Journal of labelled compounds & radiopharmaceuticals最新文献_第5页

Synthesis of trifold-labeled versatile reagent [3,5-13C2,4-15 N]4-phenyl-1,2,4-triazoline-3,5-dione 三价标记多用途试剂[3,5-13 C2,4-15 N]4-苯基-1,2,4-三唑啉-3,5-二酮的合成。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-20 DOI: 10.1002/jlcr.4067

Frederic Bourgeois, Ulrich Höller, Thomas Netscher

{"title":"Synthesis of trifold-labeled versatile reagent [3,5-13C2,4-15 N]4-phenyl-1,2,4-triazoline-3,5-dione","authors":"Frederic Bourgeois, Ulrich Höller, Thomas Netscher","doi":"10.1002/jlcr.4067","DOIUrl":"10.1002/jlcr.4067","url":null,"abstract":"Triazolinediones are an important class of derivatization agents that have found application in various research disciplines. Their unique reactivity often allows precise and selective tagging of relevant molecular scaffolds to facilitate structural elucidation, tracking in biological systems, and stabilization of labile compounds. Recent research efforts mainly focused on the development of novel fluorescent and ionizable or isotopically labeled tags improving the quantification and identification of the parent molecule by suitable analytical methods. However, these concepts often lack the ability to improve properties facilitating the analysis by nuclear magnetic resonance (NMR) spectroscopy. We herein describe the first synthesis of 13C and 15N labeled [3,5-13C2,4-15 N]4-phenyl-1,2,4-triazoline-3,5-dione utilizing the Cookson/Zinner–Deucker synthesis of urazoles. The introduced isotopic labels are ideally suited to support the structural elucidation of unknown and complex derivatization mixtures by NMR, thereby exploiting the increased sensitivity of detecting long-range JHC and additional JCC and JCN couplings within the derivatized compounds of interest.","PeriodicalId":16288,"journal":{"name":"Journal of labelled compounds & radiopharmaceuticals","volume":"66 14","pages":"461-466"},"PeriodicalIF":1.8,"publicationDate":"2023-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138176387","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Novel synthesis of 11C-labeled imidazolines via Pd(0)-mediated 11C-carbomethoxylation using [11C]CO and arylborons 用[11 C]CO和芳基硼经Pd(0)介导的11 C-碳甲氧基化合成11 C标记咪唑啉的新方法。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-13 DOI: 10.1002/jlcr.4072

Hideki Ishii, Katsuyuki Minegishi, Kotaro Nagatsu, Nobuki Nengaki, Ming-Rong Zhang

{"title":"Novel synthesis of 11C-labeled imidazolines via Pd(0)-mediated 11C-carbomethoxylation using [11C]CO and arylborons","authors":"Hideki Ishii, Katsuyuki Minegishi, Kotaro Nagatsu, Nobuki Nengaki, Ming-Rong Zhang","doi":"10.1002/jlcr.4072","DOIUrl":"10.1002/jlcr.4072","url":null,"abstract":"A labeling technique was developed for the imidazoline I2 receptor ligand 2-(3-fluoro-tolyl)-4, 5-dihydro-1H-imidazole (FTIMD) using Pd(0)-mediated 11C-carbomethoxylation with [11C]CO, followed by imidazoline ring formation with ethylenediamine-trimethylaluminium (EDA-AlMe3). To achieve this, [11C]CO was passed through a methanol (MeOH) solution containing 3-fluoro-4-methylphenylboronic acid (1), palladium (II) acetate (Pd [OAc]2), triphenylphosphine (PPh3), and p-benzoquinone (PBQ). The mixture was then heated at 65°C for 5 min. EDA was introduced into the reaction mixture, and MeOH was completely evaporated at temperatures exceeding 100°C. The dried reaction mixture was combined with an EDA-AlMe (1:1) toluene solution and heated at 145°C for 10 min. Portions of the reaction mixture were analyzed through high-performance liquid chromatography, resulting in [11C]FTIMD with 26% (n = 2) decay-corrected radiochemical yield (RCY). This method could be utilized for various arylborons to produce [2-11C]imidazolines 4a–h with RCYs ranging from low to moderate. Notably, [2-11C]benazoline was obtained with a moderate RCY of 65%. The proposed technique serves as an alternative to the Grignard method, which uses [11C]CO to generate a [2-11C]-labeled imidazoline ring.","PeriodicalId":16288,"journal":{"name":"Journal of labelled compounds & radiopharmaceuticals","volume":"67 6","pages":"227-234"},"PeriodicalIF":1.8,"publicationDate":"2023-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"92154763","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Facile synthesis of 14C-nitrofurazone from 14C-urea 用14C-尿素催化合成14C-硝基呋喃酮。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-08 DOI: 10.1002/jlcr.4068

Anuradha Singh, David J. Smith

{"title":"Facile synthesis of 14C-nitrofurazone from 14C-urea","authors":"Anuradha Singh, David J. Smith","doi":"10.1002/jlcr.4068","DOIUrl":"10.1002/jlcr.4068","url":null,"abstract":"The veterinary drug nitrofurazone (5-nitro-2-furaldehyde semicarbazone) exhibits excellent antimicrobial properties but its application in food-producing animals is prohibited. The illegal use of nitrofurazone is regularly monitored by food regulatory agencies. Currently, semicarbazide (SEM) is used as a marker of nitrofurazone exposure. However, the use of SEM as a marker of nitrofurazone is under scrutiny after evidence of a high incidence of false positive tests. To overcome the current dilemma, it is necessary to identify a nitrofurazone-specific marker analyte which requires conducting nitrofurazone metabolism studies in food-producing animals. The use of carbon-14 labeled nitrofurazone would facilitate metabolism studies and structural elucidation of nitrofurazone metabolites of possible utility as a marker compound. In the present work, a synthetic method is described to procure radiolabeled nitrofurazone that incorporates 14C- carbon at the semicarbazide moiety. The method incorporates 14C-carbon via employing readily available and more economically affordable [14C]-urea compared with [14C]-semicarbazide. To the best of our knowledge, there is no report on the synthesis of 5-nitro-2-furaldehyde [14C]-semicarbazone from 14C-urea. The developed method involves monoamination of [14C]-urea followed by a condensation reaction with 5-nitro-2-furaldehyde to produce 5-nitro-2-furaldehyde [14C]-semicarbazone in 85% yield with greater than 98% radiochemical purity.","PeriodicalId":16288,"journal":{"name":"Journal of labelled compounds & radiopharmaceuticals","volume":"66 14","pages":"467-472"},"PeriodicalIF":1.8,"publicationDate":"2023-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71521761","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Photocatalyzed radiosynthesis of 11C-phenylacetic acids 11C-苯乙酸的光催化放射合成。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-08 DOI: 10.1002/jlcr.4073

Maxime Munch, Braeden A. Mair, Myriam Adi, Benjamin H. Rotstein

引用次数: 0

Preparation and evaluation of radiolabeled acetaminosalol microspheres: A new potential selective radiotracer for ulcerative colitis early diagnosis 放射性标记乙酰氨基酚微球的制备和评价：一种新的潜在的选择性放射性示踪剂，用于溃疡性结肠炎的早期诊断。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-07 DOI: 10.1002/jlcr.4070

O. A. El-Kawy, H. A. Shweeta, M. R. Abdelgawad

引用次数: 0

A simplified protocol for the automated production of 2-[18F]fluoro-3-[2-((S)-3-pyrrolinyl)methoxy]pyridine ([18F]nifene) on an IBA Synthera® module 在IBA Synthera®模块上自动生产2-[18F]氟-3-[2-（（S）-3-吡咯烷基）甲氧基]吡啶（[18F]niffee）的简化方案。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-11-05 DOI: 10.1002/jlcr.4071

Mohammed Bhuiyan, Jeffrey Souris, Anna Kucharski, Richard Freifelder, Jogeshwar Mukherjee, Chin-Tu Chen

引用次数: 0

Site-specifically radiolabeled nanobodies for imaging blood-brain barrier penetration and targeting in the brain 位点特异性放射性标记的纳米体，用于对脑中血脑屏障的穿透和靶向进行成像。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-10-24 DOI: 10.1002/jlcr.4069

Yingbo Li, Junfeng Wang

引用次数: 0

Synthesis and preclinical evaluation of a selective MET kinase positron emission tomography tracer 选择性MET激酶正电子发射断层扫描示踪剂的合成和临床前评估。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-10-22 DOI: 10.1002/jlcr.4066

Vegard Torp Lien, Emily Hauge, Syed Nuruddin, Jo Klaveness, Dag Erlend Olberg

引用次数: 0

Total synthesis of [13C2]-labeled phytosiderophores of the mugineic and avenic acid families 木霉酸和燕麦酸家族[13C2]-标记的植物铁载体的全合成。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-09-26 DOI: 10.1002/jlcr.4064

Nicolas Kratena, Markus Draskovits, Nina Biedermann, Eva Oburger, Christian Stanetty

{"title":"Total synthesis of [13C2]-labeled phytosiderophores of the mugineic and avenic acid families","authors":"Nicolas Kratena, Markus Draskovits, Nina Biedermann, Eva Oburger, Christian Stanetty","doi":"10.1002/jlcr.4064","DOIUrl":"10.1002/jlcr.4064","url":null,"abstract":"We, herein, report the synthesis of 13C2-labeled natural products from the mugineic acid and avenic acid family. These phytosiderophores (“plant iron carriers”) are built up from non-proteinogenic amino acids and play a key role in micronutrient uptake in gramineous plants. In this work, two central building blocks are prepared from labeled starting materials (13C2-bromoacetic acid, 13C2-glycine) and further employed in our recently reported divergent, branched synthetic strategy delivering eight isotopically labeled phytosiderophores. The required labeled building blocks (13C2-l-allylglycine and a related hydroxylated derivative) were prepared via enantioselective phase-transfer catalysis and enantio- and diastereoselective aldol condensation with a chiral auxiliary, respectively, both potentially valuable themselves for other synthetic routes toward labeled (natural) products.","PeriodicalId":16288,"journal":{"name":"Journal of labelled compounds & radiopharmaceuticals","volume":"66 13","pages":"428-434"},"PeriodicalIF":1.8,"publicationDate":"2023-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/epdf/10.1002/jlcr.4064","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41135766","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

A practical protocol for large-scale copper-mediated radioiodination of organoboronic precursors: Radiosynthesis of [123I]KX-1 for Auger radiotherapy 大规模铜介导的有机硼前体放射性碘化的实用方案：用于俄歇放射治疗的[123I]KX-1的放射合成。

IF 1.8 4区医学

Journal of labelled compounds & radiopharmaceuticals Pub Date : 2023-09-21 DOI: 10.1002/jlcr.4065

Dong Zhou, Wenhua Chu, Jinbin Xu

{"title":"A practical protocol for large-scale copper-mediated radioiodination of organoboronic precursors: Radiosynthesis of [123I]KX-1 for Auger radiotherapy","authors":"Dong Zhou, Wenhua Chu, Jinbin Xu","doi":"10.1002/jlcr.4065","DOIUrl":"10.1002/jlcr.4065","url":null,"abstract":"Nucleophilic copper-mediated radioiodination (CMRI) of organoboronic precursors with radioiodides is a promising method of radioiodination. The previously reported CMRI has demonstrated its great potential and scope of labeling for the radiosynthesis of radioiodine-labeled compounds. However, the reported protocols (using a small amount/volume of radioactivity) are practically not reproducible in large-scale CMRI, in which the radioactivity was usually provided in a bulk alkaline solution. A large amount of water and a strong base are incompatible with CMRI. To overcome these issues in large-scale CMRI, we have developed a simple protocol for large-scale CMRI. The bulk water was removed under a flow of inert gas at 110°C, and the strong base (i.e., NaOH) was neutralized with an acid, pyridinium p-toluenesulfonate or p-toluenesulfonic acid. In the model reactions of [123I]KX-1, a PARP-1 radioligand for Auger radiotherapy, radiochemical conversions were significantly improved after neutralization of the base, and the addition of additional acids was tolerated and favorable for the reactions. Using this protocol, [123I]KX-1 was radiosynthesized from 20 mCi (0.74 GBq) of [123I]iodide in high radiochemical yields, high radiochemical purity, and high molar activity. This protocol should be applicable to the radiosynthesis of other compounds with radioiodine via CMRI.","PeriodicalId":16288,"journal":{"name":"Journal of labelled compounds & radiopharmaceuticals","volume":"66 13","pages":"435-439"},"PeriodicalIF":1.8,"publicationDate":"2023-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41148134","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0