Stereospecific Degradation of Diastereomers by Plant Associated Bacteria Influences the Antifungal Performance of Dodemorph  

作　　者：Gyula Oros 

机构地区：[1]Plant Protection Institute, Hungarian Academy of Sciences, Budapest, Hungary

出　　处：《Journal of Agricultural Chemistry and Environment》2018年第1期10-20,共11页农业化学和环境（英文）

摘　　要：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 the?meso-(RS)-diastereomer was deteriorated more intensively, then the?trans-(SS?and?RR)-forms in?Corynebacterium?betae,?Erwinia uredovora?and?Pseudomonasfluorescens. As a result, the stereospecific degradation of diastereomers changed their ratio in the medium, thus this metabolic step could?influence 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 against?Botrytis cinerea?by changing the ratio of diastereomers.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 the?meso-(RS)-diastereomer was deteriorated more intensively, then the?trans-(SS?and?RR)-forms in?Corynebacterium?betae,?Erwinia uredovora?and?Pseudomonasfluorescens. As a result, the stereospecific degradation of diastereomers changed their ratio in the medium, thus this metabolic step could?influence 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 against?Botrytis cinerea?by changing the ratio of diastereomers.

关 键 词：FUNGICIDE DIASTEREOMER Biodegradation Bacteria Fungi Synergy STEREOSELECTIVITY 

分 类 号：O6[理学—化学]