Potent inhibitors of the Qi site of the mitochondrial respiration complex III

Stephen Bolgunas; David A Clark; Wayne S Hanna; Patricia A Mauvais; Steve O Pember

doi:10.1021/jm060408s

Potent inhibitors of the Qi site of the mitochondrial respiration complex III

J Med Chem. 2006 Jul 27;49(15):4762-6. doi: 10.1021/jm060408s.

Authors

Stephen Bolgunas¹, David A Clark, Wayne S Hanna, Patricia A Mauvais, Steve O Pember

Affiliation

¹ DuPont Agricultural Products, Stine/Haskell Research Center, Post Office Box 30, Newark, Delaware 19714, USA.

PMID: 16854082
DOI: 10.1021/jm060408s

Abstract

A series of azole-fused salicylamides were prepared as analogues of antimycin and assayed for activity at complex III of the mitochondrial respiratory chain. The activity of these compounds approached that of antimycin in inhibitory potency and some showed growth reduction of Septoria nodorum in vitro. Compound 8a was shown to bind at the Qi site of complex III by red-shift titration of the bc1 complex.

MeSH terms

Antimycin A / analogs & derivatives*
Antimycin A / chemical synthesis*
Antimycin A / pharmacology
Ascomycota / drug effects
Azoles / chemical synthesis*
Azoles / chemistry
Azoles / pharmacology
Electron Transport Complex III / antagonists & inhibitors*
Fungicides, Industrial / chemical synthesis
Fungicides, Industrial / pharmacology
Salicylamides / chemical synthesis*
Salicylamides / pharmacology
Structure-Activity Relationship

Substances

Azoles
Fungicides, Industrial
Salicylamides
Antimycin A
Electron Transport Complex III