8765. Sporidesmolides
Description and references
Cyclodepsipeptides containing both d and l amino acids, isolated from the pasture fungus Sporidesmium bakeri Syd. (Pithomyces chartarum (Berk. & Curt.) Ellis): D. W. Russell, Biochim. Biophys. Acta 45, 411 (1960); W. S. Bertaud et al., J. Gen. Microbiol. 32, 385 (1963); E. Bishop, D. W. Russell, Biochem. J. 92, 19P (1964).
Derivative
Sporidesmolide I.Nomenclature
Description and references
Structure: D. W. Russell, J. Chem. Soc. 1962, 753. Synthesis: M. M. Shemyakin et al., Tetrahedron 19, 995 (1963). Biosynthetic study: D. W. Russell, Biochim. Biophys. Acta 261, 469 (1972). MS determn: B. C. Das et al., J. Antibiot. 32, 569 (1979).
Properties
Needles from 70% acetic acid, mp 261-263°. [α]D17 217° (c = 1.5 in chloroform). Practically insol in water; very sol in chloroform; sparingly sol in other common organic solvents.Derivative
Sporidesmolide II.Nomenclature
Description and references
Structure and synthesis: M. M. Shemyakin et al., Tetrahedron Lett. 1963, 1927.
Properties
Crystals, mp 228-230°. [α]D20 195° (c = 0.6 in chloroform).Derivative
Sporidesmolide III.Nomenclature
Description and references
Synthesis: Y. A. Ovchinnikov et al., ibid. 1965, 1111.
Properties
Crystals, mp 277-278°. [α]D 80° (c = 1.6 in acetic acid).Derivative
Sporidesmolide IV.Nomenclature
Description and references
Structure and synthesis: A. A. Kiryushkin et al., ibid. 1965, 143; E. Bishop, D. W. Russell, J. Chem. Soc. C 1967, 634.