BIOSYNTHESIS OF PHENOLS .18. CARBON-14 LABELLING IN RINGS C AND D OF OXYTETRACYCLINE INCORPORATING [2-14C]ACETIC ACID

被引：8

作者：

CATLIN, ER

HASSALL, CH

PARRY, DR

机构：

[1] Department of Chemistry, University College of Swansea, Swansea

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 10期

关键词：

D O I：

10.1039/j39690001363

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radioactivity of carbon atoms at positions 6 and 11 of [ 14C]oxytetracycline, isolated from cultures containing [2- 14C]acetic acid, has been compared with the averages for positions (7, 9, and 10a) and (6a, 8, and 10) respectively. The close agreement of the measured radioactivities indicates that carbon atoms 6 and 11 in ring C and all those of ring D arise from incorporation of acetic acid in accordance with the polyketide hypothesis. An improved procedure was developed for the isolation of bromopicrin from the oxidation of nitrated phenols.

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页码：1363 / &

相关论文

共 28 条

[1] BIOSYNTHESIS OF PHENOLS .17. SOME PHENOLIC METABOLITES OF MUTANT STRAINS OF ASPERGILLUS REGULOSUS [J].

BALLANTINE, JA ;

HASSALL, CH ;

JONES, BD .

PHYTOCHEMISTRY, 1968, 7 (09) :1529-+

[2] STUDIES IN RELATION TO BIOSYNTHESIS .28. OXYTETRACYCLINE (TERRAMYCIN) [J].

BIRCH, AJ ;

SNELL, JF ;

THOMSON, PJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (FEB) :425-&

[3] STUDIES IN RELATION TO BIOSYNTHESIS .31. SOME DEVELOPMENTS OF BROMOPICRIN REACTION [J].

BIRCH, AJ ;

RICKARDS, RW ;

MOYE, CJ ;

VANEK, Z .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (SEP) :3586-&

[4] NATURALLY OCCURRING QUINONES .13. ANTHRAQUINONES AND RELATED NAPHTHALENIC COMPOUNDS IN GALIUM SPP AND IN ASPERULA ODORATA [J].

BURNETT, AR ;

THOMSON, RH .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (07) :854-&

[5] NATURALLY OCCURRING QUINONES .14. QUINONOID CONSTITUENTS OF PYROLA MEDIA SW (PYROLACEAE) [J].

BURNETT, AR ;

THOMSON, RH .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (07) :857-&

[6] NATURALLY OCCURRING QUINONES .12. EXTRACTIVES FROM TABEBUIA CHRYSANTHA NICHOLS AND OTHER BIGNONIACEAE [J].

BURNETT, AR ;

THOMSON, RH .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (07) :850-&

[7]

FROELICHER V, 1921, J CHEM SOC, P1425

[8] INCORPORATION OF C-14-ACETATE IN THE PHENOLIC SUBSTANCES IN PENICILLIUM-ISLANDICUM SOPP [J].

GATENBECK, S .

ACTA CHEMICA SCANDINAVICA, 1958, 12 (10) :1985-1989

[9] MECHANISM OF BIOSYNTHESIS OF CITROMYCETIN [J].

GATENBECK, S ;

MOSBACH, K .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1963, 11 (03) :166-&

[10]

GATENBECK S, 1961, BIOCHEM BIOPH RES CO, V6, P422