3757-06-0Relevant articles and documents
Encapsulation of functional moieties within branched star polymers: Effect of chain length and solvent on site isolation
Hecht,Vladimirov,Frechet
, p. 18 - 25 (2001)
Porphyrin and pyrene photoactive cores have been encapsulated within an isolating polymeric shell using an efficient and general strategy based on the use of dendritic initiators for the ring-opening polymerization of ε-caprolactone to yield functional core star polymers. The isolation of the core functionalities has been studied using fluorescence quenching and fluorescence resonance energy transfer (FRET) techniques as well as solvatochromic probes. With increasing chain length as well as solvent polarity, enhanced site isolation of the core has been observed. These findings have been correlated to actual molecular dimensions independently measured by pulsed field gradient spin - echo (PGSE) NMR. The developed synthetic methodology offers a rapid route to efficient encapsulation of functional moieties and therefore has potential for the design of new materials.
Photo-controlled growth of polymeric submicron-sized particles
Avó, Jo?o,Lima, Jo?o C.,Parola, A. Jorge
, p. 993 - 996 (2019)
A tripodal coumarin derivative shows complex photoreactivity, changing from intra- to intermolecular photodimerization with increasing concentration. At high concentration, the compound undergoes efficient photopolymerization, resulting in the formation of polymeric submicron-sized particles. The size of these particles can be precisely increased through photoirradiation, without affecting their polydispersity.
X-ray crystallographic analysis of N,N-diallylcoumarincarboxamides and the solid-state photochemical reaction
Sakamoto, Masami,Kato, Mamoru,Oda, Eishi,Kobaru, Shuichiro,Mino, Takashi,Fujita, Tsutomu
, p. 3028 - 3032 (2006)
X-ray crystallographic analysis and the photochemical aspects of N,N-diallylcoumarincarboxamides were investigated. Irradiation of the corresponding amides promoted stereoselective intramolecular cyclobutane formation exclusively. The solid-state photoreaction of the coumarinamide without substituent on the 4-position proceeded in a crystal-to-crystal manner. On the other hand, photolysis of the amide possessing a methyl group at the 4-position also effected 2+2 cycloaddition; however, the reaction proceeded much slower. The difference in the reactivity was explainable on the basis of the molecular conformation in the crystal lattice.
Synthesis and antimicrobial activity of coumarin and benzodioxazepine-, diazazepine- and benzoxazepine-substituted penicillins
Bonsignore, L.,Logu, A. de,Loy, G.,Lavagna, S.M.,Secci, D.
, p. 479 - 486 (1994)
Some semisynthetic penicillins 6-substituted with benzo-condensed heterocyclic derivatives were prepared using the reaction of carbon suboxide with Schiff bases and disubstituted benzoic acids.The microbiological assay performed with the penicillins and their intermediates showed a good activity for one Schiff base and a weak activity for the other compounds. coumarin penicillin / Schiff base / carbon suboxide / antimicrobial activity
Two benzoyl coumarin amide fluorescence chemosensors for cyanide anions
Wang, Zian,Wu, Qianqian,Li, Jiale,Qiu, Shuang,Cao, Duxia,Xu, Yongxiao,Liu, Zhiqiang,Yu, Xueying,Sun, Yatong
, p. 1 - 6 (2017)
Two new benzoyl coumarin amide derivatives with ortho hydroxyl benzoyl as terminal group have been synthesized. Their photophysical properties and recognition properties for cyanide anions in acetonitrile have also been examined. The influence of electron donating diethylamino group in coumarin ring and hydroxyl in benzoyl group on recognition properties was explored. The results indicate that the compounds can recognize cyanide anions with obvious absorption and fluorescence spectral change and high sensitivity. The import of diethylamine group increases smartly the absorption ability and fluorescence intensity of the compound, which allows the recognition for cyanide anions can be observed by naked eyes. The in situ hydrogen nuclear magnetic resonance spectra combining photophysical properties change and job's plot data confirm that Michael addition between the chemosensors and cyanide anions occurs. Molecular conjugation is interrupted, which leads to fluorescence quenching. At the same time, there is a certain extent hydrogen bond reaction between cyanide and hydroxyl group in the compounds, which is beneficial to the recognition.
Water tuned nano/micro-structures in a redox-responsive supramolecular gel
Gao, Yuxia,Lu, Jinrong,Wu, Jindan,Hu, Jun,Ju, Yong
, p. 63539 - 63543 (2014)
A redox-responsive chiral supramolecular gel based on coumarin-tailed cholesterol linked with disulfide was reported. It was found that the gelation was primarily driven by the combination of hydrogen bonding, π-π stacking, and van der Waals forces. Moreover, its assembled morphology could be regulated from nanofibers to micro flowers and ribbons by water on account of its amphiphilic nature.
An Activity-Based Ratiometric Fluorescent Probe for In Vivo Real-Time Imaging of Hydrogen Molecules
Chen, Danyang,Gong, Wanjun,He, Qianjun,Jiang, Lingdong,Jiang, Mengna,Jin, Zhaokui,Qin, Shucun,Yu, Zhiqiang,Zhu, Yanxia
supporting information, (2022/01/19)
To reveal the biomedical effects and mechanisms of hydrogen molecules urgently needs hydrogen molecular imaging probes as an imperative tool, but the development of these probes is extremely challenging. A catalytic hydrogenation strategy is proposed to d
Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27
Pillaiyar, Thanigaimalai,Rosato, Francesca,Wozniak, Monika,Blavier, Jeremy,Charles, Ma?lle,Laschet, Céline,Kronenberger, Thales,Müller, Christa E.,Hanson, Julien
, (2021/08/27)
GPR27 belongs, with GPR85 and GPR173, to a small subfamily of three receptors called “Super-Conserved Receptors Expressed in the Brain” (SREB). It has been postulated to participate in key physiological processes such as neuronal plasticity, energy metabolism, and pancreatic β-cell insulin secretion and regulation. Recently, we reported the first selective GPR27 agonist, 2,4-dichloro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (I, pEC50 6.34, Emax 100%). Here, we describe the synthesis and structure-activity relationships of a series of new derivatives and analogs of I. All products were evaluated for their ability to activate GPR27 in an arrestin recruitment assay. As a result, agonists were identified with a broad range of efficacies including partial and full agonists, showing higher efficacies than the lead compound I. The most potent agonist was 4-chloro-2,5-difluoro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7y, pEC50 6.85, Emax 37%), and the agonists with higher efficacies were 4-chloro-2-methyl-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7p, pEC50 6.04, Emax 123%), and 2-bromo-4-chloro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7r, pEC50 5.99, Emax 123%). Docking studies predicted the putative binding site and interactions of agonist 7p with GPR27. Selected potent agonists were found to be soluble and devoid of cellular toxicity within the range of their pharmacological activity. Therefore, they represent important new tools to further characterize the (patho)physiological roles of GPR27.
