The present invention discloses a novel
camphor-based fluorescent probe for detecting the organophosphorus
pesticide dimethoate, as well as its preparation method and application. The present invention uses
camphor as a
raw material, condenses it with ethyl isonicotinate to obtain 3-(
pyridine-4-formyl)-1,7,7-trimethylbicyclo[2.2.1]2-
heptanone, and then cyclizes it with 4-bromophenylhydrazine to obtain 2-(4-bromophenyl)-7,8,8-trimethyl-3-(
pyridine-4-yl)-4,5,6,7-tetrahydro-2H-4,7-bridged methylindazole, which is then coupled with 4-formylphenylboronic acid to obtain 4 ′ ‑(7,8,8-trimethyl-3-(pyridin-4-yl)-4,5,6,7-tetrahydro-2H-4,7-methyleneindazol-2-yl)-[1,1′-diphenyl]-4-yl)
methylene)
benzofuran-3(2H)-one, which was then esterified with
acetyl chloride. 3-Oxo-2-((4′-(7,8,8-trimethyl-3-(pyridin-4-yl)-4,5,6,7-tetrahydro-2H-4,7-methyleneindazol-2-yl)-[1,1′-diphenyl]-4-yl)methenyl)-2,3-dihydrobenzofuran-6-yl acetate (abbreviated as CPA-OAc) was obtained. This compound can undergo
enzymatic hydrolysis with
carboxylesterase. Under
ultraviolet irradiation, the fluorescent color of the solution changes from colorless to green. Since
dimethoate can effectively inhibit the activity of
carboxylesterase, when
dimethoate is added to the solution, the
fluorescence of the solution changes from green to colorless. Therefore, this compound can be used as a fluorescent probe for detecting dimethoate.