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1.
Biosci Biotechnol Biochem ; 72(2): 611-4, 2008 Feb.
Article in English | MEDLINE | ID: mdl-18256504

ABSTRACT

A methanol extract of Cryptomeria japonica completely inhibited feeding by Locusta migratoria. Based on bioassay-guided fractionation, two active terpenols, (+)-ferruginol and (-)-cubebol, were isolated and identified as antifeedants against this insect species. Each compound separately showed weak activity, but they showed intense activity against this insect species when they were combined.


Subject(s)
Cryptomeria/metabolism , Feeding Behavior/drug effects , Grasshoppers/physiology , Animals , Chromatography, High Pressure Liquid , Cryptomeria/parasitology , Gas Chromatography-Mass Spectrometry , Magnetic Resonance Spectroscopy
2.
Biosci Biotechnol Biochem ; 71(4): 966-70, 2007 Apr.
Article in English | MEDLINE | ID: mdl-17420583

ABSTRACT

(1S,6R)-2,7(14),10-bisabolatrien-1-ol-4-one and (+)-7(14),10-bisaboladien-1-ol-4-one were isolated and identified from Cryptomeria japonica as antifeedants against Locusta migratoria L. which is well known as a serious pest to cereals throughout the world. These compounds strongly inhibited the feeding of L. migratoria only when they were combined, but each compound alone did not show any activity.


Subject(s)
Cryptomeria/chemistry , Feeding Behavior/drug effects , Grasshoppers/physiology , Sesquiterpenes/pharmacology , Animals , Chromatography, High Pressure Liquid , Gas Chromatography-Mass Spectrometry , Magnetic Resonance Spectroscopy , Methanol , Plant Extracts/pharmacology , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Solvents , Spectrophotometry, Infrared
3.
Biosci Biotechnol Biochem ; 71(2): 421-6, 2007 Feb.
Article in English | MEDLINE | ID: mdl-17284863

ABSTRACT

Mature leaves of the sweet pepper, Capsicum annuum, exhibited resistance against the American serpentine leafminer, Liriomyza trifolii (Burgess), Agromyzidae. Based on bioassay-guided fractionation, three compounds, namely 4-aminobutanoic acid, (2S,4R)-4-hydroxy-1-methyl-2-pyrrolidine carboxylic acid and 4-amino-1-beta-D-ribofuranosyl-2(1H)-pyrimidinone, were isolated from the leaves of sweet pepper. These compounds had significant oviposition deterrence towards adult flies of L. trifolii from laying their eggs on host plant leaves treated at 3.70, 16.60 and 6.45 microg/cm(2), respectively.


Subject(s)
Capsicum/chemistry , Cytidine/chemistry , Insecta , Insecticides , Nitrogen Compounds/pharmacology , Oviposition/drug effects , Pyrrolidines/chemistry , gamma-Aminobutyric Acid/chemistry , Animals , Chromatography, High Pressure Liquid , Fabaceae , Indicators and Reagents , Magnetic Resonance Spectroscopy , Mass Spectrometry , Plant Extracts/pharmacology , Plant Leaves/chemistry , Spectrophotometry, Ultraviolet
4.
Biosci Biotechnol Biochem ; 70(10): 2544-6, 2006 Oct.
Article in English | MEDLINE | ID: mdl-17031065

ABSTRACT

A pair of enantiomers of trans-p-menth-2-en-1-ol, an aggregation pheromone of Platypus quercivorus, was synthesized from (S)- and (R)-limonene. The retention time of the aggregation pheromone from the insect coincided with that of (1S,4R)-p-menth-2-en-1-ol synthesized from (S)-limonene from GC analyses with a chiral column, enabling the absolute configuration of the aggregation pheromone to be determined as (1S,4R).


Subject(s)
Coleoptera/chemistry , Monoterpenes/chemistry , Pheromones/chemistry , Animals , Chromatography, Gas , Male , Molecular Structure , Monoterpenes/isolation & purification , Stereoisomerism
5.
Biosci Biotechnol Biochem ; 69(10): 1831-5, 2005 Oct.
Article in English | MEDLINE | ID: mdl-16244431

ABSTRACT

Liriomyza trifolii (Burgess), the American serpentine leafminer fly, is well known as a serious pest throughout the world. This insect attack over 21 different plant families including solanaceae plants. The mature sweet pepper, Capsicum annuum (Solanaceae), however, shows resistance to this leafminer fly. This resistance is based on the ovipositional deterrent in the sweet pepper leaf against the fly species. Based on bioassay-guided fractionation, luteolin 7-O-beta-D-apiofuranosyl-(1-->2)-beta-D-glucopyranoside was isolated and identified as the ovipositional deterrent against this insect species. This compound completely deterred L. trifolii females from laying their eggs on a host plant leaf treated at 4.90 microg/cm2.


Subject(s)
Capsicum/immunology , Disaccharides/isolation & purification , Insecticides/isolation & purification , Luteolin/isolation & purification , Oviposition/drug effects , Animals , Capsicum/chemistry , Chemical Fractionation , Diptera , Disaccharides/pharmacology , Female , Insecticides/chemistry , Luteolin/pharmacology , Plant Extracts
6.
Biosci Biotechnol Biochem ; 66(9): 1997-2000, 2002 Sep.
Article in English | MEDLINE | ID: mdl-12400708

ABSTRACT

The absolute configuration of (+)-2,7(14),10-bisabolatrien-1-ol-4-one, a peculiar sesquiterpenol in the Japanese cedar, Cryptomeria japonica, was determined as (1S,6R)-2,7(14),10-bisabolatrien-1-ol-4-one by comparing the specific rotation values of cryptomeriones respectively converted from (+)-2,7(14),10-bisabolatrien-1-ol-4-one and synthesized from (R)-(-)-carvone.


Subject(s)
Cryptomeria/chemistry , Sesquiterpenes/chemistry , Molecular Structure , Optical Rotation
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