未戊烯化的苯醌2,3,5,6-四甲基-1,4-苯醌(杜醌),2-氯-1,4-苯醌(CBQ),2,6-二甲基-1,4-苯醌(DMBQ),2,6-二氯-1,4-苯醌(DCBQ),和2,6-二甲氧基-1,4-苯醌(DMOBQ)被测试为塑性醌9的推定抗代谢物,后者是生氧光养物的重要电子和质子载体。Duroquinone和CBQ在抑制蓝细菌集胞藻的生长方面最有效。PCC6803在光营养或光合自养条件下。杜松醌,发现光合抑制剂甲基-质体醌-9的紧密结构类似物在低至10μM的浓度下对集胞藻具有真正的杀菌活性,而在相同浓度下,CBQ仅充当温和的抑菌剂。相比之下,只有杜鲁醌在轴系生长的拟南芥中表现出明显的细胞毒性,导致对光系统II的损害并阻碍了CO2的净同化。针对光合辅因子和色素的代谢物谱分析表明,在拟南芥中,杜醌不直接抑制塑性醌9的生物合成。一起来看,这些数据表明,杜仲醌提供了作为杀藻剂和除草剂的前景。
The unprenylated benzoquinones 2,3,5,6-tetramethyl-1,4-benzoquinone (duroquinone), 2-chloro-1,4-benzoquinone (CBQ), 2,6-dimethyl-1,4-benzoquinone (DMBQ), 2,6-dichloro-1,4-benzoquinone (DCBQ), and 2,6-dimethoxy-1,4-benzoquinone (DMOBQ) were tested as putative antimetabolites of plastoquinone-9, a vital electron and proton carrier of oxygenic phototrophs. Duroquinone and CBQ were the most effective at inhibiting the growth of the cyanobacterium Synechocystis sp. PCC 6803 either in photomixotrophic or photoautotrophic conditions. Duroquinone, a close structural analog of the photosynthetic inhibitor methyl-plastoquinone-9, was found to possess genuine bactericidal activity towards Synechocystis at a concentration as low as 10 μM, while at the same concentration CBQ acted only as a mild bacteriostat. In contrast, only duroquinone displayed marked cytotoxicity in axenically-grown Arabidopsis, resulting in damages to photosystem II and hindered net CO2 assimilation. Metabolite profiling targeted to photosynthetic cofactors and pigments indicated that in Arabidopsis duroquinone does not directly inhibit plastoquinone-9 biosynthesis. Taken together, these data indicate that duroquinone offers prospects as an algicide and herbicide.