ABSTRACT: Euphorbia lagascaeSpreng is native to south-eastern Spain and Sardinia. The plant is annual and important species of the family Euphorbiaceae. The seed oil content (48-52%) consisting of about 58- 62% cis-12,13-epoxyoleic acid, also called vernolic acid with attractive applications for the oleochemistry. As a long-chain fatty acid, vernolic acid can have various utilizations, e.g. dyes, coatings and plasticizerstabilizer. Polyvinyl chloride can be more resistant to degradation by temperature and light when epoxyoleic acid is used in its composition. Epoxydized oils or their esthers can also be important components of phenolic resins for the electronic industry. The seeds of Euphorbia lagascae are also reported to contain piceatannol (a type of phenolic compound), which can increase apoptosis in some cancer cell lines. The large-scale production of the species is hindered by severe seed shattering trait universal in wild accessions. For this reason, breeding and domestication work have been undertaken in Spain, Germany and the Netherlands in recent years.
Keywords: Euphorbia lagascae, cultivation, seed yield, vernolic acid, oil content
1. INTRODUCTION
Synthesis of seed oils is restricted to unsaturated fatty acids with the chain length of 18 carbon atoms, especially oleic and linoleic acids. However, some plant species are able to produce unusual fatty acids with chain length variations (short, very long, respectively), or with functional groups within the fatty acid molecule (conjugated double bonds, hydroxy or epoxy groups) [1], Epoxidation is one of the most common additive reactions with double bonds of unsaturated fatty acids [2]. So far, six different epoxy fatty acids have been found in seed oils of over 60 species of 12 plantfamilies [3,4,5]. The majority of examined species supplied fatty acids of little value only, which could not be adapted for commercial application [1]. It is exclusively in E lagascae and in Bernardia pulchella (family Euphorbiaceae) and several species of the genus Vernonia ( Vernonia galamensis and V anthelmintica, family Asteraceae), that vernolic acid (cis 12,13epoxy oleic acid) was discovered in more than 50% to 79% of the seed oil [5,6,7,8,9].
Anti-carcinogenic characteristics of some species from the Euphorbiaceae family are well-known. Quercetin in Euphorbia hirta was found to inhibit carcinogenesis in lab animals [10]. The milky latex of Euphorbia tirucalli contain tigliane, inganen, terpenic alcohol, taraxasterol and tirucallol [11]. Piceatannol is a natural stilbene occurring in Euphorbia lagascae.
Euphorbia lagascae can be annual, biennial and sometimes perennial. The species has been grown for very different purposes, it can be medicinal and ornamental. It is folkloristically called "moleplant" for its capacity to repel rodents. Vernolic acid, representing the main fatty acid of E lagascae had been characterized as an isomeric compound of the ricinoleic acid (11-hydroxy monoenoic acid) [12]. After the isolation of ricinoleic acid, Gunstone proved in 1954 that vernolic acid not being a hidroxy but an epoxy fatty acid. This was the first proof of an epoxy fatty acid occurring in seed oils [1]. E lagascae apart from Vernonia spp. is considered to be the most promising natural source of vernolic acid.
The oil content and the anticancer characteristics of E lagascae make this species a valuable raw material for both pharmaceutical and petrochemical industry. However, the large-scale production of the species is hindered by severe seed shattering common in wild accessions. For this reason, breeding and domestication work have been undertaken in Spain, Germany and the Netherlands in recent years.
Today, the range of main distribution of the species covers the southeastern parts of Spain (Valencia, Murcia and Andalusia) but the herb is also present in the arid southeast and the coastal region of Cadiz [13,14]. In Spain, the most northern distributional area of the species is Catalonia [15]. E lagascae is also indigenous to Sardinia [16,17].
The species colonizes spontaneously on devastated cultivated lands and road margins with loamy soils rich in nitrogen and often of saline origin, however it avoids silicic soil types [13]. E lagascae requires specific edaphic and climatic conditions for its permanent colonization of given locations. This is particularly true for the neutral to moderately alkaline soils with mainly clayish structure as well as semiarid climates with temperate but not too cool winters. At lighter soils, water might become a growth limiting factor, since seed ripening happens to occur during the low-rainfall period of the year [1]. The species germinates in autumn after the first rains, flowers in March or April, and becomes ripe from April to May.
2. MATERIAL AND METHODS
In Europe, the first plant performance tests were performed in Göttingen in 1986. In Spain, in the Murcia region first cultivations started in 1988 to collect data for agronomical techniques and potential of E lagascae for future oil crop production [1]. Breemhaar and Bouman [18] performed experiments in the Netherlands on mechanical harvesting and cleaning E lagascae. First field trials with E lagascae in the region of Murcia, Spain were meant to explore the chances of cultivation of this species over winter. Under Spanish growing conditions with winter temperatures rarely dropping below zero degree of Celsius, sowing in autumn is accomplishable. In Murcia, sowing was performed on 12th of October (autumn trial), the second field experiment was sown on 3rd of March (spring trial). After spring sowing, flowering started after about 90100 days, while after autumn sowing it took almost the double time [1].
In a trial conducted by Breemhaar and Bouman [18] about one hectare of E lagascae was sown on 22nd of April at a rate of 12.5 kg/ha. Since the crop characteristics of Euphorbia are very similar to green peas, the trials performed in 1993 and 1994 were harvested with pea harvester type FMC 879 and fMc 979. Harvesting dates were 10th and 17th of August. The trial performed by Research Station for Arable Farming and Field Production of Vegetables (PAGV) showed that the most appropriate date to harvest E lagascae is when the third branches start to shed their seeds [19]. According to Breemhaar and Bouman [ 18] seed shedding occurred at the second branch, however by the second harvest date (17th of August) it had just reached the third branch. In another experiment performed by Pascua-Villalobos et al [20] 14 accessions of Euphorbia were tested in 2 locations in both autumn and spring trials. Accessions included in the autumn trial were equal to the ones used in spring trial. Sowing dates were 18th of October 1990 for location 1 and 24th of October 1990 for location 2. Harvesting dates were the following: spring trial was harvested in July 1990, the autumn trial of 1990 was harvested during May-June 1991.
3. RESULTS
Harvesting was performed using the following three procedures:
= Uprooting the plants after the beginning of seed dehiscence
= Drying the plants in the field using black plastic cover
= Collecting the shattered seed from the plastic cover underneath [20]
According to the results of Pascua-Villalobos et al. [20] the average oil content was about 44%, 63% of it was vernolic acid, however some accessions could be highlighted for having higher contents (48% and 69%, respectively). Seed yield (kg/ha) was determined upon calculating from the number of capsules m2 and thousand seed weight. The first herbicide tolerance tests were conducted in Spain at the end of 80s, as chemical weed control was felt to be compulsory before field tests. Therefore, a pre-test was accomplished under glasshouse conditions including the components described in Table 1.
The field test was conducted in Göttingen in 1986. The herbicides were applied at preemergence 2 days after sowing or at post-emergence when plants had reached 4-8 leaves. Concentrations were applied as specified by the producer and in addition with the half and double dose, respectively. Controls remained unsprayed and unweeded. As shown in Table 1, Dicuran (700 g/l Chlortoluron) and Pyramin (65% Chloridazon) exerted no damage to the crop, however with 20 kg/ha Goltix (70% Metamitron) all crop plants perished [1j.
During another trial conducted by Breemhaarand Bouman [18], 0.6 l Stomp (pendimethalin) and 3.2 l Propachlor (propachlor) ha-1 at pre-emergence were applied. Weeds were controlled mechanically with rear-mounted tractor. During flowering the crop was sprayed against botrytis with Ronilan (vinclozolin) when necessary [18].
4. CONCLUSIONS AND RECOMMENDATIONS
Breeding trials
The major difficulty that makes this species hard to commercialize is the severe capsule dehiscence, which is a disadvantageous trait common to all accessions. That means improving this plant by breeding is inevitable. For this reason, Pascual- Villalobos et al [20] applied a useful technique called induced mutagenesis. Previously, some mutants had already been selected by Vogel and Röbbelen [21] after chemical mutagen treatment. Non-shattering genotypes have been selected frequently as spontaneous mutants from natural populations, e.g. shattering-resistant Lupinus luteus [22], Vicia faba [23], Vicia sativa [24] and Onobrychis viciifolia [25]. Mutation breeding has been successful to induce shattering-resistant mutants of Brassica juncea [26] and soybean [27].
Induced mutagenesis
After choosing the appropriate accession, 500 g of ungerminated seeds were presoaked for 12 h at room temperature (20-22 °C) in a thin layer on wet filter paper. Seed lots of each 50 to 100 g were submersed in solutions of ethyl methanesulphonate or EMS (CH3SO3C2H5) for 2 to 6 h using a concentration between 0.4 and 1% EMS at pH 7. Seeds were thoroughly post-washed in running tap water for 12 h and surface-dried. The second mutagenic treatment was applied in essentially the same way. In both cases, controls were used, i.e. equal amounts of seeds were treated the same way except for the use of EMS [28].
M1 generation (the first generation after chemical treatment) was grown from treated seed in the glasshouse at Göttingen (Germany) and bulk harvested. M2 and subsequent generations were grown in the open field at Torreblanca Experimental Station (Murcia, Spain). Screening for indehiscence was done by visual observation at ripening in M2 and M3 generations.
M3 and M4 generations were sown in the open-field in spring at Torreblanca Experimental Station two locations and two sowing dates (autumn and spring) were used [28].
Diseases and pests
During the cultivations performed by Vogel et al [1] in Spain, the only disease invariably found was rust caused by Melampsora euphorbiae (Schub.) Castagne. Occurrence of Melampsora euphorbiae on E lagascae has been reported for the first time by Pascual- Villalobos and Jellis [29]. The symptoms appeared first on the adaxial surface of the leaves, where the yellowish uredinia were surrounded by a chlorotic area. Under favourable conditions for disease spread, defoliation occurs and finally blackish telia appear on stems and older leaves. Chemical control was successful with spraying a 0.2% solution of Plantvax-EC (active ingredient: oxycarboxin) once a week at outburst of the disease and later every 10-12 days. Vogel et al. [1] observed Phytium ssp. on the roots of some plants as a possible cause of the disease, however no treatment against this agent was tried out. Among pests the following most common ones were observed: leaf bugs (Nezara viridula), the black bean louse (Aphis fabae), a green louse species of the genus Acirtosiphum (possibly A. pisum),, and the Euphorbia moth (Celerium euphorbiae). Because of low grades of infestation, no treatment was applied.
References
[1.] Vogel, R. - Pascual-Villalobos, M. J. - Röbbelen, G. (1993): Seed oils for new chemical applications, 1. Vernolic acid produced by Euphorbia lagascae. Angew. Bot. 67., 31-41.
[2.] Carlson, K. D. - Chang, S. R. (1985): Chemical epoxidation of a natural unsaturated epoxy seed oil from Vemonia galamensisand a look at epoxy oil markets. J. Am. Oil Chem. Soc. 62., (5) 934-939.
[3.] Morris, L. J. - Wharry, D. M.(1966): Naturally occurring epoxy acids. IV. The absolute optical configuration of vernolic acid. Lipids 1., 41-46.
[4.] Krewson, C. F. (1968): Naturally occurring epoxy oils. J. Amer. Oil Chem. Soc. 45., 250-256.
[5.] Earle, F. R.(1970): Epoxy oils from plant seeds. J. Amer. Oil Chem. Soc. 47., 510-513.
[6.] Kleiman, R. - Smith, C. R. Jr. - Yates, S. G. - Jones, Q.(1965): Search for new industrial oils, XII. Fiftyeight Euphorbiaceae oils, including one rich in vernolic acid. J. Am. Oil Chem. Soc. 42., 169-172.
[7.] Campbell, T. A.(1981): Agronomic potential of stokes aster. Amer. Oil Chem. Soc. Monograph 9., 287-295.
[8.] Perdue, R. E. - Jones, E. Jr. - Nyati, C. T.(1989): Vemonia galamensis: a promising new industrial crop for the semiarid tropics and subtropics. In: G. E. Wickens, N Haq and P. Day (editors), New Crops for Food and Industry. Chapman and Hall, London, 197-202.
[9.] Spitzer, V. - Aitzetmüller, K. - Vosmann, K.(1996): The Seed Oil of Bernardia pulchella (Euphorbiaceae) - A Rich Source of Vernolic Acid. J. Am. Oil Chem. Soc. 73., 1733-1735.
[10.] Erlund, I.(2004): Review of the flavanoids quercetin, hesperetin, and naringenin. Dietary sources, bioactivities, bioavailability, and epidemiology. Nutrition Research 24., 851-874.
[11.] Cataluna, P. - Taxa, S. M. K.(1999): The traditional use of the latex from Euphorbia tirucalli Linnaeus (Euphorbiaceae) in the treatment of cancer in South Brazil. Acta Horticulturae, 501., 289-296.
[12.] Vidyarthi, N. L.(1940): Seed oil of Vernonia anthelmintica. Proc. Ind. Sci. Congress Sec. III, 79-80.
[13.] Krewson, C. F. - Scott, W. E.(1966): Euphorbia lagascae Spreng., an abundant source of epoxyoleic acid; seed extraction and oil composition. J. Amer. Oil Chem. Soc. 43., 171-174.
[14.] Bolós, O. de - Vigo, J.(1990): Flora dels Paísos Catalans. Crucifers-Amaranthacies. Vol. II., Euphorbia lagascae, p. 575. Editorial Barcino, Barcelona.
[15.] Rovira, A. M.(1987): Aportations á la flore des comarques transibériques, II. Collect. Bot. (Barcelona) 17, 97105.
[16.] Tutin, T. G. - Heywood, V. H. - Burger, N. A. - Moore, D. M. - Valentine, D. H. - Walters, S. M. - Webb, D. A.(1968): Flora Europaea. Cambridge University Press, Cambridge.
[17.] Pignatti, S.(1982): Flora d'Italia. Edagricole, Bologna.
[18.] Breemhaar H. G. - Bouman A.(1995): Harvesting and cleaning Euphorbia lagascae, a new arable oilseed crop for industrial application. Industrial Crops and Products. 4., (3) 173-178.
[19.] Borm, G. E. L. - van Dijk, N.(1993): De invloed van oogsttijdstip op oliegehalte, vetzuursamenstelling en zaadopbrengst van een zevental oliehoudende gewassen. Research Station for Arable Farming and Field Production of Vegetables (PAGV), Lelystad, Interne Mededeling 961, 35.
[20.] Pascual-Villalobos, M. J. - Correal, E. - Vogel, R. - Röbbelen, G. - von Witzke-Ehbrecht, S.(1992): First sources of complete seed retention in Euphorbia lagascae L.
[21.] Vogel, R. - Röbbelen, G.(1989): Breeding of Euphorbia lagascae Spreng., a possible new oil crop for industrial uses. Poster 15-4. In: Book of Poster Abstracts. Proc. 12th Congr. EUCARPIA, Göttingen, Paul Parey Sci. Publ., Berlin.
[22.] Von Sengbusch, R. - Zimmermann, K.(1937): Die Auffindung der ersten gelben und blauen Lupinen (L. luteus und L angustifolius) mit nichtplatzenden Hülsen und die damit zusammenhängenden Probleme der Süsslupinenzüchtung, Züchter, 9., 57-65.
[23.] Sirks, M. J.(1931): Beiträge zu einer genotypischen Analyse der Leckerbohne (Vicia faba L.). Genetica, 13., 210-631.
[24.] El-Moneim, A.(1993): Selection for non-shattering common vetch, Vicia sativa L. Plant Breeding, 110, 168171.
[25.] Knoll, J. - Baur, G.(1942): Avena-Arten. In: Roemer and Rudorf (Editors), Handbuch der Pflanzenzüchtung, III., Verlag Paul Parey, Berlin, pp. 405-414.
[26.] Rai, U. K.(1959): Thickened pods - a morphological recessive mutant in X-ray treated Brassica juncea. Sci. Cult. 24., 534.
[27.] Humphrey, L. M.(1954): Effects of neutron irradiation on soybeans, II. Soybean Dig., 14., 18-19.
[28.] Pascual-Villalobos, M. J. - Röbbelen, G. - Correal, E.(1994): Production and evaluation of indehiscent mutant genotypes in Euphorbia lagascae. Industrial Crops and Products 3., 129-143.
[29.] Pascual-Villalobos, M. J. - Jellis, G. J.(1992): Occurrence of Melampsora euphorbiae on Euphorbia lagascae in south-east Spain. Plant Pathol. 41., 370-371.
1.Viktor J. VOJNICH, 2.Attila HÜVELY, 3.Judit PETO
1-3.Pallasz Athéné University, Faculty of Horticulture and Rural Development, Kecskemét, HUNGARY
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Copyright Faculty of Engineering Hunedoara Nov 2016
Abstract
Euphorbia lagascaeSpreng is native to south-eastern Spain and Sardinia. The plant is annual and important species of the family Euphorbiaceae. The seed oil content (48-52%) consisting of about 58- 62% cis-12,13-epoxyoleic acid, also called vernolic acid with attractive applications for the oleochemistry. As a long-chain fatty acid, vernolic acid can have various utilizations, e.g. dyes, coatings and plasticizerstabilizer. Polyvinyl chloride can be more resistant to degradation by temperature and light when epoxyoleic acid is used in its composition. Epoxydized oils or their esthers can also be important components of phenolic resins for the electronic industry. The seeds of Euphorbia lagascae are also reported to contain piceatannol (a type of phenolic compound), which can increase apoptosis in some cancer cell lines. The large-scale production of the species is hindered by severe seed shattering trait universal in wild accessions. For this reason, breeding and domestication work have been undertaken in Spain, Germany and the Netherlands in recent years.
You have requested "on-the-fly" machine translation of selected content from our databases. This functionality is provided solely for your convenience and is in no way intended to replace human translation. Show full disclaimer
Neither ProQuest nor its licensors make any representations or warranties with respect to the translations. The translations are automatically generated "AS IS" and "AS AVAILABLE" and are not retained in our systems. PROQUEST AND ITS LICENSORS SPECIFICALLY DISCLAIM ANY AND ALL EXPRESS OR IMPLIED WARRANTIES, INCLUDING WITHOUT LIMITATION, ANY WARRANTIES FOR AVAILABILITY, ACCURACY, TIMELINESS, COMPLETENESS, NON-INFRINGMENT, MERCHANTABILITY OR FITNESS FOR A PARTICULAR PURPOSE. Your use of the translations is subject to all use restrictions contained in your Electronic Products License Agreement and by using the translation functionality you agree to forgo any and all claims against ProQuest or its licensors for your use of the translation functionality and any output derived there from. Hide full disclaimer