Neocomplanines A and B, a complanine family isolated from the marine fireworm.
Two new members of the complanine family, neocomplanines A (2) and B (3), were isolated as minor components of the methanolic extract of the "marine fireworm" Eurythoe complanata. The structures of the neocomplanines were revealed spectroscopically to be a trimethylammonium unit with a saturated carbon chain. The planar structures of neocomplanines A and B were confirmed successfully through total syntheses that used epichlorohydrin as a starting material. The neocomplanines show inflammatory activity and also enhanced PKC activity in combination with TPA in the presence of Ca(2+) in vitro; both are similar to the effects of complanine (1). The molecular mechanism of the effects of complanine-related compounds is discussed.
Nakamura
Kazuhiko
K
Department of Biosciences and Informatics, Keio University, 3-14-1 Hiyoshi, Yokohama 223-8522, Japan.
Tachikawa
Yu
Y
Ohno
Osamu
O
Kitamura
Makoto
M
Suganuma
Masami
M
Uemura
Daisuke
D
D000475:Alkenes / Q000737:chemistry; D000818:Animals; D008386:Marine Biology; D015394:Molecular Structure; D011077:Polychaeta / Q000737:chemistry*; D011493:Protein Kinase C / Q000187:drug effects* / Q000378:metabolism; D000644:Quaternary Ammonium Compounds / Q000737:chemistry / Q000302:isolation & purification*
D000475:Alkenes; D000644:Quaternary Ammonium Compounds; C530576:complanine; C548946:neocomplanine A; C548945:neocomplanine B; D011493:Protein Kinase C