The synthesis of 2,3-dihydro-1H-indeno[5,4-a]anthracene, two fluoreno[a]anthracenes , 2,3-dihydro-1H-cyclopenta[ a]chrysene , 3,4-dihydro-2-vinylphenanthrene and two cyclopenta[c]chrysenes has been described. Structure analysis of the new products by 1H and 13C NMR spectroscopy is presented. Estimates of the mutagenic activity of compounds in Salmonella typhimurium determined by Ames’ test indicate that all products are inactive for both TA 98 and TA 100 strains except 4,5-dihydro-3H-cyclopenta[c]chrysene . The mutagenic properties of these compounds have been compared with those shown by previously studied benzo[g]cyclopenta[a]phenanthrenes and cyclopenta[c]phenanthrenes and discussed. Some conclusions have been drawn about the effects of benzoannulation and of the carbonyl function on the mutagenicity of this class of compounds
Synthesis and Structure-Mutagenicity Relationship of Benzo-Annulated Cyclopentaphenanthrenes
MARROCCHI, Assunta;MINUTI, Lucio;MOROZZI, Guido;TATICCHI, Aldo
2001
Abstract
The synthesis of 2,3-dihydro-1H-indeno[5,4-a]anthracene, two fluoreno[a]anthracenes , 2,3-dihydro-1H-cyclopenta[ a]chrysene , 3,4-dihydro-2-vinylphenanthrene and two cyclopenta[c]chrysenes has been described. Structure analysis of the new products by 1H and 13C NMR spectroscopy is presented. Estimates of the mutagenic activity of compounds in Salmonella typhimurium determined by Ames’ test indicate that all products are inactive for both TA 98 and TA 100 strains except 4,5-dihydro-3H-cyclopenta[c]chrysene . The mutagenic properties of these compounds have been compared with those shown by previously studied benzo[g]cyclopenta[a]phenanthrenes and cyclopenta[c]phenanthrenes and discussed. Some conclusions have been drawn about the effects of benzoannulation and of the carbonyl function on the mutagenicity of this class of compoundsI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
