80832-58-2Relevant academic research and scientific papers
4'-Methyl derivatives of 5-MOP and 5-MOA: Synthesis, photoreactivity, and photobiological activity
Gia, Ornella,Anselmo, Antonella,Conconi, Maria Teresa,Antonello, Cipriano,Uriarte, Eugenio,Caffieri, Sergio
, p. 4489 - 4496 (1996)
The synthesis and photobiological activity of four new 4'-methyl derivatives of 5-MOP (5-methoxypsoralen) and 5-MOA (5-methoxyangelicin), i.e., 4,4'-dimethyl-5-methoxypsoralen, 3,4'-dimethyl-5-methoxypsoralen, 4,4'- dimethyl-5-methoxyangelicin, and 3,4'-dimethyl-5-methoxyangelicin, are described. All these compounds photobind efficiently to DNA. The DNA- photobinding process was investigated using various nucleic acid structures such as double-helix DNA, bacterial DNA, and synthetic polydeoxyribonucleotides. Photoreaction experiments showed that, unlike 8- MOP (8-methoxypsoralen) and 5-MOP, both angular derivatives bind thymine and cytosine with the same efficiency. The principal nucleoside-psoralen monoadducts were isolated and characterized after enzymatic digestion or acid hydrolysis. Biological activity studies revealed a good correlation with the extent of covalent photoaddition. Moreover, the two angular derivatives and the 4,4'-dimethyl-5-methoxypsoralen were unable to induce skin erythema, in striking contrast with the reference drugs, 8-MOP and 5-MOP; only the 3,4'- dimethyl-5-methoxypsoralen caused erythema, although to a substantially lower extent than that induced by the two parent compounds.
A mild and chemoselective dealkylation of alkyl aryl ethers by cerium(III) chloride-NaI
Yadav,Subba Reddy,Madan,Riaz Hashim
, p. 738 - 739 (2007/10/03)
The alkoxy groups present ortho to carbonyl group in alkoxybenzaldehydes are selectively deprotected in high yields leaving other alkoxy groups unaffected by cerium(III) chloride-NaI in refluxing acetonitrile under neutral reaction conditions.
