ORGANIC-PHOTOCHEMISTRY .82. LUMITETRACYCLINE - A NOVEL NEW TETRACYCLINE PHOTOPRODUCT

被引:20
作者
DREXEL, RE
OLACK, G
JONES, C
CHMURNY, GN
SANTINI, R
MORRISON, H
机构
[1] NCI, FREDERICK CANC RES FACIL, PROGRAM RESOURCES INC, FREDERICK, MD 21701 USA
[2] PURDUE UNIV, DEPT CHEM, W LAFAYETTE, IN 47907 USA
关键词
D O I
10.1021/jo00295a042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new photoproduct (“lumitetracycline”, LTc), formed by the irradiation of the phototoxic antibiotic tetracycline (Tc) in organic or aqueous media, has been isolated in good yield. Its structure has been deduced from spectroscopic data, primarily one- and two-dimensional NMR techniques. The key structural feature of this photoproduct is the formation of a new carbon-carbon bond between C-4 and C-11a, thus generating a norbornyl ring system within the molecule. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2471 / 2478
页数:8
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