Purines. LII. Synthesis and biological evaluation of 8-methylguanine 7-oxide and its 9-arylmethyl derivatives.

The synthesis of 8-methylguanine 7-oxide (3) was accomplished via a "phenacylamine route", which started from condensation of alpha-(4-methoxybenzylamino)propiophenone (6), prepared by coupling of alpha-bromopropiophenone (4) and 4-methoxybenzylamine (5), with 2-amino-6-chloro-5-nitro-4(3H)-pyrimidinone (7) and proceeded through cyclization of the resulting phenacylaminopyrimidinone (8) and removal of the 4-methoxybenzyl group. The N-oxide 3 and its 9-arylmethyl derivatives 9 and 11 showed only very weak antileukemic activity and no antimicrobial activity.     

A SENSITIVE METHOD FOR DETERMINING CHLOROPHYLL b IN PLANT EXTRACTS

Abstract— A new method of using hydroxylamine as the reagent was developed to determine the concentrations of chlorophylls a and b in plant extracts accurately and sensitively. The method is based on the principle that hydroxylamine reacts in a short time with the aldehyde group of chlorophyll b in 95 per cent methanol at pH 5.8 to afford a derivative having a red band similar in position to the red band of chlorophyll a , while the spectrum of chlorophyll a is unaffected by the treatment with hydroxylamine. The method includes the measurements of absorbanlce for the mixture of a plant extract with hydroxylamine and for the reagent blank at a single wavelength, 666 mμ, and the concentrations of chlorophylls a and b are calculated from the absorbance value for the reagent blank and the increment of absorbance due to the reaction. By measuring this increment directly by difference photometry, one can determine a low concentration of chlorophyll b relative to chlorophyll a . The contents of chlorophylls in matured and etiolated leaves were determined by the method, and the errors included in this method were shown to be smaller than those in a commonly used technique including the measurements at two different wavelengths.     

Syntheses and antitumor activities of N6,N6-dimethyladenosine carboxylate analogues

Several analogues substituted with fatty acid at the 2'-, 3'-, or 5'-position of the ribose moiety of N6,N6-dimethyladenosine were synthesized and tested for antitumor activity against cultured cells of L1210 leukemia and/or Ehrlich ascites. The cytotoxicity and increase of life span obtained with congeners in the N6,N6-dimethyladenosine 3'- or 5'-substituted series were comparable to in vitro or several times better in vivo than those of the mother compound.