Diverse biological activities displayed by phenothiazines, benzo[a]phenothiazines and benz[c]acridins

J. Molnár, H. Sakagami, N. Motohashi

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

This review summarizes our experiments which are investigating the relationship between the structure and activity of mainly phenothiazines, benzo[a]phenothiazines and benz[c]acridines. Phenothiazines had potent antiplasmid and antibacterial activities, but induced weak antimicrobial activity in vivo. Their antiplasmid activity seemed to be enhanced by Cl- or CF3- substitution at the 2C position of phenothiazines and modified by the side-chain length and hydrophobicity. Benzo[a]phenothiazines did not show any significant antiplasmid or antibacterial activity, but stimulated the differentiation of human myelogenous leukemic cell lines and natural killing activity of human peripheral blood mononuclear cells in vitro, and induced antimicrobial activity in vivo. Circuit current energy (CRE), circuit current (CC), bond current (BC), diatropic and paratropic properties of benzo[a]phenothiazines might be correlated with their biological activity. Benz[c]acridine showed both in vitro and in vivo antimicrobial activities, and carcinogenic activity for skin tumor. The carcinogenic benz[c]acridines showed out-of-phase in the L-region and their energy was accumulated in the K-region of the molecular orbitals. The results suggest the involvement of different molecular orbitals for the expression of various biological activities by phenothiazines, benzo[a]phenothiazines and benz[c]acridines.

Original languageEnglish
Pages (from-to)1019-1025
Number of pages7
JournalAnticancer Research
Volume13
Issue number4
Publication statusPublished - 1993

Fingerprint

Phenothiazines
Structure-Activity Relationship
Hydrophobic and Hydrophilic Interactions
Human Activities
Blood Cells
Cell Line
Skin
benzophenothiazine
benz(c)acridine
Neoplasms
In Vitro Techniques

Keywords

  • Antimicrobial
  • Antiplasmid
  • Benzo[a]phenothiazines
  • Differentiation
  • Immunopotentiation
  • Structure

ASJC Scopus subject areas

  • Cancer Research
  • Oncology

Cite this

Diverse biological activities displayed by phenothiazines, benzo[a]phenothiazines and benz[c]acridins. / Molnár, J.; Sakagami, H.; Motohashi, N.

In: Anticancer Research, Vol. 13, No. 4, 1993, p. 1019-1025.

Research output: Contribution to journalArticle

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