Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue.
To elucidate the inhibitory action of acetogenins, we synthesized an acetogenin derivative which possesses tetraol in place of the tetrahydrofuran ring and examined its inhibitory activity against bovine heart mitochondrial complex I. Our results indicate that these hydroxy groups are an essential structural factor though it is not effective as bis-THF hydroxy groups combination.
Konno
Hiroyuki
H
Department of Biological Science and Technology, Faculty of Engineering, University of Tokushima, 2-1Minamijosanjima-cho, Tokushima 770-8506, Japan. konno@bio.tokushima-u.ac.jp
Hiura
Naoki
N
Makabe
Hidefumi
H
Abe
Masato
M
Miyoshi
Hideto
H
D054378:Acetogenins; D000818:Animals; D002417:Cattle; D042967:Electron Transport Complex I / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006878:Hydroxides / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology*; D008929:Mitochondria, Heart / Q000201:enzymology*; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013367:Submitochondrial Particles / Q000201:enzymology
D054378:Acetogenins; D004791:Enzyme Inhibitors; D005233:Fatty Alcohols; D005663:Furans; D006878:Hydroxides; D007783:Lactones; C031356:hydroxide ion; D042967:Electron Transport Complex I