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New Amino Acid Derivatives of 6H-Indolo[2,3-b]quinolines

Sidoryk K., Kaczmarek Ł., Szczepek W. J., Wietrzyk J., Świtalska M., Peczyńska-Czoch W.

Polish Journal of Chemistry

2008

Vol. 82, nr 11

2095-2105

Some of alkyl, dialkylaminoalkyl and saccharide derivatives of 6H- indolo[2,3-b]quinoline manifest a cytotoxic activity. A wider application of these compounds is limited because of their low water solubility. Attaching aminoacids and peptides to a drug can increase its solubility, selectivity, and bioavailability. A series of novel 6H- in dolo[2,3- b]quinoline derivatives, substituted at C-2 or C-9 with an aminoacid, was designed and synthesized. These compounds were evaluated in vitro for their cytotoxic activity against KB cells (human cervix carcinoma). Gly, His, Pro, and Ser derivatives revealed cytotoxic activity.

A New Approach to Synthesis of Questiomycin A: Oxidative Cyclocondensation of ortho-Aminophenol

Giurg M., Wiech E., Piekielska K., Gębala M., Młochowski J., Wolański M., Ditkowski B., Peczyńska-Czoch W.

Polish Journal of Chemistry

2006

Vol. 80, nr 2

297-306

Oxidation of ortho-aminophenol (1) to 2-amino-3H-phenoxazin-3-one (2) by air,manganese( IV) oxide, hydrogen peroxide or tert-butylhydroperoxide in the presence of different activators including such enzymes as laccase and peroxidase was studied. The most effective oxidants were air/Co(salen), MnO2/2,6-dicarboxypyridine complex 3k, H2O2/ebselen, H2O2/2,2'-dicarbamoylphenyldiphenyl disenide and TBHP/diphenyl diselenides 4d and 4e. Laccase and peroxidase were less active agents. The six-electron cyclocondensation mechanism is discussed.