Food Protective and Color Alteration Effects of Acaricidal Aldehydes on Tyrophagus putrescentiae (Schrank)

2006 ◽  
Vol 69 (7) ◽  
pp. 1728-1731 ◽  
Author(s):  
B. K. SUNG ◽  
J. H. LIM ◽  
H. S. LEE

The activities of benzaldehyde isolated from Prunus persica seeds and of commercially available aldehydes against Tyrophagus putrescentiae (a stored-food mite) adults were examined and compared with those of the synthetic acaricides benzyl benzoate and N,N-diethyl-m-toluamide. On the basis of the 50% lethal dose (LD50), the compound most toxic to T. putrescentiae adults was salicylaldehyde (LD50 of 1.02 μg/cm2) followed by cinnamaldehyde (1.66 μg/cm2), benzaldehyde (4.23 μg/cm2), phthaldialdehyde (5.16 μg/cm2), benzyl benzoate (9.75 μg/cm2), and N,N-diethyl-m-toluamide (16.26 μg/cm2). Benzaldehyde was about 2.3 and 3.8 times more toxic than benzyl benzoate and N,N-diethyl-m-toluamide, respectively, against T. putrescentiae adults. These results indicated that benzaldehyde isolated from P. persica seeds and the three aldehydes (cinnamaldehyde, salicylaldehyde, and phthaldialdehyde) are useful as lead compounds for developing acaricidal agents against T. putrescentiae adults. The color of the T. putrescentiae cuticle was changed by treatment with cinnamaldehyde, salicylaldehyde, and phthaldialdehyde.

2013 ◽  
Vol 76 (11) ◽  
pp. 1887-1891
Author(s):  
MIN-GI KIM ◽  
JU-HYUN JEON ◽  
HOI-SEON LEE

The acaricidal effects of the active constituent isolated from Ostericum praeteritum oil and its derivatives were compared with that of benzyl benzoate using fumigant and contact toxicity bioassays against Tyrophagus putrescentiae mites. The active compound of O. praeteritum was isolated by various chromatographic techniques and was identified as 3-methylphenol (C7H8O). On the basis of 50% lethal dose values, 3-methylphenol (1.42 μg/cm2) was determined to be 9.18 times more effective than benzyl benzoate (13.04 μg/cm2), followed by 6-fluoro-3-methylphenol (2.18 μg/cm2), 4-isopropyl-3-methylphenol (2.53 μg/cm2), and 6-chloro-3-methylphenol (4.03 μg/cm2), against Tyrophagus putrescentiae mites in the fumigant bioassay. In the contact toxicity bioassay, 3-methylphenol (1.03 μg/cm2) was the most-toxic compound against T. putrescentiae mites, followed by 6-fluoro-3-methylphenol (2.09 μg/cm2), 4-isopropyl-3-methylphenol (2.11 μg/cm2), 6-chloro-3-methylphenol (3.78 μg/cm2), and benzyl benzoate (10.33 μg/cm2). These results indicate that the introduction of chloro, isopropyl, and fluoro functional groups to the 3-methylphenol skeleton increased the acaricidal activity. Therefore, 3-methylphenol and its derivatives could potentially be used as natural acaricides against T. purescentiae.


2012 ◽  
Vol 75 (7) ◽  
pp. 1258-1262 ◽  
Author(s):  
JU-HYUN JEON ◽  
JI-YEON YANG ◽  
HOI-SEON LEE

The acaricidal activities of materials derived from Pyrus ussuriensis fruits were evaluated against Tyrophagus putrescentiae and compared with that of commercial acaricide (benzyl benzoate). On the basis of the 50% lethal dose (LD50) values, the ethyl acetate fraction of the fractions obtained from an aqueous extract of P. ussuriensis fruits had the highest acaricidal activity (16.32 μg/cm2) against T. putrescentiae. The acaricidal constituent of P. ussuriensis fruits was isolated by chromatographic techniques and identified as 1,4-benzoquinone. On the basis of the LD50 values, 1,4-benzoquinone (1.98 μg/cm2) was 5.9 times more toxic than benzyl benzoate (11.69 μg/cm2), followed by 2-isopropyl-5-methyl-1,4-benzoquinone (3.29 μg/cm2), and 2,3-dimethoxy-5-methyl-1,4-benzoquinone (5.03 μg/cm2) against T. putrescentiae in the fumigant bioassay. In a filter paper bioassay, the acaricidal activity of 1,4-benzoquinone (0.07 μg/cm2) was 120.1 times more effective than that of benzyl benzoate (8.41 μg/cm2), followed by 2-isopropyl-5-methyl-1,4-benzoquinone (0.11 μg/cm2) and 2,3-dimethoxy-5-methyl-1,4-benzoquinone (0.30 μg/cm2) against T. putrescentiae. These results demonstrate that P. ussuriensis fruit–derived material and its derivatives have potential as new preventive agents for the control of stored food mites.


2008 ◽  
Vol 71 (2) ◽  
pp. 351-355 ◽  
Author(s):  
E. Y. JEONG ◽  
J. H. LIM ◽  
H. G. KIM ◽  
H. S. LEE

The acaricidal activities of compounds derived from Thymus vulgaris (thyme) oil against Tyrophagus putrescentiae were assessed using an impregnated fabric disk bioassay, and were compared with those of the synthetic acaricides, benzyl benzoate and N,N-diethyl-m-toluamide. The observed responses differed according to dosage and chemical components. The 50% lethal dose (LD50) value of the T. vulgaris oil against T. putrescentiae was 10.2 μg/cm2. Biologically active constituents derived from T. vulgaris oil were purified by using silica gel chromatography and high-performance liquid chromatography. The structures of acaricidal components were analyzed by gas chromatography–mass spectrometry, 1H nuclear magnetic resonance (NMR), 13C NMR, 1H-13C COSY-NMR, and DEPT-NMR spectra, and were subsequently identified as carvacrol and thymol. Carvacrol was the most toxic compound with LD50 values (4.5 μg/cm2) significantly different from thymol (11.1 μg/cm2), benzyl benzoate (11.3 μg/cm2), and N,N-diethyl-m-toluamide (13.9 μg/cm2). Linalool was as toxic as was N,N-diethyl-m-toluamide. The lower LD50 of carvacrol indicates that it may be the major contributor of the toxicity of T. vulagaris oil against the stored food mite, although it only constitutes 14.2% of the oil. From this point of view, carvacrol and thymol can be very useful as potential control agents against stored food mite.


2009 ◽  
Vol 72 (7) ◽  
pp. 1468-1471 ◽  
Author(s):  
J. H. JEON ◽  
C. H. LEE ◽  
H. S. LEE

The acaricidal activities of compounds derived from the oil of Pelargonium graveolens leaves against the storage food mite, Tyrophagus putrescentiae, were compared with the activity of a commercial acaricide, benzyl benzoate, in an impregnated fabric disk bioassay. Purification of the active constituent from P. graveolens was accomplished by silica gel chromatography and high-performance liquid chromatography. Structural analysis of the active constituent by 1H nuclear magnetic resonance (NMR), 13C-NMR, 1H-13C shift correlated spectroscopy NMR, and distortionless enhancement by polarization transfer NMR identified trans-3,7-dimethyl-2,6-octadien-1-ol (geraniol). Based on the 50% lethal dose values, the most toxic compounds against T. putrescentiae were geraniol (1.95 μg/cm3), which was followed by nerol (2.21 μg/cm3), citral (9.65 μg/cm3), benzyl benzoate (11.27 μg/cm3), and β-citronellol (15.86 μg/cm3). Our results suggest that geraniol is more effective in controlling T. putrescentiae than benzyl benzoate is. Furthermore, geraniol, which is used as a flavoring for beverages, candies, ice creams, and baked goods and congeners (citral and nerol), may be useful for managing populations of T. putrescentiae.


2005 ◽  
Vol 68 (6) ◽  
pp. 1208-1210 ◽  
Author(s):  
HOI-SEON LEE

The acaricidal activity of anise seed–isolated anisaldehyde and commercially available components of anise seed was examined against Tyrophagus putrescentiae adults and compared with those of synthetic acaricides, benzyl benzoate, dibutyl phthalate, and N,N-diethyl-m-toluamide (DEET). On the basis of LD50 (50% lethal dose) values, the compound most toxic to T. putrescentiae adults was anisaldehyde (LD50, 0.96 μg/cm2), followed by benzyl benzoate (LD50, 11.3 μg/cm2), anethole (LD50, 12.3 μg/cm2), dibutyl phthalate (LD50, 13.3 μg/cm2), DEET (LD50, 13.5 μg/cm2), estragole (LD50, 17.4 μg/cm2), and myrcene (LD50, 56.2 μg/cm2). Anisaldehyde was about 11.8 and 14 times more toxic than benzyl benzoate and DEET against T. putrescentiae adults, respectively. The results suggested that anisaldehyde, anethole, estragole, and myrcene derived from anise seeds are useful as a lead compound to development new agents for selective control of the stored food mite.


2014 ◽  
Vol 77 (10) ◽  
pp. 1819-1823 ◽  
Author(s):  
JUN-HWAN PARK ◽  
JI-YEON YANG ◽  
HOI-SEON LEE

The acaricidal activities of peppermint oil and menthol isomers against mites in stored food were evaluated using fumigant and contact bioassays and were compared with the activity of benzyl benzoate as a synthetic acaricide. Based on the 50% lethal dose (LD50) values against Tyrophagus putrescentiae in the fumigant bioassay, menthol (0.96 μg/cm2) was approximately 12.18 times more effective than benzyl benzoate (11.70 μg/cm2), followed by (+)-neomenthol (1.33 μg/cm2), (−)-menthol (1.60 μg/cm2), and (+)-menthol (1.90 μg/cm2). In the filter paper bioassay, menthol (0.55 μg/cm2) was about 15.18 times more active than benzyl benzoate (8.35 μg/cm2), followed by (−)-menthol (0.84 μg/cm2), (+)-menthol (0.92 μg/cm2), and (+)-neomenthol (1.72 μg/cm2). However, (+)-isomenthol did not exhibit any acaricidal activity against T. putrescentiae in the fumigant and filter paper bioassays. These results indicate that peppermint oil and menthol isomers could be effective natural acaricides for managing mites in stored food.


2010 ◽  
Vol 5 (6) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Yinebeb Tariku ◽  
Ariaya Hymete ◽  
Asrat Hailu ◽  
Jens Rohloff

The chemical composition of the volatile oil from berries of Croton macrostachyus Hochst. ex Del. was determined by GC and GC/MS. The oil was tested for its in vitro antileishmanial activity on two Leishmania strains, and its toxicity on the human monocytic leukemia (THP-1) cell line and erythrocytes from sheep blood. The main constituents of the oil were benzyl benzoate (51.8%), linalool (10.1%), γ-muurolene (9.3%), ( E,E)-α-farnesene (3.2%), δ-cadinene (2.8%) and α-curcumene (2.7%). The oil was effective against L. donovani and L. aethiopica promastigotes (MIC = 0.08 μL/mL and 0.16 μL/mL, respectively) and axenic amastigote stages (EC50 = 20.00 nL/mL and 6.66 nL/mL, respectively). The CC50 value for the oil was 10.00 nL/mL on THP-1 cells with selectivity index values of 0.5 for L. donovani and 1.5 for L. aethiopica. The median lethal concentration (LC50) of the oil was 2.45 μL/mL. Thus the observed high efficacy and moderate toxicity of the volatile oil from C. macrostachyus, makes the plant a promising source of new lead compounds in the search for safe and effective antileishmanial drugs.


2014 ◽  
Vol 77 (8) ◽  
pp. 1355-1360 ◽  
Author(s):  
JU-HYUN JEON ◽  
JUN-HWAN PARK ◽  
NAMHYUN CHUNG ◽  
HOI-SEON LEE

The acaricidal activities of an active material derived from Rosmarinus officinalis oil and its relative monoterpene ketones were determined using fumigant and contact toxicity bioassays against Tyrophagus putrescentiae and were compared with that of a commercial acaricide (benzyl benzoate). The active component of R. officinalis oil, isolated by silica gel column chromatography and high-performance liquid chromatography, was identified as camphor, based on various spectroscopic analyses. In the fumigant toxicity bioassay, camphor (2.25 μg/cm3) was 5.58 times more active than benzyl benzoate (12.56 μg/cm3) against T. putrescentiae, followed by (+)-camphor (3.89 μg/cm3) and (−)-camphor (5.61 μg/cm3). In the contact toxicity bioassay, camphor (1.34 μg/cm2) was 6.74 times more toxic than benzyl benzoate (9.03 μg/cm2) against T. putrescentiae, followed by (+)-camphor (2.23 μg/cm2) and (−)-camphor (2.94 μg/cm2). These results indicate that camphor and its derivatives are very useful as potential control agents against stored food mites regardless of the application method.


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