Benzamides and quinazolines from a mangrove actinomycetes Streptomyces sp. (No. 061316) and their inhibiting caspase-3 catalytic activity in vitro

Chem Pharm Bull (Tokyo). 2011;59(4):447-51. doi: 10.1248/cpb.59.447.

Abstract

One new benzamide, 3-hydroxyl-2-N-iso-butyryl-anthranilamide (1), together with two known benzamides (2, 3) and three known quinazolines (4-6), was isolated from a mangrove actinomycetes Streptomyces sp. (No. 061316), which displayed inhibiting Caspase-3 activity in vitro. The structure of 1 was elucidated by electrospray ionization (ESI)-MS, NMR spectroscopies and X-ray crystal diffraction. After evaluation of all compounds for their inhibitory effect on Caspase-3 in vitro, 3-hydroxyl-anthranilamide (2) and 8-hydroxyl-2,4-dioxoquinazoline (6) showed activity against Caspase-3 with IC(50) values of 32 and 36 µM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzamides / chemistry*
  • Benzamides / isolation & purification
  • Benzamides / pharmacology
  • Biocatalysis
  • Caspase 3 / metabolism
  • Caspase Inhibitors
  • Crystallography, X-Ray
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Quinazolines / chemistry*
  • Quinazolines / isolation & purification
  • Quinazolines / pharmacology
  • Streptomyces / chemistry*
  • ortho-Aminobenzoates / chemistry*
  • ortho-Aminobenzoates / isolation & purification
  • ortho-Aminobenzoates / pharmacology

Substances

  • 3-hydroxyl-2-N-iso-butyryl-anthranilamide
  • Benzamides
  • Caspase Inhibitors
  • Quinazolines
  • ortho-Aminobenzoates
  • Caspase 3