1981. Cephalosporin P1

Nomenclature

CAS number: 28393-42-2
(3α,4α,6α,7β,8α,9β,13α,14β,16β,17Z)-6,16-Bis(acetyloxy)-3,7-dihydroxy-29-nordammara-17(20),24-dien-21-oic acid.
C33H50O8; mol wt 574.75.
C 68.96%, H 8.77%, O 22.27%.

Description and references

Antibiotic substance produced by a Cephalosporium sp. cultivated from the sea near Sardinia. Crude cephalosporin P contains at least 5 components: P1, P2, P3, P4, P5, the major active substance being cephalosporin P1. Isoln: Burton, Abraham, Biochem. J. 50, 168 (1951). Structure: Baird et al., Proc. Chem. Soc. London 1961, 257; Halsall et al., ibid. 1963, 16; Melera, Experientia 19, 565 (1963); Halsall et al., Chem. Commun. 1966, 685.

Chemical structure

Properties

Orthorhombic crystals from 50% aq ethanol, C33H50O8.H2O. 1/2 C2H5OH. mp 147°. [α]D20 +28° (c = 2.7 in chloroform). uv max: 211 nm (ε 9140). Readily sol in chloroform and ethanol; sparingly sol in hexane and water.