Article
Chemistry, Applied
Hao Yuan, Dong-Liu Lu, Cui Liang, Dong-Liang Mo
Summary: Various spirooxindole-benzo[d]oxazoles and dihydrobenzofurans were successfully synthesized via transition metal-free [3 + 2] cycloaddition and selective rearrangement. The substituent on the N-vinyl group of the nitrone was found to control the [1,3]- or [3,3]-rearrangement of the cycloadduct due to steric effects. This method demonstrates broad substrate scope, good functional group tolerance, controllable rearrangement, and diverse oxindole scaffolds.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Chen-Fan Zhou, Yun-Qian Zhang, Yong Ling, Liang Ming, Xia Xi, Gong-Qing Liu, Yanan Zhang
Summary: A time-efficient and robust synthesis of various selenofunctionalized heterocycles was achieved through I2O5-mediated selenocyclizations of olefins with diselenides. This method allows for the synthesis of 116 selenomethyl-substituted heterocycles with up to 97% isolated yield in minutes. Preliminary investigations suggest that the transformation operates through selenenyl iodide-induced electrophilic cyclization.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Applied
Fazilet Gurer, Rupert Kargl, Matej Bracic, Damjan Makuc, Martin Thonhofer, Janez Plavec, Tamilselvan Mohan, Karin Stana Kleinschek
Summary: This study reports a one-step aqueous method for synthesizing isolated and purified polysaccharide-amino acid conjugates. Amino acid esters were successfully conjugated to a polysaccharide backbone via an amide bond, achieving a conjugation efficiency of 20-80%. This approach has the potential to tailor polysaccharide backbones containing di- or tri-peptides.
CARBOHYDRATE POLYMERS
(2021)
Article
Chemistry, Organic
Rino Kobayashi, Shotaro Shibutani, Kazunori Nagao, Zenichi Ikeda, Junsi Wang, Ignacio Ibanez, Matthew Reynolds, Yusuke Sasaki, Hirohisa Ohmiya
Summary: An organophotoredox-catalyzed decarboxylative cross-coupling between azole nucleophiles and aliphatic carboxylic acid-derived redox-active esters is demonstrated. This reaction efficiently installs various alkyl fragments onto the nitrogen atom of azole nucleophiles under mild and transition-metal-free conditions. The use of a pyridinium additive successfully inhibits the formation of elimination byproducts from the carbocation intermediate, making this reaction applicable to the synthesis of molecule with potential protein-degrading properties.
Article
Multidisciplinary Sciences
Yu Chang, Chuandong Xie, Hong Liu, Shengli Huang, Pengfei Wang, Wenling Qin, Hailong Yan
Summary: 1,2-Azoles are privileged structures in many natural products and drugs. The authors report an atroposelective synthesis of two types of axially chiral 1,2-azoles through vinylidene ortho-quinone methide intermediates.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Yueyue Xing, Yafang Wang, Dongying Ma, Shigang Shen, Changying Song, Nan Zhang, Tianyu Bo, Tiesheng Shi, Shuying Huo
Summary: N-chlorosuccinimide (NCS) and N-bromosuccinimide (NBS) can effectively deprotect the protecting groups on cysteine to form an intramolecular disulfide bond in peptides. The reaction is fast and complete within 10 min. The formation of a hydrolytic stable halosulfonium cation plays a critical role in these deprotection reactions. Using NCS and NBS, two disulfide bonds in α-conotoxin SI, α-conotoxin IMI, and apamin were successfully synthesized with high yields using a one-pot approach.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Organic
Michael J. O' Sullivan, Richard J. D. Hatley, Christopher R. Wellaway, Sean P. Bew, Christopher J. Richards
Summary: Reaction of methyl-2-(2-formylphenyl)acetate with primary amines in a reductive amination/cyclisation process resulted in N-substituted 1,4-dihydro-3(2H)-isoquinolinones. Different reductants and deprotection methods have certain effects on the diastereoselectivity and structure of the synthesized 1,4-dihydro-3(2H)-isoquinolinones.
Article
Biochemistry & Molecular Biology
Tatsushi Nakayama, Ryo Honda, Kazuo Kuwata, Shigeyuki Usui, Bunji Uno
Summary: The scavenging of superoxide radical by tocopherols was investigated using cyclic voltammetry and in situ electrolytic electron spin resonance spectrum. The results showed that tocopherols can efficiently scavenge superoxide radical through proton-coupled electron transfer mechanism.
Article
Chemistry, Multidisciplinary
Khushboo S. Paliwal, Debashrita Sarkar, Antarip Mitra, Venkataramanan Mahalingam
Summary: Photothermal catalysts prepared by calcining Chitosan show excellent ability to convert epoxides into cyclic carbonates under mild reaction conditions, demonstrating high photothermal conversion efficiency and catalytic activity.
Article
Chemistry, Organic
Xiaotong Xia, Shuru Liu, Wenming Liu, Qiuying Xu, Ximing Xu, Fang Liu, Tao Deng
Summary: A phthalimide probe with a hydroxylamine group was synthesized for fluorescence sensing of copper ions, and it successfully triggered a copper-mediated hydroxyl rearrangement reaction, providing a new approach for the preparation of novel ESIPT dyes under physiological conditions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Cell Biology
Qingliang Zhu, Deming Zhan, Yongguo Yang, Yankun Chong, Haoliang Xue, Peng Zhu
Summary: This study reveals that LINC00173 promotes Wilms' tumor progression through MGAT1-mediated MUC3A N-glycosylation.
Article
Microbiology
Yi Tu, Xiu-Juan Yin, Qian Liu, Shan Zhang, Jie Wang, Ben-Zhe Ji, Jie Zhang, Ming-Shun Sun, Yang Yang, Chen-Hui Wang, Lei Yin, Yu Liu
Summary: In this study, the researchers found that DDOST plays an important regulatory role in the production of interferons mediated by MITA/STING and provides an explanation for the pathogenesis of HSE. Increasing the expression of Ddost strengthens the local immune response to HSV-1 and prolongs the survival time of HSE patients.
Article
Chemistry, Organic
Xiang Li, Chaoyang Liu, Shixun Guo, Wei Wang, Yongqiang Zhang
Summary: The study demonstrates the use of ethanol as an environmentally benign solvent in organic synthesis, showing its effectiveness as a promoter in PIFA-mediated radical process for the cross-dehydrogenative coupling reaction of N-heteroarenes with cyclic ethers. The reaction proceeds smoothly under visible light irradiation and allows for the rapid synthesis of various medicinally valuable C alpha-heteroarylated cyclic ethers with excellent functional group compatibility in moderate to high yields.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ting Zou, Yishu He, Rui Liu, Yihao Zhang, Siping Wei, Ji Lu, Jun Wang, Lin Wang, Qiang Fu, Dong Yi
Summary: A novel photoredox-neutral ring-opening pyridylation of non-prefunctionalized cyclic oximes has been achieved through phosphoranyl radical-mediated N -O/C -C bond cleavages followed by radical-radical coupling. This mild acid-, base-, and oxidant-free protocol provides highly site-selective and efficient access to distally pyridylated alkylnitriles, which could be scale-up synthesized and readily converted into skeletally diverse compounds. Notably, the oxidized ground-state photocatalyst generated via the SET oxidation of the highly reducing excited-state photocatalyst by cyanopyridines might initiate the following phosphoranyl radical-mediated deoxygenative process.
CHINESE CHEMICAL LETTERS
(2023)
Article
Biochemistry & Molecular Biology
Ricardo de Pascual, Francesco Calzaferri, Paula C. Gonzalo, Ruben Serrano-Nieto, Cristobal de Los Rios, Antonio G. Garcia, Luis Gandia
Summary: A newly synthesized derivative, ITH15004, was found to facilitate the release of catecholamines from bovine CCs under high K+ depolarization condition. This effect is likely due to regulation of mitochondrial Ca2+ circulation.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
