Insect growth inhibition by tocotrienols and hydroquinones from Roldana barba-johannis

被引:46
作者
Céspedes, CL
Torres, P
Marín, JC
Arciniegas, A
de Vivar, AR
Pérez-Castorena, AL
Aranda, E
机构
[1] Univ Nacl Autonoma Mexico, Inst Chem, Nat Prod Dept, Chem Ecol Lab 2C, Mexico City 04510, DF, Mexico
[2] Univ Concepcion, Fac Nat Sci & Oceanog, Dept Bot, Concepcion, Chile
[3] Univ Autonoma Estado Morelos, Biol Control Lab, Ctr Biotechnol, Cuernavaca, Morelos, Mexico
关键词
Roldana barba-johannis; asteraceae; tocotrienols; hydroquinones; insect-growth regulation; Spodopiera frugiperda; fall armyworm;
D O I
10.1016/j.phytochem.2004.03.037
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
The methanol extract from the aerial parts of Roldana barba-johannis (Asteraceae) afforded sargachromenol, sargahydroquinoic acid, and sargaquinoic acid. These natural products and their corresponding acetylated and methylated derivatives showed insecticidal and insect growth regulatory activities against the Fall Armyworm [Spodoptera frugiperda J.E. Smith, (Lepidoptera: Noctuidae)], an important insect pest of corn. The most active compounds were sargachromenol and its acetylated derivative; sargahydroquinoic acid and its acetylated derivative; and a mixture of sargachromenol, sargahydroquinoic acid, and sargaquinoic acid (6:3:1) and the acetylated form of this mixture. All these compounds and mixtures had significant inhibitory effects between 5.0 and 20.0 ppm in diets. Most compounds were insecticidal to larvae, with lethal doses between 20 and 35 ppm. In addition, these substances also demonstrated scavenging properties toward 2,2-diphenyl-1-picrylhydrazyl radical in TLC autographic and spectrophotometric assays. These compounds appear to have selective effects on the pre-emergence metabolism of the insect. The results from these compounds were fully comparable in activity to those known natural insect growth inhibitors such as gedunin and methanol extracts of Cedrela salvadorensis and Yucca periculosa. These substances may be useful as natural insecticidal agents. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1963 / 1975
页数:13
相关论文
共 56 条
[1]   Antifeedant and antifungal activity of chromene compounds isolated from Blepharispermum subsessile [J].
Agarwal, SK ;
Verma, S ;
Singh, SS ;
Tripathi, AK ;
Khan, ZK ;
Kumar, S .
JOURNAL OF ETHNOPHARMACOLOGY, 2000, 71 (1-2) :231-234
[2]  
[Anonymous], 1997, ACS S SERIES
[3]   Chemical constituents of Roldana aschenborniana [J].
Arciniegas, A ;
Pérez-Castorena, AL ;
Villaseñor, JL ;
de Vivar, AR .
BIOCHEMICAL SYSTEMATICS AND ECOLOGY, 2004, 32 (06) :615-618
[4]   NATURALLY OCCURRING TERPENE DERIVATIVES .129. NEW CACALOL DERIVATIVES FROM ROLDANA-HETEROGAMA [J].
BOHLMANN, F ;
ZDERO, C .
PHYTOCHEMISTRY, 1978, 17 (03) :565-566
[5]  
BORS W, 1992, MOD METHOD PLANT, V13, P277
[6]  
Calderón JS, 2001, Z NATURFORSCH C, V56, P382
[7]  
Camps F, 1988, INSECTICIDAS BIORACI, V9, P69
[8]   Growth-inhibitory activities of benzofuran and chromene derivatives toward Tenebrio molitor [J].
Carrizo, R ;
Sosa, ME ;
Favier, LS ;
Penna, F ;
Guerreiro, E ;
Giordano, OS ;
Tonn, CE .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (10) :1209-1211
[9]  
Céspedes CL, 2001, Z NATURFORSCH C, V56, P603
[10]   Growth inhibitory effects on fall armyworm Spodoptera frugiperda of some limonoids isolated from Cedrela spp. (Meliaceae) [J].
Céspedes, CL ;
Calderón, JS ;
Lina, L ;
Aranda, E .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2000, 48 (05) :1903-1908