Synthesis and antitumor evaluation of some new substituted amidino-benzimidazolyl-furyl-phenyl-acrylates and naphtho[2,1-b]furan-carboxylates

Farmaco. 2003 Dec;58(12):1319-24. doi: 10.1016/S0014-827X(03)00197-6.

Abstract

The multistep synthesis of a series of substituted amidino-benzimidazolyl-furyl-phenyl-acrylic acid's esters and substituted amidino-benzimidazolyl-naphtho[2,1-b]furan-carboxylic acid's esters is described starting from corresponding 3-(2-furyl)-2-phenyl-acrylic acids. The new compounds were tested on the cytostatic activities against malignant cell lines: pancreatic carcinoma (MiaPaCa2), breast carcinoma (MCF7), cervical carcinoma (HeLa), laryngeal carcinoma (Hep2), colon carcinoma (HT 29), melanoma (HBL), and human fibroblasts cell line (WI38). All compounds inhibited the proliferation of tumor cell lines. Inhibitory effect of examined compounds depended on concentration, but without significant difference among the type of tumor cells. The compounds 2 and 5 exerted very low inhibitory effect on the growth of human fibroblasts. Unsubstituted derivative 8 has not inhibited any tested cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemical synthesis*
  • Acetates / chemistry*
  • Amidines / chemical synthesis*
  • Amidines / chemistry*
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / pharmacology
  • Cell Line, Tumor
  • Drug Evaluation, Preclinical / methods
  • Fibroblasts / drug effects
  • Fibroblasts / physiology
  • Furans / chemical synthesis*
  • Furans / pharmacology
  • HeLa Cells
  • Humans
  • Naphthalenes

Substances

  • 2-(((5-amidinobenzofuran-2-yl)formamido)phenyloxy)acetic acid
  • Acetates
  • Amidines
  • Antineoplastic Agents
  • Carboxylic Acids
  • Furans
  • Naphthalenes
  • naphtho(2,1-b)furan