412260

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Cytotoxicity and Mitochondrial Dysregulation Caused by α-Synuclein in Dictyostelium discoideum.

Sanjanie Fernando et al.

Cells, 9(10) (2020-10-18)

Alpha synuclein has been linked to both sporadic and familial forms of Parkinson's disease (PD) and is the most abundant protein in Lewy bodies a hallmark of Parkinson's disease. The function of this protein and the molecular mechanisms underlying its

Reactivation of the alternative oxidase of Yarrowia lipolytica by nucleoside monophosphates.

Aleksandr G Medentsev et al.

FEMS yeast research, 5(3), 231-236 (2004-11-24)

The study of the effect of nucleoside phosphates on the activity of cyanide-resistant oxidase in the mitochondria and submitochondrial particles of Yarrowia lipolytica showed that adenosine monophosphate (5'-AMP, AMP) did not stimulate the respiration of intact mitochondria. The incubation of

Study of the role played by NfsA, NfsB nitroreductase and NemA flavin reductase from Escherichia coli in the conversion of ethyl 2-(2'-nitrophenoxy)acetate to 4-hydroxy-(2H)-1,4-benzoxazin-3(4H)-one (D-DIBOA), a benzohydroxamic acid with interesting biological properties.

Antonio Valle et al.

Applied microbiology and biotechnology, 94(1), 163-171 (2011-12-17)

Benzohydroxamic acids, such as 4-hydroxy-(2H)-1,4-benzoxazin-3(4H)-one (D-DIBOA), exhibit interesting herbicidal, fungicidal and bactericidal properties. Recently, the chemical synthesis of D-DIBOA has been simplified to only two steps. In a previous paper, we demonstrated that the second step could be replaced by

N-O chemistry for antibiotics: discovery of N-alkyl-N-(pyridin-2-yl)hydroxylamine scaffolds as selective antibacterial agents using nitroso Diels-Alder and ene chemistry.

Timothy A Wencewicz et al.

Journal of medicinal chemistry, 54(19), 6843-6858 (2011-08-24)

The discovery, syntheses, and structure-activity relationships (SAR) of a new family of heterocyclic antibacterial compounds based on N-alkyl-N-(pyridin-2-yl)hydroxylamine scaffolds are described. A structurally diverse library of ∼100 heterocyclic molecules generated from Lewis acid-mediated nucleophilic ring-opening reactions with nitroso Diels-Alder cycloadducts

Crystal structure of 3-chlorocatechol 1,2-dioxygenase key enzyme of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol.

Marta Ferraroni et al.

Journal of molecular biology, 360(4), 788-799 (2006-06-24)

The crystal structure of the 3-chlorocatechol 1,2-dioxygenase from the Gram-positive bacterium Rhodococcus opacus (erythropolis) 1CP, a Fe(III) ion-containing enzyme specialized in the aerobic biodegradation of 3-chloro- and methyl-substituted catechols, has been solved by molecular replacement techniques using the coordinates of

Intermediate analogue inhibitors of mandelate racemase: N-Hydroxyformanilide and cupferron.

Jennifer R Bourque et al.

Bioorganic & medicinal chemistry letters, 17(1), 105-108 (2006-10-24)

Mandelate racemase (MR) catalyzes the 1,1-proton transfer that interconverts the enantiomers of mandelate. The transition state/intermediate analogues N-hydroxyformanilide (K(i)=2.79+/-0.19 microM) and cupferron (K(i)=2.67+/-0.09 microM) are identified as potent competitive inhibitors of MR. The pH-pK(i) profile indicates that MR can bind

Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.

Francisco J Prado-Prado et al.

Bioorganic & medicinal chemistry, 17(2), 569-575 (2008-12-30)

One limitation of almost all antiviral Quantitative Structure-Activity Relationships (QSAR) models is that they predict the biological activity of drugs against only one species of virus. Consequently, the development of multi-tasking QSAR models (mt-QSAR) to predict drugs activity against different

Rhodium(III)-catalyzed isoquinolone synthesis: the N-O bond as a handle for C-N bond formation and catalyst turnover.

Nicolas Guimond et al.

Journal of the American Chemical Society, 132(20), 6908-6909 (2010-05-04)

An external-oxidant-free process to access the isoquinolone motif via cross-coupling/cyclization of benzhydroxamic acid with alkynes is described. The reaction features a regioselective cleavage of a C-H bond on the benzhydroxamic acid coupling partner as well as a regioselective alkyne insertion.

Comparison of the binding and reactivity of plant and mammalian peroxidases to indole derivatives by computational docking.

Henrik R Hallingbäck et al.

Biochemistry, 45(9), 2940-2950 (2006-03-01)

The oxidation of melatonin by the mammalian myeloperoxidase (MPO) provides protection against the damaging effects of reactive oxygen species. Indole derivatives, such as melatonin and serotonin, are also substrates of the plant horseradish peroxidase (HRP), but this enzyme exhibits remarkable

Inhibition of specific electron transport pathways leads to oxidative stress and decreased Candida albicans proliferation.

Fernando Ruy et al.

Journal of bioenergetics and biomembranes, 38(2), 129-135 (2006-10-21)

Candida parapsilosis mitochondria contain three respiratory chains: the classical respiratory chain (CRC), a secondary parallel chain (PAR) and an "alternative" oxidative pathway (AOX). We report here the existence of similar pathways in C. albicans. To observe the capacity of each

On interpretation of a missing spectral band; IR spectra of acidic salts of benzohydroxamic acid.

Roman Rericha et al.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(8), 1899-1903 (2005-05-03)

Using solid benzohydroxamic acid (BHA) as a model compound for its salts, a broad absorption at 2730 cm(-1) was generally agreed to represent the nu(OH) band of the OH... ON bonds. The absence of nu(OH) band in the IR region

Optical spectra of lactoperoxidase as a function of solvent.

B Zelent et al.

Biochemistry, 44(48), 15953-15959 (2005-11-30)

The iron of lactoperoxidase is predominantly high-spin at ambient temperature. Optical spectra of lactoperoxidase indicate that the iron changes from high-spin to low-spin in the temperature range from room temperature to 20 K. The transformation is independent of whether the

Chromium(V) complexes of hydroxamic acids: formation, structures, and reactivities.

Swetlana Gez et al.

Inorganic chemistry, 44(8), 2934-2943 (2005-04-12)

A new family of relatively stable Cr(V) complexes, [Cr(V)O(L)(2)](-) (LH(2) = RC(O)NHOH, R = Me, Ph, 2-HO-Ph, or HONHC(O)(CH(2))(6)), has been obtained by the reactions of hydroxamic acids with Cr(VI) in polar aprotic solvents. Similar reactions in aqueous solutions led

Synthesis, characterization, reactivity, and catalytic potential of model vanadium(IV, V) complexes with benzimidazole-derived ONN donor ligands.

Mannar R Maurya et al.

Inorganic chemistry, 45(15), 5924-5937 (2006-07-18)

Reaction between [VO(acac)(2)] and the ONN donor Schiff base Hsal-ambmz (I) (Hsal-ambmz = Schiff base obtained by the condensation of salicylaldehyde and 2-aminomethylbenzimidazole) resulted in the formation of the complexes [V(IV)O(acac)(sal-ambmz)] (1), [V(V)O(2)(acac-ambmz)] (2) (Hacac-ambmz = Schiff base derived from

Inhibition of chymotrypsin by a complex of ortho-vanadate and benzohydroxamic acid: structure of the inert complex and its mechanistic interpretation.

Aaron Moulin et al.

Biochemistry, 46(20), 5982-5990 (2007-05-02)

Serine proteases, like serine beta-lactamases, are rapidly and covalently inhibited by suitably designed phosph(on)ates. The active sites of these enzymes must, therefore, be able to stabilize the pentacoordinated transition states of phosphyl transfer reactions as well as the tetrahedral transition

Structural interactions between horseradish peroxidase C and the substrate benzhydroxamic acid determined by X-ray crystallography.

A Henriksen et al.

Biochemistry, 37(22), 8054-8060 (1998-06-12)

The three-dimensional structure of recombinant horseradish peroxidase in complex with BHA (benzhydroxamic acid) is the first structure of a peroxidase-substrate complex demonstrating the existence of an aromatic binding pocket. The crystal structure of the peroxidase-substrate complex has been determined to

Nanomolar inhibition of the enterobactin biosynthesis enzyme, EntE: synthesis, substituent effects, and additivity.

Brian P Callahan et al.

Bioorganic & medicinal chemistry letters, 16(14), 3802-3805 (2006-05-09)

2,3-Dihydroxybenzohydroxamoyl adenylate (I) was prepared as a potential product analog inhibitor of EntE (EC# 2.7.7.58), a 2,3-dihydroxybenzoate AMP ligase from Escherichia coli that is required for the biosynthesis of enterobactin. This compound, obtained by the aqueous reaction of imidazole-activated adenosine

Novel class of Bi(iii) hydroxamato complexes: synthesis, urease inhibitory activity and activity against H. pylori.

D M Keogan et al.

Dalton transactions (Cambridge, England : 2003), 45(27), 11008-11014 (2016-06-18)

Reaction of Bi(NO3)3 with benzohydroxamic acid (Bha) and salicylhydroxamic acid (Sha) gives the novel Bi(iii) complexes [Bi2(Bha-1H)2(μ-Bha-1H)2(η(2)-NO3)2] () and [Bi6(CH3OH)2(η(1)-NO3)2(η(2)-NO3)(OH2)2(Sha-1H)12](NO3)2 (). X-ray crystal structure of reveals two hydroxamato coordination modes; bidentate bridging (O, O') and bidentate non-bridging (O, O') and

Synthesis and biological evaluation of N-hydroxyphenylacrylamides and N-hydroxypyridin-2-ylacrylamides as novel histone deacetylase inhibitors.

Florian Thaler et al.

Journal of medicinal chemistry, 53(2), 822-839 (2009-12-19)

The histone deacetylases (HDACs) are able to regulate gene expression, and histone deacetylase inhibitors (HDACi) emerged as a new class of agents in the treatment of cancer as well as other human disorders such as neurodegenerative diseases. In the present

Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange.

Jan Schraml et al.

Magnetic resonance in chemistry : MRC, 43(7), 535-542 (2005-04-30)

NMR spectra (1H, 13C, 15N) of para- and meta-substituted benzohydroxamic acids were studied in dry dimethyl sulfoxide solutions. The 13C chemical shifts were very close to those found by cross-polarization magic angle spinning in solids, the hydroxamic (not hydroximic) structure

Inhibitors of the FEZ-1 metallo-beta-lactamase.

Benoît M R Liénard et al.

Bioorganic & medicinal chemistry letters, 17(4), 964-968 (2006-12-13)

Metallo-beta-lactamases (MBLs) catalyze the hydrolysis of beta-lactams including penicillins, cephalosporins and carbapenems. Starting from benzohydroxamic acid (1) structure-activity studies led to the identification of selective inhibitors of the FEZ-1 MBL, e.g., 2,5-substituted benzophenone hydroxamic acid 17 has a K(i) of

Design of novel histone deacetylase inhibitors.

Phieng Siliphaivanh et al.

Bioorganic & medicinal chemistry letters, 17(16), 4619-4624 (2007-06-09)

Histone deacetylase (HDAC) inhibitors that target Class I and Class II HDACs are of synthetic and therapeutic interest and ongoing clinical studies indicate that they show great promise for the treatment of cancer. Moreover, Zolinza (vorinostat) was recently approved by

Chemical stability of xanthates, dithiophosphinates and hydroxamic acids in aqueous solutions and their environmental implications.

Martha Araceli Elizondo-Álvarez et al.

Ecotoxicology and environmental safety, 207, 111509-111509 (2020-12-02)

Currently there is a wide variety of collectors used in mineral processing, the xanthates being the most used in sulfides flotation. Unfortunately, it is known that xanthates are not stable compounds and their decomposition generates carbon disulfide (CS2), a substance

Benzo[b]thiophene-based histone deacetylase inhibitors.

David J Witter et al.

Bioorganic & medicinal chemistry letters, 17(16), 4562-4567 (2007-06-20)

Benzo[b]thienyl hydroxamic acids, a novel class of histone deacetylase (HDAC) inhibitors, were identified via a targeted screen of small molecule hydroxamic acids. Various substitutions were explored in the C5- and C6-positions of the benzo[b]thiophene core to characterize SAR and develop

Bismuth(III) benzohydroxamates: powerful anti-bacterial activity against Helicobacter pylori and hydrolysis to a unique Bi34 oxido-cluster [Bi34O22(BHA)22(H-BHA)14(DMSO)6].

Amita Pathak et al.

Chemical communications (Cambridge, England), 50(96), 15232-15234 (2014-10-25)

Reaction of BiPh3 or Bi(O(t)Bu)3 with benzohydroxamic acid (H2-BHA) results in formation of novel mono- and di-anionic hydroxamato complexes; [Bi2(BHA)3]∞ 1, [Bi(H-BHA)3] 2, [Bi(BHA)(H-BHA)] 3, all of which display nM activity against Helicobacter pylori. Subsequent dissolution of [Bi2(BHA)3]∞ in DMSO/toluene

Dynamics of nitric oxide rebinding and escape in horseradish peroxidase.

Xiong Ye et al.

Journal of the American Chemical Society, 128(5), 1444-1445 (2006-02-02)

Ultrafast kinetic measurements of NO rebinding to horseradish peroxidase (HRP) are reported for the first time. The geminate kinetics are found to be exponential for all HRP samples studied. The ferric forms of HRP have NO geminate recombination time constants

Aromatic hydroxamic acids and hydrazides as inhibitors of the peroxidase activity of prostaglandin H2 synthase-2.

Marc Ouellet et al.

Archives of biochemistry and biophysics, 431(1), 107-118 (2004-10-07)

The cyclooxygenase activity of the bifunctional enzyme prostaglandin H(2) synthase-2 (PGHS-2) is the target of non-steroidal anti-inflammatory drugs. Inhibition of the peroxidase activity of PGHS has been less studied. Using Soret absorption changes, the binding of aromatic hydroxamic acids to

Novel half-sandwich Ru(II)-hydroxamate complexes: synthesis, characterization and equilibrium study in aqueous solution.

Péter Buglyó et al.

Dalton transactions (Cambridge, England : 2003), (38)(38), 8063-8070 (2009-09-23)

Novel half-sandwich Ru(II)-benzohydroxamate complexes were synthesized. [Ru(eta(6)-p-cymene)(mu-bha)](2)Cl(2) (bhaH = benzohydroxamic acid) with (O,O) coordination of the ligand, was characterized by elemental analysis, spectroscopic ((1)H-NMR, IR) and ESI-MS methods. Replacement of the chloride of the precursor by CF(3)SO(3)(-) and reaction of

Dephosphorylation reactions of mono-, di-, and triesters of 2,4-dinitrophenyl phosphate with deferoxamine and benzohydroxamic acid.

Michelle Medeiros et al.

The Journal of organic chemistry, 77(23), 10907-10913 (2012-11-22)

This work presents a detailed kinetic and mechanistic study of biologically interesting dephosphorylation reactions involving the exceptionally reactive nucleophilic group, hydroxamate. We compare results for hydroxamate groups anchored on the simple molecular backbone of benzohydroxamate (BHA) and on the more

Diorganotin(IV) derivatives of substituted benzohydroxamic acids with high antitumor activity.

Qingshan Li et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 10(6), 1456-1462 (2004-03-23)

A series of diorganotin(IV) and dichlorotin(IV) derivatives of 4-X-benzohydroxamic acids, [HL(1) (X = Cl) or HL(2) (X = OCH(3))] formulated as [R(2)SnL(2)] (R = Me, Et, nBu, Ph or Cl; L = L(1) or L(2)), along with their corresponding mixed-ligand

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