Enantiomeric separation of enzymatic hydrolysis products of dihydropyrimidinone methyl ester with cationic cyclodextrin by capillary electrophoresis

Wang, Fang; Loughlin, Thomas; Dowling, Thomas M.; Bicker, G.; Wyvratt, Jean

doi:10.1016/s0021-9673(99)01285-6

Cited by 16 publications

(14 citation statements)

References 26 publications

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“…[21±24], poly(ethyleneimine) (PEI) [25], Polybrene (PB) [26,27], poly(arginine) (PA) [28] and a cationiccyclodextran [29]. Cationic capillary coatings effectively separate positively charged proteins, peptides, and drug samples.…”

Section: Charged Polymersmentioning

confidence: 99%

Polymer wall coatings for capillary electrophoresis

Horváth¹,

Dolnı́k²

2001

Electrophoresis

456

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This review article describes the preparation of dynamic and static polymeric wall coatings for capillary electrophoresis. Properties of bare fused-silica surfaces and methods for the characterization of capillary coatings are summarized. The preparation and basic properties of neutral and charged wall coatings are considered. Finally, advantages and potential applications of various coatings are discussed.

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Section: Charged Polymersmentioning

confidence: 99%

Polymer wall coatings for capillary electrophoresis

Horváth¹,

Dolnı́k²

2001

Electrophoresis

456

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“…[4] In order to overcome the drawbacks of b-CD, such as poor water solubility (1.85 g/100 ml H 2 O) and the relatively small size of the cavity (diameter, 7 Å ), various CD derivatives have been developed. [5][6][7] Cyclodextrin-based polymers are of interest due to their high solubility in water and capability to include relatively larger guest molecules by the cooperation of two adjacent b-CD moieties on a polymer chain. [8] In our previous study, [9] we have successfully synthesized a range of novel…”

Section: Introductionmentioning

confidence: 99%

Novel Anti‐Microbial Host‐Guest Complexes Based on Cationic β‐Cyclodextrin Polymers and Triclosan/Butylparaben

Yong

Qian

Xiao

2007

Macromol. Rapid Commun.

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The preparation of novel cationic β‐cyclodextrin polymers (CPβCDs) and its complexes with butylparaben and triclosan were reported in this paper. FT‐IR and two‐dimensional (2D) 1H–1H gradient correlated spectroscopy (gCOSY) NMR spectra confirmed that the antibiotics could be included inside the lipophilic cavities of CPβCDs. The water solubility of the antibiotics was improved significantly after inclusion with CPβCDs. The results also suggest that it was easier for butylparaben, which had relatively small molecular size, to form the complexes with CPβCDs than triclosan. Due to the targeting effect after the inclusion with cationic CPβCDs, the anti‐microbial activity of butylparaben was also enhanced substantially. However, similar improvement was not obvious for triclosan.magnified image

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“…Analytically, separation of DHPM derivatives can be readily achieved by enantioselective HPLC using a variety of different chiral stationary phases (CSPs) [63], including ™designer-made∫ CSPs that are based on the principle of ™reciprocal∫ recognition of chirality using the immobilized DHPM derivative 38 (Scheme 11) [24]. Alternatively, chiral separation can also be performed by capillary electrophoresis (CE) with chiral modifiers and buffers [64]. The absolute configuration of enantiomerically pure DHPMs is easily derived from circular dichroism (CD) spectra [65].…”

Section: Chirality and Biological Activitymentioning

confidence: 99%

The Generation of Dihydropyrimidine Libraries Utilizing Biginelli Multicomponent Chemistry

Kappe

2003

QSAR Comb. Sci.

156

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With the emergence of high-throughput screening in the pharmaceutical industry over a decade ago, synthetic chemists were faced with the challenge of preparing large collections of molecules to satisfy the demand for new screening compounds. The unique exploratory power of multicomponent reactions such as the Ugi four-component reaction was soon recognized to be extremely valuable to produce compound libraries in a time-and cost effective manner. The present review article summarizes strategies for the construction of libraries through another multicomponent reaction, the Biginelli dihydropyrimidine synthesis. In this three-component condensation dating back to 1893, CH-acidic carbonyl compounds, aldehydes and urea-type building blocks combine to assemble a multifunctionalized dihydropyrimidine scaffold. Due to the interesting pharmacological properties associated with the privileged DHPM structures, the Biginelli reaction and related procedures have received increasing attention in recent years. This review details synthetic advances for the construction of Biginelli libraries via solution phase and solid-phase strategies that are amenable to a highthroughput or combinatorial format.

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Enantiomeric separation of enzymatic hydrolysis products of dihydropyrimidinone methyl ester with cationic cyclodextrin by capillary electrophoresis

Cited by 16 publications

References 26 publications

Polymer wall coatings for capillary electrophoresis

Polymer wall coatings for capillary electrophoresis

Novel Anti‐Microbial Host‐Guest Complexes Based on Cationic β‐Cyclodextrin Polymers and Triclosan/Butylparaben

The Generation of Dihydropyrimidine Libraries Utilizing Biginelli Multicomponent Chemistry

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