Inhibition of Photosynthetic Electron Transport in Spinach Chloroplasts by 2,6-Disubstituted Pyridine-4-thiocarboxamides

Kráľová, K., Šeršeň, F., Miletín, M. and Doležal, M. Inhibition of Photosynthetic Electron Transport in Spinach Chloroplasts by 2,6-Disubstituted Pyridine-4-thiocarboxamides Chemical Papers, Vol.56, No. 3, 2002, 217-214

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  
 
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Author(s) Kráľová, K.
Šeršeň, F.
Miletín, M.
Doležal, M.
Title Inhibition of Photosynthetic Electron Transport in Spinach Chloroplasts by 2,6-Disubstituted Pyridine-4-thiocarboxamides
Journal name Chemical Papers
Publication date 2002
Year available 2002
Volume number 56
Issue number 3
ISSN 0366-6352
Start page 217
End page 214
Place of publication Poland
Publisher Versita
Collection year 2002
Language english
Subject 250000 Chemical Sciences
250300 Organic Chemistry
Abstract/Summary Inhibition of oxygen evolution rate in spinach chloroplasts by 2,6-disubstituted pyridine-4- thiocarboxamides (R1 = SCH3, SC2 H5, SC3 H7, SC4H9, SC5H11, SC6H13, SC7H15, SC8H17; R2 = SCH3, SC2H5, SC3H7, SC4H9, SC5H11, Cl, Br) was investigated. The determined IC50 values varied in the range from 9.3 μmol dm−3 (R1 = SC3H7; R2 = Cl) to 342.0 μmol dm−3 (R1 = R2 = SCH3). The dependence of the biological activity on the lipophilicity of the compounds showed a bilinear course for compounds with R2 = halogen and a quasi-parabolic course for compounds with R1 = R2 = alkylsulfanyl. At comparable log {P} values the compounds containing halogen atom in their molecules exhibited significantly higher biological activity than the 2,6-dialkylsulfanyl derivatives. Using EPR spectroscopy it was found that the studied compounds interacted with the intermediate D•, i.e. tyrosine radical (Tyr•D) situated in the 161st position in D2 protein on the donor side of photosystem (PS) 2. Due to this interaction the photosynthetic electron transport between PS 2 and PS 1 was interrupted. The primary donor of PS 2 (P680) remained intact.
 
 
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