ArticleBioorganic & medicinal chemistry letters2015
Structure-activity relationships of furazano[3,4-b]pyrazines as mitochondrial uncouplers.
Article in Bioorganic & medicinal chemistry letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Evaluation of the in vitro activity of synthetic derivatives of N-cyclohexyl-3-(3-methylphenyl)-1,2,4-oxadiazole-5-amine on the strain y of Trypanosoma cruzi and an in vivo toxicity study.Memorias do Instituto Oswaldo Cruz · 2026Article
- Unsymmetric hydroxylamine and hydrazine BAM15 derivatives as potent mitochondrial uncouplers.Bioorganic & medicinal chemistry · 2025Article
- Design, synthesis, and biological evaluation of imidazo[4,5-b]pyridine mitochondrial uncouplers for the treatment of metabolic dysfunction-associated steatohepatitis (MASH).European journal of medicinal chemistry · 2024Article
- Liver-Selective Imidazolopyrazine Mitochondrial Uncoupler SHD865 Reverses Adiposity and Glucose Intolerance in Mice.Diabetes · 2024Article
- Mitochondrial uncouplers impair human sperm motility without altering ATP content†.Biology of reproduction · 2023Article
- Conversion of oxadiazolo[3,4-b]pyrazines to imidazo[4,5-b]pyrazines via a tandem reduction-cyclization sequence generates new mitochondrial uncouplers.Bioorganic & medicinal chemistry letters · 2022Article
- Therapeutic potential of mitochondrial uncouplers for the treatment of metabolic associated fatty liver disease and NASH.Molecular metabolism · 2021Review
- 6-Amino[1,2,5]oxadiazolo[3,4-Journal of medicinal chemistry · 2020Article
- Mitochondrial uncoupler BAM15 reverses diet-induced obesity and insulin resistance in mice.Nature communications · 2020Article
- [1,2,5]Oxadiazolo[3,4-Journal of medicinal chemistry · 2020Article
- BAM15 attenuates transportation-induced apoptosis in iPS-differentiated retinal tissue.Stem cell research & therapy · 2019Article
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Authors and funding
5 authors.
Funding
Abstract
Chemical mitochondrial uncouplers are lipophilic weak acids that transport protons into the mitochondrial matrix via a pathway that is independent of ATP synthase, thereby uncoupling nutrient oxidation from ATP production. These uncouplers have potential for the treatment of diseases such as obesity, Parkinson's disease, and aging. We have previously identified a novel mitochondrial protonophore, named BAM15, which stimulates mitochondrial respiration across a broad dosing range compared to carbonyl cyanide p-trifluoromethoxyphenylhydrazone (FCCP). Herein, we report our investigations on the structure-activity relationship profile of BAM15. Our studies demonstrate the importance of the furazan, pyrazine, and aniline rings as well as pKa in maintaining its effective protonophore activity.
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