Organic & Biomolecular Chemistry最新文献_第9页

Construction of multi-functionalized carbon chains by Ni-catalyzed carbosulfonylation of butadiene†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-13 DOI: 10.1039/D5OB00402K

Yan Liu, Xiang-Xin Zhang, Xue-Ting Li, Su-Yang Xu, Ding-Wei Ji and Qing-An Chen

引用次数: 0

Metal-free amination of alkenes based on maleimides†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-13 DOI: 10.1039/D5OB00201J

Li-Wen Shen, Shuang-Ling Lei, Hong-Yan Wang, Xin Wang, Lin-Mu Lu, Guang-Wei Wang, Yun-Qing Jia and Min Xiang

引用次数: 0

An azothiazole probe as a multianalyte colorimetric chemosensor for urea and biologically significant amines†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-12 DOI: 10.1039/D5OB00077G

Sapna Singh, Archana Velloth, Rishi Ram Mahato, Surbhi Grewal, Subhabrata Maiti and Sugumar Venkataramani

{"title":"An azothiazole probe as a multianalyte colorimetric chemosensor for urea and biologically significant amines†","authors":"Sapna Singh, Archana Velloth, Rishi Ram Mahato, Surbhi Grewal, Subhabrata Maiti and Sugumar Venkataramani","doi":"10.1039/D5OB00077G","DOIUrl":"10.1039/D5OB00077G","url":null,"abstract":"We report an azothiazole-based probe as a chemosensor for urea with a LOD of 45 μM. The underlying sensing principle is an instantaneous color change associated with the complex forming between the probe and ammonia, a hydrolysis product of urea catalyzed by the enzyme urease. In addition, the probe has a broad scope in sensing biologically significant amines such as arginine and lysine across a wide range of pH (4 to 8). Through extensive spectroscopic and computational studies in conjunction with control experiments, the importance of H-bonding in the sensing mechanism has been unraveled, revealing the stoichiometry, binding constant and LOD of these analytes with the probe. Indeed, the two individual amino acids can be distinguished by the spectral changes associated with UV-vis spectroscopy or by contrasting color diffusion under agarose gel conditions. Moreover, the probe shows a broad scope in detecting a range of aliphatic primary and secondary amines, including cyclic amines. The utility of the probe has also been demonstrated by using it for sensing urea in urine samples. These attributes make this probe a cost-effective, reusable and versatile chemosensor with ease of handling for sensing multianalytes by varying the conditions and detection modes.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 15","pages":" 3634-3642"},"PeriodicalIF":2.9,"publicationDate":"2025-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/ob/d5ob00077g?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143690397","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Highly enantio-selective synthesis of aza-spirocyclic indanones via rhodium catalysis†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-12 DOI: 10.1039/D5OB00291E

Cai-Lan Kou, Long Yang, Ling-Zhi Sun, Meng Li, Xi Luo, Hong-Bo Guo and Jian-Bo Xie

引用次数: 0

One-pot synthesis of diaroyl benzothiepine-1,1-dioxides†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-11 DOI: 10.1039/D5OB00198F

Meng-Yang Chang and Nai-Chen Hsueh

引用次数: 0

Design, synthesis, and apoptotic evaluation of spiro[indoline-3,3′-pyrazolo[1,2-a]indazole] derivatives via [3 + 2] N,N-cycloaddition†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-11 DOI: 10.1039/D5OB00049A

Rapeti Thrinadh Kumar, Sohel C. Mulani, Shaik Anwar and Ravi K. Kottalanka

{"title":"Design, synthesis, and apoptotic evaluation of spiro[indoline-3,3′-pyrazolo[1,2-a]indazole] derivatives via [3 + 2] N,N-cycloaddition†","authors":"Rapeti Thrinadh Kumar, Sohel C. Mulani, Shaik Anwar and Ravi K. Kottalanka","doi":"10.1039/D5OB00049A","DOIUrl":"10.1039/D5OB00049A","url":null,"abstract":"An efficient protocol for the synthesis of spiro[indoline-3,3′-pyrazolo[1,2-a]indazole] derivatives was developed via a [3 + 2] N,N-cycloaddition strategy, utilizing substituted 2-(2-oxoindolin-3-ylidene)malononitrile derivatives and 1,2-dihydro-3H-indazol-3-one under mild conditions, yielding excellent results (3a–3l). Furthermore, selected derivatives (3e and 3h–3l) were evaluated for cytotoxicity against various cancer cell lines, including MCF-7 (breast cancer), A549 (lung cancer), Colo-205 (colon cancer), and A2780 (ovarian cancer). The IC50 values ranged from 1.34 ± 0.21 μM (for 3l against MCF-7) to 8.53 ± 1.49 μM (for 3h against A2780). Notably, derivative 3l demonstrated the most potent apoptotic activity, exhibiting the lowest IC50 values across all four cancer cell lines. Additionally, molecular docking studies corroborated the observed biological activity, suggesting that these compounds may interact with relevant cellular targets, potentially accounting for their cytotoxic effects.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 15","pages":" 3583-3589"},"PeriodicalIF":2.9,"publicationDate":"2025-03-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143655676","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Non-electronic activation of aromatic frameworks by steric repulsion between peri-substituents

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-07 DOI: 10.1039/D5OB00118H

Annisa Indah Reza and Nagatoshi Nishiwaki

引用次数: 0

Effect of strain and π-acidity on the catalytic efficiency of carbones in carbodiimide hydroboration.

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-03-07 DOI: 10.1039/d5ob00062a

Max Schernikau, O Maduka Ogba

{"title":"Effect of strain and π-acidity on the catalytic efficiency of carbones in carbodiimide hydroboration.","authors":"Max Schernikau, O Maduka Ogba","doi":"10.1039/d5ob00062a","DOIUrl":"https://doi.org/10.1039/d5ob00062a","url":null,"abstract":"Density functional theory (DFT) calculations provide insights into how structural and electronic modifications around zerovalent carbon centers (carbones) affect their catalytic efficiency in the hydroboration of carbodiimides. Carbones selectively activate pinacolborane (HBpin) through Lewis acid-base adduct formation, with the subsequent hydride transfer to the carbodiimide as the turnover-determining step. Cyclic carbodiphosphoranes emerge as superior catalysts over their acyclic variants due to the preorganized structure of the former, which promotes efficient substrate activation and hydride transfer with minimal distortion, as revealed by distortion/interaction-activation strain analysis. Furthermore, kinetic hydricity calculations show that carbodiphosphoranes outperform carbodicarbenes in this context because the stability of the 1,2-addition intermediate formed in the latter renders them less effective as hydride-donors at room temperature. Overall, this study addresses gaps in our understanding of how structural variations affect the ability of carbones to activate substrates and alter the energetically preferred activation mechanism, underscoring the potential of carbones as an emerging class of organocatalysts.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9,"publicationDate":"2025-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143571724","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

3-Keto-indazole derivatives exhibiting multi-coloured phosphorescence.

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-02-27 DOI: 10.1039/d5ob00108k

Tetsuya Moriyama, Ryota Kobayashi, Takayuki Chiba, Shuji Okada, Ryohei Yamakado

{"title":"3-Keto-indazole derivatives exhibiting multi-coloured phosphorescence.","authors":"Tetsuya Moriyama, Ryota Kobayashi, Takayuki Chiba, Shuji Okada, Ryohei Yamakado","doi":"10.1039/d5ob00108k","DOIUrl":"https://doi.org/10.1039/d5ob00108k","url":null,"abstract":"To advance the development of luminescent materials based on indazoles, a class of nitrogen-containing aromatic compounds, it is crucial to establish a reliable synthetic method for their derivatives. Five 1H-indazole derivatives with a ketoaryl group at the 3-position were synthesized by a cyclisation reaction using phenyltriazene derivatives. In solution state, only 3-ketoindazole derivatives bearing 4-diphenylaminophenyl or pyrenyl groups showed fluorescence at room temperature, whereas all 3-ketoindazole derivatives showed blue, green, or red phosphorescence, depending on the substituents, at 80 K. In addition, double luminescence has been observed at 80 K for 3-ketoindazole derivatives bearing 4-diphenylaminophenyl or pyrenyl groups. Furthermore, the 3-ketoindazole derivative did not exhibit room-temperature phosphorescence in either solution or solid state; however, when it was dispersed in a phenylbenzoate matrix at a concentration of 0.1 wt%, room-temperature phosphorescence was successfully produced in a variety of colours. These optical properties were elucidated through theoretical calculations.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143514242","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

A β-hairpin peptide derived from Aβ forms different oligomers in the crystal state and in aqueous solution†

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-02-27 DOI: 10.1039/D5OB00296F

Jason Zhu, Adam G. Kreutzer, Zhiwei Liu, Xingyue Li, Sabrina M. Richter, Vojislava Pophristic and James S. Nowick

{"title":"A β-hairpin peptide derived from Aβ forms different oligomers in the crystal state and in aqueous solution†","authors":"Jason Zhu, Adam G. Kreutzer, Zhiwei Liu, Xingyue Li, Sabrina M. Richter, Vojislava Pophristic and James S. Nowick","doi":"10.1039/D5OB00296F","DOIUrl":"10.1039/D5OB00296F","url":null,"abstract":"The supramolecular assembly of amyloid-β into soluble oligomers is critical Alzheimer's disease (AD) progression. Soluble Aβ oligomers have emerged as neurotoxic species involved in AD progression and some Aβ oligomers are thought to be composed of β-hairpins. In this work, we report the X-ray crystallographic and solution-phase assembly of a macrocyclic β-hairpin peptide that mimics a β-hairpin formed by Aβ16–36. In the crystal lattice, the peptide assembles into a symmetric hexamer composed of two identical triangular trimers. In aqueous solution, the peptide assembles to form an asymmetric hexamer. 1H NMR, TOCSY, and 1H,15N HSQC experiments establish that the asymmetric hexamer contains two different species, A and B. 15N-edited NOESY reveals that species A is a cylindrin-like trimer and species B is a triangular trimer that collectively constitute the asymmetric hexamer. Diffusion-ordered NMR spectroscopy (DOSY) suggests that two asymmetric hexamers further assemble to form a dodecamer. NMR-guided molecular mechanics and molecular dynamics studies provide a model for the asymmetric hexamer and suggest how two asymmetric hexamers can form a dodecamer. Solution-phase NMR studies of analogues show that intermolecular hydrogen bonding and the formation of a hydrophobic core help stabilize the asymmetric hexamer. These NMR and crystallographic studies illustrate how an Aβ β-hairpin peptide can assemble to form different well-defined oligomers in the crystal state and in aqueous solution, providing a deeper understanding of the heterogeneity of Aβ oligomers and new structural models of Aβ oligomers composed of Aβ β-hairpins.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 16","pages":" 3881-3893"},"PeriodicalIF":2.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143699075","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0