FURTHER POLYACETYLENES FROM POLYPORUS-ANTHRACOPHILUS - SPECIFIC INCORPORATION OF [MATRICARIA-1-C-14 ESTERS INTO POLYACETYLENIC METABOLITES OF THIS FUNGUS

被引:7
作者
DAVIES, DG
HODGE, P
YATES, P
WRIGHT, MJ
机构
[1] UNIV LANCASTER,DEPT CHEM,LANCASTER LA1 4YA,ENGLAND
[2] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1978年 / 12期
关键词
D O I
10.1039/p19780001602
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A further eight C10 polyacetylenes have been isolated from cultures of Polyporus athracophilus. Several of these, notably Z,Z- and 2E,8Z-matricaria ester and Z.Z-matricarianol, have not previously been isolated from fungi. When a mixture of E,E- [1-14C] matricaria ester and 2E,8Z- [1-14C] matricaria ester was fed to cultures of P. anthracophilus, one or both of these esters were specifically incorporated into E,E-matricarianol, Z,Z-matricarianol, and dimethyl E,E-deca-2,8-diene-4,6-diyne-1,10-dioate. This provides strong evidence that in this organism, matricaria esters are intermediates in the production of many of the polyacetylenic metabolites.
引用
收藏
页码:1602 / 1606
页数:5
相关论文
共 16 条
[1]  
ALLAN JLH, 1953, J CHEM SOC, P3314
[2]   NATURAL ACETYLENES .33. BIOGENESIS OF C9 DIACETYLENIC TRIOL FROM FUNGUS CLITOCYBE-RHIZOPHORA VELEN [J].
BARLEY, GC ;
DAY, AC ;
GRAF, U ;
JONES, ERH ;
ONEILL, I ;
TACHIKAWA, R ;
THALLER, V ;
VEREHODG.RA .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (19) :3308-+
[3]  
BEW RE, 1961, THESIS OXFORD
[4]   POLYACETYLENE COMPOUNDS .162. POLYYNES FROM DIPLOPAPPUS FRUTICOSUS [J].
BOHLMANN, F ;
ZDERO, C .
CHEMISCHE BERICHTE-RECUEIL, 1969, 102 (05) :1679-&
[5]  
BOHLMANN F, 1973, NATURALLY OCCURRING, P300
[6]  
BOHLMANN F, 1965, CHEM BER, V98, P1736
[7]   STUDIES RELATED TO NATURALLY OCCURRING ACETYLENE COMPOUNDS .7. THE SYNTHESIS OF 2 STEREOISOMERS OF METHYL NORMAL-DECADIENE-2,8-DIYN-4,6-OATES - THE CONFIGURATION OF MATRICARIA ESTER [J].
BRUUN, T ;
CHRISTENSEN, PK ;
HAUG, CM ;
STENE, J ;
SORENSEN, NA .
ACTA CHEMICA SCANDINAVICA, 1951, 5 (9-10) :1244-1259
[8]   BIOSYNTHESIS OF POLYACETYLENES .3. POLYACETYLENES AND TRITERPENES IN POLYPORUS ANTHRACOPHILUS [J].
BULOCK, JD ;
ALLPORT, DC ;
TURNER, WB .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (APR) :1654-&
[9]   ORIGIN OF NATURALLY-OCCURRING ACETYLENES [J].
BULOCK, JD ;
SMITH, GN .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (05) :332-&
[10]   CHEMISTRY OF THE HIGHER FUNGI .8. A SERIES OF ACETYLENIC COMPOUNDS FROM POLYPORUS-ANTHRACOPHILUS [J].
BULOCK, JD ;
JONES, ERH ;
TURNER, WB .
JOURNAL OF THE CHEMICAL SOCIETY, 1957, (APR) :1607-1617