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Filipin CAS Registry Number: 11078-21-0 菲律宾菌素复合体


Additional Names: FilimarisinLiterature References: Polyene antibiotic complex containing at least eight pentaene compounds, which has been resolved into three pure components, filipin II, III (major), and IV, which differ in the number of hydroxyl groups present (8, 9, 9, resp.) and filipin I, a mixture of at least 5 components. Described as a single entity in the earlier literature. Initial isolation from Streptomyces filipenensis in Philippine soil: Whitfield et al., J. Am. Chem. Soc.
77, 4799 (1955). Early structural work: Dhar et al., Proc. Chem. Soc. London
1960, 310; Djerassi et al., Tetrahedron Lett.
1961, 383; Golding, Rickards, ibid.
1964, 2615; Dhar et al., J. Chem. Soc.
1964, 842; Ceder, Ryhage, Acta Chem. Scand.
18, 588 (1964). Separation of filipin complex into components: Bergy, Eble, J. Antibiot.
23, 414 (1970); see also Rickards et al., ibid. 603. Mechanism of action: R. W. Holz in Antibiotics
vol. 5, pt. 2, F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 313-340. Filipin also interacts specifically with 3b-hydroxysterols (e.g. cholesterol): P. M. Elias et al., J. Histochem. Cytochem.
27, 1247 (1979); see also N. J. Severs, H. J. Simons, Nature
303, 637 (1983).
📌 参考资料/链接:
Properties: Yellow, feathery needles from chloroform, mp 195-205°. Sensitive to air. [a]D22 -148.3° (c = 0.89 in methanol). uv max (methanol): 322, 338, 355 nm (E1%1cm 910, 1360, 1330). Freely sol in DMF, pyridine. Also sol in 95% ethanol, methanol, butanol, isopropanol, glacial acetic acid, ether. Practically insol in water, chloroform.Melting point: mp 195-205°Optical Rotation: [a]D22 -148.3° (c = 0.89 in methanol)Absorption maximum: uv max (methanol): 322, 338, 355 nm (E1%1cm 910, 1360, 1330)

📄 详细内容


Derivative Type: Filipin III
CAS Registry Number: 480-49-9
Additional Names: 4,6,8,10,12,14,16,27-Octahydroxy-3- (1-hydroxyhexyl)-17,28-dimethyloxacyclooctacosa-17,19,21,23,25-pentaen-2-one; 15-deoxylagosin
Percent Composition: C 64.20%, H 8.93%, O 26.88%
Properties: Isomeric with filipin IV. Crystals from propanol, mp 163-180° (Bergy, Eble). [a]D25 -245° (c = 0.8 in DMF). uv max (methanol): 243, 308, 321, 337, 354 nm (E1%1cm 62, 413, 851, 1368, 1343).
Melting point: mp 163-180° (Bergy, Eble)
Optical Rotation: [a]D25 -245° (c = 0.8 in DMF)
Absorption maximum: uv max (methanol): 243, 308, 321, 337, 354 nm (E1%1cm 62, 413, 851, 1368, 1343)
Use: Produces arthritis rapidly in rabbits: Pras, Weissman, Drug Trade News, July 4, 1966, p 40; as a sterol probe in freeze-fracture cytochemistry.
Therap-Cat: Antifungal.
Keywords: Antifungal (Antibiotics); Polyenes.
产品链接: 11078-21-0››