Fukushima Koichi, Ishikawa Yuichi, Sakai Ryuichi, Oikawa Masato
Yokohama City University, Seto 22-2, Kanazawa-ku, Yokohama 236-0027, Japan.
Faculty of Fisheries Sciences, Hokkaido University, Hakodate 041-8611, Japan.
Bioorg Med Chem Lett. 2016 Nov 1;26(21):5164-5167. doi: 10.1016/j.bmcl.2016.09.074. Epub 2016 Sep 30.
Monocyclic analog of neuroexcitatory neodysiherbaine has been designed and stereoselectively synthesized in 0.40% yield over total 24 steps starting from d-ribose, by employing domino aldol-Cannizzaro reaction and stereoselective aldol reaction for construction of two quaternary carbon stereogenic centers at C4 and C6 positions, respectively. The hyperactivity of neodysiherbaine in mice was found to deteriorate in the novel analog, upon intracerebroventricular injection.