Abstract
High-speed counter-current chromatography (HSCCC) with a two-phase solvent system composed of n-hextane-ethyl acetate-methanol-water (1.5:1:1.5:1, v/v/v/v) was applied to the isolation and purification of attractants from Chinese cockroach, Eupolyphaga sinensis Walker. Two new attractants with attractant activity towards the male insects were obtained from the extract sample in a one-step separation. Their purities were determined by HPLC. Subsequent MS, NMR and CD analyses have led to the characterization of (R)-3-ethyl-6,8-dihydroxy-7-methyl-3,4-dihydroisochromen-1-one (1) and (R)-6,8-dihydroxy-3,7-dimethyl-3,4-dihydroisochromen-1-one (2), two novel isocumarin type attractants. Based on these results, it is concluded that HSCCC is a viable separation method option for purifying insect attractants, while effectively maintaining the attracting activity of the isolates. This is the first attempt to apply counter-current chromatography technique to separate attractants from Chinese cockroach.
Highlights
Chinese cockroach or ground beetles, Eupolyphaga sinensis Walker (Blattaria: Polyphagidae), an insect species which is used as material in Traditional Chinese Medicines are found in many parts ofChina [1]
Counter-current chromatography benefits from great advantages when compared with the traditional liquid–solid separation methods in separation and purification of insect sex pheromones: eliminating the complications resulting from the solid support matrix, such as irreversible adsorptive sample loss and deactivation, tailing of solute peaks, and contamination
We present a first attempt to use counter-current chromatography technique to separate attractants and to maintain attracting activity during separation process
Summary
Chinese cockroach or ground beetles, Eupolyphaga sinensis Walker (Blattaria: Polyphagidae), an insect species which is used as material in Traditional Chinese Medicines are found in many parts of. High-speed counter-current chromatography (HSCCC) is an efficient preparative technique widely used for the separation and purification of natural and synthetic products [15,16]. Counter-current chromatography benefits from great advantages when compared with the traditional liquid–solid separation methods in separation and purification of insect sex pheromones: eliminating the complications resulting from the solid support matrix, such as irreversible adsorptive sample loss and deactivation, tailing of solute peaks, and contamination. In order to obtain sufficient amounts of compound to elucidate the absolute structures and to exclude the possibility of losing male attracting activities after the process of separation, in the present work, a HSCCC protocol was established for simultaneous isolation and purification of two attractants from Eupolyphaga sinensis Walker which are candidate pheromones. We present a first attempt to use counter-current chromatography technique to separate attractants and to maintain attracting activity during separation process
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