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Furanocoumarin with Phytotoxic Activity from the Leaves of Amyris elemifera (Rutaceae)
[Image: see text] Bioassay-guided fractionation of the ethyl acetate extract of Amyris elemifera leaves was carried out to identify phytotoxic and antifungal constituents. A novel phytotoxic furanocoumarin 8-(3-methylbut-2-enyloxy)-marmesin acetate (1) and its deacyl analog 8-(3-methylbut-2-enyloxy)...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7807802/ https://www.ncbi.nlm.nih.gov/pubmed/33458491 http://dx.doi.org/10.1021/acsomega.0c04778 |
Sumario: | [Image: see text] Bioassay-guided fractionation of the ethyl acetate extract of Amyris elemifera leaves was carried out to identify phytotoxic and antifungal constituents. A novel phytotoxic furanocoumarin 8-(3-methylbut-2-enyloxy)-marmesin acetate (1) and its deacyl analog 8-(3-methylbut-2-enyloxy)-marmesin (2) were isolated. The X-ray crystal structure determination is reported for the first time for 1. Both 1 and 2 have the S configuration at C-2′ based on X-ray crystallographic data. Both these compounds inhibited the growth of the dicot Lactuca sativa (lettuce) and the monocot Agrostis stolonifera with a more pronounced inhibitory effect on the monocots at 330 μM by 1. In Lemna paucicostata Hegelm phytotoxicity bioassay, the IC(50) value for 1 was 26 μM, whereas 2 had an IC(50) value of 102 μM. Compounds 1 and 2 were weakly antifungal against Colletotrichum fragariae Brooks in TLC bioautography. |
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