CP-60,993, a new dianemycin-like ionophore produced byStreptomyces hygroscopicus ATCC 39305: fermentation,isolation and characterization |
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Authors: | Walter P Cullen Jon Bordner Liang H Huang Peter M Moshier John R Oscarson Laura A Presseau Richard S Ware Earl B Whipple Yasuhiro Kojima Hiroshi Maeda Satoshi Nishiyama Junsuke Tone Katsuhitsu Tsukuda Kelvin S Holdom John C Ruddock |
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Institution: | (1) Central Research, Pfizer Inc., 06340 Groton, CT, USA;(2) Central Research, Pfizer Inc., Tajetoyo, Aichi, Japan;(3) Central Research, Pfizer Ltd., Sandwich, Kent, U.K. |
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Abstract: | Summary CP-60,993, 19-epi-dianemycin, is a novel polycyclic ether antibiotic produced byStreptomyces hygroscopicus ATCC 39305. Fermentation recovery, purification and crystallization were achieved using standard procedures. CP-60,993 was characterized as a monocarboxylic acid. Elemental analysis suggested a molecular formula of C47H78O14 for the free acid and C47H77O14 Na for the sodium salt. Crystalline form CP-60,993 sodium salt shows the following properties: m.p. 193205°C, E
1 cm
1%
=157 at 232 nm, ]
D
25°C
+11.0 (c 1, methanol). The structure, determined by MS, PMR and CMR, differs from dianemycin only in the stereochemistry at position 19. This was confirmed by X-ray crystallography carried out on the rubidium salt of CP-60,993. It exhibited activity in vitro against Gram-positive and anaerobic bacteria, efficacy againstEimeria coccidia in vivo in poultry, and stimulation in vitro of rumen propionic acid production. |
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Keywords: | CP-60 993 19-Epi-dianemycin Polyether ionophore Anticoccidial agent |
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