Chemical basis for the antifeedant activity of natural hydroxamic acids and related compounds

被引:22
作者
Bravo, HR
Copaja, SV
Argandoña, VH
机构
[1] Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile
[2] Univ Chile, Fac Ciencias, Dept Biol, Santiago, Chile
关键词
antifeedant activity; hydroxamic acids; A; mollis; Rhopalosiphum padi;
D O I
10.1021/jf030766t
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Natural hydroxamic acids and related compounds derived from the 1,4-benzoxazin-3-one structure show antifeedant activity against the aphid Rhopalosiphum padi. This antifeeding activity is based on the electrophilic character of the hydroxamic acid function, the opening of the hemiacetal function and the lipophilic character of the molecule. In addition, the antifeedant activity of the aqueous extracts of different tissues of Acanthus mollis (Acanthaceae) was determined. The activity observed is attributed to the presence of 2,4-dihydroxy-1,4-benzoxazin-3-one in the extracts.
引用
收藏
页码:2598 / 2601
页数:4
相关论文
共 32 条
[1]   EFFECT OF CONTENT AND DISTRIBUTION OF HYDROXAMIC ACIDS IN WHEAT ON INFESTATION BY THE APHID SCHIZAPHIS-GRAMINUM [J].
ARGANDONA, VH ;
NIEMEYER, HM ;
CORCUERA, LJ .
PHYTOCHEMISTRY, 1981, 20 (04) :673-676
[2]  
ARGANDONA VH, 1983, ENTOMOL EXP APPL, V34, P134, DOI 10.1007/BF00338659
[3]   ISOLATION AND CHARACTERIZATION OF ALLELOCHEMICALS IN RYE HERBAGE [J].
BARNES, JP ;
PUTNAM, AR ;
BURKE, BA ;
AASEN, AJ .
PHYTOCHEMISTRY, 1987, 26 (05) :1385-1390
[4]   Contents and morphological distribution of 2,4-dihydroxy-1,4-benzoxazin-3-one and 2-benzoxazolinone in Acanthus mollis in relation to protection from larvae of Pseudaletia impuncta [J].
Bravo, HR ;
Copaja, SV .
ANNALS OF APPLIED BIOLOGY, 2002, 140 (02) :129-132
[5]   ANTIMICROBIAL ACTIVITY OF CEREAL HYDROXAMIC ACIDS AND RELATED-COMPOUNDS [J].
BRAVO, HR ;
LAZO, W .
PHYTOCHEMISTRY, 1993, 33 (03) :569-571
[6]   Antialgal and antifungal activity of natural hydroxamic acids and related compounds [J].
Bravo, HR ;
Lazo, W .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1996, 44 (06) :1569-1571
[7]   Accumulation of hydroxamic acids during wheat germination [J].
Copaja, SV ;
Nicol, D ;
Wratten, SD .
PHYTOCHEMISTRY, 1999, 50 (01) :17-24
[8]   Evaluation of DIMBOA analogs as antifeedants and antibiotics towards the aphid Sitobion avenae in artificial diets [J].
Escobar, CA ;
Sicker, D ;
Niemeyer, HM .
JOURNAL OF CHEMICAL ECOLOGY, 1999, 25 (07) :1543-1554
[9]   Effects of 2,4-dihydroxy-1,4-benzoxazin-3-ones on the activity of plasma membrane H+-ATPase [J].
Friebe, A ;
Roth, U ;
Kuck, P ;
Schnabl, H ;
Schulz, M .
PHYTOCHEMISTRY, 1997, 44 (06) :979-983
[10]  
HAMILTON R. H., 1964, WEEDS, V12, P27, DOI 10.2307/4040633