Department Environment and Agro-Biotechnologies, Centre de Recherche Public-Gabriel Lippmann , 41 Rue du Brill, L-4422 Belvaux, Luxembourg.
J Nat Prod. 2012 Jul 27;75(7):1265-9. doi: 10.1021/np2008945. Epub 2012 Jul 10.
Bioactivity-guided isolation led to the identification of phenguignardic acid (2), a new phytotoxic secondary metabolite from submerged cultures of grape black rot fungus, Guignardia bidwellii. The compound is structurally related to guignardic acid (1), a dioxolanone moiety-containing metabolite isolated previously from Guignardia species. However, in contrast to guignardic acid, which is presumably synthesized from deamination products of valine and phenylalanine, the biochemical precursor for the biosynthesis of the new phytotoxin appears to be exclusively phenylalanine. Guignardic acid was also found in extracts of cultures from Guignardia bidwellii. The phytotoxic activities of both compounds were assessed in plant assays using either detached vine leaves or intact plants. Antimicrobial and cytotoxic activities of phenguignardic acid were determined.
生物活性导向分离导致了 phenguignardic 酸（2）的鉴定，这是一种来自葡萄黑腐病菌（Guignardia bidwellii）深层培养物的新型植物毒性次生代谢物。该化合物与 previously 从 Guignardia 属中分离出的 guignardic 酸（1）在结构上有关，后者是一种含有二氧戊环酮部分的代谢物。然而，与 guignardic 酸不同，后者可能是由缬氨酸和苯丙氨酸的脱氨产物合成的，新型植物毒素生物合成的生化前体似乎仅为苯丙氨酸。在 Guignardia bidwellii 的培养物提取物中也发现了 guignardic 酸。这两种化合物的植物毒性活性都在使用离体葡萄叶片或完整植物的植物测定中进行了评估。还测定了 phenguignardic 酸的抗菌和细胞毒性活性。
