12-06275. Mikamycin [Archived]
Description and references
Antibiotic complex isolated from Streptomyces mitakaensis found in the soil at Mitaka City, Japan. One of the streptogramins, contains 2 major active components mikamycin A (macrolactone) and B (depsipeptide). Isoln and characterization: Arai, Nakamura et al., J. Antibiot. 9A, 193 (1956); Arai, Karasawa et al., ibid. 11A, 14 (1958); Arai, Okabe et al., ibid. 21; Okabe, ibid. 12A, 86 (1959). Both components exhibit synergistic action in vitro and in vivo: Tanaka et al., ibid. 12A, 290 (1959); Watanabe, ibid. 13A, 62 (1960). Production of mikamycin A and B: FR 1349946; Watanabe, US 3137640 (both 1964 to Kanegafuchi). Nomenclature: P. Crooy, R. De Neys, J. Antibiot. 25, 371 (1972). Review: N. Tanaka in Antibiotics vol. 3, J. W. Corcoran, F. E. Hahn, Eds. (Springer-Verlag, New York, 1975) pp 487-497.
Derivative
Mikamycin A see Virginiamycin M1.Derivative
Mikamycin B.Nomenclature
4-[4-(Dimethylamino)-N-methyl-l-phenylalanine]virginamycin S1; mikamycin IA; ostreogrycin B; streptogramin B; pristinamycin IA; vernamycin Bα.Description and references
Isoln and properties: Watanabe et al., J. Antibiot. 12A, 112 (1959); 13A, 57 (1960). Structure: ibid. 13A, 291, 293 (1960); 14A, 14 (1961); Cox et al., Chem. Commun. 1970, 1623.
Properties
Monohydrate, platelets from methanol, mp 160°. Anhydr form obtained by drying at 150° under vacuum for 16 hrs, dec 262-263°. uv max (methanol): 209, 260, 305 nm (E1%1cm 605, 220, 101). [α]D20 -60.3° (c = 1.0 in methanol). Sol in methanol, ethanol, acetone, butyl acetate, benzene, chloroform. Practically insol in water, petr ether, hexane. Stable at neutral and acid pH, unstable at alkaline pH.Therapeutic Category
Antibacterial.
Keywords
Antibacterial (Antibiotics); Polypeptides
Status
This monograph has been retired and is no longer subject to revision or update.