Callosobruchus chinensis

While the unbranched 204-207 clearly originate from the acetate pool, the structure of ( )-3,7-dimethyl-2-octene-l,8-dioic acid, callosobruchusic acid 207, a female produced copulation releasing pheromone of the azuki bean weevil, Callosobruchus chinensis [374] points to a terpenoid structure. The synthetic enantiomers [375] proved to be equally effective in releasing copulation behaviour in males. 

Through a comparison of the activities of the nine natural and synthetic compounds in Table I, certain functionalities appeared to be important in the efficacy of the isobutylamides to inhibit the growth of the lepidopterous larvae. These functionalities included the chain length, presence of the methylenedioxy moiety, the number of the side chain double bonds, and the stereochemistry of the side chain. Combinations of these functionalities would likely enhance the activity. For instance, Miyakado et al.H found that addition of the methylenedioxy moiety to pellitorine (4) increased its toxicity when topically applied to adults of the beetle, Callosobruchus chinensis. 

Recently, both enantiomeric forms of callosobruchusic acid (170), a pheromone of the azuki bean weevil, Callosobruchus chinensis L., which induces the male to extrude his genital organ and to attempt copulation, were synthesized by Mori et al.178), applying Evan s alkylation method in natural product synthesis as the key step. Thus, (S)-prolinol propionamide was converted to its enolate (164) by treatment with LDA. 

Pathak, N., Yadav, T.D., Jha, A.N. and Vasudevan, P. (1997) Contact and fumigant action of volatile essential oil of Murraya koenigii against Callosobruchus chinensis. Indian Journal of Nematology 59, 198-202. 

The diacid corresponding to 114 is callosobruchic acid (115), and forms part of the copulation release pheromone of the azuki bean weevil, Callosobruchus chinensis Both chiral isomers have been synthesized by Mori et al. from methyl geranate epoxide (123). After scission of the epoxide group, the iodide 124 was made conventionally, then the chiral group was introduced using the Evans (R)- or (5)-prolinol propionamide enolate anion (125) (made with lithium diethylamide in tetrahydrofuran on the amide). Removal of the proline group... 

Acalymma vittatum (Fabricius) Callosobruchus chinensis Linnaeus Callosobruchus maculatus (Fabricius)... 

Callosobruchus chinensis Chickpea Green gram, Red gram Red gram Modgil and Mehta (1996) Modgil and Mehta (1994) Daniel et al. (1977)... 

Soybean saponins have been shown to be detrimental to the larvae of Callosobruchus chinensis, an oligophagous insect that lives on several legumes but that cannot live on soy beans, peanuts, and certain other legumes. 

Cinnamomum aromaticum Nees (Lauraceae) proved to be a contact insecticide to T. castaneum and S. zeamais (Huang and Ho, 1998). C. cassia and C. sieboldii proved to have pesticidal action against S. oryzae and Callosobruchus chinensis (Kim et al., 2003b). Cinnamaldehyde causes acaricidal effects on T. putrescentiae, especially in closed containers (Kim et al., 2004). C. camphora (L.) J. Presl causes mortality to D. gallinae and can be used as acaricide against them (Kim et al., 2007). 

Kim, S.-L, J.-Y. Roh, D.-H. Kim, H.-S. Lee, and Y.-J. Ahn, 2003b. Insecticidal activities of aromatic plant extracts and essential oils against Sitophilus oryzae and Callosobruchus chinensis. <... 

Oshima, K., Honda, H. and Yamamoto, I. (1973) Isolation of an oviposition marker from Azuki bean weevil, Callosobruchus chinensis. Agric. Biol. Chem., 31, 2679-80. 

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