2-CARBOMETHOXYOXEPIN - 1-CARBOMETHOXYBENZENE 1,2-OXIDE - A METABOLITE OF PHELLINUS-TREMULAE

被引：11

作者：

AYER, WA

CRUZ, ER

机构：

[1] Department of Chemistry, University of Alberta, Edmonton

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 10期

关键词：

D O I：

10.1016/0040-4039(93)85014-N

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The valence tautomer 2-carbomethoxyoxepin: 1-carbon-methoxybenzene 1,2-oxide (1) has been isolated from liquid cultures of the wood-rotting fungus Phellinus tremulae. Methyl salicylate 2, a rearrangement product of the arene oxide 1, is produced by the same fungus. The biogenetic implications of these findings are discussed.

引用

收藏

页码：1589 / 1592

页数：4

相关论文

共 10 条

[1] AROMATIZATION OF ARENE 1,2-OXIDES - 1-CARBOXYBENZENE AND 1-CARBOALKOXYBENZENE OXIDES [J].

BOYD, DR ;

BERCHTOLD, GA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (09) :2470-2474

[2]

BREITENBACH J, 1986, FUNGI SWITZERLAND, V2, P264

[3] ANALYSIS OF ODOROUS CONSTITUENTS PRODUCED BY VARIOUS SPECIES OF PHELLINUS [J].

COLLINS, RP ;

HALIM, AF .

CANADIAN JOURNAL OF MICROBIOLOGY, 1972, 18 (01) :65-&

[4]

HASLAM E, 1974, SHIKIMATE PATHWAY, P220

[5] ARENE OXIDES - NEW ASPECT OF DRUG-METABOLISM [J].

JERINA, DM ;

DALY, JW .

SCIENCE, 1974, 185 (4151) :573-582

[6]

MANN J, 1987, SECONDARY METABOLISM, P186

[7] SYNTHESIS OF 3-CHLOROBENZENE AND 4-CHLOROBENZENE OXIDES - UNEXPECTED TRAPPING RESULTS DURING METABOLISM OF [C-14]CHLOROBENZENE BY HEPATIC MICROSOMES [J].

SELANDER, HG ;

JERINA, DM ;

PICCOLO, DE ;

BERCHTOLD, GA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (15) :4428-4430

[8] BIOSYNTHESIS OF DYNEMICIN-A, A 3-ENE-1,5-DIYNE ANTITUMOR ANTIBIOTIC [J].

TOKIWA, Y ;

MIYOSHISAITOH, M ;

KOBAYASHI, H ;

SUNAGA, R ;

KONISHI, M ;

OKI, T ;

IWASAKI, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (11) :4107-4110

[9]

TRIFONOV LS, IN PRESS EUR J FOR P

[10] 1H-AZEPINE - NMR SPECTROSCOPIC AND CHEMICAL CHARACTERIZATION [J].

VOGEL, E ;

ALTENBACH, HJ ;

DROSSARD, JM ;

SCHMICKLER, H ;

STEGELMEIER, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1980, 19 (12) :1016-1018