Radical productions and pi-spin density by UHF/PM3 method on benz[c]acridines and benzo[a]phenothiazines.
On the calculated pi-spin density (rho pi) of benz[c]acridines [1-12], benz[c]acridines [2,8-12] with alternately value of pi-spin density (rho pi) on angular ring, large negative pi-spin density at C-1 and C-3 positions and large positive pi-spin density at C-2 and C-4 positions indicates their carcinogenicity, except for 7-methylbenz[c]acridine [7]. Benz[c]acridines [1,3-6] which do not follow were not carcinogenic. Radical producing benzo[a]phenothiazines [13-16] and non-radical producing benzo[a]phenothiazines [17-19] gave calculated pi-spin density (rho pi) which was positive in radical producing benzo[a]phenothiazines [13-16] at N-12 position, and had the opposite pi-spin density in non-radical producing benzo[a]phenothiazines [17-19].
Kurihara
T
T
Department of Chemistry, Faculty of Science, Josai University, Saitama, Japan.
Watanabe
T
T
Yoshikawa
K
K
Motohashi
N
N
D000166:Acridines / Q000737:chemistry*; D002273:Carcinogens / Q000737:chemistry; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D010640:Phenothiazines / Q000737:chemistry*
D000166:Acridines; D002273:Carcinogens; D005609:Free Radicals; D010640:Phenothiazines; C107575:benzophenothiazine; C035985:benz(c)acridine