A new compound, penta-acetyl geniposide ((Ac)5-GP), was obtained from
modified extract of Gardenia fructus (San-Jee-Chee in Chinese). The st
ructure of the compound was identified as -2',3',4',6'-tetraacetylgluc
opyrannosyloxyl)-1,4a, hydro-7-(acetomethyl)-cyclopentapyran-4-carboxy
lic acid methyl ester, according to the spectral data. The inhibitory
effects of (Ac)5-GP on aflatoxin B1 (AFB1)-induced cytotoxicity and DN
A damage were studied. In the investigation of the inhibitory effect o
f (Ac)5-GP on AFB1-cytotoxicity, the plating efficiency of C3H10T1/2 c
ells in S-9 activation system was increased. In addition, (Ac)5-GP inh
ibited the DNA damage of AFB1-treated C3H10T1/2 cells, and it interfer
ed with the inhibitory effect of DNA synthesis caused by AFB1. These r
esults suggest that the reduced DNA damage and the increased DNA synth
esis from cultured C3H10T1/2 cells are important mechanisms for the in
hibition of AFB1-cytotoxicity by (Ac)5-GP.