Australian Journal of Chemistry最新文献

Expanding on the plecstatin anticancer agent class: exchange of the chlorido ligand for N-heterocyclic ligands 扩展褶皱素抗癌剂类别：用 N-杂环配体交换氯配体

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-09-13 DOI: 10.1071/ch24080

Saawan Kumar, Mie Riisom, Stephen M. F. Jamieson, Tilo Söhnel, Suresh Bhargava, Jing Sun, Christian G. Hartinger

{"title":"Expanding on the plecstatin anticancer agent class: exchange of the chlorido ligand for N-heterocyclic ligands","authors":"Saawan Kumar, Mie Riisom, Stephen M. F. Jamieson, Tilo Söhnel, Suresh Bhargava, Jing Sun, Christian G. Hartinger","doi":"10.1071/ch24080","DOIUrl":"https://doi.org/10.1071/ch24080","url":null,"abstract":"Metal piano-stool complexes based on pyridinecarbothioamide (PCA) have shown promising antiproliferative and in vivo anticancer activity, in particular [Ru(cym)(p-F-PCA)Cl]PF6 (cym is η6-p-cymene; plecstatin-1). The impact of modifications of the PCA and π-bound ligands on biological properties has been extensively investigated. Herein, we explored the influence of exchanging the chlorido ligand with the N-heterocycles 1-methylimidazole, 1-methylbenzimidazole and pyridine. In solution, an equilibrium between the protonated and deprotonated forms of the thioamide bond was observed, which was found dictated by the solvent system with both species detected in polar solvents. [Ru(cym)(PCA)Cl]+ complexes exhibit unique behaviour in an aqueous environment where they rapidly form dimeric species after substitution of the chlorido ligand for the sulfur donor of the PCA ligand of a second complex molecule. This was also observed for the synthesised complexes with the N-heterocyclic ligands being cleaved from the Ru centre allowing for dimerisation, which may be reversed by acidification of the solution resulting in the formation of equivalent mononuclear compounds. This behaviour explains the similar biological properties of the complexes with respect to that of plecstatin-1.","PeriodicalId":8575,"journal":{"name":"Australian Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2024-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142261173","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

The quantification of radical concentration in organic radical polymers: techniques and challenges 有机自由基聚合物中自由基浓度的量化：技术与挑战

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-09-12 DOI: 10.1071/ch24085

Theo A. Ellingsen, Stuart C. Thickett, Rebecca O. Fuller

引用次数: 0

Synthesis and stability studies of constrained peptide–antimony bicycles 受限肽锑双环的合成与稳定性研究

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-08-27 DOI: 10.1071/ch24094

Sven Ullrich, Pritha Ghosh, Minghao Shang, Sauhta Siryer, Santhanalaxmi Kumaresan, Bishvanwesha Panda, Lani J. Davies, Upamali Somathilake, Abhishek P. Patel, Christoph Nitsche

{"title":"Synthesis and stability studies of constrained peptide–antimony bicycles","authors":"Sven Ullrich, Pritha Ghosh, Minghao Shang, Sauhta Siryer, Santhanalaxmi Kumaresan, Bishvanwesha Panda, Lani J. Davies, Upamali Somathilake, Abhishek P. Patel, Christoph Nitsche","doi":"10.1071/ch24094","DOIUrl":"https://doi.org/10.1071/ch24094","url":null,"abstract":"Peptide therapeutics play an increasingly important role in modern drug discovery. Improving the pharmacokinetic profile of bioactive peptides has been effectively achieved with chemical modifications, especially macrocyclisation reactions. Consequently, there is a great demand for highly constrained compounds such as bicyclic peptides. In our previous research, we introduced peptide–bismuth bicycles and peptide–arsenic bicycles as new classes of constrained peptides. In this work, we extend our peptide bicyclisation strategy towards antimony. Similar to arsenic and bismuth, antimony(III) selectively binds to three cysteine residues in peptides, enabling the in situ formation of stable bicycles. The bicyclisation reaction occurs instantaneously under biocompatible conditions at physiological pH. Antimony–peptide bicycles remain largely intact in the presence of the common metal chelator ethylenediaminetetraacetic acid (EDTA) and the main endogenous thiol competitor glutathione (GSH). Furthermore, when challenged with bismuth(III) from water-soluble gastrodenol (bismuth tripotassium dicitrate), antimony–peptide bicycles convert into the corresponding bismuth–peptide bicycle, highlighting the superior thiophilicity of bismuth over other pnictogens. Our study further expands the toolbox of peptide multicyclisation with main group elements previously underexplored in chemical biology.","PeriodicalId":8575,"journal":{"name":"Australian Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142181721","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

The cyclobutene diester approach to alkyl citrate natural products 环丁烯二酯的柠檬酸烷基天然产物方法

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-08-22 DOI: 10.1071/ch24088

Nikolai P. Rossouw, Mark A. Rizzacasa

引用次数: 0

Novel fluorinated thiazolidin-4-one derivatives: synthesis and anti-cancer potential against HepG2 and HCT116 cell lines 新型氟化噻唑烷-4-酮衍生物：合成及对 HepG2 和 HCT116 细胞系的抗癌潜力

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-08-19 DOI: 10.1071/ch23123

Shreyash D. Kadam, Denni Mammen, Vishwanath Zunjar, Rahul R. Bagul

引用次数: 0

Unlocking therapeutic potential: the role of adamantane in drug discovery 挖掘治疗潜力：金刚烷在药物研发中的作用

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-08-02 DOI: 10.1071/ch24075

Chianna Dane, Grace A. Cumbers, Beau Allen, Andrew P. Montgomery, Jonathan J. Danon, Michael Kassiou

引用次数: 0

Significant promotion of NO separation selectivity from flue gas by the –NH 2 functional group on Fe–Ni bimetallic MOF at ambient conditions 在环境条件下，Fe-Ni 双金属 MOF 上的 -NH 2 官能团可显著提高烟气中 NO 的分离选择性

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-07-19 DOI: 10.1071/ch24060

Hao Li, Han Zhang, Xinyu Yue, Jingshu Ban, Jie Hu, Fushun Tang

{"title":"Significant promotion of NO separation selectivity from flue gas by the –NH 2 functional group on Fe–Ni bimetallic MOF at ambient conditions","authors":"Hao Li, Han Zhang, Xinyu Yue, Jingshu Ban, Jie Hu, Fushun Tang","doi":"10.1071/ch24060","DOIUrl":"https://doi.org/10.1071/ch24060","url":null,"abstract":"In this paper, the bimetallic metal–organic frameworks (MOFs) of FeNi-BDC and FeNi-BDC-NH2 (BDC, 1,4-benzenedicarboxylate) with similar Fe/Ni molar ratio, crystal structure, porosity and thermal stability were synthesized by a solvothermal method. The results of adsorption experiments at ambient conditions showed that the adsorptive uptake of NO, CO2, O2 and N2 on FeNi-BDC were all very small under different adsorption partial pressures, with FeNi-BDC displaying a weak adsorption property because of its lack of unsaturated adsorption sites. On the contrary, at 100 kPa, the adsorption of NO by FeNi-BDC-NH2 was considerably higher than that by FeNi-BDC, indicating that the incorporation of NH2 on the ligand could effectively enhance the adsorption of NO. The adsorption capacity of FeNi-BDC-NH2 for NO reached 142.17 cm3 g−1, which was considerably higher than its capacity for CO2, O2 and N2 under the same conditions. Ideal Adsorption Solution Theory simulations calculated the adsorption selectivity for NO/CO2 and NO/O2 under a mixed atmosphere to reach 1325 and 13,346 respectively, demonstrating high adsorption selectivity. Through in situ infrared experiments and calculations of the enthalpy of adsorption, it was demonstrated that FeNi-BDC-NH2 adsorbed NO because NO can combine with NH2 in the material to form a NONOate structure. A preliminarily exploration of the mechanism of NO adsorption and the influence of NH2 functional groups on the adsorption and separation of NO revealed that the selectivity of adsorption was closely related to the variability of the enthalpy of adsorption. This also provided a new strategy for the adsorption and separation of NO in the flue gas environment.","PeriodicalId":8575,"journal":{"name":"Australian Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2024-07-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141746325","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Synthesis, characterization and base hydrolysis of cobalt(III) complexes coordinated by substituted phenylthioether ligands 取代苯硫醚配体配位的钴(III)配合物的合成、表征和碱水解

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-07-17 DOI: 10.1071/ch24012

Lee Roecker, Alicia Cohn, Thomas Cox, Rachel Ceaglske, Olivia Rick, Ella Miller Knagge, Sean Parkin

{"title":"Synthesis, characterization and base hydrolysis of cobalt(III) complexes coordinated by substituted phenylthioether ligands","authors":"Lee Roecker, Alicia Cohn, Thomas Cox, Rachel Ceaglske, Olivia Rick, Ella Miller Knagge, Sean Parkin","doi":"10.1071/ch24012","DOIUrl":"https://doi.org/10.1071/ch24012","url":null,"abstract":"A synthetic route to the preparation of cobalt(III) complexes coordinated by bidentate phenylthioether ligands is described. Complexes of the type ((2-(X-phenylthio)ethylamine)-N,S)bis(ethylenediamine)cobalt(III) perchlorate, [(en)2Co(S(X-phenyl)CH2CH2NH2)](ClO4)3, where X = 4-methoxy (2a), 4-methyl (2b), 3-methyl (2c), nothing (2d), 3-methoxy (2e), 4-bromo (2f) and 3-bromo (2g) were prepared. The synthetic route involves reaction of trans-dichloridobis(ethylenediamine)cobalt(III) chloride with NH2CH2CH2SC6H4X to produce cis-[(en)2CoCl(NH2CH2CH2SC6H4X)]Cl2 (1a–g). Formation of the Co–S bond, completing the ring closure, is then accomplished by removing the coordinated chlorido by addition of AgClO4 in sulfolane. Complexes were characterized by 1H and 13C NMR spectroscopy, UV-Vis spectroscopy and elemental analysis. In addition, the solid-state structure (X-ray) of the monohydrate of 2d confirms the coordination mode of the ligand. Preliminary kinetic investigations in basic solution show that the Co–S bond is broken resulting in the formation of [(en)2Co(OH)(NH2CH2CH2SC6H4X)]2+. At 15.0°C, a Hammett Plot is linear (r2 = 0.981) with ρ = 2.24 ± 0.13.","PeriodicalId":8575,"journal":{"name":"Australian Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2024-07-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141743372","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"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

Structural diversity in nudibranch chemistry: elucidation of norditerpenes with a dendrillane scaffold from the Australian nudibranch Goniobranchus coi 裸鳃藻化学结构的多样性：从澳大利亚裸鳃藻 Goniobranchus coi 中阐明具有树枝烷支架的北萜烯类化合物

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-07-09 DOI: 10.1071/ch24073

Louise C. Forster, Gregory K. Pierens, James J. De Voss, Mary J. Garson

{"title":"Structural diversity in nudibranch chemistry: elucidation of norditerpenes with a dendrillane scaffold from the Australian nudibranch Goniobranchus coi","authors":"Louise C. Forster, Gregory K. Pierens, James J. De Voss, Mary J. Garson","doi":"10.1071/ch24073","DOIUrl":"https://doi.org/10.1071/ch24073","url":null,"abstract":"In addition to three known compounds (1–3), two new rearranged spongian diterpenes (4 and 5) with perhydroazulene and dioxabicyclooctane ring systems were isolated from the mantle and viscera of the Australian nudibranch Goniobranchus coi. The relative configuration of the major spiroepoxide 4 was explored by comparison with those of m-chloroperbenzoic acid oxidation products derived from dendrillolide A (1). Aldehydes 6 and 7 were identified as the ring-opened artefacts of the spiroepoxides 5 and 4 respectively, and yielded ketone 3 on storage. The relative configurations of lactols 8 and 9, isolated as an inseparable mixture of diastereomers, were deduced by molecular modelling and computational studies. Acetylation of the lactol mixture provided dendrillolide A (1), further confirming the structural assignments of 8 and 9. Dissection of animal tissue established that the norditerpenoid metabolites were present in both mantle and viscera tissues.","PeriodicalId":8575,"journal":{"name":"Australian Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":1.1,"publicationDate":"2024-07-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141608272","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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Chiral 1-D coordination polymer chains featuring 1,1′-binaphthyl 以 1,1′-联萘为特征的手性一维配位聚合物链

IF 1.1 4区化学

Australian Journal of Chemistry Pub Date : 2024-06-14 DOI: 10.1071/ch24031

Hui Min Tay, Shannon Thoonen, Carol Hua

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