Day: October 17, 2022

Salinas, Yolanda; Brueggemann, Oliver; Monkowius, Uwe; Teasdale, Ian published the artcile< Visible light photocleavable ruthenium-based molecular gates to reversibly control release from mesoporous silica nanoparticles>, Category: pyridine-derivatives, the main research area is ruthenium silicon nanoparticle delivery controlled release visible light irradiation; cargo release on demand; mesoporous silica nanoparticles (MSNs); molecular gates; reversibility; ruthenium complex; visible light photocleavage.

Herein we present hybrid mesoporous silica nanomaterials (MSN) with visible light-sensitive ruthenium complexes acting as gates. Two different [Ru(bpy)2L1L2]2+ complexes were investigated by grafting [Ru(bpy)2(4AMP)2](PF6)2 (RC1) and [Ru(bpy)2(PPh3)Cl]Cl (RC2) via two or one ligands onto the surface of mesoporous silica nanoparticles (MSNs), to give MSN1-RC1 and MSN2-RC2, resp. The pores were previously loaded with a common dye, safranin O, and release studies were conducted. The number and position of the ligands were shown to influence the photocages behavior and thus the release of the cargo. Release studies from MSN1-RC1 in acetonitrile showed that in the dark the amount of dye released was minimal after 300 min, whereas a significant increase was measured upon visible light irradiation (ca. 90%). Release studies from the second nanomaterial MSN2-RC2, where the complex RC2 was bound to the MSN via only one ligand, showed stability under darkness and in aqueous solution up to 180 min and, rapid release of the dye when irradiated with visible light. Furthermore, this system was demonstrated to be reversible, since, upon heating to 80°C, the system could effectively re-close the pores and re-open it again upon visible light irradiation

Nanomaterials published new progress about Ligands Role: THU (Therapeutic Use), BIOL (Biological Study), USES (Uses). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Chun; Santiago, Celine B.; Kou, Lei; Sigman, Matthew S. published the artcile< Alkenyl Carbonyl Derivatives in Enantioselective Redox Relay Heck Reactions: Accessing α,β-Unsaturated Systems>, Quality Control of 1428537-19-2, the main research area is arylboronic acid unsaturated carbonyl enantioselective regioselective arylation Heck; aryl unsaturated carbonyl stereoselective preparation.

A highly enantioselective and site-selective Pd-catalyzed arylation of alkenes linked to carbonyl derivatives to yield α,β-unsaturated systems is reported. The high site selectivity is attributed to both a solvent effect and the polarized nature of the carbonyl group, both of which have been analyzed through multidimensional anal. tools. The reaction can be performed in an iterative fashion allowing for a diastereoselective installation of two aryl groups along an alkyl chain.

Journal of the American Chemical Society published new progress about Arylation, stereoselective (regioselective). 1428537-19-2 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, Quality Control of 1428537-19-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhao, Li-Xia; Peng, Jian-Feng; Liu, Feng-Yi; Zou, Yue-Li; Gao, Shuang; Fu, Ying; Ye, Fei published the artcile< Design, Synthesis, and Herbicidal Activity of Diphenyl Ether Derivatives Containing a Five-Membered Heterocycle>, Product Details of C6H4F3N, the main research area is herbicide phenoxypyridine heterocycle derivative preparation protoporphyrinogen oxidase inhibitor; PPO; cumulative analysis; diphenyl ether derivatives; field trial; greenhouse herbicidal activity; molecular docking.

Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is an important target for discovering novel herbicides, and it causes bleaching symptoms by inhibiting the synthesis of chlorophyll and heme. In this study, the active fragments of several com. herbicides were joined by substructure splicing and bioisosterism, and a series of novel di-Ph ether derivatives containing five-membered heterocycles were synthesized. The greenhouse herbicidal activity and the PPO inhibitory activity in vitro were discussed in detail. The results showed that most compounds had good PPO inhibitory activity, and target compounds containing trifluoromethyl groups tended to have higher activity. Among them, compound (I) showed the best inhibitory activity, with a half-maximal inhibitory concentration (IC50) of 0.0468 μmol/L, which was approx. 3 times better than that of oxyfluorfen (IC50 = 0.150 μmol/L). In addition, mol. docking indicated that compound I formed obvious π-π stacking interactions and hydrogen bond interactions with PHE-392 and ARG-98, resp. Remarkably, compound I had good safety for corn, wheat, rice, and soybean, and the cumulative concentration in crops was lower than that of oxyfluorfen. Therefore, compound I can be used to develop potential lead compounds for novel PPO inhibitors.

Journal of Agricultural and Food Chemistry published new progress about Abutilon theophrasti. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Product Details of C6H4F3N.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Clark, Richard A. F. published the artcile< Oxidative Stress and ""Senescent"" Fibroblasts in Non-Healing Wounds as Potential Therapeutic Targets>, Formula: C7H5BrN2, the main research area is review oxidative stress senescent fibroblast nonhealing wound therapeutic target.

A review. In chronic wounds, fibroblast dysfunctions, such as increased apoptosis, premature senescence, senescence-like phenotype, or poor growth response in the absence of senescence markers, have been reported. Some of these differential dysfunctions may be secondary to differences in patient age or sex, ulcer size or duration, edge vs. base sampling, or culture technique. Nevertheless, the entire spectrum of fibroblast dysfunction may exist and be secondary to, or a response to, different amounts of oxidative stress. Journal of Investigative Dermatol. (2008) 128, 2361-2364. doi:10.1038/jid.2008.257.

Journal of Investigative Dermatology published new progress about Cell aging. 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Formula: C7H5BrN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ran, Wei; Liu, Xiaoyu; Chang, Lu; Cai, Ying; Zheng, Chao; Liu, Jia; Li, Yaping; Zhang, Pengcheng published the artcile< Self-assembling mertansine prodrug improves tolerability and efficacy of chemotherapy against metastatic triple-negative breast cancer>, Quality Control of 2127-03-9, the main research area is self assembling mertansine prodrug nanoparticle drug delivery system; Chemotherapy; Prodrug; Self-assembly; Supramolecular; Triple-negative breast cancer.

Metastatic triple-neg. breast cancer is one of the most devastating cancer types. Systemic chemotherapy is necessary, but its clin. performance is largely limited by severe side effects. Herein, we report a mertansine prodrug, which could self-assemble into spherical nanoparticles in water and readily convert into active mertansine at the presence of glutathione. The self-assembling mertansine prodrugs (SAMPDs) entered cancer cells via a caveolae-mediated pathway and exhibited potent cytotoxicity. The self-delivering SAMPDs did not cause hemolysis, and more importantly increased maximum tolerated dose (MTD) of mertansine by 8 folds via reducing free mertansine exposure in most of the major organs. SAMPDs improved intratumoral drug exposure and showed dose-dependent antitumor activity. When dosed at MTD, SAMPDs inhibited primary tumor growth and pulmonary metastasis by 80% and 95%, while mertansine dosed at MTD only reduced primary tumor growth and metastasis by <50% and 60%, resp. Our results reveal the mechanism of in vivo biotransformation of self-assembling prodrug and highlight the unique advantages of self-assembling prodrug strategy in improving the efficacy and safety of chemotherapy. Journal of Controlled Release published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Quality Control of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hameed P, Shahul; Raichurkar, Anandkumar; Madhavapeddi, Prashanti; Menasinakai, Sreenivasaiah; Sharma, Sreevalli; Kaur, Parvinder; Nandishaiah, Radha; Panduga, Vijender; Reddy, Jitendar; Sambandamurthy, Vasan K.; Sriram, D. published the artcile< Benzimidazoles: Novel Mycobacterial Gyrase Inhibitors from Scaffold Morphing>, Formula: C5H6FN3, the main research area is benzimidazole DNA gyrase inhibitor scaffold morphing Mycobacterium; DNA gyrase; NBTIs; Tuberculosis; aminopiperidines; benzimidazoles; type II topoisomerases.

Type II topoisomerases are well conserved across the bacterial species, and inhibition of DNA gyrase by fluoroquinolones has provided an attractive option for treatment of tuberculosis (TB). However, the emergence of fluoroquinolone-resistant strains of Mycobacterium tuberculosis (Mtb) poses a threat for its sustainability. A scaffold hopping approach using the binding mode of novel bacterial topoisomerase inhibitors (NBTIs) led to the identification of a novel class of benzimidazoles as DNA gyrase inhibitors with potent anti-TB activity. Docking of benzimidazoles to a NBTI bound crystal structure suggested that this class of compound makes key contacts in the enzyme active site similar to the reported NBTIs. This observation was further confirmed through the measurement of DNA gyrase inhibition, and activity against Mtb strains harboring mutations that confer resistance to aminopiperidines based NBTIs and Mtb strains resistant to moxifloxacin. Structure-activity relationship modification at the C-7 position of the left-hand side ring provided further avenue to improve hERG selectivity for this chem. series that has been the major challenges for NBTIs.

ACS Medicinal Chemistry Letters published new progress about DNA gyrases Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (inhibitors). 212268-13-8 belongs to class pyridine-derivatives, and the molecular formula is C5H6FN3, Formula: C5H6FN3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Parvanak Boroujeni, Kaveh; Shojaei, Pegah published the artcile< Poly(4-vinylpyridine)-supported dual acidic ionic liquid: an environmentally friendly heterogeneous catalyst for the one-pot synthesis of 4,4'-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols)>, Formula: C9H13NO3S, the main research area is sulfobutylpyridinium sulfate as catalyst Knoevenagel condensation Michael addition.

A poly(4-vinylpyridine)-supported Bronsted ionic liquid was easily prepared from its starting materials and used as a novel, highly efficient, and reusable heterogeneous catalytic system for the synthesis of 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol derivatives) by a condensation reaction between aromatic aldehydes and 2 equiv of 3-methyl-l-phenyl-5-pyrazolone. The synthesis of the target compound (catalyst) was achieved by a reaction of 1,2-oxathiane 2,2-dioxide (1,4-butanesultone) with 4-Vinylpyridine divinylbenzene copolymer and a subsequent anion exchange. The catalyst thus formed was a polymer-supported 1-(4-sulfobutyl)pyridinium sulfate ionic liquid The reaction products thus formed included 4,4′-(phenylmethylene)bis[3-methyl-1-phenyl-1H-pyrazol-5-ol] derivatives, a furan derivative [4,4′-[(2-furanyl)methylene]bis[3-methyl-1-phenyl-1H-pyrazolo-5-ol]], a thiophene derivative [4,4′-[(2-thienyl)methylene]bis[3-methyl-1-phenyl-1H-pyrazolo-5-ol]].

Turkish Journal of Chemistry published new progress about Addition reaction. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Formula: C9H13NO3S.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

de Oliveira Silva, Juliana; Angnes, Ricardo A.; Menezes da Silva, Vitor H.; Servilha, Bruno M.; Adeel, Muhammad; Braga, Ataualpa A. C.; Aponick, Aaron; Correia, Carlos Roque D. published the artcile< Intermolecular Noncovalent Hydroxy-Directed Enantioselective Heck Desymmetrization of Cyclopentenol: Computationally Driven Synthesis of Highly Functionalized cis-4-Arylcyclopentenol Scaffolds>, SDS of cas: 1416819-91-4, the main research area is cyclopentenol aryldiazonium palladium chiral dihydrooxazole enantioselective Heck desymmetrization catalyst; arylcyclopentenol stereoselective preparation.

New computationally driven protocols for the Heck desymmetrization of 3-cyclopenten-1-ol with aryldiazonium tetrafluoroborates were developed. These new conditions furnished remarkable product selectivity originating from a resident hydroxyl group and the critical choice of the reaction solvent. Mechanistic insights gleaned from theor. calculations of the putative transition states predicted toluene as an adequate solvent choice to attain high enantioselectivity by strengthening the noncovalent interaction of the substrate hydroxyl group and the chiral cationic palladium catalyst. Laboratory experiments validated the theor. predictions, and by employing 2% MeOH/toluene as solvent, the Heck-Matsuda reaction provided exclusively the cis-4-arylcyclopentenols in good to excellent yields in enantiomeric excesses up to 99%. The performance of the new PyOx ligand (S)-4-tert-butyl-2-(3,5-dichloropyridin-2-yl)-4,5-dihydrooxazole was also successfully evaluated in the Heck-Matsuda desymmetrization of 3-cyclopenten-1-ol. The synthetic potential of these highly functionalized cis-4-arylcyclopentenols is illustrated by a gold-catalyzed synthesis of cyclopenta[b]benzofuran skeletons.

Journal of Organic Chemistry published new progress about Chiral ligands Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 1416819-91-4 belongs to class pyridine-derivatives, and the molecular formula is C13H15F3N2O, SDS of cas: 1416819-91-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kooyman, E. C.; Wibaut, J. P. published the artcile< Pyridine and quinoline derivatives. LX. The orientation of the CO2C2H5 group in the condensation product of malonic ester and β-aminocrotonic acid ester>, Product Details of C9H9Cl2NO2, the main research area is .

In the 2-methyl-4,6-dihydroxypyridinecarboxylate described by Knoevenagel and Fries (Ber. 31, 767(1898)), the position of the carboxylate group was unknown. The location of this group at 5 rather than at 3 was established by the following reactions: The original condensation product, heated with POCl3 at 120° in a sealed tube for 4 hrs., yielded a mixture of the acid chloride (I) and the Et ester (II) of 2-methyl-4,6-dichloro-5-pyridinecarboxylic acid, which could be separated by fractional distillation at 1 mm. The first fraction b. 97-104°, and after a 2nd distillation was obtained as a clear, colorless oil which solidified at 14.8°. The analyses agreed fairly well with C7H4ONCl3. On heating with H2O, HCl was split off, and the free acid was obtained. The compound was therefore believed to be I. The 2nd fraction b. 113-16°. It was obtained in 30% yield as white needles, m. 56° (50% EtOH), which were readily soluble in Et2O and EtOH, and sparingly soluble in H2O. It was identified as II. The free acid obtained from the ester by saponification m. 151.5° (dilute HCl) and was slightly soluble in H2O, very slightly soluble in HCl, but readily soluble in Et2O and EtOH. By catalytic reduction of II in absolute EtOH with Pd chloride and KOAc, the Cl was removed, and Et 2-methyl-5-pyridinecarboxylate (III) was obtained in 72% yield as a colorless oil b2 97° (Graf, C.A. 26, 1932). By saponification of III with KOH, preparation of the Cu salt, and decomposition with H2S, the free acid (IV) was obtained. It was purified by sublimation at 180°/35 mm. and m. 209-10°. It was identified by mixed m.p. with a sample prepared from 2-methyl-5-ethylpyridine. The amide (V), m. 196°, was prepared from III by shaking with NH3 according to the method of Graf. The picrate of the ester m. 170-1° (light yellow needles from alc. picric acid). The amide and the picrate showed no m.p. depression when mixed with the corresponding amide and picrate prepared from the ester obtained from 2-methyl-5-ethylpyridine.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 86129-63-7. 86129-63-7 belongs to class pyridine-derivatives, and the molecular formula is C9H9Cl2NO2, Product Details of C9H9Cl2NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Maegawa, Tomohiro; Oishi, Ryohei; Maekawa, Ayumi; Segi, Kazutoshi; Hamamoto, Hiromi; Nakamura, Akira; Miki, Yasuyoshi published the artcile< The Reaction of Ketoximes with Hypervalent Iodine Reagents: Beckmann Rearrangement and Hydrolysis to Ketones>, Quality Control of 350-03-8, the main research area is ketoxime hypervalent iodine Beckmann rearrangement; amide preparation; oxime hypervalent iodine reagent hydrolysis; ketone preparation.

The reaction of ketoximes with hypervalent iodine reagents was investigated. A combination of PhI(OAc) 2 and BF3·Et2O promoted the Beckmann rearrangement of ketoximes, thus yielding the corresponding amides. From a detailed investigation of the reaction, it was determined that the Beckmann rearrangement is preceded by acetylation of the hydroxy group of the ketoxime in situ, accelerating the Beckmann rearrangement. The acetylated ketoxime undergoes the Beckmann rearrangement with BF3·Et2O was confirmed. The reaction of ketoximes with Koser’s reagent [PhI(OH)OTs] in the presence of THF results in hydrolysis, affording the corresponding ketones in high yields at room temperature

Synthesis published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Quality Control of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem