NIH-SHIFT DURING BIOSYNTHESIS OF EPOXY-PSEUDOISOEUGENOL-(2-METHYLBUTYRATE) IN TISSUE-CULTURES OF PIMPINELLA-ANISUM

被引：9

作者：

MARTIN, R ^{[1
]}

REICHLING, J ^{[1
]}

机构：

[1] UNIV HEIDELBERG, INST PHARMAZEUT BIOL, NEUENHEIMER FELD 364, W-6900 HEIDELBERG 1, GERMANY

来源：

PHYTOCHEMISTRY | 1992年 / 31卷 / 02期

关键词：

PIMPINELLA-ANISUM; APIACEAE; BIOSYNTHESIS; PHENYLPROPANOIDS; PSEUDOISOEUGENOLS; TISSUE CULTURE; C-13-LABELING; NIH-SHIFT;

D O I：

10.1016/0031-9422(92)90027-N

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：

Pseudoisocugenois are phenylpropanoids with a rare 2,5-dioxy-substitution pattern at the phenyl ring. Their biosynthetic pathway up to anethole appears to be identical to that of ordinary phenylpropanoids. The biosynthetic step leading from anethole (l-propenyl-4-methoxy benzene) to pseud oisoeugenol (l-propenyl-2-hydroxy-5-methoxy benzene) was examined using a tissue culture of Pimpinella anisum and presentation of C-13 labelled precursors. It involves migration of the side chain during the introduction of the OH.2-group.

引用

页码：511 / 514

页数：4

共 13 条

[1]

[Anonymous], 1979, VORKOMMEN ANAL ATHER

[2]

BERGMAN ED, 1959, ORG REACTIONS, V10, P219

[3] OXIRANYLPHENYL ESTERS FROM PIMPINELLA-DIVERSIFOLIA [J].

BOTTINI, AT ;

DEV, V ;

GARFAGNOLI, DJ ;

MATHELA, CS ;

MELKANI, AB ;

MILLER, AA ;

STURM, NS .

PHYTOCHEMISTRY, 1985, 25 (01) :207-211

[4]

DALY JW, 1972, EXPERIENTIA, V28, P1129, DOI 10.1007/BF01946135

[5] BIOCHEMISTRY OF LIGNIFICATION [J].

GRISEBACH, H .

NATURWISSENSCHAFTEN, 1977, 64 (12) :619-625

[6] 4-(DIMETHYLAMINO)PYRIDINIUM CHLOROCHROMATE, A NEW SELECTIVE REAGENT FOR THE OXIDATION OF ALLYLIC AND BENZYLIC ALCOHOLS [J].

GUZIEC, FS ;

LUZZIO, FA .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (09) :1787-1789

[7] ANTIGERMINATION ACTIVITY OF PHENYLPROPENOIDS FROM THE GENUS PIMPINELLA [J].

KLEIMAN, R ;

PLATTNER, RD ;

WEISLEDER, D .

JOURNAL OF NATURAL PRODUCTS, 1988, 51 (02) :249-256

[8] NEW TYPE OF PHENYLPROPANE FROM ESSENTIAL FRUIT OIL OF PIMPINELLA-ANISUM-L [J].

KUBECZKA, KH ;

MASSOW, FV ;

FORMACEK, V ;

SMITH, MAR .

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1976, 31 (02) :283-284

[9]

MARTIN R, 1988, Z NATURFORSCH C, V43, P328

[10] REINVESTIGATION OF THE PHENYLPROPANOIDS FROM THE ROOTS OF PIMPINELLA SPECIES [J].

MARTIN, R ;

REICHLING, J ;

BECKER, H .

PLANTA MEDICA, 1985, 51 (03) :198-202

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