TITLE:
Stereospecific Degradation of Diastereomers by Plant Associated Bacteria Influences the Antifungal Performance of Dodemorph
AUTHORS:
Gyula Oros
KEYWORDS:
Fungicide, Diastereomer, Biodegradation, Bacteria, Fungi, Synergy, Stereoselectivity
JOURNAL NAME:
Journal of Agricultural Chemistry and Environment,
Vol.7 No.1,
January
25,
2018
ABSTRACT: Morpholine fungcides have certain antibacterial side effect, dodemorph being the most active among them. The diequatorial (cis-)form of dodemorph expressed higher antibacterial activity than the axial-equatorial (trans-)form, and no synergy in their joint action could be revealed in this respect. Moreover, the partition of diastereomers between cells and medium strictly correlated to their toxicity.Considerable differences were detected among degradation rates in various bacteria, and themeso-(RS)-diastereomer was deteriorated more intensively, then thetrans-(SSandRR)-forms inCorynebacteriumbetae,Erwinia uredovoraandPseudomonasfluorescens. As a result, the stereospecific degradation of diastereomers changed their ratio in the medium, thus this metabolic step couldinfluence the antifungal performance of dodemorph based preparations against filamentous fungi. It was demonstrated that due to synergic joint action,the fungistatic effect of morpholine derivatives noticeably increased againstBotrytis cinereaby changing the ratio of diastereomers.