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

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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...

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Detalles Bibliográficos
Otros Autores: Silva, Mariana Paola, Piazza, Leonardo Alberto, López, Daniela, López Rivilli, Marisa J., Turco, Mauricio D., Cantero, Juan José, Tourn, Graciela Mónica, Scopel, Ana Leonor
Formato: Artículo
Lenguaje:Inglés
Materias:
[-]-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
Acceso en línea:http://ri.agro.uba.ar/files/intranet/articulo/2012Silva.pdf
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Biblioteca Central (FAUBA) de Universidad de Buenos Aires
Descripción
Sumario: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.
ISSN:0031-9422

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