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J Agric Food Chem ; 67(13): 3643-3650, 2019 Apr 03.
Artigo em Inglês | MEDLINE | ID: mdl-30875204

RESUMO

Bioactivity-guided isolation of the cultures of the endophytic fugus Xylaria sp. XC-16 residing in a deciduous tree Toona sinensis led to the discovery of four new allelochemicals (1-4), including three cytochalasins, epoxycytochalasin Z17 (1), epoxycytochalasin Z8 (2), and epoxyrosellichalasin (3), and an abietane-type diterpenoid, hydroxyldecandrin G (4), along with four known analogues, 10-phenyl-[12]-cytochalasins Z16 (5) and Z17 (6), cytochalasin K (7), and cytochalasin E (8). The structures of these compounds were elucidated by comprehensive spectroscopic methods, and their absolute configurations were determined by electronic circular dichroism (CD) and X-ray diffraction. All of the chemicals were tested for their allelopathic effects on turnip ( Raphanus sativus) and wheat ( Triticum aestivum). Notably, compounds 3, 4, and 7 strongly inhibited wheat shoot elongation, and compounds 5, 7, and 8 inhibited wheat root elongation, showing comparable IC50 values to the positive control glyphosate. Meanwhile, compound 8 was a potential inhibitor on turnip root elongation, with an IC50 value of 1.57 ± 0.21 µM, which was 50-fold more potent than glyphosate. Nevertheless, compounds 5 and 7 stimulated turnip shoot elongation at lower concentrations.


Assuntos
Abietanos/farmacologia , Citocalasinas/farmacologia , Endófitos/química , Meliaceae/microbiologia , Xylariales/química , Abietanos/química , Alelopatia , Brassica napus/efeitos dos fármacos , Brassica napus/crescimento & desenvolvimento , Citocalasinas/química , Estrutura Molecular , Triticum/efeitos dos fármacos , Triticum/crescimento & desenvolvimento
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