Phytotoxic activity in Flourensia campestris and isolation of [-] hamanasic acid A as its active principle compound

An aqueous extract from Flourensia campestris [Asteraceae] dry aerial parts showed strong inhibition on the germination and growth of Lactuca sativa. Based on bio-guided chromatographic fractionation of aq. extracts from dry and fresh leaves and spectroscopic means, [-]-hamanasic acid A [7-carboxy-8-hydroxy-1[2], 12[13]-dien-bisabolene [1]] was isolated as the most inhibitory active principle on germination [ECg50 = 2.9 mM] and on root [ECr50 = 1.5 mM]/shoot [ECs50 = 2.0 mM] growth. As measured by GC, and correlated with a simple designed 2D-TLC, compound 1 was distributed throughout the plant, with a remarkably high concentration [1.6 percent] in the leaves and the inflorescences. At least a quarter of the amount of 1 was found in aqueous extracts suggesting that leaching would be a key route for its release into the environment. By contrast, leaf essential oils [HD] between 0.5 and 1.5 ul ml-1 did not show herbicidal effects and 1 was not found in them [TLC] nor among volatiles [HS-SPME]. Volatile compositions were assessed by GC-FID and GC-MS and led to the identification of 23 compounds [4 monoterpenes and 19 sesquiterpenes] with a wide seasonal [spring-summer percent] variation, represented principally by bicyclo-germacrene [37-6 percent], spathulenol [4-32 percent], globulol [20-0 percent], beta-caryophyllene [15-6 percent], caryophyllene oxide [1-13 percent] and bicycloelemene [10-1 percent], respectively. The high amount of 1 in F. campestris together with its feasibility of being extracted with water suggest that [-]-hamanasic acid A is an allelochemical in this species. Species-specific studies must be carried out to evaluate the potential of 1 as a natural herbicidal compound.

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Bibliographic Details
Main Authors: Silva, Mariana Paola, Piazza, Leonardo Alberto, López, Daniela, López Rivilli, Marisa J., Turco, Mauricio D., Cantero, Juan José, Tourn, Graciela Mónica, Scopel, Ana Leonor
Format: Texto biblioteca
Language:eng
Subjects:[-]-HAMANASIC ACID A, ALLELOPATHIC AGENT, ASTERACEAE, BISABOLANOIDS, ESSENTIAL OILS, FLOURENSIA CAMPESTRIS, PHYTOTOXIC ACTIVITY, SESQUITERPENOIDS, VOLATILES, 7 CARBOXY 8 HYDROXY 1[2],12[13] DIEN BISABOLENE, 7-CARBOXY-8-HYDROXY-1[2],12[13]-DIEN-BISABOLENE, SESQUITERPENE, CHEMISTRY, DRUG EFFECT, FRACTIONATION, GAS CHROMATOGRAPHY, GERMINATION, GROWTH, DEVELOPMENT AND AGING, ISOLATION AND PURIFICATION, LETTUCE, PLANT, PLANT ROOT, CHEMICAL FRACTIONATION, CHROMATOGRAPHY, GAS, PLANT ROOTS, PLANT SHOOTS, SESQUITERPENES, LACTUCA, LACTUCA SATIVA,
Online Access:http://ceiba.agro.uba.ar/cgi-bin/koha/opac-detail.pl?biblionumber=46718
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