3-(2-Alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones - Synthesis and Photosynthesis-Inhibiting Activity in Spinach Chloropasts

Abstract

The synthesis and photosynthesis-inhibiting activity of 14 new 3-(2-alkylsulfanyl-6-benzothiazolylaminomethyl)-2-benzoxazolethiones are reported. The new compounds were prepared by the reaction of 2-alkylsulfanyl-6-aminobenzothiazoles with 3-hydroxymethyl-2-benzoxazolethione. The structures of the compounds were verified by 1H NMR spectra. The compounds inhibit photosynthetic electron transport in spinach chloroplasts. The photosynthetic activity was found to depend on the calculated lipophilicity of the new compounds. Some structure characteristics and quantum chemical parameters were calculated by AM1 method.

Keywords

• Photosynthetic electron transfer inhibition
• AM1 quantum chemical method
• QSAR
• calculated lipophilicity
• 3-(2-alkylsulfanyl-6-benzothiazolylaminomethyl)-2- benzoxazolethiones