Chromophore-modified antitumor anthracenes. 1. Cytotoxic activity of 9-acyloxy 1,5-dichloroanthracene analogues

H. S. Huang, J. M. Hwang, Y. M. Jen, C. W. Tao, K. Y. Lee, C. H. Shi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

As part of our program aimed at exploring the effect of introducing side chains to the anthracenone chromophore, we synthesized a novel series of 9-acyloxy 1,5-dichloroanthracene derivatives. Reduction of 1,5-dichloro anthraquinone with stannous chloride in boiling HCl and acetic acid with concomitant selective acylation led to the corresponding 9-acyloxy 1,5-dichloroanthracenes. These compounds were evaluated in vitro for their ability to inhibit the growth of human oral epidermoid carcinoma (KB) cells, human cervical carcinoma (GBM8401) cells and Chinese hamster ovary (CHO) cells, respectively. Compounds 3g, 3j and 3k were more potent against GBM cells than doxorubicin. Compounds 3j and 3v were more potent against KB cells than doxorubicin. Although compound 3j was active against both GBM and KB cells which was not cytotoxic to CHO cells. The implications of 9-acyloxy-1,5-dichloroanthracene analogs as potential anticancer agents are discussed.

Original languageEnglish
Pages (from-to)71-83
Number of pages13
JournalChinese Pharmaceutical Journal
Volume53
Issue number2
Publication statusPublished - 2001
Externally publishedYes

Fingerprint

Anthracenes
Acylation
Anthracene
Chromophores
KB Cells
Acetic acid
Doxorubicin
Boiling liquids
Cells
Derivatives
Anthraquinones
Cricetulus
Acetic Acid
Antineoplastic Agents
Ovary
Squamous Cell Carcinoma
Carcinoma
Growth

Keywords

  • Acylation
  • Anthracene
  • Anthracenone
  • Chromophore
  • Cytotoxicity

ASJC Scopus subject areas

  • Bioengineering
  • Pharmaceutical Science

Cite this

Chromophore-modified antitumor anthracenes. 1. Cytotoxic activity of 9-acyloxy 1,5-dichloroanthracene analogues. / Huang, H. S.; Hwang, J. M.; Jen, Y. M.; Tao, C. W.; Lee, K. Y.; Shi, C. H.

In: Chinese Pharmaceutical Journal, Vol. 53, No. 2, 2001, p. 71-83.

Research output: Contribution to journalArticle

Huang, H. S. ; Hwang, J. M. ; Jen, Y. M. ; Tao, C. W. ; Lee, K. Y. ; Shi, C. H. / Chromophore-modified antitumor anthracenes. 1. Cytotoxic activity of 9-acyloxy 1,5-dichloroanthracene analogues. In: Chinese Pharmaceutical Journal. 2001 ; Vol. 53, No. 2. pp. 71-83.
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