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1 ate substrate 3-oxo-C10 AHL (Acyl-Homoserine Lactone).
2 dihydro-6-pentyl-2H-pyran-2-one (C10 massoia lactone).
3 )-decarestrictine L, and (+)-Prelog-Djerassi lactone.
4 esents a total synthesis of (+)-trans-whisky lactone.
5 with CO to give an O-[Zr] bonded borata-beta-lactone.
6 stituents, including a five- or six-membered lactone.
7 profiling of a novel rocaglate-derived beta-lactone.
8 iomerically pure cis-epoxide to a trans-beta-lactone.
9 dization of the nitrogen of the heterocyclic lactone.
10 ta carbon atom of the alpha,beta-unsaturated lactone.
11 acid to a tosylate generated the substituted lactone.
12 ylation of the diastereomeric tricyclic beta-lactone.
13 ished by their high content of a hydrophobic lactone.
14 lization reaction, leading to a triterpenoid lactone.
15 lysates with a model probe of threonine beta-lactone.
16 argets are functionally impaired by the beta-lactone.
17 ovides an additional stereocenter within the lactone.
18 t was subsequently gelled with glucono delta-lactone.
19 e aliphatic polyesters from cyclic esters or lactones.
20 are typically difficult to achieve by ROP of lactones.
21 d into diastereomerically pure five-membered lactones.
22 lides, respectively, or to alpha-benzylidene lactones.
23 groups involve chlorogenic acids and related lactones.
24 reaction, giving rise to nine-membered-ring lactones.
25 n of ketenes to give ketene heterodimer beta-lactones.
26 e thermochemical ring opening to fused gamma-lactones.
27 s to bicyclic [3.2.1] or [2.2.2] L-iduronate lactones.
28 the novel [2.2.2] l-iduronate thioglycoside lactones.
29 lles gives good to excellent ee's of product lactones.
30 of acyclic dienyl esters to cyclohexyl beta-lactones.
31 h appropriate substitution of diacylglycerol lactones.
32 nes can lead to important four-membered beta-lactones.
33 a Kulinkovich reaction of the corresponding lactones.
34 nt stereoselective pathways afforded the two lactones 1 and 2, which are key building blocks in the s
35 Ten antifouling 14-membered resorcylic acid lactones 1-10 were isolated previously with low or trace
36 conformationally challenging seven-membered lactones (1-11); computed and experimental data sets are
38 dioyl-CoA, 4-hydroxyheptanedioyl-CoA, or its lactone, 2-hydroxyglutaryl-CoA, and 2-ketoglutaric acid
43 el system composed of (3-caffeoylquinic acid lactone (3-CQAL), 4- caffeoyl quinic acid lactone (4-CQA
44 id, and 3,4-dimethoxycinnamic acid) and four lactones (3,4-O-dicaffeoyl-1,5-gamma-quinide, 3-O-[3,4-(
45 s, such as N-(3-oxo-dodecanoyl)-l-homoserine lactone (3O-C12-HSL), that promote biofilm formation and
46 a produces N-(3-oxo-dodecanoyl)-L-homoserine lactone (3OC12), a crucial signaling molecule that elici
48 ducer N-((R)-3-hydroxybutanoyl)-L-homoserine lactone (3OH-C4 HSL) via the two-component receptor LuxN
49 ally to N-(3-hydroxydodecanoyl)-l-homoserine lactone (3OHC12-HSL) and N-(3-oxododecanoyl)-l-homoserin
50 id lactone (3-CQAL), 4- caffeoyl quinic acid lactone (4-CQAL), and 4-feruloylquinic acid lactone (4-F
51 lactone (4-CQAL), and 4-feruloylquinic acid lactone (4-FQAL)) was used for the screening of enzymes
52 ethyltetrahydrofuran-3-yl)butan-2-one] and a lactone [4-hydroxy-4-methyl-3-(3-oxobutyl)-valeric acid
53 sphaerides E-H (1-4) together with one gamma-lactone (5) and the methyl ester of compound 2 (11).
54 umber of variables (14 compounds), including lactones (6-pentyl-alpha-pyrone, gamma-decalactone, gamm
55 pargylation of a highly enolizable beta-keto-lactone, a ring closing alkyne metathesis and a modified
56 g various phenolic glycosides, a monoterpene lactone, a spermine derivative, and fatty acids, could b
57 tion of a cyanophthalide with a chiral enone-lactone, a stereoselective cyclization-reduction to inst
58 y enantioselective radical dehalogenation of lactones-a challenging transformation for small-molecule
59 ounds, including esters, alcohols, terpenes, lactones, acids, carbonyl compounds, and volatile phenol
60 common signaling molecule N-acyl-homoserine lactone (AHL) at concentrations 100-fold lower than the
65 exchange of signals such as acyl-homoserine lactones (AHL) enables communication within and between
66 catalyze the biosynthesis of acyl-homoserine lactones (AHL) signals using S-adenosyl-l-methionine and
71 moserine lactone and certain acyl homoserine lactones (AHLs) were found to substitute for threonine i
72 nt of the oxidation state of the thus formed lactone allows introduction of the 2,3-dihydroxybenzoqui
73 evealed that in the case of the six-membered lactone an energetically favorable conformer adopts a ne
74 etrahydrofurans including aryl-Hagen's gland lactone analogues via intramolecular iodoetherification.
76 oducts; a tricyclic N-heterocycle-fused beta-lactone and a bicyclic enamine derived from in situ deca
78 into procyclic forms, homoserine, homoserine lactone and certain acyl homoserine lactones (AHLs) were
79 uctures are reported for a [2.2.2] iduronate lactone and examples of both methyl L-idopyranoside and
80 show that reaction products (d-glucono-delta-lactone and hydrogen peroxide) and the wheat flour dough
81 longside plasma treated N-butyryl-homoserine lactone and n-(3-oxo-dodecanoyl)-homoserine lactone, exh
85 of synthetic, non-native N-acyl l-homoserine lactones and identified compounds that can drastically a
86 The generic statement that sesquiterpene lactones and phenolic compounds are determinants of bitt
87 bolites that included sugars, sesquiterpenes lactones and phenolics in the leaf and stem parts, which
89 iderably more thermally stable than the beta-lactones and require higher temperatures for efficient d
90 or both ring-opening polymerization (ROP) of lactones and ring-opening copolymerization (ROCOP) of ep
91 by combining ring-opening polymerization of lactones and ring-opening copolymerization of epoxides/a
92 ccharide-conjugated CTS with a five-membered lactone) and compare their characteristics and binding k
93 n (a nonglycosylated CTS with a six-membered lactone) and digoxin (a trisaccharide-conjugated CTS wit
94 inolone and N-(3-oxododecanoyl)-l-homoserine lactone, and the redox mediator pyocyanin bind with tran
95 ng expensive N-alkyl amino acids, homoserine lactones, and Agl lactams, and to achieve the mild, effi
96 s, silyl ethers, vinylogous esters, ketones, lactones, and beta-ketoesters are tolerated under the re
99 is involved in formation of the unsaturated lactone; and the ferric-reductase-like enzyme RbtH, whic
101 pure bicyclo[2.2.2]octenones, including the lactone-annulated system 26, has been prepared by engagi
102 f the biosynthetic gene cluster for the beta-lactone antibiotic obafluorin and delineate its biosynth
107 ible molecules, specifically acyl-homoserine lactones, are produced by P. aeruginosa to promote virul
108 sults, including the formation of a bicyclic lactone arising from oxidative termination of the photor
110 eparation and reactivity of cyclopropylidene lactones as possible intermediates of the domino process
111 nspired by this mechanism, we exploited beta-lactones as putative mycolic acid mimics to block serine
113 of the diastereoisomers of these p-menthane lactones, as well as their common precursor, menthofuran
114 ensing inhibitor (QSI) - a N-acyl homoserine lactone autoinducer antagonist - and then dosed onto hea
115 ryostatin analogues bearing a diacylglycerol lactone-based C-ring, which possessed the requisite phar
116 rophosphonate-based probes and specific beta-lactone-based probes led to the discovery of alpha-ketoh
117 sitively regulated by an N-acyl-L-homoserine lactone-based quorum sensing system, but operating in a
118 ulted in 2,3-difunctionalized benzofuran and lactone bearing indoline-2-one scaffolds under same cond
119 for the diastereoselective synthesis of beta-lactones bearing two stereogenic centers, from disubstit
120 s- and trans-fused bicyclic gamma- and delta-lactones bearing up to four contiguous stereocenters.
121 an efficient biobased route to the branched lactone, beta-methyl-delta-valerolactone (betaMdeltaVL),
122 ce factors, by N-3-oxododecanolyl homoserine lactone binding to the quorum sensing receptor, LasR.
125 ward access to a wide range of useful chiral lactone building blocks containing tetrasubstituted ster
126 d by the iPLA2gamma inhibitor, (R)-bromoenol lactone, but not by the cyclooxygenase inhibitor, indome
128 cids to their corresponding gamma-alkylidene lactones by the use of a heterogeneous Pd(II) catalyst s
130 t-chain AHLs, N-3-(oxododecanoyl)-homoserine lactone (C12-HSL) and N-butyryl homoserine lactone (C4-H
131 e lactone (C12-HSL) and N-butyryl homoserine lactone (C4-HSL), on cell viability and mucus secretion
132 gent C-glycosidation of carbohydrate-derived lactones can be mediated by the protecting groups and ap
134 vs 17 kcal mol(-1) for BTP) include its high lactone carbonyl stretching energy (1821 cm(-1) in aceto
135 we show that Withaferin A (WA), a steroidal lactone, causes a change in NEMO's interaction with spec
137 oichiometric oxidant, and provides access to lactones containing fluorine-bearing stereogenic centers
140 analytical approach we identified a fragrant lactone corresponding to an odorant zone reminiscent of
141 been hypothesized by Taylor that this unique lactone could arise from a postketidal transesterificati
143 r esterase (HLE) hydrolyzed chlorogenic acid lactones (CQALs, FQALs) selectively, while chlorogenate
144 ation confirms stepwise electronic/inductive lactone deactivation for both BTF and BTP, the unusually
146 allowed quantitative determination of delta-lactones (delta-C8, delta-C10) and gamma-lactones (gamma
147 Withaferin A (WA), a C5,C6-epoxy steroidal lactone derived from a medicinal plant (Withania somnife
148 retofore unidentified alpha,beta-unsaturated lactone derived from dioxygenation of pyrene at an apica
149 her applied to the base-sensitive and stable lactones derived from highly functionalized iridoid deri
150 r aromatics are found to yield carboxymethyl lactones derived from the initially formed o-carboxyaryl
151 sing two sets of chemical properties (set 1: lactone, diastase activity, sucrose - 100%) (set 2: free
153 he cytotoxic C2-symmetric marine-derived bis(lactone) disorazole C1, a highly convergent, modular str
156 ses ABHD10 and ACOT1/2, the most potent beta-lactone enantiomer was also found to inhibit these enzym
158 ent impact on C6 alcohols, volatile phenols, lactones, fermentation-derived alcohols, acids, or most
159 d the potential of chirospecific analysis of lactones for authentication and quality evaluation of fr
161 For the calibration curve of monacolin K (lactone form), a linear correlation in the range 6-119mi
162 orces the molecule to adopt a nonfluorescent lactone form, providing a convenient method to make fluo
167 ifferent tricyclic angularly fused spiranoid lactones, frequently observed as scaffold segments of va
168 of an optically active alpha-methylene-gamma-lactone from p-chlorostyrene has been developed on the b
170 ified physapubescin, a predominant steroidal lactone, from medicinal plant Physalis pubescens L., com
171 umarin scaffold in which the carbonyl of the lactone function of the original coumarin dyes has been
173 a catalysts provided access to bicyclic beta-lactone-fused, N-heterocycles in moderate to good yields
175 : guaiacol, cis-whisky lactone, trans-whisky lactone, gamma-nonalactone, eugenol, vanillin, and aceto
176 o use LBA as an alternative to glucono-delta-lactone (GDL) for the production of dairy gels with a co
177 of a mixture of gelators using glucono-delta-lactone (GdL) initially triggers assembly of DBS-CO2H, f
180 so avoided an odor component, gamma-octanoic lactone (GOL), which is >150-fold less volatile than IPA
181 tensity was closely related to trans-whiskey lactone, guaiacol and vanillin, whereas astringency and
182 nthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enanti
185 previously discovered that the sesquiterpene lactone helenalin acetate, a natural compound known to i
186 functional groups have been introduced into lactones; however, the direct polymerization of tertiary
187 ich do not respond to 3-oxo-C(12)-homoserine lactone (HSL)-mediated QS, exhibit reduced virulence fac
188 inosa secrete N-(3-oxododecanoyl)-homoserine lactone (HSL-C12) as a quorum-sensing molecule to regula
190 s-conformation, and the presence of a labile lactone in this core, many synthetic methodologies commo
191 investigated an approach to decompose these lactones in a selective way without affecting the positi
192 phenyl esters largely exceeded that of beta-lactones in ClpP peptidase and protease inhibition assay
194 actonization was employed, leading to a beta-lactone incorporating the requisite cis-fused 2-azadecal
198 obust and scalable conversion of sugar gamma-lactones into highly valuable glycosides having a quater
206 erimental chemical shifts for each of the 11 lactones, is encouragingly small (0.02-0.08 ppm for (1)H
207 ges were determined for nafithromycin, a new lactone-ketolide, following the completion of a nine-lab
209 natin and total indole (monatin plus monatin lactone/lactam) in mock beverage solutions, with an acco
210 ily accessible chiral starting materials and lactone-lactone rearrangement are the highlights of the
213 multaneous determination of four macrocyclic lactones (ML) (abamectin, doramectin, ivermectin and mox
214 n established the last stereocenter, and the lactone moiety was formed by ring-closing metathesis.
215 Olfr1440 responds to macrocyclic ketone and lactone musk odorants but not to polycyclic musk odorant
217 and cochliomycin B (2), two resorcylic acid lactones obtained from marine sources, have been prepare
220 time, certain fatty amides, gamma- and delta-lactones of high molecular weight, and other aromatic co
221 ying interglycosidic spirocyclic ortho-delta-lactone (orthoester) linkage between at least one pair o
227 drodipyrrins: Pd-mediated coupling to form a lactone-pyrrole, Petasis reagent treatment for methenyla
228 thailandensis contains three acyl-homoserine lactone quorum sensing circuits and has two additional L
229 es C and 30 degrees C carry N-acylhomoserine lactone quorum sensing signals, as well as alkaline phos
230 ppears to bind and sequester some homoserine lactone quorum signals, resulting in the inability of P.
235 s, whereas the five-membered alpha-methylene lactone reacts to mixtures of regioisomers with a high p
236 ar Alder-ene (IMAE) reaction and a lactam-to-lactone rearrangement of tetracycle 13, a compound that
237 pulations involving the carbamate formation, lactone reduction and cyclization, afforded cyclopropyl
238 inolone and N-(3-oxododecanoyl)-l-homoserine lactone reporter assays, showing that Fap fibrils pretre
239 5000 members isolated to date, sesquiterpene lactones represent a prolific source of medicinal agents
240 the purees may be allocated to terpene- and lactone-rich ('SH-5'), ester-containing ('Criolla'), and
241 h alkylation/cyclization and an Ullmann-type lactone ring closure into the pentacyclic lamellarin ske
243 re both the pyrrolidine moiety and the delta-lactone ring of the 3,4-dihydrocoumarin framework are co
246 amma-butyrolactone acrylate (DBA)-containing lactone ring that modulated the lower critical solution
248 t sugar units allows the formation of unique lactone rings within the CD framework via a 1,8-HAT-beta
249 one (BTF), bearing three symmetry-equivalent lactone rings, is unique in its ability to undergo highl
251 The most selective of the diacylglycerol lactones showed only a 10-fold reduction in binding affi
252 ion of a highly functionalized sesquiterpene lactone skeleton in five steps via an enantioselective k
253 the world, containing bitter sesquiterpenoid lactone (SL) compounds that may negatively affect consum
255 the cation-binding site and the type of the lactone substituent determine the arrangement of alphaM4
256 olecular pinacol coupling between ketone and lactone subunits to assemble the complex skeleton of (-)
257 ble molecules, specifically acyl homo serine lactones, such as N-(3-oxo-dodecanoyl)-l-homoserine lact
261 on of L-serine in E. coli and triacetic acid lactone (TAL) in S. cerevisiae revealed that the identif
262 s, including bioactive flavonoids, diterpene lactones, terpenoids and polysaccharides which accumulat
263 emical classes, such as aldehydes, alcohols, lactones, terpenoids, fatty aldehydes, fatty acids and h
264 used for quantitative analysis of pineapple lactones that was performed at three progressing post-ha
265 logous Pd sigma-complex of the five-membered lactone the smallest Pd/endo-beta-H dihedral angle is ob
266 ectively a five-membered ring fused bicyclic lactone, the core structure present in gracilioether F.
267 catalyzing the hydrolysis of acyl-homoserine lactones; these molecules are involved in Gram-negative
268 lization converting a carboxylic acid into a lactone through the oxidation of a tertiary C-H bond und
269 controlled asymmetric synthesis of cis-gamma-lactones through a formal [3 + 2] cycloaddition of enedi
271 tection via acid hydrolysis as well as a key lactone to tetrahydropyran conversion, in order to avoid
272 In addition, we linked the presence of those lactones to interesting odorant zones, reminiscent of mi
274 ompounds from oak wood: guaiacol, cis-whisky lactone, trans-whisky lactone, gamma-nonalactone, eugeno
278 s, vinyl ethers, alkenes, cyclic ethers, and lactones) under practical, inexpensive, and environmenta
281 s, ethyl esters, terpenes, aldehydes, acids, lactones, volatile phenols and carbonyl compounds) by GC
284 y diversified alpha,gamma-substituted chiral lactones was also achieved in good yields albeit with lo
286 esis of alpha,gamma-substituted chiral gamma-lactones was quickly achieved in a one pot sequential pr
288 for Matsuda-Heck arylations of exo-methylene lactones were eventually applied to the synthesis of the
289 bi- and tricyclic, N-heterocycle-fused, beta-lactones were first synthesized in racemic fashion via t
293 nS-generated pheromone N-octanoyl homoserine lactone, which may account for the previously unexplaine
294 enetic knockouts and through the use of beta-lactones, which remain the only specific inhibitors of C
295 y-4-methyl-3-(3-oxobutyl)-valeric acid gamma-lactone], which accounted for 46%, 27%, and 20% of the o
296 situation whereby fragile substrates such as lactone will be hydrolyzed by a stronger base but will n
297 SQ) or methylquinidine (MeQd)) provided beta-lactones with high enantio- and diastereoselectivities.
298 tallinity via the copolymerization of cyclic lactones with propargyl 3-methylpentenoate oxide (PMPO).
299 three major products but with an increasing lactone yield of 33, 49, and 55% on these substrates, re
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