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Macrocyclic Compounds (10):
Recent article
Macrocyclic Compounds
Abstract
Three different tetraazamacrocyclic ligands containing four amide substituents that feature groups (namely allyl, styryl and propargyl groups) suitable for polymerisation have been synthesised. Gadolinium(III) complexes of these three ligands have been prepared as potential monomers for the synthesi...
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PMID: 20877892
PDF is available here.
PDF is available here.
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Abstract
The new macrocyclic ligand 1,9(4,7)-diphenanthroline-3,7,11,15-tetraazacyclohexadecaphane (L) was synthesized by a 2 : 2 reaction of 1,10-phenanthroline-4,7-dialdehyde with 1,3-diaminopropane, followed by reduction with NaBH(4). L contains two phenanthroline groups linked together by two 1,3-dia...
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PMID: 20922246
PDF is available here.
PDF is available here.
Abstract
The hexaazamacrocycles [28](DBF)(2)N(6) {cyclo[bis(4,6-dimethyldibenzo[b,d]furaniminoethyleneiminoethylene]} and [32](DBF)(2)N(6) {cyclo[bis(4,6-dimethyldibenzo[b,d]furaniminopropyleneiminopropylene]} form stable dinuclear copper(ii) complexes suitable to behave as receptors for several anionic subs...
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PMID: 20820604
PDF is available here.
PDF is available here.
Chemical Communications (46)34 2010
Abstract
A [Co(24)] metallamacrocycle with a [36-MC(Co)-12] periphery and an inner [24-MC(Co)-6] rim is constructed by linking six Co(4)-thiacalixarene shuttlecock-like SBUs with twelve 1,2,4-triazole molecules.
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PMID: 20697642
PDF is available here.
PDF is available here.
Abstract
The synthesis and Zn(2+) coordination properties of a new macrocycle (L1) obtained by dipodal (2 + 2) condensation of the polyamine 3-(naphthalen-2-ylmethyl)pentane-1,5-diamine with 1H-pyrazole-3,5-dicarbaldehyde are reported. pH-metric studies show that L1 bears five measurable protonation steps in...
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PMID: 20661509
PDF is available here.
PDF is available here.
Abstract
The crystal structures of the palladium(II) complexes of the open-chain and macrocyclic ligands PdL(1).3H(2)O, PdL(2).6H(2)O and PdL(3).5H(2)O have been determined (H(2)L(1) = 1,4,8,11-tetraazaundecane-5,7-dione, H(2)L(2) = 1,4,8,11-tetraazacyclotetradecane-5,7-dione, H(2)L(3) = 1,4,8,11-tetraazacyc...
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PMID: 20652203
PDF is available here.
PDF is available here.
Journal of Antibiotics (63)9 2010
Abstract
Our team is investigating a diverse library of filamentous fungi for new anticancer leads. To avoid reisolating MTs through bioactivity-directed fractionation studies, a protocol for their facile dereplication was developed. The method uses readily available photodiode array detectors to identify on...
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PMID: 20648023
PDF is available here.
PDF is available here.
Chemical Communications (46)31 2010
Abstract
The construction of an interpenetrated structure of macrocycles by a CuAAC "click" reaction was achieved and the binding selectivity of indolocarbazole for a chloride anion was enhanced upon catenanation.
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PMID: 20593099
PDF is available here.
PDF is available here.
Inorganic Chemistry (49)15 2010
Abstract
The reaction between NO and L(2)(H(2)O)Rh(2+) (L(2) = meso-Me(6)-1,4,8,11-tetraazacyclotetradecane) generates a sky-blue L(2)(H(2)O)RhNO(2+), a {RhNO}(8) complex. The crystal structure of the perchlorate salt features a bent Rh-N-O moiety (122.1(11)(o)), short axial Rh-NO bond (1.998(12) A) and a st...
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PMID: 20604519
PDF is available here.
PDF is available here.
Chemmedchem (5)8 2010
Abstract
Abstract
Different porphyrin conformations are believed to play a role in controlling the cofactor properties in natural tetrapyrrole-protein complexes. In order to study the correlation between macrocycle nonplanarity and physicochemical properties in detail, a series of six porphyrins with graded degree of...
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PMID: 20571638
PDF is available here.
PDF is available here.
Chemical Communications (46)28 2010
Abstract
Using cucurbit[6]uril as protecting agent, well-defined Pd NPs were prepared via a simple one-pot method under mild conditions. The CB[6]-Pd NPs are very stable and have high chemical activities for catalyzing Suzuki-Miyaura cross-coupling reactions.
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PMID: 20563324
PDF is available here.
PDF is available here.
Chemical Communications (46)20 2010
Abstract
Versatile and efficient procedures for the construction and modification of organometallic macrocycles with half-sandwich Ir corners via C-H activation and self-assembly have been developed.
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PMID: 20386861
PDF is available here.
PDF is available here.
Abstract
We present a method for conformational search of complex molecular systems such as macrocycles and protein loops. The method is based on perturbing an existing conformation along a molecular dynamics trajectory using initial atomic velocities with kinetic energy concentrated on the low-frequency vib...
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PMID: 20429574
PDF is available here.
PDF is available here.
Abstract
We have identified macrocyclic inhibitors of the aspartic protease BACE, implicated in the etiology of Alzheimer's disease. An X-ray structure of screening hit 1 in the BACE active site revealed a hairpin conformation suggesting that constrained macrocyclic derivatives may also bind there. Several o...
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PMID: 20399652
PDF is available here.
PDF is available here.
Abstract
The enantiopure agents d- and l-leucine, selectively bind RR and SS enantiomers from a racemate [Ni(alpha-rac-L)](2+) to give {[Ni(RR-L)(d-HLeu)](ClO(4))(2)}(n) (Delta-) and {[Ni(SS-L)(l-HLeu)](ClO(4))(2)}(n) (Lambda-), respectively, and leave the corresponding uninteracted SS and RR enantiomers of...
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PMID: 20422084
PDF is available here.
PDF is available here.
Chemical Communications (46)15 2010
Abstract
The fluorescence of a designed water-soluble 4-sulfonato-1,8-naphthalimide dye can be switched on by the synchronous host-guest complexation with cucurbit[7]uril and decrease in pH (from 9 to 7). This affords a dual resettable (by addition of cadaverine as competitor or by deprotonation) logic gate...
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PMID: 20461873
PDF is available here.
PDF is available here.
Inorganic Chemistry (49)7 2010
Abstract
We report the synthesis of two pyridine-containing ligands L1 and L2, with 15-membered triaza-dioxa-crown and pentaaza-crown ether macrocycles, respectively, and the characterization of their Mn(2+) complexes. Protonation constants of the ligands and stability constants of various metal complexes we...
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PMID: 20180546
PDF is available here.
PDF is available here.
Abstract
Water-dispersed, spherical, underivatized Au-NPs with particle size less than 5 nm were synthesized from an aqueous solution of 32-macrocyclic polyammonium chloride, [32]ane-(NH(2)(+))(8).8Cl(-) (32-MCPAC) using sodium borohydride (NaBH(4)) as the reducing agent. The bioconjugation of the synthesize...
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PMID: 20060538
PDF is available here.
PDF is available here.
Abstract
CHI's 17th International Tri-Conference on Molecular Medicine, held in San Francisco, included topics covering the drug discovery process, with an emphasis on lead optimization. This conference report highlights selected presentations on the development of several launched and investigational drugs,...
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PMID: 20373246
PDF is available here.
PDF is available here.
Abstract
CHI's 17th International Tri-Conference on Molecular Medicine, held in San Francisco, included topics covering new developments in the field of medicinal chemistry. This conference report highlights selected presentations on fragment-based drug discovery, quantum mechanical energy decomposition for...
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PMID: 20373245
PDF is available here.
PDF is available here.
Abstract
We report here two self-replicating peptide-derived macrocycles that emerge from a small dynamic combinatorial library and compete for a common feedstock. Replication is driven by nanostructure formation, resulting from the assembly of the peptides into fibers held together by beta sheets. Which of...
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PMID: 20299594
PDF is available here.
PDF is available here.
Abstract
A novel series of macrocyclic complexes of the type [M(C(18)H(14)N(10)S(2))X]X(2) where M=Cr(III), Fe(III) and Mn(III); X=Cl(-), NO(3)(-) and CH(3)COO(-) have been synthesized by [2+2] condensation of thiocarbohydrazide and isatin in the presence of trivalent metal salts in methanolic medium by temp...
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PMID: 20034706
PDF is available here.
PDF is available here.
Abstract
A novel chiral macrocyclic ligand incorporating a chiral salen moiety into a framework containing two biphenyl units was synthesized. Structural properties and conformational aspects of the free ligand and an UO2 complex were studied by using NMR spectroscopy in solution and MM calculations. The Mn(...
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PMID: 20335992
PDF is available here.
PDF is available here.
Abstract
A series of heteroleptic quinolinolate pentacoordinated nickel(ii) complexes, [Ni(mcN(3))(R(1),R(2),R(3)-8-hq)](PF(6)), were synthesized and characterized by spectroscopic methods. Single-crystal X-ray diffraction studies for [(Me(3)-mcN(3))Ni(N,O-2-CN-8-hq)][PF(6)] (6a), [(Me(4)-mcN(3))Ni(N,O-8-hq)...
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PMID: 20449425
PDF is available here.
PDF is available here.
Abstract
In this paper, high-speed counter-current chromatography (HSCCC), assisted with ESI-MS, was first successfully applied to the preparative separation of three macrolide antibiotics, brefeldin A (12.6 mg, 99.0%), 7'-O-formylbrefeldin A (6.5 mg, 95.0%) and 7'-O-acetylbrefeldin A (5.0 mg...
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PMID: 20041450
PDF is available here.
PDF is available here.
Abstract
In this paper, high-speed counter-current chromatography (HSCCC), assisted with ESI-MS, was first successfully applied to the preparative separation of three macrolide antibiotics, brefeldin A (12.6 mg, 99.0%), 7'-O-formylbrefeldin A (6.5 mg, 95.0%) and 7'-O-acetylbrefeldin A (5.0 mg...
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PMID: 20041450
PDF is available here.
PDF is available here.
Abstract
In this paper, high-speed counter-current chromatography (HSCCC), assisted with ESI-MS, was first successfully applied to the preparative separation of three macrolide antibiotics, brefeldin A (12.6 mg, 99.0%), 7'-O-formylbrefeldin A (6.5 mg, 95.0%) and 7'-O-acetylbrefeldin A (5.0 mg...
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PMID: 20041450
PDF is available here.
PDF is available here.
Abstract
In this paper, high-speed counter-current chromatography (HSCCC), assisted with ESI-MS, was first successfully applied to the preparative separation of three macrolide antibiotics, brefeldin A (12.6 mg, 99.0%), 7'-O-formylbrefeldin A (6.5 mg, 95.0%) and 7'-O-acetylbrefeldin A (5.0 mg...
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PMID: 20041450
PDF is available here.
PDF is available here.
Abstract
In this paper, high-speed counter-current chromatography (HSCCC), assisted with ESI-MS, was first successfully applied to the preparative separation of three macrolide antibiotics, brefeldin A (12.6 mg, 99.0%), 7'-O-formylbrefeldin A (6.5 mg, 95.0%) and 7'-O-acetylbrefeldin A (5.0 mg...
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PMID: 20041450
PDF is available here.
PDF is available here.
Abstract
We have identified a class of anionic tetraphenylporphyrins as potent and specific inhibitors of the HCV replicons. Based on the structure-activity relationship studies reported herein, meso-tetrakis-(3,5-dicarboxy-4,4'-biphenyl) porphyrin was found to be the most potent inhibitor of HCV genotype 1b...
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PMID: 19901090
PDF is available here.
PDF is available here.
Abstract
Hepatitis C virus (HCV) is a major cause of acute hepatitis and chronic liver disease, including cirrhosis and hepatocellular carcinoma (HCC). No vaccine is currently available to prevent hepatitis C, and the current standard of care (SOC) - pegylated interferon-α (PEG-IFN-α) in combination with r...
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PMID: 20536420
PDF is available here.
PDF is available here.
Abstract
Toxicologic Pathology (38)3 2010
Abstract
These results suggest that nasal inflammation, mucus hypersecretion, and olfactory neurotoxicity could be important adverse health effects associated with short-term, repeated, airborne exposures to macrocyclic trichothecenes....
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PMID: 20430879
PDF is available here.
PDF is available here.
Current Medicinal Chemistry (17)29 2010
Abstract
G-quadruplex stabilizing compounds have recently received increased interest due to their potential application as anticancer therapeutics. A significant number of structurally diverse G-quadruplex ligands have been developed. Some of the most potent and selective ligands currently known are macrocy...
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PMID: 20712562
PDF is available here.
PDF is available here.
Chemical Society Reviews (38)12 2009
Abstract
Over the past decade, supramolecular compounds with organometallic Ir, Rh, Ru based half-sandwich complexes have received considerable attention as materials with a variety of potential applications. The major emphasis of this tutorial review lies on the self-assembly of such organometallic half-san...
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PMID: 20449060
PDF is available here.
PDF is available here.
Abstract
We compare the performance of several popular conformational search algorithms on three broad classes of macrocyclic molecules. These methods include Catalyst, CAESAR, MacroModel, MOE, Omega, Rubicon and two newer self-organizing algorithms known as stochastic proximity embedding (SPE) and self-orga...
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PMID: 19807090
PDF is available here.
PDF is available here.
Abstract
A concise route to functionalized 14-membered macrolides related to erythronolide A was achieved. Key steps include the simultaneous formation of bis[allenic] substrates, efficient macrolactonization, highly stereoselective oxidation to the corresponding bis[spirodiepoxide], and nucleophilic spirodi...
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PMID: 19725523
PDF is available here.
PDF is available here.
Inorganic Chemistry (48)18 2009
Abstract
Three novel dinuclear Zn(II) complexes of phenol-based compartmental macrocyclic ligands have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single-crystal structure analysis. The dinuclear macrocyclic complexes 1, 2, and 3 were obtained through a 1:2 co...
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PMID: 19708676
PDF is available here.
PDF is available here.
Inorganic Chemistry (48)18 2009
Abstract
We attribute the fast exchange to the hydration equilibrium and to the flexible nature of the inner coordination sphere. The large negative value of the activation entropy (DeltaS = -35 +/- 8 J mol(-1) K(-1)) points to an associative character for the water exchange and suggests that water exchange...
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PMID: 19655713
PDF is available here.
PDF is available here.
Abstract
The effect of methylene blue (MB) encapsulation in cucurbit[7]uril (CB[7]) on triplet excited-state behavior and singlet oxygen (1O2) generation has been studied by using laser flash photolysis (LFP) and time-resolved near-IR luminescence spectroscopy. The lifetime of the triplet excited state of MB...
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PMID: 19735127
PDF is available here.
PDF is available here.
Inorganic Chemistry (48)17 2009
Abstract
We report a general, high-yielding method for the synthesis of water-soluble complexes, which is based upon the weak-link approach to supramolecular coordination chemistry. Specifically, we have utilized oligomeric ethylene glycol functional groups appended to the aryl groups of the diphenylphosphin...
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PMID: 19637852
PDF is available here.
PDF is available here.
Inorganic Chemistry (48)17 2009
Abstract
Reaction of the O(2)S(2)X-macrocycles (L(1), X = S; L(2), X = NH; and L(3), X = O) with Cu(ClO(4))(2) x 6 H(2)O affords 1:1 (M/L) square-pyramidal Cu(II) complexes when X = S and NH but yields a rare 1:2 sandwich-type tetrahedral Cu(I) complex when X = O; the X-ray structures of all three complexes...
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PMID: 19715370
PDF is available here.
PDF is available here.
Inorganic Chemistry (48)17 2009
Abstract
Novel nickel(II) complexes of pyridine-azamacrocycles (PyMACs) with pendant arms have been synthesized using simple, direct, and selective mono-N-functionalization of PyMACs. These complexes have been characterized by spectroscopy and X-ray crystallography. Nickel(II)-PyMAC complexes with a flexible...
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PMID: 19670876
PDF is available here.
PDF is available here.
Abstract
A combination of moderately selective host-guest binding with the impressive specificity of enzymatic transformations allows the real-time monitoring of enzymatic reactions in a homogeneous solution. The resulting enzyme assays ("supramolecular tandem assays") exploit the dynamic binding of a fluore...
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PMID: 19627092
PDF is available here.
PDF is available here.
Journal of Physical Chemistry A: Molecules, Spectroscopy, Kinetics, Environment and General Theory (113)31 2009
Abstract
DFT calculations give insight into the formation of peroxo intermediates 1-8 from a series of Cu(I) complexes bearing N-hexadentated macrocyclic dinucleating ligands, suffering an oxidation by their interaction with molecular oxygen. The discussion is thus based on the side-on peroxo cores, omitting...
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PMID: 19601615
PDF is available here.
PDF is available here.
Abstract
A novel series of macrocyclic complexes of the type [M(C(48)H(32)N(4))X]X(2); where M=Cr(III), Fe(III) and Mn(III); X=Cl(-), NO(3)(-), CH(3)COO(-) have been synthesized by template condensation of 1,8-diaminonaphthalene and benzil in the presence of trivalent metal salts in methanoli...
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PMID: 19321236
PDF is available here.
PDF is available here.
The inositol 1,4,5-trisphosphate receptor regulates autophagy through its interaction with Beclin 1.
Abstract
We show that the IP(3)R antagonist xestospongin B induces autophagy by disrupting a molecular complex formed by the IP(3)R and Beclin 1, an interaction that is increased or inhibited by overexpression or knockdown of Bcl-2, respectively. An effect of Beclin 1 on Ca(2+) homeostasis was discarded as s...
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PMID: 19325567
PDF is available here.
PDF is available here.
Abstract
Macrocyclic inhibitors for the serine protease plasmin were synthesized and evaluated. The inhibitors were constructed starting from a cyclohexanone core. This core was linked to either the C- or N-terminus of a peptide so that the inhibitors were designed to interact with the non-primed or primed b...
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PMID: 18825554
PDF is available here.
PDF is available here.
Abstract
A new series of complexes is synthesized by template condensation of oxalyldihydrazide and glyoxal in methanolic medium in the presence of trivalent chromium, manganese and iron salts forming complexes of the type: [M(C(8)H(8)N(8)O(4))X]X(2) where M = Cr(III), Mn(III), Fe(III) and X = Cl(-1), NO(-1)...
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PMID: 18956272
PDF is available here.
PDF is available here.
Abstract
The combination of a [1111]metacyclophane blocked in 1,3-alternate conformation and bearing four imidazole units with MX2 (M = Co, Cu, Zn and Hg; X = Cl or Br) complexes leads to the formation of a series of analogous neutral metallamacrotricycles. In all cases, the structure of the binuclear comple...
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PMID: 19319400
PDF is available here.
PDF is available here.
Abstract
We would like to present here a brief summary on the chemistry of some hydroxytetraphenylenes that were synthesized in our laboratories in Shanghai and Hong Kong. This article will serve as a preview of the chemistry of the tetraphenylene family that hopefully has the potential to emerge....
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PMID: 19300805
PDF is available here.
PDF is available here.
Abstract
The ion transport properties of a new family of synthetic ionophores based on cyclic phosphate-linked oligosaccharide (CyPLOS) macrocycles are described.
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PMID: 19262921
PDF is available here.
PDF is available here.
Abstract
The synthesis of a series of shape-persistent macrocycles (SPMs) (1-4 and 6) comprising different numbers and/or spatial arrangement of meta-substituted tetrafluorobenzene and benzene subunits interlinked with diacetylenes is described. To increase their solubility, all five SPMs were functionalized...
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PMID: 19262926
PDF is available here.
PDF is available here.
Abstract
We have computed the electronic spectrum in the visible range of a squaraine dye, either isolated or embedded into a tetralactam macrocycle. The amplitude of the bathochromic displacement induced by the complexation is well-reproduced by the most accurate models. This total shift is split into speci...
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PMID: 19209370
PDF is available here.
PDF is available here.
Abstract
We present the P1-P3 macrocyclization approach followed for identification of HCV NS3 inhibitors as potential backup candidates to our first generation drug candidate, Sch 503034 (1). Different P1-P3 linkers were investigated to identify novel macrocyclic scaffolds. SAR exploration of P3-caps in the...
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PMID: 19154150
PDF is available here.
PDF is available here.
ChemBioChem (10)3 2009
Abstract
A novel G-quadruplex binder, L1H1-7OTD (shown in color by atom type), was developed. This macrocyclic heptaoxazole potently and selectively stabilizes telomeric DNA in an intramolecular antiparallel G-quadruplex conformation. L1H1-7OTD shows selective cytotoxicity toward HeLa cells, a telomerase-pos...
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PMID: 19140143
PDF is available here.
PDF is available here.
Neuroscience Letters (449)3 2009
Abstract
We analyzed the possible stabilizing effect of MK801, a highly selective N-methyl-d-aspartate receptor (NMDAR) antagonist, on BBB integrity. Levels of reactive oxygen species (ROS), glutamate (Glut) release and monocyte adhesion were measured under normoxia and H/R. BBB integrity was monitored measu...
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PMID: 18996441
PDF is available here.
PDF is available here.
Abstract
Two bis(bibenzyls), isoplagiochins A (1) and B (2) have been isolated by the guidance of inhibitory effect of tubulin polymerization from the liverwort Plagiochila fruticosa (Plagiochilaceae). Isoplagiochins A and B inhibited the polymerization of tubulin at IC(50) 50 and 25muM, respectively. Furthe...
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PMID: 19056262
PDF is available here.
PDF is available here.
Abstract
The discovery, synthesis and preliminary SAR of a novel class of non-peptidic antagonists of the αv-integrins αvβ3 and αvβ5 is described. High-throughput screening of an extensive series of ECLiPS™ compound libraries led to the identification of compound 1 as a dual inhibitor of the αv-integr...
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PMID: 19081719
PDF is available here.
PDF is available here.