Synthesis and antibacterial activity of 2, 3-dehydro-3-O-(3-aryl-E-prop-2-enyl)-10, 11-anhydroclarithromycin derivatives

Liang, Jianhua; Dong, Lijing; Wang, Yueying; Yao, Guowei; An, Mao‐Mao; Wang, Rui

doi:10.1038/ja.2011.11

Cited by 7 publications

(4 citation statements)

References 16 publications

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“…The so-called bicyclolides introduce a second heterocycle between the 6 and 11 or 6 and 3 positions (73, 74). The 6, 11-bicyclolide modithromycin (Figure 1) exhibits improved in vitro efficacy against erm + strains of S. pyogenes showing idiosyncratic resistance to telithromycin (75).…”

Section: Structural Basis Of Resistance To Ptc-targeted Antibioticsmentioning

confidence: 99%

“…Beyond the elaboration of the alkyl-aryl substituent on ketolides, the point of attachment and, to some extent, the macrolide scaffold have been modified to recover some of the interaction lost due to resistance mechanisms . The so-called bicyclolides introduce a second heterocycle between the 6 and 11 or 6 and 3 positions. , The 6,11-bicyclolide modithromycin (Figure ) exhibits improved in vitro efficacy against erm + strains of S. pyogenes showing idiosyncratic resistance to telithromycin . Another area of development unrelated to resistance is the alteration of the alkyl-arm to one containing an azetidine (azetidinyl ketolides in Figure ).…”

Section: Structural Basis Of Resistance To Ptc-targeted Antibioticsmentioning

confidence: 99%

“…64 The so-called bicyclolides introduce a second heterocycle between the 6 and 11 or 6 and 3 positions. 73,74 The 6,11-bicyclolide modithromycin (Figure 1) exhibits improved in vitro efficacy against erm + strains of S. pyogenes showing idiosyncratic resistance to telithromycin. 75 Another area of development unrelated to resistance is the alteration of the alkyl-arm to one containing an azetidine (azetidinyl ketolides in Figure 1).…”

Section: Acs Chemical Biologymentioning

confidence: 99%

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The Chemistry of Peptidyltransferase Center-Targeted Antibiotics: Enzymatic Resistance and Approaches to Countering Resistance

McCusker

Fujimori

2011

ACS Chem. Biol.

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The continued ability to treat bacterial infections requires effective antibiotics. The development of new therapeutics is guided by knowledge of the mechanisms of action of and resistance to these antibiotics. Continued efforts to understand and counteract antibiotic resistance mechanisms at a molecular level have the potential to direct development of new therapeutic strategies in addition to providing insight into the underlying biochemical functions impacted by antibiotics. The interaction of antibiotics with the peptidyltransferase center and adjacent exit tunnel within the bacterial ribosome is the predominant mechanism by which antibiotics impede translation, thus stalling growth and proliferation. Resistance enzymes catalyze the chemical modification of the RNA that composes these functional regions, leading to diminished binding of these antibiotics. This review discusses recent advances in the elucidation of chemical mechanisms underlying resistance and driving the development of new antibiotics.

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Section: Structural Basis Of Resistance To Ptc-targeted Antibioticsmentioning

confidence: 99%

Section: Structural Basis Of Resistance To Ptc-targeted Antibioticsmentioning

confidence: 99%

Section: Acs Chemical Biologymentioning

confidence: 99%

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The Chemistry of Peptidyltransferase Center-Targeted Antibiotics: Enzymatic Resistance and Approaches to Countering Resistance

McCusker

Fujimori

2011

ACS Chem. Biol.

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“…) -In the course of the reaction, three C-C bonds, two C-N bonds, and an all-carbon quaternary stereocenter are formed. - (YU, D.-F.;WANG, Y.;XU*, P.-F.;Tetrahedron 67 (2011Tetrahedron 67 ( ) 18, 3273-3277, http://dx.doi.org/10.1016Tetrahedron 67 ( /j.tet.2011State Key Lab. Appl.…”

Section: Copper-catalyzed Aromatic C-h Bond Halogenation Using Lithiumentioning

confidence: 99%

All in One ‐ Complete Issue: ChemInform 35/2011

2011

ChemInform

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The title compounds are prepared by solid state reactions of PbO, Ln 2 O 3 , and Sb 2 O 3 (1. 550 C, 24 h; 2. 800-900 C, 12 h) and characterized by neutron powder diffraction, differential scanning calorimetry, and dielectric permittivity measurements. The compounds crystallize in the monoclinic space group C2/c at room temperature. The Lu, Yb, and Er compounds show three successive phase transitions in a narrow temperature range, while the Ho compound exhibits only two transitions. The transition sequence for the Lu and Yb compounds is C2/c  P2 1/n  R3  Fm3m. For Er it is C2/c  unknown  P21/n  Fm3m, and for Ho it is C2/c  P2 1 /n  Fm3m. Associated with the last structural transition to cubic Fm3m perovskites is the presence of a paraelectric/antiferroelectric transition. -(LARREGOLA, S. A.; ALONSO*, J. A.; SHEPTYAKOV, D.; ALGUERO, M.; MUNOZ, A.; POMJAKUSHIN, V.; PEDREGOSA, J. C.; Inorg. Chem. 50 (2011) 12, 5545-5557, http://dx.Structural Periodicity in Plutonium(IV) Sulfates. -The structures of Pu(SO 4 ) 2 (H 2 O) 4 and compounds (III) and (V) are determined by single crystal XRD. Changes in structure and stoichiometry occur down the alkali metal series despite identical reaction conditions for each of the complexes. Pu(SO 4 ) 2 (H 2 O) 4 crystallizes in the space group Fddd with Z = 8, (IIIa) in the space group Pbcn with Z = 4, (IIIb) and (IIIc) in the space group P2 1 /c with Z = 2, and (V) in the space group P2 1 /n with Z = 8. There are marked color changes down the series indicating strong interactions between the plutonium ions and the ligands in these complexes. -(WILSON, R. E.; Inorg.Chem. 50 (2011) 12, 5663-5670, http://dx.0-4 are prepared by reaction of stoichiometric mixtures of the elements (silica tubes, Ar, 10223 K, 12 h) and characterized by powder and single crystal XRD, electric and magnetic measurements, and DFT calculations. The compounds crystallize in the cubic space group F43m (Z = 2 for x = 0.5, 1.5, 2.5, and 3.5; Z = 4 for x = 1, 2, and 3). The structures contain GaS 4 tetrahedra and heterocubane-like (V 4-x Cr x )Se 4 units. Significant metal-metal bonding exists up to x = 2, while the bonds gradually disperse when x > 2 which is associated with large increases in the magnetic moments. Thus, the material switches between a metal-metal bonded weak magnetic state and a nonbonded strong magnetic state. -(BICHLER, D.; JOHRENDT*, D.; Chem. Mater. 23 (2011) 11, 3014-3019, http://dx.Vibrational Origin of the Thermal Stability in the High-Performance Piezoelectric Material GaAsO 4 . -Structure and dynamic disorder of the title compound are studied by total neutron scattering coupled with reverse Monte Carlo modeling. In addition, Raman spectroscopy as a function of temperature coupled with DFT calculations is performed in order to predict the thermal behavior of GaAsO 4 -based piezoelectric devices. GaAsO 4 has the highest thermal stability among materials with the -quartz-type structure. Dynamic disorder is very low at room temperature and does not increase as much as in other materi...

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ChemInform Abstract: Synthesis and Antibacterial Activity of 2,3‐Dehydro‐3‐O‐(3‐aryl‐E‐prop‐2‐enyl)‐10,11‐anhydroclarithromycin Derivatives (I).

et al. 2011

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Synthesis and antibacterial activity of 2, 3-dehydro-3-O-(3-aryl-E-prop-2-enyl)-10, 11-anhydroclarithromycin derivatives

Cited by 7 publications

References 16 publications

The Chemistry of Peptidyltransferase Center-Targeted Antibiotics: Enzymatic Resistance and Approaches to Countering Resistance

The Chemistry of Peptidyltransferase Center-Targeted Antibiotics: Enzymatic Resistance and Approaches to Countering Resistance

All in One ‐ Complete Issue: ChemInform 35/2011

ChemInform Abstract: Synthesis and Antibacterial Activity of 2,3‐Dehydro‐3‐O‐(3‐aryl‐E‐prop‐2‐enyl)‐10,11‐anhydroclarithromycin Derivatives (I).

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