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Insect Control: Biological and Synthetic Agents - Index of

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eported, but this is rather nonspecific (Dai et al.,<br />

1999), <strong>and</strong> more specific enzyme-linked immunosorbent<br />

assays (ELISAs) have been developed that<br />

will give detection from 0.5 to 1000 ppb for azadirachtin<br />

<strong>and</strong> close relatives (Schutz et al., 1997,<br />

Hemalatha et al., 2001). Additionally, monoclonal<br />

antibodies to azadirachtin produced by phage<br />

display techniques are currently being assessed<br />

(Robertson, Mordue (Luntz), Mordue, <strong>and</strong> Porter,<br />

unpublished data). The most accurate <strong>and</strong> sensitive<br />

5: Azadirachtin, a Natural Product in <strong>Insect</strong> <strong>Control</strong> 189<br />

Figure 2 Examples <strong>of</strong> minor products related to azadirachtin from neem seeds. The essential difference <strong>of</strong> structure that makes<br />

an azadirachtol or meliacarpin is indicated by an arrow. Marrangin is the chief insecticidal compound <strong>of</strong> the marrango tree<br />

(Azadirachta excelsa). The names azadirachtin A, azadirachtin B, etc., are sometimes used. These are incorrect names. For the<br />

correct chemical names for all teiterpernoids <strong>and</strong> limonoids, see Kraus (2002).<br />

Figure 3 Rearrangement products from azadirachtin <strong>and</strong> 3-tigloylazadirachtol. These compounds, <strong>of</strong> much lower activity than<br />

the others illustrated, are formed by reaction between the epoxide ring <strong>and</strong> the hydroxyl group at C7.<br />

analytical method, but also the most costly in equipment,<br />

is liquid chromatography–mass spectrometry<br />

(Schaaf et al., 2000; Pozo et al., 2003).<br />

5.3.4. Stability <strong>and</strong> Persistence<br />

Azadirachtin is soluble in polar organic solvents<br />

(methanol, ethanol, acetone, chlor<strong>of</strong>orm, ethyl acetate)<br />

<strong>and</strong> slightly soluble in water (1.29 g l 1 ). Aqueous<br />

solutions are usually made by dissolving first

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