Beilstein Journal of Organic Chemistry最新文献_第9页

Get a better glimpse on sequential photoreactions of trisnorbornadienes with ¹⁹F NMR spectroscopy. 用19F核磁共振光谱学更好地观察三降冰片二烯的顺序光反应。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-23 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.38

Julian Felix Maria Hebborn, Ben Eric Merten, Thomas Paululat, Heiko Ihmels

{"title":"Get a better glimpse on sequential photoreactions of trisnorbornadienes with 19F NMR spectroscopy.","authors":"Julian Felix Maria Hebborn, Ben Eric Merten, Thomas Paululat, Heiko Ihmels","doi":"10.3762/bjoc.22.38","DOIUrl":"10.3762/bjoc.22.38","url":null,"abstract":"It is shown exemplarily with a trifluorinated trisnorbornadienylbenzene that 19F NMR spectroscopy may be applied as a useful complementary method for the investigation of sequential photoreactions. The trisnorbornadiene core structure was used as it figures as promising scaffold for molecular solar thermal (MOST) energy storage. The target compound was readily synthesized by a Suzuki-Miyaura coupling reaction and examined with respect to the key properties for MOST applications. Upon direct or photosensitized irradiation, the trisnorbornadiene was transformed stepwise and almost quantitatively into the corresponding trisquadricyclane. Even though the reaction can be monitored by photometry or by in situ 1H NMR spectroscopy, unambiguous assignment of the distinct intermediate mono- and bisquadricyclanes was not possible because of signal overlap. In contrast, this shortcoming is circumvented with in situ 19F NMR-spectroscopic analysis. Contrary to the 1H NMR spectra, the 19F NMR spectra show significantly fewer characteristic and sufficiently separated signals that allow the unambiguous identification of all photoproducts and, thus, their detection in the course of the photoreaction.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"22 ","pages":"527-534"},"PeriodicalIF":2.7,"publicationDate":"2026-03-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13040267/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147608063","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Modern synthetic pathways towards eribulin and its subunits. 现代合成阿瑞布林及其亚基的途径。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-19 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.37

Sebastian Dominik Graf

引用次数: 0

Synthesis and uranyl(VI) extraction performance of a calix[4]pyrrole-tetrahydroxamic acid receptor. 杯状[4]吡咯-四羟肟酸受体的合成及其铀酰（VI）萃取性能

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-18 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.36

Sara Karnib, Rana Baydoun, Wissam Zaidan, Nancy AlHaddad, Omar El Samad, Bilal Nsouli, Francine Cazier-Dennin, Pierre-Edouard Danjou

{"title":"Synthesis and uranyl(VI) extraction performance of a calix[4]pyrrole-tetrahydroxamic acid receptor.","authors":"Sara Karnib, Rana Baydoun, Wissam Zaidan, Nancy AlHaddad, Omar El Samad, Bilal Nsouli, Francine Cazier-Dennin, Pierre-Edouard Danjou","doi":"10.3762/bjoc.22.36","DOIUrl":"10.3762/bjoc.22.36","url":null,"abstract":"The contamination of water by uranium poses a serious threat to ecosystems and human health, creating a need for efficient and selective remediation strategies. Supramolecular materials, with their pre-organized structures, offer a promising route for uranium removal. Phenoxycalix[4]pyrroles (PCP) are well-known supramolecular scaffolds capable of selective metal binding, making them attractive candidates for designing uranium extractants. Here, we report the design and synthesis of PCP HA, a phenoxycalix[4]pyrrole scaffold functionalized with four hydroxamic acid (HA) groups, and evaluate its uranium(VI) extraction potential. PCP HA was synthesized from its ester precursor (PCP E) via hydroxyaminolysis using KOH, achieving a 95% yield. Its structure was confirmed by 1H NMR, 13C NMR, and HRMS. The uranium(VI) extraction efficiency of PCP HA was evaluated by solid-liquid extraction experiments, using uranyl acetate as the uranium source, with measurements performed by gamma spectroscopy. PCP HA demonstrated good performance, removing up to 95% of uranyl(VI) from aqueous solutions (1 mM) at acidic pH, likely due to the strong coordination provided by its hydroxamic acid groups. Further studies revealed that the extraction efficiency also depends on the ligand-to-metal molar ratio. These findings establish PCP HA as a promising supramolecular material for the removal of uranyl from aqueous media.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"22 ","pages":"486-494"},"PeriodicalIF":2.7,"publicationDate":"2026-03-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13033896/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147589543","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Synthesis of a HDAC inhibitor-nanogold probe for cryo-EM visualization in class I HDAC co-repressor complexes. HDAC抑制剂-纳米金探针的合成及其在HDAC辅助抑制物中的低温电镜可视化研究。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-17 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.35

Wiktoria A Pytel, John W R Schwabe, James T Hodgkinson

引用次数: 0

Recent advances in the stereoselective synthesis of distal biaxially chiral molecules. 远端双轴手性分子的立体选择性合成研究进展。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-16 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.34

Fanxing Zhou, Chen Zhang, Lingyu Sun, Yiyun Fang, Siming Zheng, Lina Hu, Mengyang Shen, Zhen Zhao, Wei Xu, Yunqiang Sun, Zi-Qiang Rong

引用次数: 0

Structural reassignment of compound 968, an allosteric glutaminase inhibitor. 变构谷氨酰胺酶抑制剂968的结构重分配。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-13 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.33

Lindsey A Albertelli, Sainabou Jallow, Chun Li, Scott M Ulrich

引用次数: 0

Concept-driven strategies in target-oriented synthesis. 目标导向综合中的概念驱动策略。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-13 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.32

David Yu-Kai Chen, Chao Li, Yefeng Tang

引用次数: 0

A facile and practical method for the synthesis of trans-(±)-taxifolin and its derivatives via Darzens reaction. 一种简便实用的Darzens反应合成反式-（±）-杉油素及其衍生物的方法。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-12 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.31

Bo Peng, Panpan Yang, Maaz Khan, Xiaotong Lin, Jiang Wu, Peng Fu, Qingqing Wu

{"title":"A facile and practical method for the synthesis of trans-(±)-taxifolin and its derivatives via Darzens reaction.","authors":"Bo Peng, Panpan Yang, Maaz Khan, Xiaotong Lin, Jiang Wu, Peng Fu, Qingqing Wu","doi":"10.3762/bjoc.22.31","DOIUrl":"10.3762/bjoc.22.31","url":null,"abstract":"The synthesis of racemic trans-taxifolin (trans-(±)-taxifolin) and its derivatives and subsequent chiral separation is the most prevalent chemical method to obtain enantiomerically pure taxifolin and its derivatives. The development of an economical and practical synthetic route to trans-(±)-taxifolin, a key precursor to the enantiomerically pure trans-taxifolin, is therefore of great importance and significance. In this work, we developed a new synthetic method for trans-(±)-taxifolin and its derivatives with 2,4,6-trihydroxyacetophenone as a starting material undergoing hydroxy protection, α-bromination, construction of α,β-epoxy carbonyl products via the Darzens reaction, acid-mediated deprotection, and cyclization to afford the target compounds. This method is highlighted by satisfactory overall yields (20-41%) and proceeds without the use of explosive peroxides (such as H2O2), which are commonly employed in methods reported earlier. The avoidance of explosive peroxides in the present method enables safe operation, easy scale-up, and also the synthesis of taxifolin derivatives with oxidant-sensitive groups, largely expanding the substituent scope compared with the previous method.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"22 ","pages":"443-450"},"PeriodicalIF":2.7,"publicationDate":"2026-03-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12990444/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147472391","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Synthesis and stereochemical analysis of dynamic planar chiral oxa[7]orthocyclophene. 动态平面手性oxa[7]邻环苯的合成及立体化学分析。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-11 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.30

Yukiho Hashimoto, Yuuya Kawasaki, Kazunobu Igawa, Katsuhiko Tomooka

引用次数: 0

Synthesis and anti-cancer activity of naphthalimide-organylselanyl conjugates. 萘酰亚胺-有机基硒酰缀合物的合成及其抗癌活性。

IF 2.7 4区化学

Beilstein Journal of Organic Chemistry Pub Date : 2026-03-09 eCollection Date: 2026-01-01 DOI: 10.3762/bjoc.22.29

Rajkumar Ravi, Selvakumar Karuthapandi

{"title":"Synthesis and anti-cancer activity of naphthalimide-organylselanyl conjugates.","authors":"Rajkumar Ravi, Selvakumar Karuthapandi","doi":"10.3762/bjoc.22.29","DOIUrl":"10.3762/bjoc.22.29","url":null,"abstract":"The structure-based approach remains a valuable tool for rapid and high-throughput drug discovery and lead optimisation. In this study, we report the in-silico modelling and anticancer activity of two 1,8-napthalimide (NAP) derivatives containing organyl selanyl groups. The organylselanyl function n-octylselanyl (n-OctSe) or phenylselanyl (PhSe) was introduced at the 6-position of a naphthalimide structure having a conserved 3-(4-(tert-butyl)phenoxy)propyl function at the imide nitrogen. The resultant naphthalimide-organylselanyl conjugates, NAP-SePh and NAP-Se(n-Oct), were characterised using various spectroscopic techniques, including FTIR, ¹H, ¹³C, ⁷⁷Se NMR and high-resolution mass spectrometry (HRMS). NAP-SePh was structurally characterised by single-crystal X-ray diffraction analysis. The anticancer potential of the NAP-SePh and NAP-Se(n-Oct) was evaluated using an in vitro cell viability assay with MDA-MB-231 triple-negative breast cancer (TNBC) cells. The IC₅₀ values for compounds NAP-SePh and NAP-Se(n-Oct) were 27.92 ± 3 µM and 23.06 ± 3 μM, respectively. Molecular docking simulations revealed that NAP-SePh and NAP-Se(n-Oct) show binding affinities of -10.39 and -8.53 kcal/mol for the (1M17) active, and -10.66 and -10.59 kcal/mol for the (4HJO) inactive conformation of the tyrosine kinase domain of the epidermal growth factor receptor (EGFR) in which erlotinib, a well-known anticancer drug, binds.","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":"22 ","pages":"416-435"},"PeriodicalIF":2.7,"publicationDate":"2026-03-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12990455/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147472363","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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