Synthesis and biological evaluation of gambierol analogues.
Gambierol is a polycyclic ether toxin, isolated as a toxic constituent from the marine dinoflagellate Gambierdiscus toxicus. We describe here the synthesis and biological evaluation of structural analogues of gambierol. The present preliminary structure-activity relationship studies clearly indicate that the H ring functionality and the unsaturated side chain of gambierol are crucial for its potent toxicity.
Fuwa
Haruhiko
H
Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Kainuma
Noriko
N
Satake
Masayuki
M
Sasaki
Makoto
M
D000818:Animals; D002922:Ciguatoxins / Q000138:chemical synthesis* / Q000633:toxicity*; D004141:Dinoflagellida / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000633:toxicity*; D007202:Indicators and Reagents; D007928:Lethal Dose 50; D051379:Mice; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000633:toxicity*; D013329:Structure-Activity Relationship; D035964:Oxocins
D002922:Ciguatoxins; D004988:Ethers, Cyclic; D007202:Indicators and Reagents; D011083:Polycyclic Compounds; C435770:gambierol; D035964:Oxocins