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  • Title: Structure of fredericamycin A, an antitumor antibiotic of a novel skeletal type; spectroscopic and mass spectral characterization.
    Author: Misra R, Pandey RC, Hilton BD, Roller PP, Silverton JV.
    Journal: J Antibiot (Tokyo); 1987 Jun; 40(6):786-802. PubMed ID: 3112081.
    Abstract:
    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'-trihydroxy-6-methoxy-3'-(1,3-pentadienyl++ +)-spiro- [2H-benz[f]indene-2,8'-[8H]-cyclopent-[g]-isoquinoline]-1,1', 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.
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