Boronic acid compounds as potential pharmaceutical agents

Yang, Wenqian; Gao, Xingming; Wang, Binghe

doi:10.1002/med.10043

Cited by 464 publications

(306 citation statements)

References 123 publications

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“…Boron compounds also display considerable biological properties [14]. For instance, it has been recently discovered that 5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (Fig.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

et al. 2008

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Abstract:The addition of formylphenylboronic acid derivatives to thiourea and ethyl acetoacetate proceeds in the presence of an additional Lewis acid catalyst to give the corresponding 3,4-dihydropyrimidin-2(1H)-(thio)ones (Biginelli products) in moderate yield. Compounds were tested for antifungal activity against pure cultures of Aspergillus niger, Aspergillus flavus, Candida albicans and Saccharomyces cerevisiae but, unfortunately, none showed any appreciable activity.© Versita Warsaw and Springer-Verlag Berlin Heidelberg.

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“…Boron compounds also display considerable biological properties [14]. For instance, it has been recently discovered that 5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (Fig.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

et al. 2008

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“…1 H NMR spectra were recorded on a Varian-Mercury 400 MHz spectrometer, operating at ambient probe temperature unless specified elsewhere. Coupling constants (J) are given in Hz, and the multiplicity of the NMR signals is described as singlet (s), doublet (d), triplet (t), quartet (q) and multiplet (m).…”

Section: General Experimentalmentioning

confidence: 99%

“…1 Consequently, much research has focused on the preparation of key chiral compounds, through the addition of boryl units to C=C bonds; i.e. borylation strategies.…”

Section: Introductionmentioning

confidence: 99%

One-pot catalytic asymmetric borylation of unsaturated aldehyde-derived imines; functionalisation to homoallylic boronate carboxylate ester derivatives

et al. 2015

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. (2015) Publisher's copyright statement:Additional information: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. The β--borylation reaction of α,β--unsaturated aldehyde--derived imines, formed in situ, has been studied using a one--pot methodology, as a route to β--boryl aldehydes. The instability of the β--boryl aldehydes meant that derivatisation was required and routes to both acetal derivatives and homoallyicl boronates were examined. β--Boryl acetals were also found to be unstable, however, the formation of homoallylic boronate derivatives using an in situ imine hydrolysis--Wittig olefination protocol was found to be suitable, resulting in an efficient synthesis with high enantiomeric excesses.

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“…2 For instance, boronic acid derivatives of amino acids are effective and reversible inhibitors of the serine proteases chymotrypsin and subtilisin. [3][4][5][6][7][8][9] The mechanism of action for these compounds is believed to arise from the ability of the boron atom to coordinate via its empty p-orbital to the active hydroxyl groups of the enzyme. Boronic acid derivatives are also known to facilitate the transport of molecules across lipid bilayers, 10,11 an important attribute in the area of drug delivery.…”

Section: Compounds Containing Boronic Acids [Rb(oh) 2 ] or Boronate Ementioning

confidence: 99%

Palladium(II) Schiff Base Complexes Derived from Allylamine and Vinylaniline

2004

Bulletin of the Korean Chemical Society

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Condensation of salicylaldehyde (2-HOC 6 H 4 C(O)H) with allylamine afforded the unsaturated salicylaldimine, 2-HOC 6 H 4 C(H)=NCH 2 CH=CH 2 . Similar reactivity was observed with substituted salicylaldehydes. Further reaction of these Schiff bases with palladium acetate or Na 2 PdCl 4 afforded complexes of the type PdL 2 , where L = deprotonated Schiff base. The molecular structure of the parent salicylaldimine palladium complex [trans-(2-OC 6 H 4 C(H)=NCH 2 CH=CH 2 ) 2 Pd] (1) was characterized by an X-ray diffraction study. Crystals of 1 were monoclinic, space group P21/n, a = 14.0005 (9)

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Boronic acid compounds as potential pharmaceutical agents

Cited by 464 publications

References 123 publications

Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

One-pot catalytic asymmetric borylation of unsaturated aldehyde-derived imines; functionalisation to homoallylic boronate carboxylate ester derivatives

Palladium(II) Schiff Base Complexes Derived from Allylamine and Vinylaniline

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