Phytotoxic Activity of Metabolites Isolated from Rutstroemia sp.n., the Causal Agent of Bleach Blonde Syndrome on Cheatgrass (Bromus tectorum)

被引：16

作者：

Masi, Marco ^{[1
]}

Meyer, Susan ^{[2
]}

Gorecki, Marcin ^{[3
,4
]}

Pescitelli, Gennaro ^{[3
]}

Clement, Suzette ^{[2
]}

Cimmino, Alessio ^{[1
]}

Evidente, Antonio ^{[1
]}

机构：

[1] Univ Napoli Federico II, Dipartimento Sci Chim, Complesso Univ Monte S Angelo,Via Cintia 4, I-80126 Naples, Italy

[2] US Forest Serv, Rocky Mt Res Stn, Shrub Sci Lab, 735 North 500 East, Provo, UT 84606 USA

[3] Univ Pisa, Dipartimento Chim & Chim Ind, Via Moruzzi 13, I-56124 Pisa, Italy

[4] Polish Acad Sci, Inst Organ Chem, Ul Kasprzaka 44-52, PL-01224 Warsaw, Poland

来源：

MOLECULES | 2018年 / 23卷 / 07期

关键词：

Bromus tectorum; Rutstroemia sp; n; phytotoxic metabolites; immersion bioassay; 9-O-methylfusarubin and terpestacin; PYRENOPHORA-SEMENIPERDA; POTENTIAL MYCOHERBICIDE; SECONDARY METABOLITES; FUSARIUM; BIOSYNTHESIS; CONSTITUENTS; TERPESTACIN; ASSIGNMENT; STRAIN; PLANTS;

D O I：

10.3390/molecules23071734

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A fungal pathogen soon to be described as Rutstroemia capillus-albis (Rutstroemiaceae, Helotiales, Leotiomycetes) has been identified as the causal agent of bleach blonde syndrome' on the invasive annual grass weed Bromus tectorum (cheatgrass) in western North America. This apparently common but previously undescribed disease causes premature senescence and sterility, but does not affect seed germination or seedling emergence and growth. This study investigated whether the new species produces phytotoxins that could be implicated in pathogenesis. The compounds 9-O-methylfusarubin, 9-O-methylbostrycoidin, 5-O-methylnectriafurone, trans-methyl-p-coumarate and terpestacin were isolated from the solid culture of this fungus. The undescribed absolute stereochemistry at C-3 of 9-O-methylfusarubin and at C-1' of 5-O-methylnectriafurone were assigned by applying electronic and vibrational circular dichroism (ECD and VCD) combined with computational methods and the advanced Mosher's method, respectively. The first three listed compounds are naphtoquinone pigments, while terpestacin is a sesterterpene, and trans-methyl-p-coumarate could be the product of an unusual fungal phenylpropanoid biosynthesis pathway. In a juvenile plant immersion bioassay, both 9-O-methylfusarubin and terpestacin proved to be highly toxic at 10(-4) M, causing wilting and plant death within 10 days. This finding suggests that these two compounds could play a role in pathogenesis on B. tectorum.

引用

页数：12