The antioxidant activities of various natural and synthetic carbazoles
were studied in the oxidations of methyl linoleate in homogeneous sol
ution and soybean phosphatidylcholine (PC) liposomes in aqueous disper
sion induced by free radicals. Carazostatin, 1-heptyl-3-hydroxy-2-meth
yl carbazole, which was isolated from a culture of Streptomyces chromo
fuscus, was found to be a strong antioxidant in both oxidation systems
. Carbazomycin B, 4-hydroxy-3-methoxy-1,2-dimethylcarbazole, showed a
moderate antioxidant activity. Other derivatives from these carbazoles
without a free hydroxy group did not suppress the oxidation appreciab
ly. The antioxidant activity of carazostatin in the oxidation of soybe
an PC liposome was stronger than that of alpha-tocopherol, although th
e latter exhibited stronger antioxidant activity than carazostatin in
the oxidation in homogeneous solution. Vitamin C acted as a synergist
in combination with carazostatin in the oxidation of soybean PC liposo
mes.