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In the course of our chemical screening program, we observed that Streptomyces exfoliatus (strain Tii 1424) synthesized numerous quinoid pigments when rotary shaker cultures were supplemented with Amberlite XAD-1180. We report here on the isolation and structure elucidation of three antibiotics, which were shown to be new naphthoquinone C-glycosides (2~4). After isolation from a soil sample collected in Turkey, the strain Tii 1424 was cultivated in 500ml baffled Erlenmeyer flasks containing each 100 ml of a medium consisting of soybean meal 2% and mannitol 2% (pH 7.5). The fermentation was carried out on a rotary shaker for 4 days at 27°C. After 36 hours, each flask was supplemented with 30g of Amberlite XAD-1 180 suspended in 50 ml water. The mycelium and the resin, collected as a mixture from the harvested broth (6 liters) by filtration, were extracted with methanolacetone (1 : 1, 5 x 2 liters). After concentration under reduced pressure, the

Metabolic products of microorganisms. 264. Exfoliamycin and related metabolites, new naphthoquinone antibiotics from Streptomyces exfoliatus.