Natural Products Laboratory, Department of Chemistry, Montana State University, Bozeman, MT 59717.
Proc Natl Acad Sci U S A. 1988 Nov;85(21):8008-11. doi: 10.1073/pnas.85.21.8008.
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.
几种二酮哌嗪已从Alternaria alternata 的液体培养物中分离出来,Alternaria alternata 是斑点矢车菊黑斑病的病原体,Centaurea maculosa Lam. 这些化合物之一,maculosin[二酮哌嗪环(-L-Pro-L-Tyr-)],在 10(-5)M 的缺口叶片生物测定中具有活性;合成的 maculosin 具有与天然产物相同的化学和生物活性。从真菌中分离出的其他二酮哌嗪要么活性较低,要么根本没有活性。在对 19 种植物物种的测试中,maculosin 仅对斑点矢车菊具有植物毒性。因此,maculosin 是杂草病原体的一种具有宿主特异性的植物毒素。