Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes.
To enable studies to elucidate the detailed biological function of dysiherbaine and neodysiherbaine A, potent and subunit-selective agonists for ionotropic glutamate receptors, the derivative with a hydroxymethyl substituent at the C10 position has been developed. Preliminary biological evaluation of the analogue showed that a C10 hydroxymethyl substituent produced significant alterations in binding affinities for the ionotropic glutamate receptor subtypes.
Sasaki
Makoto
M
Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, Sendai 981-8555, Japan. masasaki@bios.tohoku.ac.jp
Tsubone
Koichi
K
Shoji
Muneo
M
Oikawa
Masato
M
Shimamoto
Keiko
K
Sakai
Ryuichi
R
D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D001665:Binding Sites; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D018690:Excitatory Amino Acid Agonists / Q000494:pharmacology*; D017470:Receptors, Glutamate / Q000187:drug effects / Q000378:metabolism*; D018092:Kainic Acid Receptors / Q000187:drug effects / Q000378:metabolism*; D013329:Structure-Activity Relationship
D000409:Alanine; D019086:Bridged Bicyclo Compounds, Heterocyclic; D018690:Excitatory Amino Acid Agonists; D017470:Receptors, Glutamate; D018092:Kainic Acid Receptors; C438974:neodysiherbaine A