IRON-PEPLOMYCIN CATALYZED OXYGENATION OF LINOLEIC-ACID

被引：9

作者：

NAGATA, R ^{[1
]}

MORIMOTO, S ^{[1
]}

SAITO, I ^{[1
]}

机构：

[1] KYOTO UNIV,FAC ENGN,DEPT SYNTHET CHEM,KYOTO 606,JAPAN

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)97655-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Incubation of linoleic acid with Fe(III)-peplomycin under aerobic conditions produced a mixture of hydroperoxides 1a-d as primary products which then gave rise to the formation of the corresponding dienones (2a-d), alcohols (3a-d) and epoxyenones (4a, b). © 1990.

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页码：4485 / 4488

页数：4

相关论文

共 16 条

[1] EVIDENCE IN FAVOR OF AN ORGANOIRON-MEDIATED PATHWAY FOR LIPOXYGENATION OF FATTY-ACIDS BY SOYBEAN LIPOXYGENASE [J].

COREY, EJ ;

NAGATA, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (26) :8107-8108

[2] STEREOCHEMISTRY AND MECHANISM OF THE BIOSYNTHESIS OF LEUKOTRIENE-A4 FROM 5(S)-HYDROPEROXY-6(E),8,11,14(Z)-EICOSATETRAENOIC ACID - EVIDENCE FOR AN ORGANOIRON INTERMEDIATE [J].

COREY, EJ ;

WRIGHT, SW ;

MATSUDA, SPT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (04) :1452-1455

[3] LIPID-PEROXIDATION BY BLEOMYCIN-IRON COMPLEXES INVITRO [J].

EKIMOTO, H ;

TAKAHASHI, K ;

MATSUDA, A ;

TAKITA, T ;

UMEZAWA, H .

JOURNAL OF ANTIBIOTICS, 1985, 38 (08) :1077-1082

[4]

GIBIAN MJ, 1977, BIOORG CHEM, V1, P117

[5]

HECHT SM, 1986, ACCOUNTS CHEM RES, V19, P83

[6] SYNTHETIC STUDIES ON AN ANTITUMOR ANTIBIOTIC, BLEOMYCIN .26. CHIRAL ENVIRONMENT AROUND THE METAL CENTER OBSERVED BY THE EPOXIDATION WITH THE IRON COMPLEXES OF BLEOMYCIN AND THE SYNTHETIC ANALOG [J].

KAKU, Y ;

OTSUKA, M ;

OHNO, M .

CHEMISTRY LETTERS, 1989, (04) :611-614

[7] DIRECT COMPARISON OF OXYGEN-TRANSFER BY IRON BLEOMYCIN AND ZINC BLEOMYCIN [J].

LONG, EC ;

HECHT, SM .

TETRAHEDRON LETTERS, 1988, 29 (49) :6413-6416

[8] OBSERVATION OF A PEROXYL RADICAL IN SAMPLES OF PURPLE LIPOXYGENASE [J].

NELSON, MJ ;

COWLING, RA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) :2820-2821

[9] FERRIC BLEOMYCIN CATALYZED REDUCTION OF 10-HYDROPEROXY-8,12-OCTADECADIENOIC ACID - EVIDENCE FOR HOMOLYTIC O-O BOND SCISSION [J].

PADBURY, G ;

SLIGAR, SG ;

LABEQUE, R ;

MARNETT, LJ .

BIOCHEMISTRY, 1988, 27 (20) :7846-7852

[10]

PARTCH RE, 1964, TETRAHEDRON LETT, P3071