Abstract：
:There are several factors thought to assist invasive weeds in colonization of ecosystems. One of these factors is allelopathy, the negative effect of chemicals produced by one plant on neighboring plants, frequently mediated through root exudates and other plant leachates. Acroptilon repens (Asteraceae) is one of the most invasive and ecologically threatening weed species in western North America. A bioassay-guided fractionation of the root extracts of this plant led to the isolation of five polyacetylenic compounds, of which one [5'-methoxy-1'-(5-prop-1-yn-1-yl-2-thienyl)-hexa-2',4'-diyin-6'-yl acetate] was hitherto unknown. The structures of these compounds were elucidated on the basis of spectroscopic analysis (IR, ESIMS, (1)H, (13)C NMR and 2D NMR). All of the compounds obtained, except 1-chloro-4-(5-penta-1,3-diyn-1-yl-2-thienyl)but-3-yn-2-ol, showed phytotoxic activity against Arabidopsis thaliana seedlings. The presence of 4'-chloro-1'-(5-penta-1,3-diyn-1-yl-2-thienyl)-but-2'-yn-3'-ol was detected in the root exudates of aeroponically grown A. repens plants. None of the polyacetylenes isolated in this study were found in Colorado soils collected between September 2006 and July 2007 in an A. repens colonized site. However, polyacetylene 5 in A. repens infested soil from Washington was found in June, 2007. Contrary to our previous report, the compound 7,8-benzoflavone (6) was not detected in root exudates, nor was it encountered in extracts of roots, aerial parts or infested soil. Since we could not repeat this work, the original report has been retracted [Stermitz, F.R., Bais, H.P., Foderaro, T.A., Vivanco, J.M., 2003. 7,8-Benzoflavone: a phytotoxin from root exudates of invasive Russian knapweed [A retraction]. Phytochemistry 64, 493-497.].
journal_name
Phytochemistryjournal_title
Phytochemistryauthors
Quintana N,Weir TL,Du J,Broeckling CD,Rieder JP,Stermitz FR,Paschke MW,Vivanco JMdoi
10.1016/j.phytochem.2008.07.015subject
Has Abstractpub_date
2008-10-01 00:00:00pages
2572-8issue
14eissn
0031-9422issn
1873-3700pii
S0031-9422(08)00358-0journal_volume
69pub_type
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