Synthesis and biological activity of linear and angular 4-methoxymethylthienocoumarins and 4-acetoxymethylthienocoumarins

Farmaco. 1998 May 30;53(5):313-9. doi: 10.1016/s0014-827x(98)00007-x.

Abstract

This paper reports the synthesis of 4-methoxymethyl and 4-acetoxymethyl-6,9-dimethyl-2H-thieno[3,2-g]-1-benzopyran-2-one as well as 4-methoxymethyl- and 4-acetoxymethyl-6,9-dimethyl-2H-thieno[2,3-h]-1- benzopyran-2-one. The synthesized derivatives were tested on human cells in UVA irradiation conditions. Skin phototoxicity and cross-link formation in DNA were also studied. Results indicate that the new thienocoumarins have good antiproliferative activity, greater than that of the well-known photochemotherapeutic drug 8-methoxypsoralen, but they are practically devoid of skin photosensitization effects.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Coumarins / chemical synthesis*
  • Coumarins / pharmacology
  • Coumarins / toxicity
  • Dermatitis, Phototoxic / etiology
  • Guinea Pigs
  • HeLa Cells
  • Humans
  • Photochemotherapy*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Coumarins