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Lathyroxins A 和 B,来源于禾谷镰孢菌(真菌病原菌,寄生在野豌豆属植物上)的独取代酚类植物毒素,对草木樨状黄芪(野豌豆属植物)具有细胞毒性。

Lathyroxins A and B, Phytotoxic Monosubstituted Phenols Isolated from Ascochyta lentis var. lathyri, a Fungal Pathogen of Grass Pea ( Lathyrus sativus).

机构信息

Dipartimento di Scienze Chimiche , Università di Napoli Federico II, Complesso Universitario Monte S. Angelo , Via Cintia 4 , 80126 Napoli , Italy.

Istituto di Scienze delle Produzioni Alimentari (ISPA), Consiglio Nazionale delle Ricerche , Via Amendola, 122/O , 70126 Bari , Italy.

出版信息

J Nat Prod. 2018 Apr 27;81(4):1093-1097. doi: 10.1021/acs.jnatprod.7b01034. Epub 2018 Feb 28.

DOI:10.1021/acs.jnatprod.7b01034
PMID:29489357
Abstract

Ascochyta lentis var. lathyri has recently been reported to be the causal agent of Ascochyta blight of grass pea ( Lathyrus sativus), a disease characterized by the appearance of necrotic lesions of leaves and stems. Considering the novelty of the pathogen and the possible involvement of secondary metabolites in symptom appearance, a study was carried out to ascertain the capability of this fungus to produce bioactive metabolites. Some phytotoxic phenols were isolated from the culture filtrates of the fungus. In particular, two new phytotoxic metabolites, named lathyroxins A and B, were characterized by spectroscopic methods as 4-(2-hydroxy-3,3-dimethoxypropyl)phenol and 3-(4-hydroxyphenyl)propane-1,2-diol, respectively, and the R absolute configuration of C-2 of their 2-dimethoxy- and 2,3-diol-propyl side chain was assigned. Moreover, other well-known fungal metabolites, namely, p-hydroxybenzaldehyde, p-methoxyphenol, and tyrosol, were also identified. Lathyroxins A and B showed interesting phytotoxic properties, being able to cause necrosis on leaves and to inhibit seed germination and rootlet elongation. Moreover, both of the new metabolites had no effect against bacteria, arthropods, and nematodes.

摘要

豌豆叶枯病菌(Ascochyta lentis var. lathyri)最近被报道为豌豆(Lathyrus sativus)草腥黑穗病的病原菌,其特征是叶片和茎部出现坏死病斑。考虑到病原菌的新颖性以及次生代谢物可能参与症状表现,进行了一项研究以确定该真菌产生生物活性代谢物的能力。从真菌的培养滤液中分离出一些具有植物毒性的酚类化合物。特别是,两种新的具有植物毒性的代谢物,命名为 lathyroxins A 和 B,通过光谱方法分别表征为 4-(2-羟基-3,3-二甲氧基丙基)苯酚和 3-(4-羟基苯基)丙烷-1,2-二醇,并确定了其 2-二甲氧基和 2,3-二醇丙基侧链的 C-2 的 R 绝对构型。此外,还鉴定出其他几种已知的真菌代谢物,如对羟基苯甲醛、对甲氧基苯酚和酪氨酸。Lathyroxins A 和 B 表现出有趣的植物毒性特性,能够引起叶片坏死,并抑制种子萌发和根伸长。此外,这两种新的代谢物对细菌、节肢动物和线虫均没有作用。

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