Article
Astronomy & Astrophysics
Nikolay Kozyrev, Sergey Krivonos
Summary: This paper investigates the super-Schwarzian derivatives in the superalgebra D(1, 2; alpha). By introducing new superspace coordinates and nullifying the form for dilatation, the new super-Schwarzian derivative is constructed.
Article
Materials Science, Paper & Wood
Lian Li, Zhouyang Xiang
Summary: The study investigated the crystallization properties of acetylated xylans, revealing a significant impact of acetylation on the crystalline characteristics of xylans. Ethanol-precipitated acetylated xylans exhibited xylan diacetate crystal peaks at DS=2, while water-precipitated acetylated xylans showed the appearance of xylan diacetate crystal peaks at DS=1.96, indicating an abrupt formation of xylan diacetate crystal with changes in DS.
Article
Multidisciplinary Sciences
Xue Yang, Baifan Wang, Cody L. Hoop, Jonathan K. Williams, Jean Baum
Summary: This study demonstrates that under conditions favoring fibril elongation, the first 11 N-terminal residues of α-synuclein monomers form a common binding site for both fibrils and off-pathway oligomers. Presence of off-pathway oligomers in the fibril seeding environment suppresses seeded amyloid formation, acting as an auto-inhibitor against fibril elongation.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2021)
Article
Chemistry, Multidisciplinary
Philippe Champetter, Ismail Alahyen, Catherine Taillier, Jean-Francois Briere, Vincent Dalla, Sylvain Oudeyer, Sebastien Comesse
Summary: The study aims to compare the impact of N-alkoxy and N-alkyl moieties in domino reactions, finding that N-alkoxy exhibits higher reactivity and efficiency, leading to a wider range of products under milder conditions.
Article
Chemistry, Organic
Niamh J. Owen, Mark G. McLaughlin
Summary: In this study, we have developed a novel method for synthesizing tricyclic lactam products using catalytically generated acyliminium ions. By employing a Ca(NTf2)(2)/nBu(4)NPF(6) catalyst system in low loadings, diverse fused ring systems can be synthesized with predominantly good yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Huan He, Yanmei Wu, Yao Huang, Xue Li, Rui Wang, Jin-Song Yang, Xiao-Yu Liu, Yong Qin
Summary: A stereoselective glycosylation approach using a 4,6-O-tetraisopropyldisiloxanylidene-containing thio-fructofuranoside donor is described for alpha-D-fructofuranosides. This method exhibits broad substrate scope and good functional-group tolerance, enabling the efficient synthesis of the alpha-isomers of inulin oligosaccharides.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Jilai Wu, Song Xie, Likai Zhou, Yixuan Liu, Yaxin Cui, Xiaoyan Huang, Chao Wei, Xiaoliu Li, Chunfang Zhang, Hua Chen
Summary: A novel furantetrahydro-quinoline derivative was efficiently prepared using d/l-ribose with a 2,3-O-isopropylidenegroup through the aza-Diels-Alder mechanism. This method demonstrates high atom and step economy, high stereo-selectivity, and gram-scale synthesis (yield 67%).
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Electrochemistry
Mohammad Reza Talebi, Davood Nematollahi, Ahmad Reza Massah
Summary: The electrochemical oxidation of N-(4-aminophenyl) and N-(4-hydroxyphenyl)benzenesulfonamide derivatives was investigated at different pH values and concentrations. The oxidation potential and mechanism of these compounds were found to be pH dependent. The oxidation products were found to undergo hydroxylation and/or dimerization reactions. The adsorption behavior and oxidation products under conditions similar to the human body were also studied.
ELECTROCHIMICA ACTA
(2023)
Article
Chemistry, Physical
Xander Schaapkens, Joel H. Holdener, Jens Tolboom, Eduard O. Bobylev, Joost N. H. Reek, Tiddo J. Mooibroek
Summary: Designing compounds for the selective molecular recognition of carbohydrates is a challenging task for supramolecular chemists. Macrocyclic compounds incorporating isophtalamide or bisurea spacers have proven effective for selective recognition of all-equatorial carbohydrates. The octa-urea [Pd2L4](4+) cage complex shows excellent selectivity towards n-octyl-alpha-D-Mannoside with inhibited binding of n-octyl glycosides by small anions like NO3- and BF4-.
Article
Chemistry, Organic
Shogo Hamajima, Naoko Komura, Hide-Nori Tanaka, Akihiro Imamura, Hideharu Ishida, Haruka Noguchi, Tsuyoshi Ichiyanagi, Hiromune Ando
Summary: We describe a method for alpha-selective glycosidation of 3-deoxy-D-manno-2-octulosonic acid (Kdo) using a macrobicyclic Kdo donor as the precursor of a bridgehead oxocarbenium ion. The stereoselectivity of the reaction is not affected by the substrate structure and reaction conditions.
Article
Chemistry, Medicinal
Tiago Bozzola, Richard E. Johnsson, Ulf J. Nilsson, Ulf Ellervik
Summary: In this study, potential sialic acid uptake inhibitors bearing 4-N-piperidine and piperazine moieties were designed, synthesized and evaluated. The compounds showed nanomolar affinity for the P. mirabilis SiaT symporter and computational analyses suggested the engagement of a previously untargeted portion of the binding site.
Article
Chemistry, Organic
Emil Johansson, Remi Caraballo, Mikael Elofsson
Summary: This paper describes the synthesis of 4-O-alkyl analogues of N-acetylneuraminic acid (Neu5Ac) and the scope of the reaction. It demonstrates that activated alkyl halides and sulfonates, as well as primary alkyl iodides, can give products in useful yields. The utility of the methodology is exemplified using a specific example of synthesizing a 4-O-alkyl DANA analogue. These results expand the toolbox of Neu5Ac chemistry and have value in drug discovery and the study of Neu5Ac lectins biology.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Toshimichi Kobayashi, Soshi Nishino, Masahiro Miura, Koji Hirano
Summary: A copper-catalyzed silylamination reaction has been developed for the synthesis of β-silyl-α-amino acid derivatives, which are of great interest in medicinal and pharmaceutical chemistry. The use of a suitable chiral ligand enables asymmetric induction, leading to the formation of optically active compounds with high enantiomeric ratios.
Article
Chemistry, Medicinal
Atsushi Kato, Izumi Nakagome, Maki Kise, Kousuke Yoshimura, Nobutada Tanaka, Robert J. Nash, George W. J. Fleet, Yota Kobayashi, Hayato Ikeda, Takuya Okada, Naoki Toyooka
Summary: This study presents a strategy for designing a practical ligand for lysosomal acid alpha-glucosidase (GAA) with a focus on N-alkyl derivatives of 1,4-dideoxy-1,4-imino-d-arabinitol (DAB). The optimized N-4'-(p-trifluoromethylphenyl)butyl-DAB (5g) showed significantly higher affinity for GAA compared to N-butyl-DAB (3f). Docking analysis revealed the accommodation of the phenyl group of 5g in a lipophilic pocket and the stabilizing effect of the p-trifluoromethyl group.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shan Wang, Lou Shi, Xiao-Yi Chen, Wei Shu
Summary: We developed a catalyst-controlled regiodivergent and enantioselective formal hydroamination method for the synthesis of enantioenriched alpha-tertiary-alpha-aminolactam and alpha-chiral-beta-aminoamide derivatives. Sterically- and electronically-disfavored enantioselective hydroaminations of electron-deficient alkenes were successfully achieved by tuning different transition metals and chiral ligands. Furthermore, extremely hindered aliphatic alpha-tertiary-alpha-aminolactam derivatives were synthesized using a Cu-H catalyzed asymmetric C-N bond formation, while Ni-H catalyzed anti-Markovnikov-selective formal hydroaminations of alkenes provided access to enantioenriched alpha-chiral-beta-aminoamide derivatives. These reactions demonstrated good yields with high levels of enantioselectivity and tolerated a wide range of functional groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Egor S. Zhilin, Nadezhda E. Ustyuzhanina, Leonid L. Fershtat, Nikolay E. Nifantiev, Nina N. Makhova
Summary: The newly synthesized (1,2,5-oxadiazolyl)azasydnones showed excellent antiplatelet activity and selective inhibition of platelet aggregation mediated by ADP and adrenaline, while being completely non-toxic to the hybrid endothelial cells EaHy 926. This makes them promising drug candidates with improved antiplatelet profile and reduced toxicity for potential use in medicinal chemistry and drug design.
CHEMICAL BIOLOGY & DRUG DESIGN
(2022)
Article
Biochemistry & Molecular Biology
Olga N. Yudina, Marina L. Gening, Pinaki Talukdar, Alexey G. Gerbst, Yury E. Tsvetkov, Nikolay E. Nifantiev
Summary: This paper describes the synthesis of a linear tetramer and subsequent formation of a cyclic tetrasaccharide with axial amino groups starting from 3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose. This cyclic tetramer serves as a potential scaffold for the synthesis of tetravalent functional clusters.
CARBOHYDRATE RESEARCH
(2022)
Article
Chemistry, Organic
Polina A. Fomitskaya, Dmitry A. Argunov, Yury E. Tsvetkov, Andrey Lalov, Nadezhda E. Ustyuzhanina, Nikolay E. Nifantiev
Summary: The study focused on the effect of reaction conditions on heterogeneous azidophenylselenylation (APS) of 3,4,6-tri-O-acetyl-d-galactal, resulting in reliable preparation of phenyl 2-azido-2-deoxy-1-seleno-alpha-d-galactopyranoside triacetate in high yield. Additionally, acetoxyphenylselenylation was shown to be a convenient method for synthesizing 1-O-acetyl-2-seleno-2-deoxy derivatives, valuable intermediates in the chemistry of 2-deoxysugars. The detailed characterization of 2-seleno-2-deoxy sugars by NMR data, including Se-77 chemical shifts and (n)J(Se-H) coupling constant values, provided further insights into their properties.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Ekaterina D. Kazakova, Dmitry V. Yashunsky, Nikolay E. Nifantiev
Summary: The synthesis of the spacered A trisaccharide was achieved by employing a glycosyl donor with stereocontrolling groups, resulting in efficient and stereoselective formation of the required alpha-glycosylation product. The final products were deprotected and subjected to spacer biotinylation for use in biochemical studies.
Article
Biochemistry & Molecular Biology
Elena V. Sukhova, Dmitry V. Yashunsky, Ekaterina A. Kurbatova, Elina A. Akhmatova, Yury E. Tsvetkov, Nikolay E. Nifantiev
Summary: The synthetic pseudotetrasaccharides corresponding to repeating units of capsular polysaccharides of Streptococcus pneumoniae serotype 6A and 6B have been successfully created, showing immunogenic properties and the ability to mimic the corresponding polysaccharides. Immunological evaluation demonstrated specific epitopes recognized by anti-serogroup 6 antibodies.
FRONTIERS IN MOLECULAR BIOSCIENCES
(2021)
Article
Chemistry, Medicinal
Nadezhda E. Ustyuzhanina, Natalia Yu. Anisimova, Maria I. Bilan, Fedor V. Donenko, Galina E. Morozevich, Dmitriy V. Yashunskiy, Anatolii I. Usov, Nara G. Siminyan, Kirill I. Kirgisov, Svetlana R. Varfolomeeva, Mikhail V. Kiselevskiy, Nikolay E. Nifantiev
Summary: Polysaccharides extracted from fish and sea cucumber were found to stimulate bone marrow release of blood cells and have a significant effect on immunosuppressed mice, promoting proliferative activity of hematopoietic cells and restoration of spleen function. Further research on oligosaccharides as potential drugs for prophylaxis and therapy of hematopoiesis inhibition post chemotherapy and transplantation is warranted.
Review
Biochemistry & Molecular Biology
Mikhail Kiselevskiy, Natalia Yu Anisimova, Nadezhda E. Ustyuzhanina, Dmitry Z. Vinnitskiy, Alexandra Tokatly, Vera V. Reshetnikova, Irina O. Chikileva, Irina Zh Shubina, Kirill Kirgizov, Nikolay E. Nifantiev
Summary: Fucoidans, natural sulfated polysaccharides, have potential antitumor and anti-inflammatory properties. Although current experiments have shown low antitumor activity, there is potential for their application in supportive care and symptomatic therapy for cancer patients.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Editorial Material
Chemistry, Medicinal
Anatolii I. Usov, Maria I. Bilan, Nadezhda E. Ustyuzhanina, Nikolay E. Nifantiev
Summary: Sulfated polysaccharides known as fucoidans, obtained from brown algae, have attracted attention due to their biological activities. Fucus vesiculosus and Ascophyllum nodosum, both belonging to Fucales order, are popular sources of commercial fucoidans. Despite their similarities in chemical composition and biological actions, these fucoidans differ considerably in their polysaccharide mixtures. Carefully characterized structures from both fucoidans may have valuable applications in drug development.
Review
Chemistry, Medicinal
Irina Kostareva, Kirill Kirgizov, Elena Machneva, Nadezhda Ustyuzhanina, Nikolay Nifantiev, Yulia Skvortsova, Irina Shubina, Vera Reshetnikova, Timur Valiev, Svetlana Varfolomeeva, Mikhail Kiselevskiy
Summary: Despite progress in allogeneic hematopoietic stem cell transplantation, chronic graft-versus-host disease remains a major complication. The lack of effective therapies and understanding of the disease mechanism highlights the importance of developing new treatments. Improved understanding of chronic GVHD mechanisms and advancements in diagnostic recommendations and medical tests have contributed to the search for effective drugs and medical studies. There is hope for successful treatment of this complication.
Article
Materials Science, Composites
Dmitry Z. Vinnitskiy, Anna L. Luss, Vadim B. Krylov, Nadezhda E. Ustyuzhanina, Anastasiya Goryachaya, Anna M. Nechaeva, Mikhail Shtilman, Nikolay E. Nifantiev, Yaroslav O. Mezhuev
Summary: A method was developed to conjugate aminopropyl spacer-bearing carbohydrates with epoxy groups on the surface of nanoparticles, opening up new possibilities for the design of nanocomposite drug forms. The effects of carbohydrate immobilization were studied by synthesizing a conjugate of the copolymer and a synthetic blood group antigen, and the composition and molecular weight of the hybrid nanoparticles were determined. These findings provide important insights for further research on polymer-carbohydrate ligand systems.
JOURNAL OF COMPOSITES SCIENCE
(2022)
Article
Biochemistry & Molecular Biology
Anna A. Grinkova, Elena V. Sukhova, Nadezhda E. Ustyuzhanina, Nikolay E. Nifantiev
Summary: In this study, a series of hyaluronic acid-related sugar derivatives were synthesized, and it was shown through in vitro experiments that tetra- and hexasaccharides have activity in inhibiting angiogenesis.
CARBOHYDRATE RESEARCH
(2022)
Article
Chemistry, Medicinal
Maria I. Bilan, Natalia Yu. Anisimova, Alexandra I. Tokatly, Sofya P. Nikogosova, Dmitriy Z. Vinnitskiy, Nadezhda E. Ustyuzhanina, Andrey S. Dmitrenok, Evgenia A. Tsvetkova, Mikhail V. Kiselevskiy, Nikolay E. Nifantiev, Anatolii I. Usov
Summary: Crude anionic polysaccharides from Lethasterias fusca were purified and analyzed. The main fraction LF was identified as having a dermatan core structure and the major component as dermatan sulfate LF-Derm. Unusual sulfation patterns were observed in the polysaccharides. LF-Derm and LF-Hep were found to stimulate hematopoiesis in vitro, suggesting that high sulfation may not be necessary for hematopoiesis stimulation in this case.
Article
Biochemistry & Molecular Biology
Anastasia A. A. Kamneva, Dmitry V. V. Yashunsky, Elena A. A. Khatuntseva, Nikolay E. E. Nifantiev
Summary: Spacer-armed pseudodi-, pseudotetra-, and pseudohexasaccharides related to the capsular phosphoglycan of Haemophilus influenzae type a were synthesized using iterative chain elongation. These compounds were used for designing neoglycoconjugates, such as a biotinylated glycoconjugate suitable for immunological studies.
Article
Biochemistry & Molecular Biology
Irina O. Chikileva, Alexandra V. Bruter, Nadezhda A. Persiyantseva, Maria A. Zamkova, Raimonda Ya. Vlasenko, Yuliya I. Dolzhikova, Irina Zh. Shubina, Fedor V. Donenko, Olga V. Lebedinskaya, Darina V. Sokolova, Vadim S. Pokrovsky, Polina O. Fedorova, Nadezhda E. Ustyuzhanina, Natalia Yu. Anisimova, Nikolay E. Nifantiev, Mikhail V. Kiselevskiy
Summary: This study aimed to develop a safer HER2-targeting CAR therapy by delivering CAR constructs into T and NK cells using a non-viral transfection method. The generated CAR-T-NK cells showed potent anti-tumor activity, suggesting transient expression of anti-HER2 CARs as a safer treatment for HER2-positive human cancers.
Article
Chemistry, Organic
Arsenii S. Solovev, Evgeniya M. Denisova, Ekaterina A. Kurbatova, Olga Y. Kutsevalova, Liubov G. Boronina, Vladimir A. Ageevets, Sergey V. Sidorenko, Vadim B. Krylov, Nikolay E. Nifantiev
Summary: Methylphosphorylated oligosaccharides structurally related to the O-antigens of Klebsiella pneumoniae were synthesized and used for antibody detection in ELISA. The antibodies specifically recognized the synthesized oligosaccharides, suggesting their potential use for serological diagnostics and strain serotyping of Klebsiella pneumoniae.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
