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A mitochondria-targeted AIE photosensitizer for vascular ablation. 用于血管消融的线粒体靶向AIE光敏剂。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob00918b
Chencheng Mo, Yueyue Cui, Wangxing Lin, Hantao Li, Xiangrong Ni, Meng Gao, Xiangdong Qi, Ziwei Guo
{"title":"A mitochondria-targeted AIE photosensitizer for vascular ablation.","authors":"Chencheng Mo, Yueyue Cui, Wangxing Lin, Hantao Li, Xiangrong Ni, Meng Gao, Xiangdong Qi, Ziwei Guo","doi":"10.1039/d6ob00918b","DOIUrl":"10.1039/d6ob00918b","url":null,"abstract":"<p><p>A cationic AIE photosensitizer TTPy-PTSA preferentially accumulates in the mitochondria of HUVECs and generates ROS efficiently upon irradiation, triggering caspase-3-mediated apoptosis. It exhibits potent anti-angiogenic photodynamic activity <i>in vitro</i> and selectively ablates dermal capillaries <i>in vivo</i>, offering a promising strategy for treating superficial vascular lesions.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7898-7902"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149023350","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
Correction: Reductive microenvironment-activated paclitaxel-BODIPY nanoassemblies for self-reporting drug delivery. 更正：用于自我报告药物递送的还原性微环境激活的紫杉醇- bodipy纳米组件。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob90117d
Deepak Tayde, Raviranjan Pandey, Amitava Das, Sumit Kumar Pramanik
{"title":"Correction: Reductive microenvironment-activated paclitaxel-BODIPY nanoassemblies for self-reporting drug delivery.","authors":"Deepak Tayde, Raviranjan Pandey, Amitava Das, Sumit Kumar Pramanik","doi":"10.1039/d6ob90117d","DOIUrl":"10.1039/d6ob90117d","url":null,"abstract":"<p><p>Correction for 'Reductive microenvironment-activated paclitaxel-BODIPY nanoassemblies for self-reporting drug delivery' by Deepak Tayde <i>et al.</i>, <i>Org. Biomol. Chem.</i>, 2026, https://doi.org/10.1039/d6ob00954a.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"8017"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149035574","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
Visible-light-induced glycosyl radicals from diverse precursors for C-glycosylation. 可见光诱导来自不同c -糖基化前体的糖基自由基。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01185c
Yang Li, Cheng Jiang, Ji-Feng Zhang, Sheng-Li Zhang, Lin Chen, Wen-Chao Yang, Yong Zhang
{"title":"Visible-light-induced glycosyl radicals from diverse precursors for <i>C</i>-glycosylation.","authors":"Yang Li, Cheng Jiang, Ji-Feng Zhang, Sheng-Li Zhang, Lin Chen, Wen-Chao Yang, Yong Zhang","doi":"10.1039/d6ob01185c","DOIUrl":"10.1039/d6ob01185c","url":null,"abstract":"<p><p><i>C</i>-Glycosides are crucial structural motifs in drug discovery and biology due to their enhanced metabolic stability and resistance to enzymatic hydrolysis compared to their <i>O</i>-glycoside counterparts. The synthesis of these molecules often relies on the generation of glycosyl radicals as key intermediates for forging C-C bonds at the anomeric center. In this context, visible-light photoredox catalysis has emerged as a transformative platform, enabling the mild, selective, and sustainable generation of glycosyl radicals from a diverse array of bench-stable precursors. This review provides a comprehensive, precursor-centric overview of this rapidly evolving area. Distinct from prior reviews that are conducted based on the reaction type or product class, we systematically categorize and critically evaluate glycosyl radical precursors according to their activation mechanisms: (1) reductively activated precursors (glycosyl halides, glycosyl NHPI redox-active esters and TFPy thioglycosides), (2) oxidatively activated precursors (glycosyl carboxylic acids, 1,4-dihydropyridine (DHP) derivatives, glycosyl sulfonates and trifluoroborates), and (3) precursors activated <i>via</i> electron donor-acceptor (EDA) complexes or energy transfer (glycosyl sulfides, sulfoxides, and sulfones). For each class, we discuss the mechanistic pathways, critically assess their respective advantages and limitations in terms of stability, accessibility, functional group tolerance, and stereoselectivity, and highlight innovative applications in constructing complex <i>C</i>-glycosides.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7865-7885"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148917590","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
Dual benefits of cascade organocatalysis: hypervalent iodine catalyzed and step-economical synthesis of substituted 1,3-benzothiazines. 级联有机催化的双重好处：高价碘催化和阶梯经济合成取代1,3-苯并噻唑。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01099g
Kotari Shakeena, Bokka Srinivas, Kandibotla Durga Balaji, Pampana Bhargavi, Yenigalla Phani Trivish Kumar, Santhosh Kumar Alla
{"title":"Dual benefits of cascade organocatalysis: hypervalent iodine catalyzed and step-economical synthesis of substituted 1,3-benzothiazines.","authors":"Kotari Shakeena, Bokka Srinivas, Kandibotla Durga Balaji, Pampana Bhargavi, Yenigalla Phani Trivish Kumar, Santhosh Kumar Alla","doi":"10.1039/d6ob01099g","DOIUrl":"10.1039/d6ob01099g","url":null,"abstract":"<p><p>A step-economical, 1-iodo-2-nitrobenzene-catalyzed cascade synthesis of 1,3-benzothiazines <i>via</i> hypervalent iodine catalysis has been realized. This one-pot method couples benzyl isothiocyanates with (hetero)arenes, offering broad functional-group tolerance and excellent regioselectivity. The protocol exhibits dual benefits: it involves carrying out the reaction in fewer steps and is completely metal-free. It provides a highly efficient and sustainable route to access these valuable heterocycles. Furthermore, mechanistic studies were conducted to elucidate the nature of the active iodine(III) species responsible for this catalytic oxidative transformation.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7918-7924"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149011728","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
Witkop-Winterfeldt oxidation using electrochemically generated para-periodate. 电化学生成准高碘酸盐的Witkop-Winterfeldt氧化。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01157h
Aloisio de A Bartolomeu, Thomas Weyhermüller, Siegfried R Waldvogel
{"title":"Witkop-Winterfeldt oxidation using electrochemically generated <i>para</i>-periodate.","authors":"Aloisio de A Bartolomeu, Thomas Weyhermüller, Siegfried R Waldvogel","doi":"10.1039/d6ob01157h","DOIUrl":"https://doi.org/10.1039/d6ob01157h","url":null,"abstract":"<p><p>We report a simple protocol for the Witkop-Winterfeldt oxidation of tetrahydrocarbazoles and a tetrahydro-γ-carboline using electrochemically generated <i>para</i>-periodate (Na<sub>3</sub>H<sub>2</sub>IO<sub>6</sub>). A substrate scope with 17 examples and yields up to 87%, including successful 20- and 40-fold scale-ups, together with periodate recovery and reuse, demonstrates the feasibility of this novel one-pot/one-step protocol.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"24 38","pages":"7903-7907"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149126235","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
Overcoming reactivity limitations in glycosylation with a novel protecting group. 用一种新的保护基团克服糖基化反应性的限制。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob00791k
Ashley R Dent, Alessandra Damico, Sofia Melkun, Cristina De Meo, Alexei V Demchenko
{"title":"Overcoming reactivity limitations in glycosylation with a novel protecting group.","authors":"Ashley R Dent, Alessandra Damico, Sofia Melkun, Cristina De Meo, Alexei V Demchenko","doi":"10.1039/d6ob00791k","DOIUrl":"10.1039/d6ob00791k","url":null,"abstract":"<p><p>Controlling stereoselectivity of glycosylation reactions is an immense task in practically all glycosylations that are not assisted by the neighboring participating groups. Hydrogen-bond-mediated aglycone delivery (HAD) reaction is known to provide an efficient stereocontrolling handle in reactions with glycosyl donors bearing a picoloyl (Pico) protecting group. To further improve this methodology, herein we report a rationally designed 6-(methoxycarbonyl)picoloyl (Dent) protecting group. The Dent group provided somewhat unexpected results. On the one hand, in most applications, the stereoselectivity was lower than that achieved with the respective glycosyl donors equipped with the Pico group. On the other hand, quite remarkably, Dent-protected glycosyl donors were found to be extremely reactive, which led to very efficient and swift reactions in cases where Pico-protected glycosyl donors lacked efficiency or failed to produce preparatively useful results.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7970-7986"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149014891","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
Design, synthesis, and application of chiral oxa-spirocyclic diphenol in the catalytic asymmetric synthesis of chiral aromatic secondary alcohols. 手性杂环二酚的设计、合成及在手性芳仲醇催化不对称合成中的应用。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01469k
Peng Wang, Zhuo-Ting Chen, Le-Yuan Pan, Yun-Fan Zhang, Ying-Ting Zhou, Qi Gan, Yi Zhou, Shi Wu, Zehua Yang, Ye-Hui Chen
{"title":"Design, synthesis, and application of chiral oxa-spirocyclic diphenol in the catalytic asymmetric synthesis of chiral aromatic secondary alcohols.","authors":"Peng Wang, Zhuo-Ting Chen, Le-Yuan Pan, Yun-Fan Zhang, Ying-Ting Zhou, Qi Gan, Yi Zhou, Shi Wu, Zehua Yang, Ye-Hui Chen","doi":"10.1039/d6ob01469k","DOIUrl":"https://doi.org/10.1039/d6ob01469k","url":null,"abstract":"<p><p>We present a new route to an oxa-spirocyclic diphenol scaffold, termed as <i>O</i>-SPINOL. The <i>R</i>-enantiomer of <i>O</i>-SPINOL, (<i>R</i>)-7 and Ti(iPrO)<sub>4</sub>, were used as catalyst precursors for the asymmetric alkylation of aromatic aldehydes with Et<sub>2</sub>Zn, affording a range of aromatic secondary alcohols in high yields (up to 99%) and with excellent enantiocontrol (up to 92% ee).</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149126113","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
Visible-light-driven carbamoyl radical addition to 3-methylene isoindolinones. 可见光驱动氨基甲酰自由基加成3-亚甲基异吲哚酮。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob00994h
Nathan Martin, Roberto Doville, Lou-Anne Beghin, Anaïs Lachemet, Thomas Beaugrand, Eric Deniau, Lydie Pélinski, Till Bousquet
{"title":"Visible-light-driven carbamoyl radical addition to 3-methylene isoindolinones.","authors":"Nathan Martin, Roberto Doville, Lou-Anne Beghin, Anaïs Lachemet, Thomas Beaugrand, Eric Deniau, Lydie Pélinski, Till Bousquet","doi":"10.1039/d6ob00994h","DOIUrl":"10.1039/d6ob00994h","url":null,"abstract":"<p><p>An efficient method for the synthesis of 3-substituted isoindolinones is described. The addition of a carbamoyl group from carbamoyl-dihydropyridine onto 3-methylene isoindolinones provides amide functionalization under visible light irradiation, in the presence of an organic photocatalyst. This protocol offers mild reaction conditions, a broad substrate scope, and an excellent functional group tolerance, affording a range of structurally diverse 3-amido isoindolinones in good to excellent yields.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7994-7999"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149023347","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
Nickel electrocatalytic C(sp3)-C(sp3) cross-coupling from activated carboxylic acids and amines. 镍电催化活化羧酸和胺的C(sp3)-C（sp3）交叉偶联。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01144f
Bingqing Tang, Jennifer Morvan, Filippo Begal, Koen P L Kuijpers, Robin Kunkel, Jesus Alcazar, Peter J J A Buijnsters, Evelien Renders, Alexander X Jones
{"title":"Nickel electrocatalytic C(sp<sup>3</sup>)-C(sp<sup>3</sup>) cross-coupling from activated carboxylic acids and amines.","authors":"Bingqing Tang, Jennifer Morvan, Filippo Begal, Koen P L Kuijpers, Robin Kunkel, Jesus Alcazar, Peter J J A Buijnsters, Evelien Renders, Alexander X Jones","doi":"10.1039/d6ob01144f","DOIUrl":"10.1039/d6ob01144f","url":null,"abstract":"<p><p>Carbon-carbon bond-forming reactions are central to medicinal chemistry efforts. Methods that utilise abundant and structurally diverse building blocks can accelerate chemical space exploration in drug discovery. Herein, we report an electrochemical deaminative-decarboxylative cross-coupling reaction to form C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds, which draws from widely available alkyl carboxylic acids and amines. Our method achieves cross-coupling between alkyl radicals generated from secondary alkyl pyridinium salts and redox-active esters to access valuable functionalized saturated heterocycles. The protocol is compatible with telescoped substrate pre-activation to facilitate synthetic utility. We describe electrochemical reaction characterization and a mechanistic hypothesis for cross-coupling selectivity in the absence of radical-sorting reagents.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"8000-8008"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149029350","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
Scalable synthesis of both diastereomers of rac-8-aminoindolizidines and their pyrazolyl-piperidinone hybrids with promising anticancer activity. 具有良好抗癌活性的rac8 -氨基吲哚嗪非对映体及其吡唑基胡椒酮杂合体的规模化合成。
IF 2.8 3区 化学
Organic & Biomolecular Chemistry Pub Date : 2026-10-07 DOI: 10.1039/d6ob01064d
Dmitry A Merzliakov, Anastasia A Danshina, Zeinab Mandegani, Jaber Tajodini Rabor, S Masoud Nabavizadeh, Nikolai Yu Kuznetsov
{"title":"Scalable synthesis of both diastereomers of <i>rac</i>-8-aminoindolizidines and their pyrazolyl-piperidinone hybrids with promising anticancer activity.","authors":"Dmitry A Merzliakov, Anastasia A Danshina, Zeinab Mandegani, Jaber Tajodini Rabor, S Masoud Nabavizadeh, Nikolai Yu Kuznetsov","doi":"10.1039/d6ob01064d","DOIUrl":"10.1039/d6ob01064d","url":null,"abstract":"<p><p>Piperidines are privileged scaffolds in medicinal chemistry because of their frequent occurrence in biologically active natural products and therapeutic agents. Construction of molecular hybrids combining natural-like pyrazolyl-piperidinone and 8-aminoindolizidine fragments with anticancer activity is a promising strategy for inventing novel anticancer remedies. To that end, modification of heterocyclic units <i>via</i> cyclopalladation can further enhance the potency of such hybrids. Herein, we report the synthesis of two bilateral pyrazolyl-piperidin-2-one palladacycles bearing the hydrophilic cage phosphine ligand 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP), together with a scalable route to both diastereomeric <i>rac</i>-8-aminoindolizidines. The 8-aminoindolizidine fragments were conjugated with pyrazolyl-piperidinone scaffolds to generate a series of hybrid molecules. Among the synthesized derivatives, compound 18b showed the most favorable biological profile, with potent activity against <b>A549</b> cells (IC<sub>50</sub> = 22.46 ± 3.03 μM), comparable to cisplatin (IC<sub>50</sub> = 22.06 ± 2.57 μM), while displaying lower toxicity toward <b>HEK293</b> cells and a selectivity index of 2.78. Molecular docking predicted a favorable non-covalent binding pose of 18b within the DNA minor groove, providing hypothesis-generating structural information for further experimental investigation. These results identify pyrazolyl-piperidinone/8-aminoindolizidine hybrids as promising scaffolds for further development of selective anticancer agents and future palladium-containing drug candidates.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":"7940-7956"},"PeriodicalIF":2.8,"publicationDate":"2026-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149014862","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
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