Isolation and identification of antialgal compounds from the leaves of Vallisneria spiralis L. by activity-guided fractionation

被引:75
作者
Xian, Qiming [1 ]
Chen, Haidong [1 ]
Liu, Huili [1 ]
Zou, Huixian [1 ]
Yin, Daqiang [1 ]
机构
[1] Nanjing Univ, Sch Environm, State Key Lab Pollut Control & Resource Reuse, Nanjing 210093, Peoples R China
关键词
2-ethyl-3-methylmaleimide; activity-guided fractionation; allelochemicals; antialgal compounds; blue-green algae; cyanobacteria; derivatives of ionone; eutrophication; high-resolution gas chromatography-mass spectrometry; macrophyte; Vallisneria spiralis Linn;
D O I
10.1065/espr2006.06.314
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
Background, Aims and Scope. Vallisneria spiralis Linn., a common submerged macrophyte, is widely available in quiet waters of lakes, ponds, marshes and streams in Southeast Asia. V spiralis plays a significant role nor only in decreasing eutrophication of water body for its productivity, but also in inhibiting the growth of blue-green algae? The aim of the paper involves the isolation and identification of allelochemicals from extracts of V spiralis by activity-guided fractionation and column chromatography Methods. Leaves of V spiralis was washed free of debris, air-dried and refluxed in 95% EtOH. The extract was isolated using column chromatography and fractionation with antialgal activity. Potential allelochemicals were analyzed by high-resolution gas chromatography-mass spectrometry (HRGC-MS). Results. Two fractions with strong antialgal activity were isolated using column chromatography and activity-guided fractionation from the extract of V spiralis. 2-Ethyl-3-merhyl-maleimide, dihydroactinidiolide and 4-oxo-beta-lonone were identified in the first fraction, and 3-hydroxy-5,6-epoxy-beta-ionone, loliolide, 6-hydroxy-3-oxo-alpha-ionone and all Unknown compound in the second fraction. They had strong inhibitory effects on Microcystis aeruginosa Kutz. Discussion. 2-Ethyl-3-methylmaleimide is a byproduct of photo-oxidation of chlorophyll, and five other compounds identified were derivatives of beta-carotene. HRGC-MS and derivatization technology were used to identify and confirm their molecular structures. The formula Of the unknown Compound was C16H19NO4. Metabolites of plant pigments had strong inhibitory activities on growth of algae. Conclusions. Six compounds had been identified in V spiralis, among them, 2-ethyl-3-methylmaleimide was the main allelo-chemical, and derivatives of ionone were also potential allelo-chemicals. Recommendations and Perspectives. The results of our research could help us to study further mechanisms of inhibitory effect on algae and develop new potential antialgal substances.
引用
收藏
页码:233 / 237
页数:5
相关论文
共 52 条
[1]  
[Anonymous], SCI TECHNOL
[2]  
ASHTON FM, 1985, ACS SYM SER, V268, P401
[3]   OFF-FLAVOUR OF DEHYDRATED CARROT STORED IN OXYGEN [J].
AYERS, JE ;
LAND, DG ;
SWAIN, T ;
FISHWICK, MJ .
NATURE, 1964, 203 (494) :81-&
[4]   Floral scent chemistry of mangrove plants [J].
Azuma, H ;
Toyota, M ;
Asakawa, Y ;
Takaso, T ;
Tobe, H .
JOURNAL OF PLANT RESEARCH, 2002, 115 (1117) :47-53
[5]   Removal of microcystins by phototrophic biofilms -: A microcosm study [J].
Babica, P ;
Bláha, L ;
Marsálek, B .
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 2005, 12 (06) :369-374
[6]   Secondary metabolites and lipids in Chara globularis Thuill [J].
Bankova, V ;
Stefanov, K ;
Dimitrova-Konaklieva, S ;
Keremedchieva, G ;
Frette, X ;
Nikolova, C ;
Kujumgiev, A ;
Popov, S .
HYDROBIOLOGIA, 2001, 457 (1-3) :199-203
[7]   A SIMPLE WAY TO (+/-)-DIHYDROACTINIDIOLIDE FROM BETA-IONONE RELATED TO THE ENZYMATIC COOXIDATION OF BETA-CAROTENE IN AQUEOUS-SOLUTION [J].
BOSSER, A ;
PAPLOREY, E ;
BELIN, JM .
BIOTECHNOLOGY PROGRESS, 1995, 11 (06) :689-692
[8]  
BUCKINGHAM J, 1996, DICT NATURAL PRODU S, V9, P144
[9]   Phytotoxic constituents from Bunias orientalis leaves [J].
Dietz, H ;
Winterhalter, P .
PHYTOCHEMISTRY, 1996, 42 (04) :1005-1010
[10]   Accumulation of secondary compounds in barley and wheat roots in response to inoculation with an arbuscular mycorrhizal fungus and co-inoculation with rhizosphere bacteria [J].
Fester, T ;
Maier, W ;
Strack, D .
MYCORRHIZA, 1999, 8 (05) :241-246