Abstract

Two phytotoxic furan derivatives were isolated, together with the well-known fungal and plant phytotoxin tyrosol, from the culture filtrates of Stilbocrea macrostoma. This fungal pathogen isolated from Quercus brantii trees induced wood necrosis and decline symptoms on the host plant in Iran. The two furan derivatives, isolated for the first time from Stilbocrea macrostoma, were identified by spectroscopic methods (essentially 1 D and 2 D ¹H and ¹³C NMR and ESIMS spectroscopy) as 5-hydroxymethylfuraldehyde and 2,5-dihydroxymethylfuran. The phytotoxic activity of the three metabolites was evaluated by leaf puncture assay on holm oak (Quercus ilex L.) and tomato (Lycopersicon esculentum L.) leaves. All compounds induced necrosis on holm oak leaves while very low toxicity was showed against tomato leaves. The two furan derivatives were more toxic than tyrosol and particularly 5-hydroxymethylfuraldehyde was the most phytotoxic compound.

摘要

两种植物毒性呋喃衍生物与众所周知的真菌和植物植物毒素酪醇一起，从巨口颖的培养滤液中分离出来。这种从Quercus brantii树中分离出来的真菌病原体会导致伊朗宿主植物的木材坏死和症状下降。两种呋喃衍生物是首次从巨口雌蕊中分离出来的，通过光谱方法（基本上是 1 D 和 2 D ¹ H 和¹³ C NMR 和 ESIMS 光谱）鉴定为 5-羟甲基糠醛和 2,5-二羟甲基呋喃。通过对圣栎 ( Quercus ilex L.) 和番茄 (Lycopersicon esculentum L.) 叶。所有化合物均诱导圣栎叶坏死，而对番茄叶显示出极低的毒性。这两种呋喃衍生物比酪醇毒性更大，尤其是 5-羟甲基糠醛是对植物毒性最强的化合物。