Organic & Biomolecular Chemistry最新文献_第10页

Synthesis, docking, in vitro and in silico investigations of novel tacrine derivatives as acetylcholinesterase inhibitors† 乙酰胆碱酯酶抑制剂新型他克林衍生物的合成、对接、体外和硅研究。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-18 DOI: 10.1039/D5OB00785B

Mangari Madhusudhan Reddy, Abhithaj J, Eeda Koti Reddy, Shaik Anwar and Sadasivan C

{"title":"Synthesis, docking, in vitro and in silico investigations of novel tacrine derivatives as acetylcholinesterase inhibitors†","authors":"Mangari Madhusudhan Reddy, Abhithaj J, Eeda Koti Reddy, Shaik Anwar and Sadasivan C","doi":"10.1039/D5OB00785B","DOIUrl":"10.1039/D5OB00785B","url":null,"abstract":"Different cyclic ketones were used as substrates to synthesize tacrine derivatives to investigate their drug-like properties to identify a lead molecule for treating Alzheimer's disease (AD). The studies revealed that compound 3c, a tacrine-2-carboxylic ester, binds to the catalytically active site (CAS) of AChE with a glide score of −11.49 kcal mol−1 and binding energy of −75.04 kcal mol−1. In comparison, tacrine showed a glide score of −10.59 kcal mol−1 with a binding energy of −54.05 kcal mol−1. The interaction of tacrine and its derivative at the active site of AChE involves a hydrogen bond between Tyr124 and Ser125, as well as π–π stacking and cationic interactions with Trp86. Both tacrine and compound 3c exhibit similar interactions, and protein–ligand binding heavily relies on π–π stacking interactions, which serve as an indicator of the binding enthalpy. Most of the synthesized tacrine derivatives showed a good potency of less than 100 nM. Among the 16 analogues, compounds 3c, 3f, and 3m were found to exhibit good potency of 46.8 nM, 45.9 nM and 13.6 nM, respectively, towards the inhibition of acetylcholinesterase. Molecular dynamics simulation confirmed the significant binding of compound 3c with an average RMSD value of 1.36 ± 0.14 Å. Therefore, compound 3c can be considered as a promising hit or lead derivative as a cholinesterase inhibitor for the treatment of Alzheimer's disease.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 28","pages":" 6773-6784"},"PeriodicalIF":2.9,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144525549","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

Improvements in micelle promoted DNA-encoded library synthesis by surfactant optimisation† 胶束的改进促进了表面活性剂优化dna编码文库的合成。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-13 DOI: 10.1039/D5OB00864F

Jake A. Odger, Matthew J. Anderson, Thomas P. Carton, Bao Nguyen, Kevin Foote and Michael J. Waring

{"title":"Improvements in micelle promoted DNA-encoded library synthesis by surfactant optimisation†","authors":"Jake A. Odger, Matthew J. Anderson, Thomas P. Carton, Bao Nguyen, Kevin Foote and Michael J. Waring","doi":"10.1039/D5OB00864F","DOIUrl":"10.1039/D5OB00864F","url":null,"abstract":"DNA-encoded libraries are increasingly important in hit identification at the early stage of the drug discovery process. The approach relies on efficient methods for synthesis of drug-like compounds attached to coding DNA sequences. Many reactions employed for library synthesis are inefficient and result in significant DNA-damage, incomplete conversion and the formation of side products, which compromise the fidelity of the resulting library. We have developed a wide array of reactions that are promoted by the micelle-forming surfactant TPGS-750-M that address these issues and lead to improved efficiency. Here we demonstrate further improvements to key reactions Suzuki–Miyaura coupling, reductive amination and amide coupling by surfactant screening using principal component-based surfactant maps which lead to improved conversion for problematic substrates. This work demonstrates the utility of surfactant maps in reaction optimisation for DNA-encoded library synthesis and leads to further improvements in these important transformations.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 28","pages":" 6745-6754"},"PeriodicalIF":2.9,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12175057/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144315610","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

Harnessing the reactivity of captodative radicals: photocatalytic α-pyridination of glycyl derivatives through reversible radical coupling. 利用俘获自由基的反应性：通过可逆自由基偶联光催化α-吡啶化甘酰基衍生物。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-13 DOI: 10.1039/d5ob00675a

Ken Yamazaki, Shuta Akimoto, Tomoya Miura

引用次数: 0

Discovery of a plant-like tridomain bifunctional syn-abieta-7,13-diene synthase in Streptomyces. 链霉菌中一种类植物三结构域双功能syn-abieta-7,13-二烯合成酶的发现。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-13 DOI: 10.1039/d5ob00724k

Caitlin A McCadden, Diana P Łomowska-Keehner, Tracy Qu, Jordan Nafie, Tyler A Alsup, Jeffrey D Rudolf

引用次数: 0

Chiral diketopyrrolo[3,4-c]pyrrole dyes with different substitution symmetry: impact of adamantyl groups on the photo-physical properties in solution and thin films† 具有不同取代对称性的手性二酮吡咯[3,4-c]吡咯染料：金刚烷基对溶液和薄膜光物理性质的影响

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-12 DOI: 10.1039/D5OB00782H

Martin Cigánek, Claudio Vatteroni, Francesca Romana Lauro, Francesco Zinna, Gennaro Pescitelli, Jozef Krajčovič and Gianluigi Albano

{"title":"Chiral diketopyrrolo[3,4-c]pyrrole dyes with different substitution symmetry: impact of adamantyl groups on the photo-physical properties in solution and thin films†","authors":"Martin Cigánek, Claudio Vatteroni, Francesca Romana Lauro, Francesco Zinna, Gennaro Pescitelli, Jozef Krajčovič and Gianluigi Albano","doi":"10.1039/D5OB00782H","DOIUrl":"10.1039/D5OB00782H","url":null,"abstract":"Here we propose a comparative study on four chiral 1,4-diketo-3,6-dithienylpyrrolo[3,4-c]pyrrole (DPP) dyes with different substitution symmetry on the lactam moieties: (i) symmetrically N-substituted dyes 1–2, bearing two (S)-β-citronellyl (DPP-CT) or (S)-2-methylbutyl (DPP-MT) chains; (ii) non-symmetrically N-substituted dyes 3–4, where an adamantylmethyl appendage replaced one of the (S)-β-citronellyl (DPP-ACT) or (S)-2-methylbutyl (DPP-AMT) chains. The four molecules were synthesized and subjected to detailed investigation of their photo-physical properties in solution (absorbance, fluorescence, cyclic voltammetry) and thin films (absorbance, electronic circular dichroism, optical microscopy), evaluating the impact of different chiral moieties (citronellyl vs. 2-methylbutyl chains) and of different substitution patterns exerted by the adamantane moiety (symmetrical vs. non-symmetrical DPPs). Special emphasis was given to the chiroptical study of thin films, discussing the origin of different supramolecular arrangements in the solid state. Putting together experimental and computational results, we rationalize the chiroptical behavior of these systems in comparison with that of other classes of DPP dyes recently investigated by our group.","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 28","pages":" 6718-6737"},"PeriodicalIF":2.9,"publicationDate":"2025-06-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2025/ob/d5ob00782h?page=search","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144315608","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

Generation of two novel furanosteroids via heterologous expression of demethoxyviridin biosynthetic genes in a wortmannin-producing strain† 通过异源表达去甲氧基viridin生物合成基因在wortmannin生产菌株中产生两种新型呋喃甾体。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-12 DOI: 10.1039/D5OB00856E

Wei Jiang, Lin-Huan Li, Lin-Min Zhang, Huan Zhao, Shao-Yang Li, Gao-Qian Wang, Guo-Dong Chen, Jian-Ming Lv, Dan Hu and Hao Gao

引用次数: 0

Advances in electrochemical reactions involving acetonitrile. 涉及乙腈的电化学反应研究进展。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-11 DOI: 10.1039/d5ob00647c

Yongqun Mei, Pei Liao, Yunfei Zhang

引用次数: 0

One-pot synthesis of xanthones from 2-nitrobenzyl alcohol and phenol catalyzed by Cu(OTf)2-1,10-phenanthroline† Cu(OTf)2-1,10-菲罗啉催化2-硝基苯甲醇和苯酚一锅法合成山酮。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-11 DOI: 10.1039/D5OB00648A

Zheng Zhang, Bing-Bing Pan, Long Wei, Xiao-Ning Feng, Yan Zhou, Qing-Dong Liu, Ling-Feng Gao, Xu Sun and Geng-Xiu Zheng

引用次数: 0

Deprotonation of isoazatruxene enables photocatalytic arylation and phosphorylation of (hetero)aryl halides. 异氮杂环烯的去质子化使光催化芳基化和（异）芳基卤化物的磷酸化成为可能。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-09 DOI: 10.1039/d5ob00537j

Cen Zhou, Xi-Xian Chen, Bohang An, Ling-Wei Wu, Hao Cui, Xiao Zhang

引用次数: 0

Conjugate addition/cyclization of propanal with isatylidene malononitriles: an efficient one-pot organocatalytic approach for the synthesis of 3′-methyl spiro[2H-pyran-3,4′-indoline]† 丙烯与异丙二烯丙二腈的共轭加成/环化：一锅有机催化合成3'-甲基螺[2h -吡喃-3,4'-吲哚]的高效方法。

IF 2.9 3区化学

Organic & Biomolecular Chemistry Pub Date : 2025-06-06 DOI: 10.1039/D5OB00553A

Baliram R. Patil, Chandrakant B. Nichinde, Amardipsing S. Girase, Suryakant S. Chaudhari and Anil K. Kinage

引用次数: 0