82936-49-0Relevant academic research and scientific papers
C10-ALKYLENE SUBSTITUTED 13-MEMBERED MACROLIDES AND USES THEREOF
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Paragraph 00604, (2020/06/10)
Provided are 13-membered macrolides for the treatment of infectious diseases. The 13-membered macrolides described herein are azaketolides. Also provided are methods for preparing the 13- membered macrolides, pharmaceutical compositions comprising the 13-membered macrolides, and methods of treating infectious diseases, and in particular, disease resulting from Gram negative bacteria using the disclosed macrolides. Formula (I)
Benzoxaborole Antimalarial Agents. Part 5. Lead Optimization of Novel Amide Pyrazinyloxy Benzoxaboroles and Identification of a Preclinical Candidate
Zhang, Yong-Kang,Plattner, Jacob J.,Easom, Eric E.,Jacobs, Robert T.,Guo, Denghui,Freund, Yvonne R.,Berry, Pamela,Ciaravino, Vic,Erve, John C. L.,Rosenthal, Philip J.,Campo, Brice,Gamo, Francisco-Javier,Sanz, Laura M.,Cao, Jianxin
, p. 5889 - 5908 (2017/07/22)
Carboxamide pyrazinyloxy benzoxaboroles were investigated with the goal to identify a molecule with satisfactory antimalarial activity, physicochemical properties, pharmacokinetic profile, in vivo efficacy, and safety profile. This optimization effort discovered 46, which met our target candidate profile. Compound 46 had excellent activity against cultured Plasmodium falciparum, and in vivo against P. falciparum and P. berghei in infected mice. It exhibited good PK properties in mice, rats, and dogs. It was highly active against the other 11 P. falciparum strains, which are mostly resistant to chloroquine and pyrimethamine. The rapid parasite in vitro reduction and in vivo parasite clearance profile of 46 were similar to those of artemisinin and chloroquine, two rapid-acting antimalarials. It was nongenotoxic in an Ames assay, an in vitro micronucleus assay, and an in vivo rat micronucleus assay when dosed orally up to 2000 mg/kg. The combined properties of this novel benzoxaborole support its progression to preclinical development.
Incorporation and visualization of azido-functionalized: N -oleoyl serinol in Jurkat cells, mouse brain astrocytes, 3T3 fibroblasts and human brain microvascular endothelial cells
Walter,Collenburg,Japtok,Kleuser,Schneider-Schaulies,Müller,Becam,Schubert-Unkmeir,Kong,Bieberich,Seibel
supporting information, p. 8612 - 8614 (2016/07/13)
The synthesis and biological evaluation of azido-N-oleoyl serinol is reported. It mimicks biofunctional lipid ceramides and has shown to be capable of click reactions for cell membrane imaging in Jurkat and human brain microvascular endothelial cells.
Synthesis and antibacterial activities of Yanglingmycin analogues
Li, Long-Bo,Dan, Wen-Jia,Tan, Fang-Fang,Cui, Li-Hui,Yuan, Zhi-Peng,Wu, Wen-Jun,Zhang, Ji-Wen
, p. 33 - 37 (2015/01/30)
The synthesis of Yanglingmycin and its enantiomer, along with eighteen Yanglingmycin analogues is reported. The structures were confirmed mainly by analyses of NMR spectral data. Antibacterial activity assays showed that Yanglingmycin and some of its analogues exhibited significant antibacterial activities against two important agricultural pathogenic bacteria, Ralstonia solanacearum and Pseudomonas syringae pv. actinidiae, with minimum inhibitory concentration (MIC) values ranging from 3.91 to 15.62 μg/mL. The antibacterial activities exhibited by Yanglingmycin and its analogues are promising, suggesting potential in the development of compounds for novel bactericides.
Synthesis of optically active oxazoline derivatives via catalytic asymmetric desymmetrization of 1,3-diols
Tsuda, Yutaro,Kuriyama, Masami,Onomura, Osamu
supporting information; experimental part, p. 2481 - 2483 (2012/04/04)
Chiral oxazolines: A synthetic method to prepare optically active oxazolines through a copper-catalyzed asymmetric desymmetrization of 1,3-diols has been successfully developed. This reaction system tolerated a diverse range of substrates to give the desi
Expanded scope for the iridium-catalyzed asymmetric isomerization of primary allylic alcohols using readily accessible second-generation catalysts
Mantilli, Luca,Mazet, Clement
supporting information; scheme or table, p. 445 - 447 (2010/04/04)
A second generation of chiral (P,N)-iridium catalysts - readily accessible from inexpensive l-serine - displays expanded scope for the asymmetric isomerization of primary allylic alcohols.
Modular phosphite-oxazoline/oxazine ligand library for asymmetrie Pd-catalyzed allylic substitution reactions: scope and limitations - origin of enantioselectivity
Dieguez, Montserrat,Pamies, Oscar
experimental part, p. 3653 - 3669 (2009/04/23)
A library of phosphite-oxazoline/oxazine ligands L1-L15a-h has been synthesized and screened in the Pd-catalyzed allylic substitution reactions of several substrate types. These series of ligands can be prepared efficiently from easily accessible hydroxyl amino acid derivatives. Their modular nature enables the substituents/configurations in the oxazoline/oxazine moiety, alkyl backbone chain and in the biaryl phosphite moiety to be easily and systematically varied. By carefully selecting the ligand components, therefore, high regio- and enantioselectivities (ee values up to 99%) and good activities have been achieved in a broad range of mono- and disubstituted linear hindered and unhindered liner and cyclic substrates. The NMR studies on the Pd-π-allyl intermediates provide a deeper understanding about the effect of the ligand parameters on the origin of enantioselectivity. It also indicates that the nucleophilic attack takes place predominantly at the allylic terminal carbon atom located trans to the phosphite moiety.
Synthesis and application of chiral N-heterocyclic carbene-oxazoline ligands: Iridium-catalyzed enantioselective hydrogenation
Nanchen, Steve,Pfaltz, Andreas
, p. 4550 - 4558 (2008/02/07)
Two libraries of enantiomerically pure imidazolium salts bearing an oxazoline unit were synthesized. Deprotonation of the imidazolium salts and complexation of the resulting oxazoline-carbene ligands to iridium(i) was achieved in one step by mixing the im
Modular chiral selenium-containing oxazolines: Synthesis and application in the palladium-catalyzed asymmetric allylic alkylation
Braga, Antonio L.,Lüdtke, Diogo S.,Sehnem, Jasquer A.,Alberto, Eduardo E.
, p. 11664 - 11671 (2007/10/03)
A new series of modular chiral selenium-containing oxazolines has been synthesized from inexpensive and commercially available l-serine and l-aspartic acid. These new compounds were evaluated as chiral ligands in the palladium-catalyzed asymmetric allylic
(S)-Serine derived N-O and N-P oxazoline ligands for asymmetric catalysis
Jones, Geraint,Richards, Christopher J.
, p. 653 - 664 (2007/10/03)
(S)-Serine methyl ester and a range of carboxylic acids RCO2H (a R=(η5-C5H4)Fe(η5-C 5Ph5), b (η5-C5H 4)Co(η4-C4Ph4/su
