Chemical constituents of the aquatic plant Schoenoplectus lacustris:: Evaluation of phytotoxic effects on the green alga Selenastrum capricornutum

被引:37
作者
D'Abrosca, B
Dellagreca, M
Fiorentino, A
Isidori, M
Monaco, P
Pacifico, S
机构
[1] Univ Naples 2, Dipartimento Sci Vita, I-81100 Caserta, Italy
[2] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy
关键词
Schoenoplectus lacustris; polyphenols; cinnamic acids; dihydrocinnamic acids; flavonoids; C-13; nor-isoprenoids; (-)-catechin; phytotoxicity; antialgal; Selenastrum capricornutum;
D O I
10.1007/s10886-006-9354-y
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
Forty-nine secondary metabolites were isolated from aqueous and alcoholic extracts of the aquatic plant Shoenoplectus lacustris. All compounds were characterized based on spectroscopic data. Eleven free and glycosylated low-molecular polyphenols, 17 cinnamic acid and dihydrocinnamic acid derivatives, 11 flavonoids, and 10 C-13 nor-isoprenoids were identified. The structure of the new compound, 1-benzoyl-glycerol-2-alpha-L-arabinopyranoside, was elucidated by 2D NMR experiments (COSY, HSQC, HMBC, NOESY). To evaluate potential phytotoxic effects, all compounds were tested on the green alga Selenastrum capricornutum, a unicellular organism commonly used in tests of toxicity as a bioindicator of eutrophic sites. The most active compound was (-)-catechin, showing an inhibition similar to that of the algaecide CuSO4.
引用
收藏
页码:81 / 96
页数:16
相关论文
共 29 条
[1]   Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity [J].
Baderschneider, B ;
Winterhalter, P .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (06) :2788-2798
[2]   RETRACTED: Enantiomeric-dependent phytotoxic and antimicrobial activity of (±)-catechin.: A rhizosecreted racemic mixture from spotted knapweed (Retracted article. See vol. 151, pg. 967, 2009) [J].
Bais, HP ;
Walker, TS ;
Stermitz, FR ;
Hufbauer, RA ;
Vivanco, JM .
PLANT PHYSIOLOGY, 2002, 128 (04) :1173-1179
[3]   Allelopathy and exotic plant invasion: From molecules and genes to species interactions [J].
Bais, HP ;
Vepachedu, R ;
Gilroy, S ;
Callaway, RM ;
Vivanco, JM .
SCIENCE, 2003, 301 (5638) :1377-1380
[4]   Structure-dependent phytotoxicity of catechins and other flavonoids:: Flavonoid conversions by cell-free protein extracts of Centaurea maculosa (spotted knapweed) roots [J].
Bais, HP ;
Walker, TS ;
Kennan, AJ ;
Stermitz, FR ;
Vivanco, JM .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (04) :897-901
[5]  
BOUTARD B, 1973, BIOCH SYSTEM, V1, P133, DOI DOI 10.1016/0305-1978(73)90003-3
[6]   EXCLUSION OF PHYTOPLANKTON IN THE PROXIMITY OF DOMINANT WATER-SOLDIER (STRATIOTES-ALOIDES) [J].
BRAMMER, ES .
FRESHWATER BIOLOGY, 1979, 9 (03) :233-249
[7]   Lactone diterpenes from the aquatic plant Potamogeton natans [J].
Cangiano, T ;
DellaGreca, M ;
Fiorentino, A ;
Isidori, M ;
Monaco, P ;
Zarrelli, A .
PHYTOCHEMISTRY, 2001, 56 (05) :469-473
[8]   Low molecular weight phenols from the bioactive aqueous fraction of Cestrum parqui [J].
D'Abrosca, B ;
DellaGreca, M ;
Fiorentino, A ;
Monaco, P ;
Zarrelli, A .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (13) :4101-4108
[9]   Structure elucidation and phytotoxicity of C13 nor-isoprenoids from Cestrum parqui [J].
D'Abrosca, B ;
DellaGreca, M ;
Fiorentino, A ;
Monaco, P ;
Oriano, P ;
Temussi, F .
PHYTOCHEMISTRY, 2004, 65 (04) :497-505
[10]   Potential allelochemicals from Sambucus nigra [J].
D'Abrosca, B ;
DellaGreca, M ;
Fiorentino, A ;
Monaco, P ;
Previtera, L ;
Simonet, AM ;
Zarrelli, A .
PHYTOCHEMISTRY, 2001, 58 (07) :1073-1081