Synthesis of gerfelin and related analogous compounds.
Gerfelin, an inhibitor of human geranylgeranyl diphosphate (GGPP) synthase that has been isolated from a culture broth of Beauveria felina QN22047, was synthesized in 4 and 3 steps starting from 2,4-dihydroxy-6-methylbenzoic acid and 3,4,5-trihydroxytoluene, respectively. An effective ligand, 2-(di-tert-butylphosphino)biphenyl, was used in the palladium-catalyzed diaryl ether-forming reaction. Five analogous compounds of gerfelin were also synthesized for a study of the structure-activity relationship.
Islam
Md Sadequl
MS
Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Japan.
Kitagawa
Mitsuhiro
M
Imoto
Masaya
M
Kitahara
Takeshi
T
Watanabe
Hidenori
H
D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002396:Catechols; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051231:Farnesyltranstransferase / Q000037:antagonists & inhibitors*; D008722:Methods; D020156:Salicylic Acid; D013329:Structure-Activity Relationship
C477902:4-carboxy-5,5'-dihydroxy-3,3'-dimethyl-diphenylether; D001713:Biphenyl Compounds; D002396:Catechols; D004987:Ethers; D051231:Farnesyltranstransferase; C034221:catechol; D020156:Salicylic Acid