A quinone isolated from the nest of Vespa simillima and its growth-inhibitory effect on rat liver cancer cells.
A biologically active quinone that exhibits a growth-inhibitory effect on rat liver cancer cells was isolated from the nest of a social wasp, Vespa simillima (Vespinae, Vespidae). The structure was unambiguously determined by NMR and synthetic experiments and identified as being 7,8-seco-para-ferruginone. The synthetic quinone showed potent growth-inhibitory effects on rat hepatoma cells (IC50 value=1.9 microM). Morphological analyses of dRLh84 cells using the synthetic compound were tested. Chromatin coagulation was induced by the synthetic compound at 31.6 muM.
Fujiwara
Yumiko
Y
Graduate School of Agriculture, Iwate University, 3-18-8 Ueda, Morioka, Iwate 020-8550, Japan.
Mangetsu
Makoto
M
Yang
Ping
P
Kofujita
Hisayoshi
H
Suzuki
Koichi
K
Ohfune
Yasufumi
Y
Shinada
Tetsuro
T
D000818:Animals; D000970:Antineoplastic Agents; D006528:Carcinoma, Hepatocellular / Q000188:drug therapy* / Q000473:pathology; D045744:Cell Line, Tumor; D004224:Diterpenes / Q000302:isolation & purification / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D008113:Liver Neoplasms / Q000188:drug therapy* / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D011809:Quinones / Q000302:isolation & purification / Q000494:pharmacology*; D051381:Rats; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D014863:Wasps / Q000737:chemistry*
C465590:7,8-seco-para-ferruginone; D000970:Antineoplastic Agents; D004224:Diterpenes; D011809:Quinones