双倍醌 A 和 B，来自葡萄茎溃疡病原菌双隔孢镰刀菌的两种新型植物毒性四取代 1,4-萘醌
Diploquinones A and B, Two New Phytotoxic Tetrasubstituted 1,4-Naphthoquinones from Diplodia mutila, a Causal Agent of Grapevine Trunk Disease.
机构信息
Dipartimento di Scienze Chimiche , Università di Napoli Federico II, Complesso Universitario Monte S. Angelo , Via Cintia 4 , 80126 Napoli , Italy.
National Wine and Grape Industry Centre, School of Agricultural and Wine Sciences , Charles Sturt University , Locked Bag 588 , Wagga Wagga , New South Wales 2678 , Australia.
出版信息
J Agric Food Chem. 2018 Nov 14;66(45):11968-11973. doi: 10.1021/acs.jafc.8b05004. Epub 2018 Nov 5.
Two new phytotoxic tetrasubstituted 1,4-naphthoquinones, named diploquinones A and B, were isolated together with vanillic acid from Diplodia mutila (DAR78993), a grapevine pathogen involved in Botryosphaeria dieback in Australia. Diploquinones A and B were characterized as 6,7-dihydroxy-2-methoxy-5-methylnaphthalene-1,4-dione and 3,5,7-trihydroxy-2-methoxynaphthalene-1,4-dione using spectroscopic methods (essentially 1D and 2D H and C NMR and HR ESIMS). The already known vanillic acid was isolated for the first time as fungal phytotoxin and as metabolite of D. mutila. The three compounds were assayed on detached grapevine leaves ( Vitis vinifera cv. Shiraz) at concentrations of 10 M and 2.5 × 10 M. Vanillic acid showed the highest phytotoxic effect on grapevine leaves irrespective of the tested concentration, while diploquinones A and B showed varying degrees of toxicity.
两种新的具有植物毒性的四取代 1,4-萘醌，命名为二倍醌 A 和 B，与香草酸一起从葡萄病原体 Diplodia mutila (DAR78993) 中分离出来，该病原体与澳大利亚的 Botryosphaeria 枯萎病有关。通过光谱方法（主要是 1D 和 2D H 和 C NMR 和 HR ESIMS），确定二倍醌 A 和 B 的结构分别为 6,7-二羟基-2-甲氧基-5-甲基萘-1,4-二酮和 3,5,7-三羟基-2-甲氧基萘-1,4-二酮。已经知道的香草酸第一次被分离为真菌植物毒素和 D. mutila 的代谢物。在 10 M 和 2.5×10 M 的浓度下，将这三种化合物在离体的葡萄叶片（ Vitis vinifera cv. Shiraz）上进行了测定。香草酸对葡萄叶片表现出最高的植物毒性，而不论测试浓度如何，而二倍醌 A 和 B 则表现出不同程度的毒性。
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