IE36010L - Antibiotic axenomycin d. - Google Patents

Abstract

1285163 Antibiotic axenomycine D SOC FARMACEUTICI ITALIA 30 April 1971 [4 May 1970] 12382/71 Addition to 1219709 Heading C2A The new antibiotic axenomycine D is characterized as follows: melting-point 174‹ to 175‹ C. with decomposition; elementary analysis C=60À25%, H=7À92%, 0=30À35%; optical rotation [α] D <SP>22</SP> = + 11 degrees (C=0À5 in methanol); U.V. spectrum (in methanol) has maxima at 250, 255 (E 1cm. <SP>1%</SP> =138), 265-268 (shoulder) and 330 mÁ; I.R. absorption peaks at 3440, 2980, 2950, 2890, 1735, 1705, 1675, 1630, 1610, 1465, 1385, 1355, 1290, 1265, 1195, 1170, 1115, 1080, 1050, 1005, 995, 975, 945, 925, 895, 865, 810 and 700 cm<SP>-1</SP>; Rf=0À35 on silica gel (in ethyl acetate : isopropanol : water =100 : 35 : 5); soluble in alcohols and insoluble in water and benzene. Axenomycine D is prepared by cultivating Streptomyces lisandri or an axenomycine D-producing strain thereof in an aqueous medium containing assimilable sources of carbon, nitrogen and mineral salts, the medium containing 10% by weight or more of assimilable carbon and the cultivation being carried out with stirring corresponding to an absorbed power of 2 to 4 watts per litre and with an air flux of 0À7 to 2 litres per litre of medium per minute, and isolating axenomycin D from the cultivated medium. The usual nutrients may be used, preferably with the exception of phosphates, which are said to decrease the yield of antibiotic. The axenomycine D may be recovered from the separated mycelium by extraction with an alcohol, e.g. butanol. The extract is concentrated and the product purified by chromatography on silica gel, evaporation of the active fractions and recrystallization from methanol-isopropanol. Axenomycine D has antihelmintic, antiprotozoal and antifungal activity. [GB1285163A]