1987 Volume 40 Issue 6 Pages 786-802
IR, UV-visible spectroscopy, circular dichroism, 1H and 13C NMR studies, high resolution electron impact, field desorption, and fast atom bombardment mass spectral studies are reported for fredericamycin A (NSC-305263), a novel antitumor antibiotic of acid-base indicator type produced by Streptomyces griseus (FCRC-48). The spectral data are correlated with the structure obtained by X-ray crystallography as (E, E)-6', 7'-dihydro-4, 9, 9'tr ihydroxy-6-methoxy- 3'-(1, 3-pentadienyl)-spiro-[2H-benz[f] indene-2, 8'-[8H]-cyclopent-[g]isoquinoline]-l, 1', 3, 5, 8(2'H)-pentone. The novel spiro ring antibiotic exhibits unusual 1H and 13C NMR spectroscopic and chemical behavior, not previously observed in other antibiotic structures.
