Abstract
Several diketopiperazines have been isolated from liquid cultures of Alternaria alternata, the causal agent of black leaf blight of spotted knapweed, Centaurea maculosa Lam. One of these compounds, maculosin [the diketopiperazine cyclo(-L-Pro-L-Tyr-)], was active in the nicked-leaf bioassay at 10-5 M; synthetic maculosin possessed chemical and biological activities identical to those of the natural product. Other diketopiperazines isolated from the fungus possessed either less activity or none at all. In tests against 19 plant species, maculosin was phytotoxic only to spotted knapweed. Thus maculosin is a host-specific phytotoxin from a weed pathogen.
Keywords: naturally occurring, herbicide, diketopiperazine, plant pathogen, leaf blight
Full text
PDF
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Strobel G. A. Phytotoxins. Annu Rev Biochem. 1982;51:309–333. doi: 10.1146/annurev.bi.51.070182.001521. [DOI] [PubMed] [Google Scholar]
- Sugawara F., Strobel G., Fisher L. E., Van Duyne G. D., Clardy J. Bipolaroxin, a selective phytotoxin produced by Bipolaris cynodontis. Proc Natl Acad Sci U S A. 1985 Dec;82(24):8291–8294. doi: 10.1073/pnas.82.24.8291. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Tatum L. A. The southern corn leaf blight epidemic. Science. 1971 Mar 19;171(3976):1113–1116. doi: 10.1126/science.171.3976.1113. [DOI] [PubMed] [Google Scholar]
- Young P. E., Madison V., Blout E. R. Cyclic peptides. 15. Lanthanide-assisted 13C and 1H NMR analysis of preferred side-chain rotamers in proline-containing cyclic dipeptides. J Am Chem Soc. 1976 Aug 18;98(17):5365–5371. doi: 10.1021/ja00433a051. [DOI] [PubMed] [Google Scholar]