Six coumarin-caged compounds of 1-naphthaleneacetic
acid (NAA)
comprising different substituents on the coumarin moiety were synthesized
and evaluated for their photophysical and chemical properties as light-responsive
controlled-release plant root stimulators. The 1H NMR and
HPLC techniques were used to verify the release of NAA from the caged
compounds. After irradiation at 365 nm, the caged compounds exhibited
the fastest release rate at t
1/2 of 6.7
days and the slowest release rate at t
1/2 of 73.7 days. Caged compounds at high concentrations (10–5 and 10–6 M) significantly stimulate secondary
root germination while free NAA at the same level is toxic and leads
to inhibition of secondary root germination. The cytotoxicity of the
caged compounds against fibroblasts and vero cells were evaluated,
and the results suggested that, at 10–5–10–6 M, caged compounds exhibited no significant cytotoxicity
to the cells. Thus, the caged compounds of NAA in this study could
be of great benefit as efficient agrochemicals.
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