Reactions of 1-(2-Chloroethyl)-1-nitroso-3-(3-pyridylmethyl) urea N_<arom>-Oxide with Several Biological Model Compounds

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概要

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• The mechanism of antitumor action of 1-(2-chloroethyl)-1-nitroso-3-(3-pyridylmethyl) urea N_<arom>-oxide (I) was chemically studied using several biological model compounds. Compound I reacted with piperidine (a model compound for nucleic acid bases) in acetone to form 1-(2-chloroethyl) piperidine, 1,2-bispiperidinoethane and 1,1-pentamethylene-3-(3-pyridylmethyl) urea N_<arom>-oxide (III). Moreover, 1-(2-chloroethyl) piperidine reacted with piperidine in acetone to form 1,2-bispiperidinoethane. Compound I reacted with N_α-acetyl-L-lysine in weakly alkaline conditions and with N-acetyl-DL-penicillamine in acidic methanol (both are model compounds for enzyme proteins having NH_2 and SH groups) to form 1-(5-acetylamino-5-carboxy-1-pentamethylene)-3-(3-pyridylmethyl) urea N_<arom>-oxide and N-acetyl-S-nitroso-DL-penicillamine, respectively. Based on these chemical data, a possible antitumor action mechanism of compound I is discussed.

• 公益社団法人日本薬学会の論文
• 1985-12-25

著者

• 神谷 庄造

  National Institute of Hygienic Sciences, University of Tokyo

• 宮原 美知子

  国立医薬品食品衛生研究所 衛生微生物部

• 宮原 美知子

  National Institute of Hygienic Sciences

• 末吉 祥子

  National Institute of Hygienic Sciences

• 神谷 庄造

  National Institute Of Hygienic Sciences

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