PMID- 2960615 OWN - NLM STAT- MEDLINE DCOM- 19880112 LR - 20151119 IS - 0300-5038 (Print) IS - 0300-5038 (Linking) IP - 84 DP - 1987 TI - Activation of N-nitrosodialkylamines by near-ultraviolet irradiation: formation of directly-acting mutagens and DNA-damaging products. PG - 364-6 AB - On near-ultraviolet (UVA) irradiation in a phosphate buffer, N-nitrosomorpholine (NMOR) and N-nitrosopyrrolidine (NPYR) were converted into directly-acting mutagens. The activated NPYR was fractionated, and the active product was isolated. The compound was shown to be identical to alpha-phosphonooxy NPYR on the basis of several properties: retention times in high-performance liquid chromatograms, mutagenic specificity and potency, ultraviolet spectrum, and inactivation by phosphatase treatment. Photoactivation was inhibited by superoxide dismutase, and therefore superoxide is implicated as playing a key role in mutagen formation. N-Nitrosoproline (NPRO) and eighteen other N-nitrosodialkylamines were irradiated with UVA in the presence of phi X174 RFI DNA. The DNA underwent single-strand breaks to give RFII DNA, indicating that N-nitrosodialkylamines in general have this property. DNA chain cleavage was inhibited both by superoxide dismutase and hydroxyl-radical scavengers. These results provide new information on the genotoxic mechanism of action of N-nitrosodialkylamines. FAU - Shimada, H AU - Shimada H AD - Faculty of Pharmaceutical Sciences, Okayama University, Japan. FAU - Yakushi, K AU - Yakushi K FAU - Ikarashi, A AU - Ikarashi A FAU - Mochizuki, M AU - Mochizuki M FAU - Suzuki, E AU - Suzuki E FAU - Okada, M AU - Okada M FAU - Yokoyama, S AU - Yokoyama S FAU - Miyazawa, T AU - Miyazawa T FAU - Hayatsu, H AU - Hayatsu H LA - eng PT - Journal Article PL - France TA - IARC Sci Publ JT - IARC scientific publications JID - 8009542 RN - 0 (DNA, Single-Stranded) RN - 0 (Nitrosamines) RN - 3L25FO7FN7 (N-nitrosomorpholine) RN - F8MI03SGY0 (nitrosoproline) RN - SZ4J5WK201 (N-Nitrosopyrrolidine) SB - IM MH - Bacteriophage phi X 174 MH - DNA Damage/*drug effects MH - DNA, Single-Stranded/drug effects/radiation effects MH - Mutagenicity Tests MH - N-Nitrosopyrrolidine/radiation effects MH - Nitrosamines/*radiation effects/toxicity MH - Ultraviolet Rays EDAT- 1987/01/01 00:00 MHDA- 1987/01/01 00:01 CRDT- 1987/01/01 00:00 PHST- 1987/01/01 00:00 [pubmed] PHST- 1987/01/01 00:01 [medline] PHST- 1987/01/01 00:00 [entrez] PST - ppublish SO - IARC Sci Publ. 1987;(84):364-6.