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The structure of the antibiotic hedamycin-II : Comparison of hedamycin and kidamycin

✍ Scribed by U. Séquin


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
703 KB
Volume
34
Category
Article
ISSN
0040-4020

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The Structures of Some Products from the
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## Abstract The photolability of the antitumor antibiotic hedamycin (**1**) was investigated by irradiation in different solvents in the presence or in the absence of oxygen. The products formed were separated chromatographically and their structures determined by NMR spectroscopy. Photolysis of **

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The crystal structure of the antibiotic hedamycin (1) has been solved by direct method and refined by least squares techniques to R=0.091 for 2289 of 2643 independent reflexions. Crystals of C4,HS,,N,0 are orthorhombic, space group P2,2,2' with lattice parameters a=24.239 (12), b=21.440 (lo), c=7.36

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Hedamycin, a member of the pluramycin class of antitumour antibiotics, consists of a planar anthrapyrantrione chromophore to which is attached two aminosugar rings at one end and a bisepoxidecontaining sidechain at the other end. Binding to double-stranded DNA is known to involve both reversible and

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## Abstract The 2‐substituted 4 __H__‐chromen‐4‐ones (4‐chromones) **2** and **3** have epoxysubstituted side chains at C(2) resembling that of the antibiotic hedamycin **(1).** They were chosen as model compounds and subjected to photolysis either in the presence or in the absence of oxygen. The p