𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The Structures of Some Products from the Photodegradation of the Pluramycin Antibiotics Hedamycin and Kidamycin

✍ Scribed by Andreas Fredenhagen; Urs Séquin

Publisher
John Wiley and Sons
Year
1985
Tongue
German
Weight
668 KB
Volume
68
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

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 1 in the presence of oxygen gave only one isolable product, photohedamycin A (3), where ring E of hedamycin had been transformed into an enol ether. The reaction in the absence of oxygen yielded the photohedamycins B, C, and D (5, 6, and 7, respectively). In these compounds, one of the epoxides of hedamycin had been opened reductively, and in photohedamycin D (7) the substituent at C(8) ‐ originally ring E of hedamycin ‐ was now acyclic. In addition to these compounds, the photolyses yielded a large number of unstable minor products, which could not be isolated.

📜 SIMILAR VOLUMES

The Structure of the Antibiotic Hedamyci
The Structure of the Antibiotic Hedamycin. V. Crystal structure and absolute configuration
✍ Margareta Zehnder; Urs Séquin; Heinz Nadig 📂 Article 📅 1979 🏛 John Wiley and Sons 🌐 German ⚖ 506 KB

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

The Structure of the Antibiotic Hedamyci
The Structure of the Antibiotic Hedamycin. I. Chemical, Physical and Spectral Properties
✍ Urs Séquin; Colin T. Bedford; Sung K. Chung; A. Ian Scott 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 615 KB

## Abstract Interpretation of the chemical and spectral (IR., UV., ^1^H‐ and ^13^C‐NMR.) properties of the antitumor antibiotic hedamycin (C~41~H~50~N~2~O~11~) suggests that the molecule contains a methyl substituted 1‐hydroxyanthraquinone nucleus, an α, β‐unsaturated ketone, two sugar‐like tetrahy

Determination of the Relative Configurat
Determination of the Relative Configurations in the Side Chains of the Antibiotics Hedamycin and Pluramycin A; Synthesis and NMR. Data of Suitable Model Compounds
✍ Mario Ceroni; Urs Séquin 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 941 KB

## Abstract Several diepoxyhexanoates and epoxyhexenoates were prepared by epoxidation of methyl 2‐methyl‐2,4‐hexadienoate or by __Darzens__ condensation. Their ^1^ H‐ and ^13^C‐NMR. spectra were measured and assigned. Comparison of these data with the spectra of the antibiotics hedamycin (**1**) a

Isolation and Structure Elucidation of S
Isolation and Structure Elucidation of Some Components of the Antitumor Antibiotic Mixture ‘Rubiflavin’
✍ Heinz Nadig; Urs Sèquin 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 German ⚖ 713 KB

The antitumor antibiotic 'rubiflavin' was investigated. It was shown to be a mixture of several compounds, nine of which -after isolation by HPLC -could be identified by 'H-NMR spectroscopy. The rubiflavins A (4), B (S), C-l(6), C-2 (7), D (8), and E (9) are pluramycin antibiotics differing only in

The Structure of the Products Resulting
The Structure of the Products Resulting from Dehydroacetic Acid and Hydrazines
✍ Devinder Kumar; Shiv P. Singh 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 18 KB

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.