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ISSN 2278-6937 Novus International Journal of Pharmaceutical Technology 2012, Vol. 1, No. 3 www.novusscientia.org Accepted on November 15, 2012 Argemone Mexicana: A review Ajita Bhatt*, Sunil K. Jain Adina Institute of Pharmaceutical Sciences, Sagar, M.P., India ___________________________________________________________________________ ABSTRACT Argemone Mexicana (family: Papaveraceae) is one of the important medicinal plant which naturally occurs in various countries like India, Australia, South Africa and other parts of the world. They are adapted to a wide variety of habitat and tend to grow best in soil of low fertility. It has different chemical constituents like N-demethyloxysanguinarine, reticuline, columbamine etc. and have several pharmacological activities, among these the anticancer activity have facilitated the extent of further research for finding out better treatment of disease. This review will facilitate to gain about the scientific research and the necessary information about the enormous pharmacological activities of Argemone which will insist researchers for future research to protect human race from several types of diseases. KEYWORDS: Allelopathy. Argemone, N-demethyloxysanguinarine, Reticuline, Animalarial, *Corresponding author: Ajita Bhatt Adina Institute of Pharmaceutical Sciences, Sagar, M.P., India Email: [email protected] INTRODUCTION Herbal drugs comprise the use of whole plant or parts of plant for their therapeutic effect1,2. WHO has distinct herbal drugs as complete, labeled medicinal products that have vigorous ingredients, aerial or secretive parts of the plant or other plant material or combination3. These are the oldest form of healthcare known to mankind and is a chief constituent in Ayurvedic, Homeopathic, Naturopathic and other medicine systems4,5. They are usually considered as safe, since they belong to natural sources, and this leads to rapid increase in their use6,7. One such herbal drug with various applications is Argemone Mexicana. The word „Argemone’ is derived from the Greek argena, which means 'cataract of the eye', and this name was used in the first century AD by Dioscorides (AD 40-90) and Pliny (AD 23- 79) for some spiny poppies (the juice of which was supposedly a cure for cataract); mexicana is a combination of Mexico with Latin suffix ana, suggesting the name of country of origin8. It is commonly known as Mexican poppy. It is also called Shialkanta, Satyanashi (hindi), Svarnaksiri (Sanskrit), Ji ying su (Chinese), Goatweed, Mexican prickly-poppy, Mexican thistle, prickly poppy, yellow prickly poppy, yellow thistle (English)9, 10,11. Novus International Journal of Pharmaceutical Technology 2012, 1(3) 10 Taxonomic position Domain: Eukaryota Phylum: Spermatophyta Class: Dicotyledonae Family: Papaveraceae8 Kingdom: Viridiplantae Subphylum: Angiospermae Order: Papaverales Description Argemone is a coarse „erect herb’ with milk sap and prickly stems and leaves; leaves somewhat irregularly pinnate lobed and serrate, glaucous, the edges crisped-undulate, each tooth spinose; flowers sessile, yellow, showy, up to 6 cm broad ; or „annual herb’ with stems 2.5-10 dm long, branched, sparsely to moderately covered with prickles; leaves glaucous, oblong-oblanceolate, pinnately lobed, 1/2-3/4 to midrib, both surfaces sparsely covered with prickles along veins, margins somewhat sinuate-dentate, the teeth tipped with a prickle, sessile, upper ones usually somewhat clasping the stem; buds subglobose, 1.2-1.6 cm long, sparsely prickly; sepal horns terete, 5-10 mm long; petals bright yellow, 1.7-3 cm long; stamens 30-50; ovary 4-6-carpellate; capsules oblong to broadly ellipsoid, 3-4.2 cm long, each valve with 9-15 prickles, the longest one 7-10 mm long; seeds numerous, 1.2-1.5 mm in diameter9. Habitat/ecology It is a plant adapted for a very wide range of habitats. It mainly grows at sea level, though also found at an elevation of 2,900 m in Tanzania. It is found on various soil types, on cultivated ground, in pastures, in fence rows, on stony ridges, along roads, in waste places, and on bare soil. It seems to prefer moist sites, growing freely along rivers in Australia and following sandy riverbeds in southern Africa8. Major hosts Gossypium (cotton), Phaseolus vulgaris (common bean), Sorghum bicolor (sorghum), Triticum aestivum (wheat), Zea mays (maize)8 Minor hosts Agave sisalana (sisal hemp), Arachis hypogaea (groundnut), Coffea (coffee), Medicago sativa (lucerne), Nicotiana tabacum (tobacco), Saccharum officinarum (sugarcane), Solanum tuberosum (potato)8 HISTORY OF INTRODUCTION AND SPREAD A. mexicana has been introduced accidentally (seed contaminant) or as an ornamental. Little is known about the history of its introduction and spread around the world. By 1814 it was the commonest weed of St Helena and was first recorded on Ascension in 1828. In New Zealand, it was accidentally introduced with imported wheat in the 1890s. The plant was introduced to Hawaii as an ornamental and was first recorded in 1934. It was reported that the plant was still relatively uncommon and suspected that it may become problematic in the future. In the Czech Republic, it was first reported occurrence in the wild in 1965 but appears to have become extinct8,12,13. Novus International Journal of Pharmaceutical Technology 2012, 1(3) 11 BIOLOGY AND ECOLOGY Genetics A. mexicana is a diploid species, 2n=28. A. ochroleuca is a tetraploid (2n=56). The occurrence of 5% of triploids (2n=42) in a population of A. ochroleuca suggest the possibility of a natural hybridization between these genetically close species8,14. Reproductive Biology The physiology of seed production and germination varies throughout the world. Mauritius reports the greatest seed production with an average of 60 to 90 capsules per plant with 300 to 400 seeds in each capsule. Seeds are dormant when shed and have an after-ripening period of several weeks or months. In eastern Africa and Australia, seeds germinate at any time of year if moisture is available but, in Mauritius, germination only occurs in the cooler months. In India also, it has been noted that germination occurs late in the season, with low night temperatures. Most seeds fall around the base of the parent plant where they form a carpet of seedlings. Dispersal occurs in surface water and in mud adhering to farm machinery and the feet of man and livestock. Seeds are readily eaten by a number of bird species in Puerto Rico as indicated by the presence of many seeds of the species in birds' stomachs. In Ethiopia, most seeds do not normally germinate the year after shedding. Instead they enter the seed bank and seedlings establish, even in well maintained field, probably for many years8,15. Environmental Requirements It tends to grow best in soils of low fertility and, in Australia, is peculiarly adapted to colonise derelict areas low in phosphorus. A. mexicana is better suited to grow at sites deficient in nitrogen whereas the closely related A. ochroleuca does better where phosphorus is limiting. However, neither species appear to have obvious restriction to particular agronomic or environmental situations. In southern India it occurs up to an altitude of 800 m. When growing in undisturbed land, it can produce fresh weights of 6-9 t/ha but, in cultivated land, it is generally not an aggressive competitor8,15,16. Seed dormancy Majority of seeds normally do not germinate during their first season after shedding, but instead enter into the seed bank, thus producing seedlings, even in a well-maintained field, probably for several years17. NATURAL ENEMIES A bacterial wilt, Xanthomonas papavericola [X. campestris pv. papavericola], periodically checks the growth of A. mexicana, in some areas but there is a dearth of information on natural enemies of this weed8. DISEASE OF ARGEMONE A bacterial disease inciting leaf-spot and blighting of A.mexicana has been studied. The casual organism has been identified as an undescribed species of Xanthomonas, on the basis of cultural studies and cross-inoculation experiments. The pathogen is host specific and over summers chiefly in diseased plant debris and as seed-borne infection18. PHYSICO-CHEMICAL PROPERTIES OF ARGEMONE SEED OIL The physico-chemical properties of the oil are directly related to their lipids and glyceride compositions. So, knowledge on the compositional factors is very essential in connection with the properties19. Following are the data for the physico-chemical properties of A. mexicana oil collected from three different places of Bangladesh: Novus International Journal of Pharmaceutical Technology 2012, 1(3) 12 Table I: Physico-chemical properties of A. mexicana seed oil ± SE20 Physical and chemical properties Percentage of oil Moisture and volatile matter (%) Specific gravity at 28oC Refractive Index at 28oC Free fatty acid as oleic (%) Iodine value Saponification value Unsaponifiable matter (%) Peroxide value meqv./kg Rajshahi 35±0.0348 4.5±0.047 0.920± 0.001 1.4580±0.005 5.2±0.0577 118±1.527 188±0.5575 1.5±0.115 1.20±0.112 Origin Pabna 34.8±0.0345 4.2±0.042 0.918±0.001 1.4579±0.005 5.1±0.0570 118±1.527 187.5±0.5573 1.2±0.112 1.18±0.110 Dinajpur 34.5±0.0343 4.3±0.045 0.921±0.001 1.4581±0.005 5.2±0.0.75 119±1.528 187.8±0.5575 1.3±1.11 1.21±0.112 Table II: Glycerides, lipids and fatty acids of A. mexicana seed oil (%) ±SE20 Compositions Mono-glyceride Di-glyceride Tri-glyceride FFA Neutral lipid Glycolipid Phospholipid Saturated fatty acid Unsaturated fatty acid Rajshahi 1.8±0.115 2.5±0.172 90.3±0.057 5.2±0057 92.3±0.252 5.8±0.117 1.5±0.100 14.2±0.055 84.8±0.5775 Pabna 1.5±0.112 2.3±0.170 90.1±0.054 5.1±0.055 92.1±0.250 5.5±0.113 1.7±0.115 14.5±0.057 84.2±0.5772 Dinajpur 1.7±0.114 2.8±0.175 90.2±0.055 5.0±0.053 92.2±0.251 5.7±0.115 1.7±0.115 14.4±0.055 84.3±0.5773 Table III: Fatty acids compositions of A. mexicana seed oil ±SE20 Fatty acids Oleic acid Linoleic acid Palmetic acd Ricinoleic acid Weight percent 23.00±0.05877 58.00±0.05773 7.00±0.1877 10.00±0.02023 CHEMICAL CONSTITUENTS A. mexicana consist of two benzophenanthridine-type alkaloids, N-demethyloxysanguinarine and pancorine; three benzylisoquinoline-type alkaloids, (+)-1,2,3,4-tetrahydro-1-(2hydroxymethyl3,4-dimethoxyphenylmethyl)-6,7-methylenedioxyisoquinoline, (+)higenamine and (+)-reticuline; four quaternary isoquinoline alkaloids, dehydrocorydalmine, jatrorrhizine, columbamine, and oxyberberine. In addition, six known non-alkaloidal compounds are also reported21,22,23. Novus International Journal of Pharmaceutical Technology 2012, 1(3) 13 PHARMACOLOGICAL EFFECTS Antibacterial Bacteriostatic efficacy of 16 crude extracts derived from different parts of A. mexicana has been analyzed by Vivek et al on enteropathogenic bacteria such as Klebisella oxytoca, Vibrio damsella, Enterobacter aerogenes and Escherichia coli24. Santosh et al and Indranil et al showed that the chloroform and methanolic extracts of A. Mexicana have activity against both gram positive and gram negative bacteria25,26. Rahman et al studied that the acetone extract, ethyl acetate extract and petroleum ether extract of A. mexicana have potential as an antimicrobial agent against bacterial isolates originated from drinking water27. Anticancer The use of natural substances to inhibit carcinogenesis is a rapidly evolving aspect of cancer research. Rajesh et al investigated that the ethanolic extract of A. mexicana, was more effective against selected microbial strains28. Kiranmayi et al related the anti cancer effects of methanol extract of A. mexicana leaves to their content of flavonoids and validates the traditional use of the plant in management of Cancer29. Jana et al stated that the Sanguinarine and chelerythrine alkaloids not only good candidates for chemotherapeutic regimens but may also contribute to the development of successful immune therapies of some carcinomas due to their apoptotic potential30. Antimalarial A classic way of delaying drug resistance is to use an alternative when possible. Bertrend et al tested the malaria treatment A. mexicana decoction (AM), a validated self-prepared traditional medicine made with one widely available plant and safe across wide dose variations. In view of the low rate of severe malaria and good tolerability, AM may also constitute a first-aid treatment when access to other antimalarials is delayed31 Antimicrobial Singh et al evaluated antimicrobial properties of biologically synthesized nanoparticles of A. mexicana weed leaf. Osho et al concluded that the observable inhibition on selected bacteria and fungi by essential oil of A. mexicana makes it a promising alternative for the development of an indigenous antimicrobial agent32,33. Novus International Journal of Pharmaceutical Technology 2012, 1(3) 14 Antioxidant activity Perumal P et al reported that A. mexicana Linn root could be a potential source of natural antioxidant, that could have greater importance as therapeutic agent in preventing or slowing oxidative stress related degenerative diseases34. Antitrichomonal activity M.M. Dahab et al showed that whole plants of A. mexicana extracted by methanol, chloroform and water can be used for its trichomonacidal activities in vitro. Their studies conducted for A. Mexicana, proved that it has potent activities against T. vaginalis35. Hepatoprotective S.I.Y Adam et al carried out studies on Wistar rats to evaluate the hepatoprotective activity of A. mexicana aerial part extracts against CCL4 induced acute liver damages36 Neurological (i) Analgesic A. mexicana reported that the ethanolic extract has very good peripheral activity and significant analgesic activity in comparison to the Aspirin. The presence of flavanoids in the extract may be contributory to its analgesic activity37,38. (ii) Catalapsy Preliminary phytochemical investigation of petroleum ether, chloroform, acetone, methanol and aqueous extract of leaves of A. mexicana by Sneha et al shows the presence of sterols, flavanoids, tannins, glycosides and alkaloids. These extracts have anticataleptic activity. Leaves of A. mexicana were traditionally used as antiasthamatic, this antihistaminic activity may be due to polar constituents of A. mexicana 39. Wound healing G.K. Dash et al reported that the petroleum ether, chloroform, methanol and aqueous extracts of the leaves of A. Mexicana have wound healing activity in rats40. AFFECTS ON PLANTS Allelopathy Weeds are considered unwanted plants that cause damage to agricultural crop plants. They compete with crops, harbour diseases and insects and act as alternate host when present in the fields. A. mexicana. is a notorious weed and is found growing abundantly along with many crop plants. Little work has been done to evaluate its allelopathic effect. Molisch (1973) coined the term allelopathy which refers to all the biochemical interactions (stimulatory or inhibitory) among the plants. Paul et al studied the allelopathic effect of A. mexicana on germination and seeding growth characteristics of lentil, Blackgram, Rapseed, and Wheat41,42,43. Shaukat et al studied that A. mexicana resulted in decreased density of M. javanicain the rhizosphere and in tomato roots, suppressed galling rates and enhanced plant growth44. USES (1) A. mexicana methyl ester showed closer physical property to diesel, in comparison to the commercial diesel fuel, transe-methylated A. Mexicana have better fuel properties 45,46 . Novus International Journal of Pharmaceutical Technology 2012, 1(3) 15 (2) Extracts of the leaves, flowers and seeds of A. mexicana can be used against insect pests, crop pathogens and nematodes. (3) Aqueous extracts have been tested with success against tropical hen louse, Lipeurus lawrensis tropicalis. (4) Medicinal properties have been attributed to the sap and oil from the seed. In the Guianas the whole plant is used as an infusion against asthma. The root is taken in rum and cognac for stomach pain. Sap from the cut end of the stem is applied to cavities as a treatment for toothache. Children having difficulty with urination are given infusions of petals. In India (Madhya Pradesh) it is reported to be a homeopathic drug. In West Africa it is used as a cosmetic, i.e. a washing milk. (5) In East Africa, the seeds are ground and put into beer or tea to increase their potency and cause drunkenness. (6) In India, A. mexicana seeds are added to mustard oil in very small quantities, to increase its pungency8. (7) The seed oil has been used for lighting and has also provided an ingredient in the manufacture of soap. In Mexico it has been used to make furniture polish (it is understood to have repellent qualities for white ants). (8) In the past some authorities claim that the root was used as cotton spools11. POISONING A.A. EL Gamal et al reported that Albino rats received A. mexicana seed, seed oil and ethanolic seed extracts at dose of 50mg/kg suffered hyperae-sthesia, inappetence, intermittent diarrhea, emaciation and decrease in body weight. Hepatorenal lesions accompanied with increase in serum GOT activity and urea concentration were the pathological findings in rats47. Sanghvi et al studied Cardiovascular manifestations in 11 patients with argemone oil poisoning48. Norton et al reported that Argemone Mexicana seed produced growth depression, oedema and death when fed at 1% and 3% of a basal ration to day-old, layer strain, cockerel chickens. The mortality rate was increased by raising the sodium chloride content of the basal ratio from 0.18% to 1.68%. Clinical signs consisted of subcutaneous oedema, a high pitched chirp and terminal gasping. Hydropericardium, oedema of the lungs, and subcutaneous oedema of the thorax, abdomen, wings, neck and throat were the major lesions. Foci of calcification were present in the ventricular myocardium of some chickens fed 3%A. mexicana49. Toxicity of Argemone Oil for Man In the various outbreaks, the Indian investigators found that the mustard oil used by the victims in their diet was contaminated with quantities of argemone oil varying from 1.05.7%. The victims had consumed on an average 1/2 to 3/4 oz of the contaminated mustard oil daily for 10 days or longer. Pasricha and his co-workers14 state that the amount of argemone oil necessary to produce toxic effects in man is approximately 0.88 c.c. per 100 gm. of bodyweight50. Adulteration of argemone Adulteration is the term used for substitution of genuine raw material with inferior or toxic materials. Adulteration of A. mexicana seed oil is widely observed in edible oils, which may lead to the epidemic dropsy. Alkaloids Sanguinarine and dihydrosanguinarine are the toxic principles present in Argemone oil51-54. Novus International Journal of Pharmaceutical Technology 2012, 1(3) 16 CONCLUSION As different studies suggest that A. Mexicana can be used for treating a wide variety of diseases, so it is of great importance for future treatments and also open the doors for the new researches on it. REFERENCES 1. Winslow L, Kroll DJ. Herbs as Medicines. Archives of Internal Medicine, 1998; 158: 2192-2199. 2. Gossell M, Simon OR, West ME. The past and the present use of plants for medicines. West Indian Medical Journal, 2006; 55: 217. 3. WHO technical report series. Guidelines for the Assessment of Herbal Medicines. 1996; 178-184. 4. De-Smet. PGAM The role of plant derived drugs and herbal medicines in healthcare drugs. 1997; 54: 801-840. 5. Abhishek K, Ashutosh M, Sinha BN. Herbal drugs- present status and efforts to promote and regulate cultivation. The Pharma Review. 2006; 6: 73-77. 6. Harish P. Herbal drugs. Current Science. 2001; 81(1): 15. 7. Coleman LM, Fowler LL, Williams ME. 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Chaturvedi M, Datta K, Pal M. Pollen anomaly - a clue to natural hybridity in Argemone (Papaveraceae). Grana, 1999; 38: 339-342. 15. Holm LG, Plucknett DL, Pancho JV, Herberger JP. The World's Worst Weeds. Distribution and Biology. Honolulu, Hawaii, USA: University Press of Hawaii. 1977 16. Matthew KM. The flora of the Palni Hills, South India. Part 1, ‟Ranunculaceae‟ Alangiaceae‟ . Tiruchirapalli: The Rapinat Herbarium, 1999 17. Karlsson Laila M., Tamado T., Milberg Per. Seed dormancy pattern of the annuals Argemone ochroleuca and A. mexicana (Papaveraceae). Flora 2003; 198: 329-339 Novus International Journal of Pharmaceutical Technology 2012, 1(3) 17 18. Shrinivasan M.C., Patel M.K., Thirumalachar M.J., Proc. Nat. Inst. Sci. India, 27(B) No.3: 104-107 19. Rahman M. S., Ali M. H., Hossain M. A., Uddin M. M. Studies on the fatty acid and glyceride composition of Latkon Seed Oil, Bangladesh Journal of Scientific and Industrial Research, 2002; 37(1-4): 33-40. 20. Ahmed G. M., Rahman M. 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