{"title":"Proton Exchange Kinetics of Intracyclic NH Groups of Deuteroporphyrin IX Dimethyl Ester and Water Molecules in C6D6 Medium","authors":"A. L. Stolypko, D. V. Belykh","doi":"10.6060/mhc224421b","DOIUrl":"https://doi.org/10.6060/mhc224421b","url":null,"abstract":"","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71169090","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}
Ekaterina A. Orlova, Yuliya V. Romanenko, V. Tyurin, A. O. Shkirdova, E. S. Belyaev, M. Grigoriev, O. Koifman, I. A. Zamilatskov
{"title":"Dimer of Pd(II) β-Octaethylporphyrin Bound by a 1,3-Butadiene Bridge","authors":"Ekaterina A. Orlova, Yuliya V. Romanenko, V. Tyurin, A. O. Shkirdova, E. S. Belyaev, M. Grigoriev, O. Koifman, I. A. Zamilatskov","doi":"10.6060/mhc224638z","DOIUrl":"https://doi.org/10.6060/mhc224638z","url":null,"abstract":"","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71169346","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}
A. A. Volodin, A. Arbuzov, P. Fursikov, B. Tarasov
Here we present the results of our works on the development of new functional composites of graphene structures with metals, alloys, intermetallic compounds and their hydrides, and on the creation on their basis of hydrogen-storage materials for compact and safe hydrogen storage, electrode materials for nickel-metal hydride batteries, highly efficient catalysts for the hydrogenation of metals and organic compounds as well as hydrogen systems for energy backup and storage.
{"title":"Nickel-Graphene Nanostructures: Synthesis, Study and Applications","authors":"A. A. Volodin, A. Arbuzov, P. Fursikov, B. Tarasov","doi":"10.6060/mhc201129v","DOIUrl":"https://doi.org/10.6060/mhc201129v","url":null,"abstract":"Here we present the results of our works on the development of new functional composites of graphene structures with metals, alloys, intermetallic compounds and their hydrides, and on the creation on their basis of hydrogen-storage materials for compact and safe hydrogen storage, electrode materials for nickel-metal hydride batteries, highly efficient catalysts for the hydrogenation of metals and organic compounds as well as hydrogen systems for energy backup and storage.","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71166439","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}
M. A. Katkova, E. V. Baranov, G. S. Zabrodina, S. Ketkov
The chiral La(III)-Cu(II) metallacrown bearing L-phenylalaninehydroximate ligands was probed for complexation towards racemic lactate. X-Ray diffraction analysis revealed the bidentate chelation of L-lactate in the solid state to form enantiopure crystals. L-Phenylalaninehydroximate La(III)-Cu(II) metallacrown showed, therefore, a strong preference for coordination of the L-type lactate providing the chiral separation of the target compound.
研究了手性带金属冠的La(III)-Cu(II) - l -苯丙氨酸-氢邻酸盐配体与外消旋乳酸的络合作用。x -射线衍射分析显示固态的l -乳酸双齿螯合形成对映不纯晶体。因此，l -苯丙氨酸氢ximate La(III)-Cu(II)金属冠对l型乳酸具有很强的配位性，提供了目标化合物的手性分离。
{"title":"Bidentate Lactate Binding to La(III)-Cu(II) Metallacrown with L-Phenylalaninehydroximate Ligands: the Chiral Separation of L-Lactate","authors":"M. A. Katkova, E. V. Baranov, G. S. Zabrodina, S. Ketkov","doi":"10.6060/mhc200816k","DOIUrl":"https://doi.org/10.6060/mhc200816k","url":null,"abstract":"The chiral La(III)-Cu(II) metallacrown bearing L-phenylalaninehydroximate ligands was probed for complexation towards racemic lactate. X-Ray diffraction analysis revealed the bidentate chelation of L-lactate in the solid state to form enantiopure crystals. L-Phenylalaninehydroximate La(III)-Cu(II) metallacrown showed, therefore, a strong preference for coordination of the L-type lactate providing the chiral separation of the target compound.","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71166482","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}
I. O. Balashova, A. Tolbin, P. Tarakanov, Alexei R. Krot, K. V. Fedorova, I. Sergeeva, S. Trashin, K. Wael, V. Pushkarev, M. O. Koifman, G. Ponomarev
The first covalently linked conjugate of metal phthalocyaninate and chlorin e 6 derivative has been obtained by transesterification of α-ketomethyl ester in methylpheophorbide a with zinc(II) 2-(2-hydroxymethylbenzyloxy)-9(10),16(17),23(24)-tri-tert-butylphthalocyaninate under mild conditions. The dyad exhibits a panchromatic nature revealing both the phthalocyanine and pheophorbide derived bands in the UV-Vis absorption spectrum. The 1 H NMR spectroscopy data combined with theoretical calculations indicate the presence of spatial intramolecular interactions between the phthalocyanine, pheophorbide and spacer fragments of the dyad allowing to forecast its enhanced nonlinear optical properties, as well as the characteristic energy transfer from the excited pheophorbide subunit to the phthalocyanine core. Indeed, when excited in the UV-Vis range, the conjugate shows red fluorescence with the spectral maximum at 686 nm, which is close to the one of the initial zinc phthalocyaninate. Furthermore, the dyad effectively generates singlet oxygen and, in the presence of polyvinylpyrrolidone (PVP) as biocompatible solubilizer, forms stable micellar saline solutions with the particles ranged in size between 40 and 100 nm. These nanoparticles represent promising third-generation photosensitizing systems for application in theranostics. lowing equation: [44] S R S R toluene f where G is the integrated emission area, n is the refractive index of the solvent, A λ is the absorbance at the excited wavelength, and Φ f is the fluorescence quantum yield. The indexes S and R correspond to the sample and the reference, respectively. The singlet oxygen ( 1 O 2 ) quantum yields ( Φ Δ ) were mea sured in freshly prepared solutions in toluene containing
在温和条件下，甲磷化合物a中α-酮乙酯与锌(II) 2-(2-羟甲基苄氧基)-9(10)、16(17)、23(24)-三叔丁基酞菁酸酯酯酯交换得到了第一个共价连接的金属酞菁酸酯与氯6衍生物。该二偶体呈现全色性质，在紫外-可见吸收光谱中显示酞菁和酞菁衍生带。1h NMR数据结合理论计算表明，酞菁、酞菁和间隔片段之间存在空间分子内相互作用，可以预测其增强的非线性光学性质，以及从受激发的酞菁亚基到酞菁核心的特征能量转移。在UV-Vis范围内激发时，共轭物显示出红色荧光，光谱最大值在686 nm处，与最初的酞菁酸锌接近。此外，该二元体有效地产生单线态氧，并在聚乙烯吡咯烷酮(PVP)作为生物相容性增溶剂存在下，形成粒径在40至100 nm之间的稳定胶束盐水溶液。这些纳米颗粒代表了第三代光敏系统在治疗学中的应用前景。下式:[44]S R S R甲苯f，其中G为积分发射面积，n为溶剂折射率，A λ为激发波长处的吸光度，Φ f为荧光量子产率。指标S和R分别对应样本和参考文献。在新鲜制备的含甲苯溶液中测量了单线态氧(o2)的量子产率(Φ Δ)
{"title":"A Covalently Linked Dyad Based on Zinc Phthalocyanine and Methylpheophorbide a: Synthetic and Physicochemical Study","authors":"I. O. Balashova, A. Tolbin, P. Tarakanov, Alexei R. Krot, K. V. Fedorova, I. Sergeeva, S. Trashin, K. Wael, V. Pushkarev, M. O. Koifman, G. Ponomarev","doi":"10.6060/mhc210338p","DOIUrl":"https://doi.org/10.6060/mhc210338p","url":null,"abstract":"The first covalently linked conjugate of metal phthalocyaninate and chlorin e 6 derivative has been obtained by transesterification of α-ketomethyl ester in methylpheophorbide a with zinc(II) 2-(2-hydroxymethylbenzyloxy)-9(10),16(17),23(24)-tri-tert-butylphthalocyaninate under mild conditions. The dyad exhibits a panchromatic nature revealing both the phthalocyanine and pheophorbide derived bands in the UV-Vis absorption spectrum. The 1 H NMR spectroscopy data combined with theoretical calculations indicate the presence of spatial intramolecular interactions between the phthalocyanine, pheophorbide and spacer fragments of the dyad allowing to forecast its enhanced nonlinear optical properties, as well as the characteristic energy transfer from the excited pheophorbide subunit to the phthalocyanine core. Indeed, when excited in the UV-Vis range, the conjugate shows red fluorescence with the spectral maximum at 686 nm, which is close to the one of the initial zinc phthalocyaninate. Furthermore, the dyad effectively generates singlet oxygen and, in the presence of polyvinylpyrrolidone (PVP) as biocompatible solubilizer, forms stable micellar saline solutions with the particles ranged in size between 40 and 100 nm. These nanoparticles represent promising third-generation photosensitizing systems for application in theranostics. lowing equation: [44] S R S R toluene f where G is the integrated emission area, n is the refractive index of the solvent, A λ is the absorbance at the excited wavelength, and Φ f is the fluorescence quantum yield. The indexes S and R correspond to the sample and the reference, respectively. The singlet oxygen ( 1 O 2 ) quantum yields ( Φ Δ ) were mea sured in freshly prepared solutions in toluene containing","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71166620","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}
B. Gafiatullin, D. Radaev, M. V. Osipova, E. Sultanova, V. Burilov, S. Solovieva, I. Antipin
New water-soluble derivatives of p-tert-butylthiacalix[4]arene have been synthesized in the stereoisomeric form 1,3-alternate with butyl and tetradecyl groups on one side of the macrocyclic platform and tri/tetraethylene glycol substituents on the other. The aggregation characteristics of macrocycles in the aquatic environment (CAC, aggre-gate size, zeta potential) have been studied. It has been demonstrated that the resulting aggregates have the ability to solubilize the lipophilic azo dye Orange OT, and the solubilizing ability significantly increases on going from butyl to tetradecyl derivatives. Using the methods of dynamic and electrophoretic light scattering and fluorimetry with ethidium bromide as a probe, it was shown that the obtained macrocycles interact with the DNA of the calf thymus. It was found that the efficiency of the interaction is greatly influenced by the length of the oxyethyl fragments: macrocycles containing tetraethylene glycol fragments are more effective than triethylene glycol analogs, causing a 2-fold compaction of DNA.
{"title":"Amphiphilic N-Oligoethyleneglycol-imidazolium Derivatives of p-tert-Butylthiacalix[4]arene: Synthesis, Aggregation and Interaction with DNA","authors":"B. Gafiatullin, D. Radaev, M. V. Osipova, E. Sultanova, V. Burilov, S. Solovieva, I. Antipin","doi":"10.6060/mhc210439s","DOIUrl":"https://doi.org/10.6060/mhc210439s","url":null,"abstract":"New water-soluble derivatives of p-tert-butylthiacalix[4]arene have been synthesized in the stereoisomeric form 1,3-alternate with butyl and tetradecyl groups on one side of the macrocyclic platform and tri/tetraethylene glycol substituents on the other. The aggregation characteristics of macrocycles in the aquatic environment (CAC, aggre-gate size, zeta potential) have been studied. It has been demonstrated that the resulting aggregates have the ability to solubilize the lipophilic azo dye Orange OT, and the solubilizing ability significantly increases on going from butyl to tetradecyl derivatives. Using the methods of dynamic and electrophoretic light scattering and fluorimetry with ethidium bromide as a probe, it was shown that the obtained macrocycles interact with the DNA of the calf thymus. It was found that the efficiency of the interaction is greatly influenced by the length of the oxyethyl fragments: macrocycles containing tetraethylene glycol fragments are more effective than triethylene glycol analogs, causing a 2-fold compaction of DNA.","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71166826","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}
A series of new hemiporphyrazines bearing camphorapyrazine fragments were synthesized using microwave assisted solvent-free protocol by interaction of m-phenylenediamine, 1(H)- or 1-dodecyl-3,5-diamino-1,2,4-triazole with racemic mixture, R-(+)- or S-(-)-camphoradicyanopyrazines. The obtained macroheterocycles were characterized by mass spectrometry, UV-Vis, IR, 1 H and 13 C NMR spectroscopy and elemental analysis data.
{"title":"Microwave-Assisted Synthesis and Characterization of Carba- and Triazolehemiporphyrazines with Camphorapyrazine Fragments","authors":"A. S. Kuznetsova, M. Islyaikin, T. Torres","doi":"10.6060/mhc210336k","DOIUrl":"https://doi.org/10.6060/mhc210336k","url":null,"abstract":"A series of new hemiporphyrazines bearing camphorapyrazine fragments were synthesized using microwave assisted solvent-free protocol by interaction of m-phenylenediamine, 1(H)- or 1-dodecyl-3,5-diamino-1,2,4-triazole with racemic mixture, R-(+)- or S-(-)-camphoradicyanopyrazines. The obtained macroheterocycles were characterized by mass spectrometry, UV-Vis, IR, 1 H and 13 C NMR spectroscopy and elemental analysis data.","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71166951","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}
{"title":"Formation of Associates of Porphyrins and Water in C6D6 Medium","authors":"D. V. Belykh, A. L. Stolypko","doi":"10.6060/mhc213945b","DOIUrl":"https://doi.org/10.6060/mhc213945b","url":null,"abstract":"","PeriodicalId":18090,"journal":{"name":"Macroheterocycles","volume":"1 1","pages":""},"PeriodicalIF":1.4,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"71167294","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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