5299-36-5Relevant academic research and scientific papers
USE OF SARMENTINE AND ITS ANALOGS FOR CONTROLLING PLANT PESTS
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Page/Page column 7-8, (2011/02/18)
Methods and compositions for controlling plant pests, particularly weeds and/or plant phytopathogens using sarmentine and/or analogs thereof are disclosed.
CHEMICAL AND BIOLOGICAL AGENTS FOR THE CONTROL OF MOLLUSCS
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Page/Page column 12, (2010/11/03)
Compositions and methods for controlling molluscs, members of the Gastropoda and Bivalvia classes which includes but is not limited to lactones, lactams, carbamates, amides, and/or carboxylic acid containing compounds as active ingredients and/or compound
Phytotoxicity of sarmentine isolated from long pepper (Piper longum) fruit
Huang, Huazhang,Morgan, Christy M.,Asolkar, Ratnakar N.,Koivunen, Marja E.,Marrone, Pamela G.
experimental part, p. 9994 - 10000 (2011/05/19)
Discovery of novel natural herbicides has become crucial to overcome increasing weed resistance and environmental issues. In this article, we describe the finding that a methanol extract of dry long pepper (Piper longum L.) fruits is phytotoxic to lettuce (Lactuca sativa L.) seedlings. The bioassay-guided fractionation and purification of the crude extract led to isolation of sarmentine (1), a known compound, as the active principle. Phytotoxicity of 1 was examined with a variety of seedlings of field crops and weeds. Results indicated that 1 was a contact herbicide and possessed broad-spectrum herbicidal activity. Moreover, a series of sarmentine analogues were then synthesized to study the structure-activity relationship (SAR). SAR studies suggested that phytotoxicity of sarmentine and its analogues was specific due to chemical structures, i.e., the analogues of the acid moiety of 1 were active, but the amine and its analogues were inactive; the ester analogues and amide analogues with a primary amine of 1 were also inactive. In addition, quantification of 1 from different resources of the dry P. longum fruits using liquid chromatography-mass spectrometry showed a wide variation, ranging from almost zero to 0.57%. This study suggests that 1 has potential as an active lead molecule for synthesized herbicides as well as for bioherbicides derived from natural resources.
