Iantherans A and B, unique dimeric polybrominated benzofurans as Na,K-ATPase inhibitors from a marine sponge, Ianthella sp.
Two novel tetrabrominated benzofuran derivatives, named iantherans A and B, were isolated from an Australian marine sponge of the genus lanthella. The unique structures comprised of 2,3-bis(sulfooxy)-1,3-butadiene and two brominated benzofuran moieties were determined by spectroscopic and chemical methods. Iantheran A has a (Z,Z)-1,3-butadiene moiety, whereas iantheran B is the geometric isomer possessing a (Z,E)-1,3-butadiene moiety. The inhibitory activities of the iantherans and their derivatives against Na,K-ATPase as well as the efficacy of iantheran A against other several enzymes were evaluated.
Okamoto
Y
Y
Graduate School of Bioagricultural Sciences, Nagoya University, Japan.
Ojika
M
M
Suzuki
S
S
Murakami
M
M
Sakagami
Y
Y
D000818:Animals; D001572:Benzofurans / Q000302:isolation & purification* / Q000494:pharmacology; D002070:Butadienes / Q000302:isolation & purification* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010636:Phenols / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry* / Q000378:metabolism; D000254:Sodium-Potassium-Exchanging ATPase / Q000037:antagonists & inhibitors*
D001572:Benzofurans; D002070:Butadienes; D004791:Enzyme Inhibitors; D010636:Phenols; C425763:iantheran A; C425764:iantheran B; D000254:Sodium-Potassium-Exchanging ATPase