Porphyrin Science by Women最新文献_第4页

New peripherally substituted lutetium mono and bis phthalocyanines: Synthesis and comparative photophysical and photochemical properties 新型外周取代单酞菁镥及其双酞菁:合成及比较光物理和光化学性质

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501840

Nagihan Kocaağa, Öznur Dülger Kutlu, A. Erdoğmuş

{"title":"New peripherally substituted lutetium mono and bis phthalocyanines: Synthesis and comparative photophysical and photochemical properties","authors":"Nagihan Kocaağa, Öznur Dülger Kutlu, A. Erdoğmuş","doi":"10.1142/s1088424619501840","DOIUrl":"https://doi.org/10.1142/s1088424619501840","url":null,"abstract":"In this study, the synthesis and characterization of mono-(phthalocyaninato) lutetium(III) (1-Cl and 1-F) [Lu[Formula: see text](AcO)(Pc)] (Pc [Formula: see text] phthalocyaninato, AcO [Formula: see text] acetate) and bis-(phthalocyaninato) lutetium(III) (2-Cl and 2-Br) [Lu[Formula: see text]Pc[Formula: see text]] bearing halogenated (F, Cl and Br) phenoxy–phenoxy groups are described and verified by IR, [Formula: see text]H-NMR, UV-vis and mass spectrometry. Photochemical and photophysical properties of 1-F, 1-Cl 2-Cl and 2-Br in DMSO are also presented. A comparison between photophysical and photochemical parameters of mono and bis derivatives showed that mono phthalocyanines are better photosensitizers than bis phthalocyanines. Photophysical and photochemical properties of phthalocyanines are very useful for photodynamic therapy applications. Singlet oxygen quantum yields [Formula: see text] give an indication of the potential of the complexes as photosensitizers in photodynamic therapy applications. The chloro, fluoro, bromo-phenoxy–phenoxy substituted mono-(phthalocyaninato) lutetium(III) complexes (1-Cl and 1-F) gave good singlet oxygen quantum yields (from 0.86 to 0.80) in DMSO. Thus, these complexes show potential as Type II photosensitizers for PDT of cancer.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"5 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86291020","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 3

Regioselective reduction of 5-aryl-10,15,20-tris(pyridyl) porphyrin to 5-aryl-10,15,20-tris(pyridyl)dihydroporphyrin (chlorin) 5-芳基-10,15,20-三(吡啶基)卟啉的区域选择性还原为5-芳基-10,15,20-三(吡啶基)二氢卟啉(氯)

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501438

Frédérique Brégier, J. Godard, Jordan Thiais, Soukaina Bouramtane, Alexia Moulin, Y. Champavier, Alexis Mailleau, V. Chaleix, V. Sol

{"title":"Regioselective reduction of 5-aryl-10,15,20-tris(pyridyl) porphyrin to 5-aryl-10,15,20-tris(pyridyl)dihydroporphyrin (chlorin)","authors":"Frédérique Brégier, J. Godard, Jordan Thiais, Soukaina Bouramtane, Alexia Moulin, Y. Champavier, Alexis Mailleau, V. Chaleix, V. Sol","doi":"10.1142/s1088424619501438","DOIUrl":"https://doi.org/10.1142/s1088424619501438","url":null,"abstract":"Dihydroporphyrins or chlorins differ from porphyrins only by saturation of a peripheral double bond of the macrocycle. However, this small structural difference leads to a significant increase of the absorption band at approximately 650 nm, which makes them very interesting candidates for photodynamic therapy applications. The reduction of porphyrins bearing two, three or four pyridyl substituents with tin(II) chloride has been developed for the synthesis of dihydroporphyrins in yields of 15–73%. The reduction of 5-(aryl)-10,15,20-tris(2 or 4-pyridyl)porphyrin with tin(II) chloride dihydrate demonstrated good regioselectivity. Porphyrins with one meso-aryl bearing one electron-donating group (EDG) gave 5-aryl-10,15,20-tris(2- or 4-pyridyl)-17,18-dihydroporphyrins in 17–72% yield. Porphyrins with one meso-aryl bearing one or more electron-withdrawing groups (EWG) gave 5-aryl-10,15,20-tris(4-pyridyl)-17,18-dihydroporphyrins or 5-aryl-10,15,20-tris(4-pyridyl)-7,8-dihydroporphyrins in 15–21% yield and isobacteriochlorin. We have also proven the possibility of functionalizing these compounds to design new regioisomerically pure photosensitizers.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"57 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84054161","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 1

(Hydr)oxo-bridged heme complexes: From structure to reactivity (水)氧桥接血红素复合物:从结构到反应性

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619300258

M. C. Carrasco, S. Hematian

{"title":"(Hydr)oxo-bridged heme complexes: From structure to reactivity","authors":"M. C. Carrasco, S. Hematian","doi":"10.1142/s1088424619300258","DOIUrl":"https://doi.org/10.1142/s1088424619300258","url":null,"abstract":"Iron–porphyrins ([Formula: see text] hemes) are present throughout the biosphere and perform a wide range of functions, particularly those that involve complex multiple-electron redox processes. Some common heme enzymes involved in these processes include cytochrome P450, heme/copper oxidase or heme/non-heme diiron nitric oxide reductase. Consequently, the (hydr)oxo-bridged heme species have been studied for the important roles that they play in many life processes or for their application for catalysis and preparation of new functional materials. This review encompasses important synthetic, structural and reactivity aspects of the (hydr)oxo-bridged heme constructs that govern their function and application. The properties and reactivity of the bridging (hydr)oxo moieties are directly dictated by the coordination environment of the heme core, the nature and ligation of the second metal center attached to the (hydr)oxo group, the presence or absence of a linker, and the degree of flexibility around that linker within the scaffold. Here, we summarize the structural features of all known (hydr)oxo-bridged heme constructs and use those to categorize and thus, provide a more comprehensive picture of structure–function relationships.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"32 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85390573","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 3

Grafting, self-organization and reactivity of double-decker rare-earth phthalocyanine 双层稀土酞菁的接枝、自组织和反应性

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501736

N. Witkowski, J. Lüder, I. Bidermane, M. Farronato, G. Prévot, M. Bouvet, C. Puglia, B. Brena

{"title":"Grafting, self-organization and reactivity of double-decker rare-earth phthalocyanine","authors":"N. Witkowski, J. Lüder, I. Bidermane, M. Farronato, G. Prévot, M. Bouvet, C. Puglia, B. Brena","doi":"10.1142/s1088424619501736","DOIUrl":"https://doi.org/10.1142/s1088424619501736","url":null,"abstract":"Unveiling the interplay of semiconducting organic molecules with their environment, such as inorganic materials or atmospheric gas, is the first step to designing hybrid devices with tailored optical, electronic or magnetic properties. The present article focuses on a double-decker lutetium phthalocyanine known as an intrinsic semiconducting molecule, holding a Lu ion in its center, sandwiched between two phthalocyanine rings. Carrying out experimental investigations by means of electron spectroscopies, X-ray diffraction and scanning probe microscopies together with advanced ab initio computations, allows us to unveil how this molecule interacts with weakly or highly reactive surfaces. Our studies reveal that a molecule–surface interaction is evidenced when molecules are deposited on bare silicon or on gold surfaces together with a charge transferred from the substrate to the molecule, affecting to a higher extent the lower ring of the molecule. A new packing of the molecules on gold surfaces is proposed: an eclipse configuration in which molecules are flat and parallel to the surface, even for thick films of several hundreds of nanometers. Surprisingly, a robust tolerance of the double-decker phthalocyanine toward oxygen molecules is demonstrated, leading to weak chemisorption of oxygen below 100 K.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"24 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77995541","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 1

Soft fluorescent organic nanodots as nanocarriers for porphyrins 软荧光有机纳米点作为卟啉的纳米载体

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s108842461950158x

I. Sasaki, Jonathan Daniel, S. Marais, J. Verlhac, M. Vaultier*, M. Blanchard‐Desce

{"title":"Soft fluorescent organic nanodots as nanocarriers for porphyrins","authors":"I. Sasaki, Jonathan Daniel, S. Marais, J. Verlhac, M. Vaultier*, M. Blanchard‐Desce","doi":"10.1142/s108842461950158x","DOIUrl":"https://doi.org/10.1142/s108842461950158x","url":null,"abstract":"Novel fluorescent organic nanoparticles made from citric acid and diethylenetriamine were used as biocompatible and highly water-soluble nanocarriers for hydrophobic tetraphenylporphyrin (TPP). The tetraphenylporphyrin units were covalently attached to the nanoparticles, generating conjugated nanoparticles which retain water solubility and preserve the photophysical properties of monomeric TPP. The conjugated nanoparticles show two distinct fluorescence features: blue emission from the nanoparticle when excited in the near-UV (360 nm) and characteristic far-red emission of the TPP when excited in the visible (Soret band or Q bands). The uptake of the conjugated nanoparticles in live human neuroblastoma cancer cells was evidenced using two-photon microscopy. These experiments demonstrate that the fluorescent organic nanoparticles do act as efficient nanocarriers, allowing cell internalization of hydrophobic porphyrins. These conjugated nanoparticles appear as promising nanotools for theranostic (based on the combination of imaging and monitoring of the nanoparticle fluorescence) and therapeutic (photodynamic therapy by selectively exciting the grafted porphyrin units) modalities.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"120 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87709402","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 1

Steady state charge conduction through solution processed liquid crystalline lanthanide bisphthalocyanine films 溶液处理液晶镧系双酞菁薄膜的稳态电荷传导

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501918

C. Pal, I. Chambrier, A. Cammidge, Ashwani K. Sharma, A. Ray

{"title":"Steady state charge conduction through solution processed liquid crystalline lanthanide bisphthalocyanine films","authors":"C. Pal, I. Chambrier, A. Cammidge, Ashwani K. Sharma, A. Ray","doi":"10.1142/s1088424619501918","DOIUrl":"https://doi.org/10.1142/s1088424619501918","url":null,"abstract":"In-plane electrical characteristics of non-peripherally octyl(C[Formula: see text]H[Formula: see text]- and hexyl(C[Formula: see text]H[Formula: see text]-substituted liquid crystalline (LC) double decker lanthanide bisphthalocyanine (LnPc[Formula: see text] complexes with central metal ions lutetium (Lu), and gadolinium (Gd) have been measured in thin film formulations on interdigitated gold (Au) electrodes for the applied voltage ([Formula: see text] range of [Formula: see text]. The conduction mechanism is found to be Ohmic within the bias of [Formula: see text] while the bulk limited Poole–Frenkel mechanism is responsible for the higher bias. The compounds show individual characteristics depending on the central metal ions, substituent chain lengths and their mesophases. Values of 67.55 [Formula: see text]cm[Formula: see text] and 42.31 [Formula: see text]cm[Formula: see text] have been obtained for room temperature in-plane Ohmic conductivity of as-deposited octyl lutetium (C[Formula: see text]LuPc[Formula: see text] and hexyl gadolinium (C[Formula: see text]GdPc[Formula: see text] films, respectively while C[Formula: see text]GdPc[Formula: see text] films exhibit nearly two orders of magnitude smaller conductivity. On annealing at 80[Formula: see text]C, Ohmic conductivities of C[Formula: see text]LuPc[Formula: see text] and C[Formula: see text]GdPc[Formula: see text] are found to have increased but the conductivity of C[Formula: see text]GdPc[Formula: see text] decreased by more than one order of magnitude to 1.5 [Formula: see text]cm[Formula: see text]. For physical interpretation of the charge transport behavior of these three molecules, their UV-vis optical absorption spectra in the solution and in as-deposited and annealed solid phases and atomic force microscopy study have been performed. It is believed that both orientation and positional reorganizations are responsible, depending upon the size of the central ion and side chain length.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"100 11","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91447369","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis of the porphyrin-calix[4]arene conjugates via Pd-catalyzed amination and their evaluation as fluorescent chemosensors pd催化胺化法制备卟啉-杯[4]芳烃缀合物及其荧光化学传感器评价

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501761

A. Yakushev, A. Averin, Maria V. Sakovich, I. Vatsouro, V. Kovalev, S. Syrbu, O. Koifman, I. Beletskaya

引用次数: 0

40 years with porphyrazines 服用了40年的卟啉类药物

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619300246

O. G. Khelevina, A. Malyasova

引用次数: 8

An electrochemical quartz crystal microbalance study of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin electropolymerization process 5,10,15,20-四(4-羟基苯基)卟啉电聚合过程的电化学石英晶体微天平研究

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501657

M. V. Tesakova, S. M. Kuz’min, V. Parfenyuk

{"title":"An electrochemical quartz crystal microbalance study of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin electropolymerization process","authors":"M. V. Tesakova, S. M. Kuz’min, V. Parfenyuk","doi":"10.1142/s1088424619501657","DOIUrl":"https://doi.org/10.1142/s1088424619501657","url":null,"abstract":"The process of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin electropolymerization has been studied by the quartz crystal microbalance method in different electrodeposition conditions. The films were deposited in two modes: in potentiostatic conditions (at the potential of [Formula: see text]2 V) and in potentiodynamic conditions (CV with the potential scan rate of 20 mV/s). The effect of electrolysis parameters on 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin electropolymerization has been studied by obtaining films in two modes and using two supporting electrolytes: tetrabutylammonium perchlorate or tetrabutylammonium hexafluorophosphate. The biggest film mass gain was observed on a clean electrode surface. At further film deposition on the polyporphyrin-coated electrode, the film mass growth stopped. The electrodeposition effectiveness was somewhat higher in the potentiodynamic conditions, with the formation of a looser film. The nature of the supporting electrolyte did not have a significant effect on the electrodeposition process. A significant contribution to the deposition was made by the electrode material. The film thickness was 25–80 nm. The films possessed [Formula: see text]-type conductivity; and the flat-band potential for poly-H[Formula: see text]T(4-OHPh)P obtained in potentiodynamic conditions was 0.33 V, for poly-H[Formula: see text]T(4-OHPh)P obtained in potentiostatic conditions it was 0.16 V.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"61 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83975515","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 3

Graphene-based stochastic sensors for pattern recognition of gastric cancer biomarkers in biological fluids 基于石墨烯的随机传感器用于生物体液中胃癌生物标志物的模式识别

Porphyrin Science by Women Pub Date : 2019-12-01 DOI: 10.1142/s1088424619501293

R. S. Staden, Ruxandra-Maria Ilie-Mihai, F. Pogacean, S. Pruneanu

引用次数: 10