Bioactive lignans from a cultivar of Helianthus annuus

被引：54

作者：

Macías, FA ^{[1
]}

López, A ^{[1
]}

Varela, RM ^{[1
]}

Torres, A ^{[1
]}

Molinillo, JAG ^{[1
]}

机构：

[1] Univ Cadiz, Fac Ciencias, Dept Quim Organ, Grp Alelopatia, E-11510 Puerto Real, Cadiz, Spain

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2004年 / 52卷 / 21期

关键词：

Helianthus annuus; lignan; tanegool; SAR;

D O I：

10.1021/jf048945d

中图分类号：

S [农业科学];

学科分类号：

09 [农学];

摘要：

A bioassay-guided fractionation of water extracts from Helianthus annuus cv. SH-222 was carried out. Ten lignans and a phenylpropanoid were isolated from the polar bioactive fractions of H. annuus. This study is the first to report lignans as constituents of sunflower and is the first time that tanegool has been isolated as a natural aglycone. Additionally, we report biological activities of the isolated compounds. The general bioactivity has been evaluated using the wheat coleoptiles bioassay. The phytotoxic activities of compounds pinoresinol, lariciresinol, dihydro-dehydrodiconiferilic alcohol, and I-(4'-hydroxy-3'-methoxyphenyl)-2-[4"-(3hydroxypropyl)-2"-methoxyphenoxy]propane-I,3-diol were also evaluated in a bioassay on the standard target species. The structure-activity relationships are discussed.

引用

页码：6443 / 6447

页数：5

共 24 条

[1]

ABE F, 1990, CHEM PHARM BULL, V38, P2143, DOI 10.1248/cpb.38.2143

[2]

STUDIES ON ALLAMANDA .3. 9-ALPHA-HYDROXYPINORESINOL, 9-ALPHA-HYDROXYMEDIORESINOL AND RELATED LIGNANS FROM ALLAMANDA NERIIFOLIA [J].

ABE, F ;

YAMAUCHI, T .

PHYTOCHEMISTRY, 1988, 27 (02) :575-577

[3]

ANDRES M, 1994, BIOESTADISTICA CIENC

[4]

LIGNANS FROM THE WOOD OF ABIES PINSAPO [J].

BARRERO, AF ;

HAIDOUR, A ;

DORADO, MM ;

GRAVALOS, DG ;

QUESADA, TG .

JOURNAL OF NATURAL PRODUCTS, 1994, 57 (06) :713-719

[5]

STUDIES ON LIGNIN AND RELATED COMPOUNDS .84. THE HIGH PRESSURE HYDROGENATION OF MAPLE WOOD - HYDROL LIGNIN [J].

BREWER, CP ;

COOKE, LM ;

HIBBERT, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (01) :57-59

[6]

LIRIORESINOL-C DIMETHYL ETHER A DIAXIALLY SUBSTITUTED 3,7-DIOXABICYCLO[3,3,0]OCTANE LIGNAN FROM MACROPIPER EXCELSUM (FORST F) MIQ [J].

BRIGGS, LH ;

CAMBIE, RC ;

COUCH, RAF .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (24) :3042-&

[7]

Lignans and neolignans from Brassica fruticulosa:: Effects on seed germination and plant growth [J].

Cutillo, F ;

D'Abrosca, B ;

DellaGreca, M ;

Fiorentino, A ;

Zarrelli, A .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (21) :6165-6172

[8]

FONSECA S F, 1978, Phytochemistry (Oxford), V17, P499, DOI 10.1016/S0031-9422(00)89347-4

[9]

Fumiko A, 1986, CHEM PHARM BULL, V34, P4340

[10]

EAST MALLING COLEOPTILE STRAIGHT GROWTH TEST METHOD [J].

HANCOCK, CR ;

LACEY, HJ ;

BARLOW, HWB .

JOURNAL OF EXPERIMENTAL BOTANY, 1964, 15 (43) :166-&

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