A novel quinoline alkaloid possessing a 7-benzyl group from the centipede, Scolopendra subspinipes.
The novel quinoline alkaloid scolopendrine was isolated from the centipede, Scolopendra subspinipes mutilans L. Koch. The structure was determined to be 2-hydroxy-7-[(4-hydroxy-3-methoxyphenyl)methyl]-3-methoxy-8-quinolyl sulfate on the basis of high-resolution electron-spray ionization mass spectroscopy and two-dimensional NMR spectral data. Unlike quinoline alkaloids so far reported, scolopendrine is unique in having a 7-benzyl moiety in the quinoline ring.
Noda
N
N
Faculty of Pharmaceutical Sciences, Setsunan University, Hirakata, Osaka, Japan. noda@pharm.setsunan.ac.jp
Yashiki
Y
Y
Nakatani
T
T
Miyahara
K
K
Du
X M
XM
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D000818:Animals; D000840:Anisoles / Q000737:chemistry* / Q000302:isolation & purification; D001097:Arachnida / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D007211:Indoles / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000470:Alkaloids; D000840:Anisoles; D007211:Indoles; C440201:scolopendrine