31005-03-5Relevant articles and documents
Photo-switchable nanoporous silica supports for controlled drug delivery
Zeleňák, Vladimír,Beňová, Eva,Almá?i, Miroslav,Halamová, Dá?a,Hornebecq, Virginie,Hronsky, Viktor
, p. 13263 - 13271 (2018)
A photo-responsive ligand 7-[(3-triethoxysilyl)propoxy]coumarin (C) was grafted on the surface of a mesoporous silica SBA-12 material. The obtained functionalized support SBA-12_C was used as an effective light-controlled storage/release system of the anti-inflammatory drug naproxen. Irradiation with UV light at 365 nm induces the photo-dimerization of the coumarin on the surface, giving a dimer connected by a cyclobutane ring, leading to pore closure. However, irradiation with UV light of a shorter wavelength, 254 nm, leads to the cleavage of the dimers, opening of the pores, and the guest drug molecules can be released from the pores. The release of the drug was studied in two types of media, a simulated body fluid at pH = 7 and a simulated gastric fluid at pH = 2. The prepared materials were characterized by high resolution transmission electron microscopy (HR-TEM), nitrogen adsorption/desorption, infrared spectroscopy (FT-IR), thermoanalytical methods (TG/DTA) and liquid and solid-state NMR spectroscopy. The amount of released drug was monitored by HPLC chromatography at defined time intervals. The samples with pores closed by coumarin dimers were tight enough to show premature release of the drug from the sample. After light-driven pore opening, the amounts of released naproxen from coumarin modified mesoporous silica were different, depending on the pH conditions of the release media.
SESEBRINIC ACID, A CINNAMIC ACID DERIVATIVE FROM SESELI SIBIRICUM
Banerjee, Sunil K.,Mukhopadhyay, Sibabrata,Gupta, Bishan D.,Singh, Kuber,Raj, Som
, p. 1817 - 1820 (1987)
A new cinnamic acid, sesebrinic acid, was isolated from the aerial parts of Seseli sibiricum; its structure was elucidated by chemical and spectral data and hemisynthesis.A number of its analogues were also synthesized. - Key Word Index: Seseli sibiricum; Umbelliferae; coumarins; sesebrinic acid; synthesis.
Realizing both selective adsorption and efficient regeneration using adsorbents with photo-regulated molecular gates
Zhu, Jing,Ding, Jia-Jia,Liu, Xiao-Qin,Tan, Peng,Sun, Lin-Bing
, p. 4006 - 4009 (2016)
A new generation of smart adsorbents was designed by grafting photo-responsive molecules onto the pore entrances of mesoporous silica. These molecules act as the gates of the mesopores, which are reversibly closed/opened upon light irradiation. Our smart adsorbents thus realize both selective adsorption and efficient desorption, which is highly expected for adsorption but impossible for traditional adsorbents with fixed pore entrances.
A fluorogenic assay for transketolase from Saccharomyces cerevisiae
Sevestre, Aurélie,Hélaine, Virgil,Guyot, Ghislain,Martin, Christine,Hecquet, Laurence
, p. 827 - 830 (2003)
In order to generate transketolase (TK) with new or improved properties by in vitro evolution, an efficient screening system is an absolute prerequisite for identifying the evolved enzyme variants. We report here an assay allowing us to detect wild type TK activity in vitro by fluorescence. We examined the use of the fluorogenic compound 1 as donor substrate of TK, which is itself non fluorescent but releases a fluorescent product: umbelliferone.
Photoresponsive cellulose paper as a molecular printboard for covalent printing
Rull-Barrull,D'Halluin,Le Grognec,Felpin
, p. 5154 - 5162 (2017)
This contribution unveils and defines the concept of covalent printing onto cellulose paper through the support of a simple and efficient strategy. A photoresponsive cellulose paper bearing disulfide functional groups was created as a molecular printboard for spatio-temporal writing through thiol-X ligation of functional inks upon light irradiation. This strategy using molecular inks in a modular way culminated with the creation of patterns with a high resolution. Hidden covalent writing to the naked eyes was developed through the use of coumarin-based inks while the use of colored inks containing a rhodamine backbone established an uncovered pH-responsive covalent printing, both strategies can potentially find applications in the formation of anti-counterfeiting devices.
A novel fluorescent functional monomer as the recognition element in core-shell imprinted sensors responding to concentration of 2,4,6-trichlorophenol
Ren, Baixiang,Qi, Huan,Li, Xiuying,Liu, Lihui,Gao, Lin,Che, Guangbo,Hu, Bo,Wang, Liang,Lin, Xue
, p. 6083 - 6089 (2018)
We have demonstrated a fluorescent functional monomer instead of the traditional functional monomers for molecularly imprinted sensors. The sensors were firstly used to selectively detect 2,4,6-trichlorophenol (2,4,6-TCP) by solid fluorescence detection without a dispersion solution. Moreover, the selectivity and anti-interference ability of the SiO2@dye-FMIPs sensor meet the requirements of a fluorescent sensor. The novel fluorescent monomer introduced into MIP is no longer just a fluorophore without recognizing ability. The fluorescence intensity of SiO2@dye-FMIPs showed a linear response to 2,4,6-TCP concentration in the range of 0-100 nM with a detection limit of 0.0534 nM. We could also demonstrate that such a system can not only get rid of the confines of traditional functional monomers and detection manner, but also improved the applications of MIPs sensors in sensing systems.
Synthesis and biological evaluation of novel coumarin derivatives in rhabdoviral clearance
Chen, Jiong,Hu, Yang,Liu, Lei,Qiu, Tianxiu,Shan, Lipeng
supporting information, (2021/08/10)
Diseases caused by rhabdoviruses have had a huge impact on the productive lives of the entire human population. The main problem is the lack of drugs for the treatment of this family of viruses. Infectious hematopoietic necrosis virus (IHNV), the causative agent of IHN, is a typical rhabdovirus which has caused huge losses to the salmonid industry. Therefore, in this study, IHNV was studied as a model to evaluate the antiviral activity of 35 novel coumarin derivatives. Coumarin A9 was specifically selected for further validation studies upon comparing the half maximum inhibitory concentration (IC50) of four screened candidate derivatives in epithelioma papulosum cyprinid (EPC) cells, as it exhibited an IC50 value of 2.96 μM against IHNV. The data revealed that A9 treatment significantly suppressed the virus-induced cytopathic effect (CPE) in EPC cells. In addition, A9 showed IC50 values of 1.68 and 2.12 μM for two other rhabdoviruses, spring viremia of carp virus and micropterus salmoides rhabdovirus, respectively. Furthermore, our results suggest that A9 exerts antiviral activity, but not by destroying the virus particles and interfering with the adsorption of IHNV. Moreover, we found that A9 had an inhibitory effect on IHNV-induced apoptosis in EPC cells, as reflected by the protection against cell swelling, formation of apoptotic bodies, and loss of cell morphology and nuclear division. There was a 19.05 % reduction in the number of apoptotic cells in the A9 treatment group compared with that in the IHNV group. In addition, enzyme activity assays proved that A9 suppressed the expression of caspase 3, 8 and 9. These results suggested that A9 inhibit viral replication, to some extent, by blocking IHNV-induced apoptosis. In an in vivo study, A9 exhibited an anti-rhabdovirus effect in virus-infected fish by substantially enhancing the survival rate. Consistent with the above results, A9 repressed IHNV gene expression in virus-sensitive tissues (brain, kidney and spleen) in the early stages of virus infection. Importantly, the data showed that horizontal transmission of IHNV was reduced by A9 in a static cohabitation challenge model, especially in fish that underwent bath treatment, suggesting that A9 might be a suitable therapeutic agent for IHNV in aquaculture. Therefore, coumarin derivatives can be developed as antiviral agents against rhabdoviruses.
