazolidinone antibacterial with potent activity against

54 The oxazolidinone antibacterials target the 50S subunit of p

55 Here we have identified the oxazolidinone antibiotic linezolid as a Nlrp3 agonist th

56 Recent data suggest that the oxazolidinone antibiotic linezolid decreases IFN-gamma a

57 osphate is the second commercially available oxazolidinone antibiotic, although the first one in clas

58 raocular injection of linezolid, a synthetic oxazolidinone antibiotic, was performed in rabbits to as

59 Oxazolidinone antibiotics inhibit bacterial protein synt

60 Oxazolidinone antibiotics, an important new class of syn

61 A new representative of oxazolidinone antibiotics, linezolid, was found to be ac

62 Kits were available for 3-amino-2-oxazolidinone (AOZ) and 3-amino-5-morpholino-methyl-2-ox

63 several mechanisms involving iminium and/or oxazolidinone are proposed.

64 The oxazolidinones are a new chemical class of synthetic ant

65 The oxazolidinones are a new class of synthetic antibacteria

66 Oxazolidinones are a novel class of synthetic antibacter

67 The 3-aryl-2-oxazolidinones are a relatively new class of synthetic a

68 antibacterial agents such as rifamycins and oxazolidinones are designed to overcome both quinolone-s

69 A range of oxazolidinones are furnished in good yields (avg 63%) an

70 The oxazolidinones are one of the newest classes of antibiot

71 Oxazolidinones are potent inhibitors of bacterial protei

72 N-Acyl-2-oxazolidinones are ring-opened by lithium iodide and dec

73 ly defined methyl-2-pyrrolidinone and methyl oxazolidinone as the P1'-ligands.

74 s a nucleophile-assisted anti elimination of oxazolidinones as a major enamine formation pathway.

75 of enamine formation and clarify the role of oxazolidinones as nonparasitic intermediates in proline

76 and asymmetric aldol reactions using chiral oxazolidinones as the key steps.

77 Chiral oxazolidinone auxilaries are effective in controlling th

78 Most applications of chiral oxazolidinone auxiliaries in asymmetric synthesis operat

79 Chiral oxazolidinone auxiliaries provide essentially complete c

80 Chiral oxazolidinones auxiliaries were found to be effective fo

81 sing an oxyallyl containing a (R)-4-phenyl-2-oxazolidinone auxiliary (2(Ph)), under either thermal or

82 on of an alpha-side chain, and the use of an oxazolidinone auxiliary provided excellent diastereocont

83 azones bearing different substituents on the oxazolidinone auxiliary were compared; consistently high

84 istribution depended on the structure of the oxazolidinone auxiliary, substituent on the enolate, and

85 R spectroscopic and computational studies of oxazolidinone-based lithium enolates-Evans enolates-in t

86 the discovery of an alternative mechanism of oxazolidinone-based stereocontrol that does not require

87 Oxazolidinones bearing a (pyridin-3-yl)phenyl moiety (e.

88 The model suggests that oxazolidinones bind between the P- and A-loops, partiall

89 The evidence suggests that a specific oxazolidinone binding site is formed in the translating

90 The structure and exact location of the oxazolidinone binding site remain obscure, as does the m

91 A mutants G2032A and G2447A are resistant to oxazolidinones both in vitro and in vivo with the latter

92 rgies (BDE) of the complexed and uncomplexed oxazolidinone bromide suggest that complexation lowers t

93 pi-conjugating substituent is distal to the oxazolidinone but decreased steric interaction when the

94 Complexation of the acylated oxazolidinone by n-Bu2BOTf was too rapid to monitor, as

95 m the E isomer of the oxyallyl (in which the oxazolidinone C horizontal lineO and oxyallyl oxygen are

96 catalyzed radical chloroalkylation of N-acyl oxazolidinones capitalizing on valence tautomerism of ti

97 functional groups--ester, epoxide, sulfone, oxazolidinone, carbamate, and sulfamate--are found to en

98 the erythronolide core provided a series of oxazolidinone carbamates that were equally as active as

99 y orientation such that in one conformer the oxazolidinone carbonyl is oriented toward the OH of the

100 substituted and terminal alkenes using Shi's oxazolidinone catalyst, the asynchronicity of the epoxid

101 ts of the type 2 IMDA reaction incorporating oxazolidinone chiral auxiliaries have been evaluated.

102 symmetric Diels-Alder reactions using Evans' oxazolidinone chiral auxiliary furnished a high level of

103 Comparison of the Ki values for oxazolidinones, chloramphenicol, and sparsomycin reveale

104 Linezolid, the first antimicrobial of the oxazolidinone class, has met with more widespread use an

105 Oxazolidinones comprise an important class of antibacter

106 dation of various styrenes using carbocyclic oxazolidinone-containing ketone 3 has been investigated.

107 f various olefins with an N-aryl-substituted oxazolidinone-containing ketone as catalyst and hydrogen

108 utyrolactones, using the N-tolyl-substituted oxazolidinone-containing ketone as catalyst and Oxone as

109 The chiral auxiliary, 4-diphenylmethyl-2-oxazolidinone, controlled the stereoselectivity in both

110 terial agents but, with the exception of the oxazolidinone core, no new scaffolds have emerged in the

111 and aryl amides (as well as a lactam and a 2-oxazolidinone) couple with unactivated secondary (and hi

112 The oxazolidinone cross-linked specifically to 23 S rRNA, tR

113 xcellent torquoselectivities obtained in the oxazolidinone-directed Nazarov cyclization suggest that

114 Steady-state kinetic analysis shows that oxazolidinones display a competitive inhibition pattern

115 onent of the ribosomal peptidyl transferase, oxazolidinones do not inhibit peptide bond formation, an

116 id tests during the clinical-trial phases of oxazolidinone drug development in order to ensure test a

117 with lithium enolates derived from acylated oxazolidinones (Evans enolates) are described.

118 or allylation of a silylenolate of an N-acyl oxazolidinone; excellent enantioselectivities and yields

119 ne derivatives that are incapable of forming oxazolidinones exhibit no rate enhancement in the presen

120 The oxazolidinone family is a new class of synthetic antibio

121 verted in a one pot manner to functionalized oxazolidinones following a regio- and stereoselective ox

122 eagents with nonracemic N-enoyl-4-phenyl-1,3-oxazolidinones for the preparation of 1,3-syn-dimethyl a

123 luoromethyl groups at the phenyl ring of the oxazolidinone fragment are the most potent in each serie

124 e-scale syntheses of 3-(cycloprop-2-en-1-oyl)oxazolidinones from acetylene and ethyl diazoacetate are

125 C-H oxidation reaction for the synthesis of oxazolidinones from simple N-Boc amines is reported.

126 Ester and oxazolidinone functions direct the addition of a variety

127 f allyl azidoformates to construct aziridine/oxazolidinone-fused bicyclic structures.

128 It is found that a trans-fused 4O,5N-oxazolidinone group stabilizes the equatorial glycoside,

129 renine substrate led to the discovery of the oxazolidinone GSK180 as a potent and specific inhibitor

130 metric synthesis of (5S)-(acetamidomethyl)-2-oxazolidinones has been developed and is employed for th

131 the structure-activity relationships of the oxazolidinones have been conducted at Pharmacia.

132 razic acid 9 moieties were obtained by Evans oxazolidinone imide enolate alkylation and hydrazination

133 e free radical atom transfer reactions of an oxazolidinone imide substrate, 1, derived from alpha-bro

134 or clinical use include linezolid, the first oxazolidinone in clinical use, daptomycin, the first lip

135 Tedizolid phosphate is a novel oxazolidinone in development for the treatment of ABSSSI

136 ed enolization of (+)-4-benzyl-3-propionyl-2-oxazolidinone in THF-hydrocarbon mixtures shows unusual

137 se latter compounds undergo cyclization to 2-oxazolidinones in MeOH.

138 erivatives to identify the site of action of oxazolidinones in the ribosomes of bacterial and human c

139 terial properties of a series of piperazinyl oxazolidinones in which the distal nitrogen of the piper

140 Many oxazolidinones, including linezolid (marketed as Zyvox),

141 We propose that oxazolidinones inhibit bacterial protein biosynthesis by

142 Here we show that various oxazolidinones inhibit ribosomal peptidyltransferase act

143 We found that oxazolidinones inhibit translation of natural mRNA templ

144 Oxazolidinones interact with the A site of the bacterial

145 utagenesis, and structural data suggest that oxazolidinones interfere with initiator fMet-tRNA bindin

146 orms an N-protonated enamine species from an oxazolidinone intermediate accounts for the experimental

147 raction between the bifunctional urea and an oxazolidinone intermediate to increase the rate of enami

148 S ribosomal subunit allows for docking of an oxazolidinone into a proposed binding pocket.

149 ally pure biaryl atropisomers using a benzyl oxazolidinone is disclosed.

150 That is, the oxazolidinone is made to adopt a specific, coplanar conf

151 ibenzothiphene sulfilimine confirms that the oxazolidinone is the major product with an estimated yie

152 This paper describes a new class of chiral oxazolidinone ketone catalyst for asymmetric epoxidation

153 chem has been used to optimize new azole and oxazolidinone leads.

154 N-acylation of the sugar oxazolidinones led to alpha-selective glycosyl donors fo

155 tion, the crystal structure of the canonical oxazolidinone, linezolid, has been determined bound to t

156 deformylase inhibitors, and new lincosamide, oxazolidinone, lipopeptide and cephalosporin derivatives

157 re was established using two (4R)-4-benzyl-2-oxazolidinone-mediated boron aldol reactions.

158 etamide, pyrrolidinone, imidazolidinone, and oxazolidinone moieties at P2 are the most potent with K(

159 The majority of the ligands incorporate the oxazolidinone moiety as a novel polar head, and the natu

160 s between the substituents on enynes and the oxazolidinone moiety of the ketone catalyst are importan

161 en the alkyne group of the substrate and the oxazolidinone moiety of the ketone catalyst as well as t

162 data were used to model the position of the oxazolidinone molecule within its binding site in the pe

163 prepared to explore the potential of these 4-oxazolidinone natural products as antimicrobial agents.

164 Neither the oxazolidinones nor chloramphenicol stimulated misincorpo

165 could arise from further modification of the oxazolidinone nucleus.

166 The oxazolidinone of the N-acetyl-5-N,4-O-carbonyl protected

167 ed diastereotopic faces (by virtue of chiral oxazolidinone) of the enecarbamates exhibit distinct dif

168 Incorporating an oxazolidinone on the scaffold mitigated toxicological is

169 oxazolidinones were converted separately to oxazolidinone-opened derivatives 28alpha and 28beta.

170 a-(N-carbamoyl) allenes can be cyclized to 2-oxazolidinones or deprotected to afford the free amines

171 e Evans syn aldol products using N-propionyl oxazolidinones, oxazolidinethiones, and thiazolidinethio

172 The oxazolidinone PNU-100480 is superior to linezolid agains

173 e research in this area, the discovery of an oxazolidinone possessing improved myelotoxicity compared

174 Oxazolidinones possessing a C-5 carboxamide functionalit

175 silver nitrate in acetone provided the trans-oxazolidinones predominantly.

176 aerobic oxidative amination of styrene with oxazolidinone proceeds with catalyst-controlled regiosel

177 tivity approaching that of the corresponding oxazolidinone progenitor.

178 With the N-acetyl-5-N,4-O-oxazolidinone-protected 1-adamantanylthio sialyl donor h

179 It is demonstrated that a ring-fused 2,3-oxazolidinone-protected derivative of 1-tolylthio-N-acet

180 Two N-acetyl 4O,5N-oxazolidinone-protected sialyl thioglycosides epimeric a

181 Variations in the oxazolidinone, protecting group, and imine components sh

182 y installed enantioselectively via the Evans oxazolidinone protocol.

183 rived from commercially available 4-benzyl-2-oxazolidinone provide a rigid, conformationally restrict

184 Oxazolidinones represent a new and promising class of an

185 Oxazolidinones represent a new and promising class of an

186 Oxazolidinones represent a novel class of antibiotics th

187 The oxazolidinones represent the first truly new class of an

188 tes with what is presently the most frequent oxazolidinone resistance mutation may aid surveillance a

189 sis in the wild-type rRNA operon produced an oxazolidinone resistance phenotype, establishing that th

190 me interaction, we selected Escherichia coli oxazolidinone-resistant mutants, which contained a rando

191 ydrazones with different substituents on the oxazolidinone revealed that benzyl and diphenylmethyl we

192 ammonia equivalents in the N-amination of 2-oxazolidinones revealed that O-(p-nitrobenzoyl)hydroxyla

193 state of 4pi electrocyclic ring closure, the oxazolidinone ring and the cyclizing pentadienyl cation

194 es and the N-acetyl substituent of the 2N,3O-oxazolidinone ring in stereochemical control is presente

195 enzyme complexes, the carbonyl group of the oxazolidinone ring makes hydrogenbond interactions with

196 es of N-acetylglucosamine, protected with an oxazolidinone spanning the nitrogen and O-3, and bearing

197 A chiral oxazolidinone stereocontrol element in the N-acylhydrazo

198 higher levels of allylic strain between the oxazolidinone substituent and adjacent groups on the pen

199 Here, we describe a series of N-linked oxazolidinone substituents on the benzisoxazole that imp

200 ns between unsymmetrical furans and a chiral oxazolidinone-substituted oxyallyl is presented.

201 An oxazolidinone-substituted oxyallyl undergoes chemoselect

202 The favorable affect of the oxazolidinone substructure for alpha-sialylation is illu

203 powerful electron-withdrawing nature of the oxazolidinone system, which in turn is a function of its

204 can be extended to include the synthesis of oxazolidinone systems through use of dimethyl carbonate.

205 d that the peptidyltransferase itself is the oxazolidinone target.

206 The novel oxazolidinone tedizolid demonstrates antimicrobial activ

207 The novel oxazolidinone tedizolid phosphate is in late-stage clini

208 The novel oxazolidinone tedizolid phosphate is in late-stage devel

209 macrolides (cethromycin and solithromycin), oxazolidinones (tedizolid phosphate and radezolid), and

210 the PPARalpha receptor, thus validating the oxazolidinone template for PPAR activity.

211 r an ene product when (1)O(2) reacts with an oxazolidinone tethered 2-phenyl-1-propenyl system.

212 ked to clinical side effects associated with oxazolidinone therapy.

213 here X is a suitable chiral auxiliary (e.g., oxazolidinone) this strategy affords access to homochira

214 For lactams and oxazolidinones, this last method is much better.

215 Linezolid, the first oxazolidinone to be approved for clinical use, displays

216 ddition of titanium(IV) enolates from N-acyl oxazolidinones to TEMPO has permitted us to suggest an e

217 of a new class of antimicrobial agents, the oxazolidinones, to be approved for clinical use in the U

218 Oxazolidinones, totally synthetic class of novel antibac

219 ide, a dihydrofolate reductase inhibitor, an oxazolidinone, two peptide antibiotics, a glycylcycline,

220 We have prepared two potent, synthetic oxazolidinones, U-100592 and U-100766, which are current

221 with an N-terminal 2-alkoxy-2-oxazoline or 2-oxazolidinone unit.

222 The transformation is general for oxazolidinones unsubstituted in the 5 position and occur

223 ation rates from exo-oxazolidinones and endo-oxazolidinones upon variation of the proline and water c

224 The soft enolization of an acylated oxazolidinone using di-n-butylboron triflate (n-Bu2BOTf)

225 ent method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of

226 as allowed to react with N-triphenylmethyl-5-oxazolidinone via the corresponding azomethine ylide.

227 , which excludes the direct deprotonation of oxazolidinones via E2 mechanism.

228 Basic hydrolysis of each of these oxazolidinones was accompanied by transannular attack at

229 tivity relationships of structurally related oxazolidinones, we have prepared and evaluated the antib

230 chiral reference, and the analyte 4-benzyl-2-oxazolidinone were generated by electrospray ionization

231 n-pentenyl glycosides of N-Cbz 2-mannosamine oxazolidinones were converted separately to oxazolidinon

232 In human cells, oxazolidinones were crosslinked to rRNA in the PTC of mi

233 Two new oxazolidinones were tested to determine interpretive sus

234 Several polar side chains (alcohols, oxazolidinone) were well-tolerated for CB(2) receptor ac

235 ads to increased steric interaction with the oxazolidinone when a pi-conjugating substituent is dista

236 ting adduct underwent cyclization to give an oxazolidinone, which could be readily hydrolyzed to an o

237 buted in part to the tied back nature of the oxazolidinone, which reduces hindrance around the nucleo

238 amine formation is zero-order in proline and oxazolidinones, which excludes the direct deprotonation

239 Tedizolid is a new oxazolidinone with improved in vitro and intracellular p

240 especially promising for the development of oxazolidinones with an improved safety profile.

241 duced by the photochemical reaction of vinyl oxazolidinones with chromium carbene complexes.

242 In the search for novel oxazolidinones with improved potency and spectrum, we ha

243 Amination of 4-alkyl-2-oxazolidinones with O-(mesitylenesulfonyl)hydroxylamine

244 Interaction of oxazolidinones with the mitochondrial ribosomes provides