Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines

N. Motohashi, Y. Sasaki, Y. Wakabayashi, H. Sakagami, J. Molnár, T. Kurihara

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

In order to study the correlation between the antitumor activity of benzo[a]phenothiazines and the electron densities, the Huckel orbital method and modified-neglect-of-diatomic overlap (MNDO) orbital method were used. 9 Methyl-12H-benzo[a]phenothiazine (2), which showed the most potent anticancer activity among benzo[a]phenothiazines, had the highest charge of nitrogen atom (QN), L-region (QL) and M-region (QM) in the molecule. The other derivatives, which showed weaker anticancer activity, had a much reduced value of these charges (QN, QL, QM). The data suggest that stability of π-electron in 1 benzene ring and 1 naphthalene ring in the benzo[a]phenothiazine skeleton might be responsible for the induction of anticancer activity.

Original languageEnglish
Pages (from-to)1423-1426
Number of pages4
JournalAnticancer Research
Volume12
Issue number5
Publication statusPublished - 1992

Fingerprint

Electrons
Benzene
Skeleton
Nitrogen
benzophenothiazine
naphthalene

Keywords

  • π-electron distribution
  • Anticancer activity
  • Benzo[a]phenothiazines
  • Resonance energy

ASJC Scopus subject areas

  • Cancer Research
  • Oncology

Cite this

Motohashi, N., Sasaki, Y., Wakabayashi, Y., Sakagami, H., Molnár, J., & Kurihara, T. (1992). Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines. Anticancer Research, 12(5), 1423-1426.

Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines. / Motohashi, N.; Sasaki, Y.; Wakabayashi, Y.; Sakagami, H.; Molnár, J.; Kurihara, T.

In: Anticancer Research, Vol. 12, No. 5, 1992, p. 1423-1426.

Research output: Contribution to journalArticle

Motohashi, N, Sasaki, Y, Wakabayashi, Y, Sakagami, H, Molnár, J & Kurihara, T 1992, 'Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines', Anticancer Research, vol. 12, no. 5, pp. 1423-1426.
Motohashi N, Sasaki Y, Wakabayashi Y, Sakagami H, Molnár J, Kurihara T. Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines. Anticancer Research. 1992;12(5):1423-1426.
Motohashi, N. ; Sasaki, Y. ; Wakabayashi, Y. ; Sakagami, H. ; Molnár, J. ; Kurihara, T. / Relationship between π-EIectron distribution and anticancer activity of benzo[a]phenothiazines. In: Anticancer Research. 1992 ; Vol. 12, No. 5. pp. 1423-1426.
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