Novel acyl alpha-pyronoids, dictyopyrone A, B, and C, from Dictyostelium cellular slime molds.
For the elucidation of the diversity of secondary metabolites of Dictyostelium cellular slime molds, we investigate the constituent of three species of slime molds. From the methanol extract of their fruit bodies, we obtained three novel compounds, dictyopyrone A (1) and B (2) from D. discoideum and D. rhizoposium and dictyopyrone C (3) from D. longosporum. They possess a unique alpha-pyrone moiety with a side chain at the C-3 position. Their relative structures were elucidated by spectral means, and the absolute configuration was confirmed by asymmetric synthesis of 1. Since these compounds were obtained from different species of Dictyostelium slime molds, they may be a type of compound common to this genus.
Takaya
Y
Y
Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Sendai 980-8578, Hirosaki University School of Medicine, Zaifu-cho, Hirosaki 036-8562, Japan.
Kikuchi
H
H
Terui
Y
Y
Komiya
J
J
Furukawa
K I
KI
Seya
K
K
Motomura
S
S
Ito
A
A
Oshima
Y
Y
D000818:Animals; D002942:Circular Dichroism; D004023:Dictyostelium / Q000737:chemistry* / Q000145:classification; D007537:Isometric Contraction / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D008968:Molecular Conformation; D009130:Muscle, Smooth / Q000187:drug effects; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar
D011753:Pyrones