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Potent Nematicidal Activity of Maleimide Derivatives on Meloidogyne incognita

Different maleimide derivatives were synthesized and assayed for their in vitro activity on the soil inhabiting, plant-parasitic nematode Meloidogyne incognita, also known as root-knot nematode. The compounds maleimide, N-ethylmaleimide, N-isopropylmaleimide, and N-isobutylmaleimide showed the strongest nematicidal activity on the second stage juveniles of the root-knot nematode with EC50/72h values of 2.6 ¡À 1.3, 5.1 ¡À 3.4, 16.2 ¡À 5.4, and 19.0 ¡À 9.0 mg/L, respectively. We also determined the nematicidal activity of copper sulfate, finding an EC50 value of 48.6 ¡À 29.8 mg/L. When maleimide at 1 mg/L was tested in combination with copper sulfate at 50 mg/L, we observed 100% mortality of the nematodes. We performed a GC-MS metabolomics analysis after treating nematodes with maleimide at 8 mg/L for 24 h. This analysis revealed altered fatty acids and diglyceride metabolites such as oleic acid, palmitic acid, and 1-monopalmitin. Our results suggest that maleimide may be used as a new interesting building block for developing new nematicides in combination with copper salts.

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Importance of metal complexes for development of potential leishmanicidal agents

The occurrence of adverse effects and the development of resistance associated with the administration of conventional anti-leishmanial drugs explicate the urgent need for development of new leishmanicidal agents. The potential use of metal complexes as drugs against parasitic diseases has so far been very little explored. Leishmaniasis affects millions of people around the world with very limited therapeutic options for their treatment. This review focuses on the recent advances in the development of complex anti-leishmania agents.

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Synthesis and characterization of alpha,omega-bis(maleimide-ester) and alpha,omega-BIS(maleimide-amide) substituted polysiloxanes

Organofunctional polysiloxanes containing end aromatic ester or amide groups were synthesized by the hydrosilation of ring substituted styrene with hydrogen terminated polydimethylsiloxane (HPDMS) followed by chemical transformation of the resulting products. End phenylmaleimide groups were attached to the siloxane chains by coupling of -Ar-OH or -Ar-NH2 functionalized polysiloxanes with N-(p-carboxyphenyl)maleimide chloride. The structures of intermediate and final compounds were confirmed by IR and 1H-NMR spectroscopy and the thermal behavior was evidenced by DSC.

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Pyrroline – Wikipedia,
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17057-04-4, Name is 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid, belongs to pyrrolines compound, is a common compound. Computed Properties of C11H7NO4In an article, once mentioned the new application about 17057-04-4.

Identification of an anti-inflammatory derivative with anti-cancer potential: The impact of each of its structural components on inflammatory responses in macrophages and bladder cancer cells

Inflammation plays a crucial role in many types of cancer and is known to be involved in their initiation and promotion. As such, it is presently recognized as an important risk factor for several types of cancers such as bladder, prostate and breast cancers. The discovery of novel anti-inflammatory compounds can have a huge implication not only for the treatment of cancer but also as preventive and protective treatment modalities. We have recently identified a new compound (1) that presents interesting anti-inflammatory activity. In order to better understand its biological action, we have divided the molecule in its basic components and verified their respective contribution towards the anti-inflammatory response of the whole molecule. We have discovered that only the combination of the maleimide function together with the tert-butyloxycarbonylhydrazinamide function lead to important anti-inflammatory properties. The main derivative 1 can decrease the activating effects of INFgamma or IL6 on human (hMomegas) macrophages by 38% or by 64% at a concentration of 10 muM as indicated by a decrease of STAT1 or STAT3 activation. The expression of pro-inflammatory markers CD40 and MHCII in INFgamma stimulated hMomegas were reduced by 87% and 49%, respectively with a 3 h pretreatment of 1 at 10 muM. The cell motility assay revealed that 1 at 10 muM can reduce relative cell motility induced by IL6 by 92% in comparison with the untreated control hMomega monolayers. Compound 1 reduced by 91% the inflammatory response induced by the cytokines (INFgamma + TNFalpha) in the macrophage-like J774A.1 cells at a concentration of 25 muM, as measured by the detection of NO production with the Griess reagent. Furthermore, upon removal of the tert-butyloxycarbonyl protective group the unprotected derivative as a hydrochloride salt (1A) retains interesting anti-inflammatory activity and was found to be less toxic than the parent compound (1).

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Practical synthesis of maleimides and coumarin-linked probes for protein and antibody labelling via reduction of native disulfides

The cellular tracking, detection and sensing of protein or antibody movement are important aspects to advance our understanding of biomolecular interactions and activity. Antibodies modified with fluorescent dyes are also valuable tools, especially in immunology research. We describe here a proof-of-principle study of a new water-soluble coumarin probe with a maleimide thiol-reacting unit to fluorescently tag biomolecules. Highlights include: (1) a convenient water-based preparation of N-substituted maleimides, (2) a one-pot preparation of activated maleimido-esters, and (3) a bio-conjugation protocol for the selenol-promoted reduction of native disulfide bonds and the ‘site-specific’ labelling of antibodies with no significant loss of activity.

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Pyrroline – Wikipedia,
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Synthesis and characterization of alternating copolymers of thiophene-containing N-phenyl maleimide and styrene by photoinduced radical polymerization and their use in electropolymerization

A novel N-(4-(3-thienyl methylene)-oxycarbonylphenyl) maleimide (MBThi) monomer was synthesized by the esterification reaction of maleimidobenzoic acid (MBA) with 3-thiophene methanol. Photoinduced radical polymerization was employed to prepare the alternating copolymers of MBThi with styrene (St) at room temperature using omega,omega-dimethoxy-omega-phenylacetophenone (DMPA) as photoinitiator. Different copolymerization conditions were examined to estimate the influence of the used solvents and comonomers’ total molar concentration on the conversion, the number-average molecular weight (M n), and polydispersity index (Mw/Mn) of the resulting polymers. Thermal behavior of the alternating copolymers (PSt-alt-MBThi) was also investigated by thermogravimetrical analysis (TGA) and differential scanning calorimetry. Moreover, the obtained alternating copolymers were employed in electropolymerization experiments and random conjugated graft copolymers with thiophene or pyrrole were synthesized through their pendant thienyl groups. These polymers were characterized by cyclic voltammetry (CV), FTIR and scanning electron microscopy (SEM). Conductivity measurements were carried out by the four-probe technique.

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DIMETHYLARGININE DIMETHYLAMINOHYDROLASE INHIBITORS AND METHODS OF USE THEREOF

The present disclosure provides DDAH modulators. Thus, the present disclosure provides a method of treating a patient suffering from a disorder characterized by excessive NO production and/or elevated DDAH activity, the method comprising administering to said patient an effective amount of a compound of one of formulae I-X. The present disclosure also provides a pharmaceutical composition comprising a compound of one of formulae I-X

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Preparation and Characterization of Hetero-bifunctional Cross-linking Reagents for Protein Modifications

Ten aromatic and aliphatic cross-linking reagents of hetero-bifunctional type were synthesized as part of a search for useful reagents of this type.All of the reagents possess two selectively reactive groups a maleimide group which can combine with a thiol group via its double bond and an N-Hydroxysuccinimidyl ester (one of the most hydrophilic active esters), which can react with an ammmine group.It was found that the active esters of the reagents tested were mostly more reactive with lysine than with leucine, and acylated amino acids more rapidly at pH 8.0 than at pH 7.0.It was also found that the stability of the maleimide group in the compounds tested depends largely upon the pH of the buffer used.The most stable pH was 5.0-6.0.To use one of the present compounds as a cross-linker, the crystalline reagent should be dissolved in tetrahydrofuran of dioxane and the solution used for cross-linking.The acylation step should be carried out first with thiol addition to the maleimide group as the second step.The optimum pH of the buffer used for the first step is slightly basic.The reaction time should be limited to less than 1 hr.When the first step is over, the pH of the reaction mixture should be changed to 5.0-6.0.Keywords—cross-linker; hetero-bifunctional reagent; reactivity of N-hydroxy-succinimidyl ester; stability of maleimide residue; N-(maleimidobenzoyloxy)succinimide derivative; N-(maleimidoalkyloxy)succinimide derivative

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High diastereoselectivity induced by intermolecular hydrogen bonding in [3?+?2] cycloaddition reaction: experimental and computational mechanistic approaches

A diastereoselective [3?+?2] cycloaddition of N-aryl substituted maleimides with N,alpha-diphenyl nitrone possessing 11-hydroxyundecyloxy as a flexible substituent was performed. Experimental and comprehensive mechanistic density functional theory studies reveals that intermolecular H-bonding and steric repulsive interaction predominate exo-Z and exo-E cycloaddition transition states, respectively. The reaction proceeded smoothly depending on the reactants and gave a good yield of (syn) cis-isoxazolidine or (anti) trans-isoxazolidine as a single diastereomer.

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Pyrroline – Wikipedia,
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Hemoglobin-superoxide dismutase-chemical linkages that create a dual-function protein

Chemical reagents were designed to cross-link and connect hemoglobin and superoxide dismutase, combining the oxygen transport and superoxide-removal capabilities of the red cell in a dual-function protein. Reaction of 1 with thiol-protected hemoglobin followed by reduction produces cross-linked hemoglobin with a free thiol on the cross-link. Reaction of SOD with 5 produces a cross-linked protein with a maleimide on the cross-link. Addition of the hemoglobin-thiol to the SOD-maleimide produces a protein with the desired dual properties. Hemoglobin’s oxygenation cooperativity is lowered as a result of being in the conjugate, while SOD’s activity is equal to that of the native protein.

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