Structures of 5-alkylresorcinol-related analogues in rye

被引：29

作者：

Suzuki, Y ^{[1
]}

Esumi, Y ^{[1
]}

Yamaguchi, I ^{[1
]}

机构：

[1] RIKEN, Inst Phys & Chem Res, Wako, Saitama 3510198, Japan

来源：

PHYTOCHEMISTRY | 1999年 / 52卷 / 02期

关键词：

Secale sereale L; gramineae; oxoalkylresorcinol; hydroxyalkylresorcinol; alkadiyldiresorcinol;

D O I：

10.1016/S0031-9422(99)00196-X

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 5-(2'-oxo)alkylresorcinols, 5-(2'- and 4'-hydroxy)alkylresorcinols, and 5,5'-(alkadiyl)diresorcinols were isolated from rye, each as a mixture of homologues. The identification of these alkylresorcinol-related analogues was achieved by analyses of the H-1-NMR and MS spectra. From the identity of the analogues found, a possible biosynthetic pathway to the 2'-oxoalkylresorcinols is proposed, based on a correlation of the carbon-chain lengths between the alkylresorcinols and 2'-oxoalkylresorcinols. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：281 / 289

页数：9

共 10 条

[1] CHARGE-REMOTE FRAGMENTATIONS - ANALYTICAL APPLICATIONS AND FUNDAMENTAL-STUDIES [J].

ADAMS, J .

MASS SPECTROMETRY REVIEWS, 1990, 9 (02) :141-186

[2]

BOUILLANT ML, 1994, PHYTOCHEMISTRY, V35, P769, DOI 10.1016/S0031-9422(00)90602-2

[3]

CIRIGOTTIS K A, 1974, Australian Journal of Chemistry, V27, P345, DOI 10.1071/CH9740345

[4] DNA STRAND SCISSION BY NATURALLY-OCCURRING 5-ALKYLRESORCINOLS [J].

SCANNELL, RT ;

BARR, JR ;

MURTY, VS ;

REDDY, KS ;

HECHT, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (11) :3650-3651

[5] ISOLATION AND CHARACTERIZATION OF SEVERAL UNIQUE LIPIDS FROM AZOTOBACTER-VINELANDII CYSTS [J].

SU, CJ ;

REUSCH, RN ;

SADOFF, HL .

JOURNAL OF BACTERIOLOGY, 1981, 147 (01) :80-90

[6] Specific accumulation of antifungal 5-alk(en)ylresorchinol homologs in etiolated rice seedlings [J].

Suzuki, Y ;

Saitoh, C ;

Hyakutake, H ;

Kono, Y ;

Sakurai, A .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1996, 60 (11) :1786-1789

[7] Structural analyses of carbon chains in 5-alk(en)ylresorcinols of rye and wheat whole flour by tandem mass spectrometry [J].

Suzuki, Y ;

Esumi, Y ;

Uramoto, M ;

Kono, Y ;

Sakurai, A .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1997, 61 (03) :480-486

[8] Isolation of 5-(8'Z-heptadecenyl)-resorcinol from etiolated rice seedlings as an antifungal agent [J].

Suzuki, Y ;

Esumi, Y ;

Hyakutake, H ;

Kono, Y ;

Sakurai, A .

PHYTOCHEMISTRY, 1996, 41 (06) :1485-1489

[9] Identification of 5-n-(2′-oxo)alkylresorcinols from etiolated rice seedlings [J].

Suzuki, Y ;

Esumi, Y ;

Saito, T ;

Kishimoto, Y ;

Morita, T ;

Koshino, H ;

Uzawa, J ;

Kono, Y ;

Yamaguchi, I .

PHYTOCHEMISTRY, 1998, 47 (07) :1247-1252

[10]

VERDEAL K, 1977, CEREAL CHEM, V54, P475

← 1 →