24463-15-8Relevant articles and documents
A pillararene-based ternary drug-delivery system with photocontrolled anticancer drug release
Yu, Guocan,Yu, Wei,Mao, Zhengwei,Gao, Changyou,Huang, Feihe
, p. 919 - 925 (2015)
A study was conducted to report a supramolecular system that met these design criteria. Specifically, a photodegradable anticancer prodrug ( Py-Cbl ) containing the anticancer drug chlorambucil and fluorophore pyrene was designed and synthesized. The photo-cleavable group here performed two important functions, such as providing photoresponsive control over the drug release and serving as a linker between the fluorophore and the drug. The absorption and emission spectra of Py-Cbl were first investigated by using UV and fluorescence spectroscopy. The band at 340 nm corresponding to Py-Cbl was similar to that of PyOH in water.
Competitive occurrence of homolytic N-O and heterolytic C-O bond cleavage in excited-state 1-(arylmethyloxy)-2-pyridones
Yoshioka, Nariyoshi,Andoh, Chihei,Kubo, Kanji,Igarashi, Tetsutaro,Sakurai, Tadamitsu
, p. 1927 - 1932 (2007/10/03)
The irradiation at 340 nm of the title compounds having 9-anthryl and pyren-1-yl groups in methanol was found to give the heterolytic C-O bond cleavage products: 1-hydroxy-2-pyridone and aryl-substituted dimethyl ether (which predominate for the reaction of the former title compound) in addition to 2-pyridone, aryl-substituted methanol and aryl-substituted formaldehyde derived from the homolysis of the N-O bond (which mainly occurs in the photolysis of the latter title compound). It was also found that substitution of the methyl group for hydrogen at the 6-position of the pyridone skeleton in 1-(9-anthrylmethyloxy)-2-pyridone decreases the relative composition of the arylsubstituted dimethyl ether to some extent. These substituent effects on the product compositions were explained in terms of stereoelectronic effects on a charge transfer-type interaction between the aromatic and pyridone rings in the singlet excited state. Analyses of the ground-state conformation for the title compounds by MM2 calculations and 1H NMR spectroscopy, as well as of their singlet excited-state behaviour, substantiated the existence of a non-emissive intramolecular exciplex intermediate which plays a key role in inducing the C-O bond heterolysis.
Photoinduced heterolysis of the carbon-oxygen bond in bichromophoric 1- arylmethyloxy-2-pyridones
Sakurai, Tadamitsu,Kubo, Kanji,Kojima, Shunsuke,Shoro, Takuya,Inoue, Hiroyasu
, p. 9747 - 9750 (2007/10/03)
Irradiation of the title compound having a 9-anthryl (1a) or a 1- pyrenyl group (1b) in methanol was found to give the heterolytic C-O bond cleavage products: 1-hydroxy-2-pyridone and arylmethyl methyl ether, (which predominate for the reaction of 1a), along with 2-pyridone, aryl-substituted methanol and aryl aldehyde derived from the homolysis of the N-O bond (that mainly occurs in the photolysis of 1b). Spectroscopic analysis of the ground- state and excited singlet-state behavior of 1 revealed that a non-emissive intramolecular exciplex (whose formation rate is much faster in 1a than in 1b) plays a key role in inducing the C-O bond heterolysis.