Relationship between biological activity and dipole moment in benzo[a]phenothiazines

Noboru Motohashi, Teruo Kurihara, Wataru Yamanaka, Kazue Satoh, Hiroshi Sakagami, Joseph Molnár

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Relationship between the biological activity and two different dipole moments were investigated in 9 benzo[a]phenothiazines [1-8] by calculating the dipole moment with the PM3 method. 12H-Benzo[a]phenothiazine [1], 9-methyl-12H-benzo[a]phenothiazine [2], 10-methyl-12H-benzo[a]phenothiazine[3] and 11-methyl-12H-benzo[a]phenothiazine [4) induced monocytic differentiation of human myelogenous leukemic cell lines and displayed antitumor activity. These active compounds showed a significantly smaller value of calculated ground-state dipole moment (μ(g)) and larger value of first excited-state dipole moment (μ(e)). The μ(e)/μ(g) ratio of four active compounds [1-4] ranged from 3.25 to 4.38, whereas that of three inactive compounds [5,6,7] ranged from 1.77 to 2.72. These two different dipole moments might be useful parameters for estimation of the biological activity of benzo[a]phenothiazines [1-8].

Original languageEnglish
Pages (from-to)3431-3435
Number of pages5
JournalAnticancer research
Volume17
Issue number5 A
Publication statusPublished - Sep 1 1997

Keywords

  • Antitumor activity
  • Benzo[a]phenothiazine
  • Differentiation
  • Dipole moment

ASJC Scopus subject areas

  • Oncology
  • Cancer Research

Fingerprint Dive into the research topics of 'Relationship between biological activity and dipole moment in benzo[a]phenothiazines'. Together they form a unique fingerprint.

  • Cite this

    Motohashi, N., Kurihara, T., Yamanaka, W., Satoh, K., Sakagami, H., & Molnár, J. (1997). Relationship between biological activity and dipole moment in benzo[a]phenothiazines. Anticancer research, 17(5 A), 3431-3435.