Phytochemical and pharmacological investigations on mangiferin

• Autorzy: Singh S K , Sharma V.K. , Kumar Y. , Kumar S.S. , Sinha S.K.

Warianty tytułu

PL

Badania fitochemiczne i farmakologiczne mangiferyny

• Języki publikacji: EN

Abstrakty

EN

Mangiferin, a C-glucopyranoside of 1, 3, 6, 7-tetrahydroxyxanthone, has been isolated from various parts of Mangifera indica (Anacardiaceae). The conclusive structure of mangiferin has been established by various researchers using a wide range of chemical and spectral analytical techniques. Mangiferin has been traditionally used in some parts of world as anti-inflammatory, analgesic, antipyretic, antioxidant, immunomodulator, antitumor, antiviral, and anthelminthic and in obesity treatment. The present article is an attempt to encompass various aspects and details related to the characterization of mangiferin and its subsequent pharmacological screening. The literature data on mangiferin has been comprehensively reviewed and evaluated by the authors and hence, the article contains brief description of phytochemical and pharmacological investigations conducted on mangiferin till now and thus may prove as a guiding force for further research in this particular area.

PL

Mangiferyna, C-glukopiranozyd 1,3,6,7-tetrahydroksyksantonu, izolowano z różnych części Mangifera indica (Anacardiaceae). Ostateczna struktura mangiferyny została ustalona przez kilku badaczy przy użyciu szerokiej gamy technik chemicznych i analizy spektralnej. Mangiferyny używa się tradycyjnie w kilku częściach świata jako środka przeciwzapalnego, przeciwbólowego, przeciwgorączkowego, przeciwutleniającego, regulującego procesy odpornościowe, przeciwrakowego, przeciwwirusowego, a także w leczeniu chorób pasożytniczych i otyłości. Niniejsza praca jest próbą przedstawienia cech charakterystycznych mangiferyny oraz wynikającego z tego przeglądu działań farmakologicznych. Przeprowadzono analizę porównawczą danych pochodzących z dostępnej literatury przedmiotu. Artykuł zawiera krótki opis przeprowadzonych do tej pory badań fitochemicznych i farmakologicznych nad mangiferyną i może stać się przewodnikiem dla kolejnych badań z tego zakresu.

Słowa kluczowe

EN

fruit tree; mango; Mangifera indica; mangiferin; useful plant; medicinal property; pharmacological property; immunomodulatory effect; antiallergic activity; bronchodilatory effect; antidiabetic effect; antioxidant activity; analgesic activity; antibacterial activity; antifungal activity; antiinflammatory activity; antitumour activity; antiviral activity; antihelmintic activity; antiplasmodial activity; antipyretic activity; cardioprotective effect; lipolytic effect; radioprotective effect

• Wydawca: -
• Czasopismo: Herba Polonica
• Rocznik: 2009
• Tom: 55
• Numer: 1
• Opis fizyczny: p.126-139,fig.,ref.

Twórcy

autor

Singh S K

• D.J. College of Pharmacy, Niwari road, B-32-20, 1-C Nariya, B.H.U., Varanasi-221005, U.P., India

autor

Sharma V.K.

autor

Kumar Y.

autor

Kumar S.S.

autor

Sinha S.K.

Bibliografia

• 1. Wiechowski W. Lotos 1908; 56:61 (cited from van Scherpenberg AL. Rec Trav Chim 1916; 35:346).
• 2. Nott PE, Roberts JC. The structure of mangiferin. Phytochemistry 1967; 6:741-7.
• 3. Ramanathan JD, Seshadri TR. Constitution of mangiferin. Curr Sci 1960; 29:131-2.
• 4. El Sissi HI, Saleh NAM. Phenolic components of Mangifera indica. Planta Med 1965; 13:346-52.
• 5. Haynes LJ, Taylor DR. Mangiferin; the nuclear magnetic resonance spectra of xanthones. J Chem Soc (c) 1966:1685-7.
• 6. El Sissi HI, El Ansary MAI. Phenolic components of Mangifera indica. Planta Med 1966; 14:171-8.
• 7. El Ansari MA, Rajadurai S, Nayudamma Y. Studies on the polyphenols of Mangifera indica bark. LeatherSci 1967; 14:247-51.
• 8. Bhatia VK, Ramanathan JD, Seshadri TR. Constitution of mangiferin. Tetrahedron 1967; 23:1363-8.
• 9. Bhatia VK, Seshadri TR. Synthesis of mangiferin. Tetrahedron Lett 1968; 14:1741-2.
• 10. Prox A. Massenspektrometrische untersuchung einiger naturlicher c-glukosyl-verbindungen. Tetrahedron 1968; 24:3697-615.
• 11. Ghosal S, Chaudhari RK. Xanthones of Canscora Decussata Schult, Phytochemistry 1971; 10:2425-432.
• 12. Herath P, Karunanayake E, Selliah SS, Wannigama GP. Isolation of mangiferin from the bark of Mangifera zeylanica. Phytochemistry 1970; 9:1141.
• 13. Aritomi M, Kawasaki T. A Mangiferin monomethyl ether from Mangifera indica. Chem Pharm Bull 1970; 18(11):2224-34
• 14. El Ansary MAI, Saleh NAM. Polyphenolic of twenty local varieties of M. indica. Planta Medica 1975;28:124-30.
• 15. Frahm AW, Chaudhuri RK. 13C NMR Spectroscopy of substituted Xanthones-II 13C NMR Spectral study of Polyhydroxy Xanthones. Tetrahedron 1979; 35:2035-8.
• 16. Tanaka T, Sueyasu T, Nonaka G, Nishioka I. Tannins and related compounds. Isolation and characterizationof galloyl and p-hydroxybenzoyl ester of benzophenone and xantone C-glucosides from Mangifera indica. Chem Pharm Bull 1984; 32(7):2676-86.
• 17. Berardini S, Carle R. Identification of flavonol and xanthone glycosides from mango (Mangifera indica L. Cv. “Tommy Atkins”) peels by high-performance liquid chromatography-electrospray ionization massspectrometry. J Agri Food Chem 2003; 51(17):5006-11.
• 18. Rojas-Hernandez A, Gómez-Zaleta B, Ramírez-Silva M T, Gutiérrez A, González-Vergara E, Güizado- Rodríguez M. UV/vis, (1) H, and (13) C NMR spectroscopic studies to determine Mangiferin pK(a) values. Spectrochim Acta 2006; 64:1002-9.
• 19. Chattopadhyay U, Das S, Guha S, Ghosal S. Activation of lymphocytes of normal and tumor bearing mice by mangiferin, a naturally occurring glucosylxanthone Cancer Lett 1987; 37:293-99.
• 20. Ghosal S, Guha S, Chattopadhyay U. Activation of peritoneal macrophages by mangiferia, a naturally occurring xanthone. Phytother Res 1993; 7:107-10.
• 21. Bodhankar S, Makare N, Rangari V. Immunomodulatory activity of alcoholic extract of Mangifera indica L. in mice. J Ethnopharmacol 2001; 78: 133-7.
• 22. Leiro J, García D, Delgado R, Sanmartin ML, Ubeira FM, Mangifera indica L. extract (Vimang) and mangiferin modulate mouse humoral immune responses. Phytother Res 2003; 17:1182-87.
• 23. Garrido G, Blanco-Molina M, Sancho R, Macho A, Delgado R, Munoz E. An aqueous stem bark extract of Mangifera indica (Vimang®) inhibits T cell proliferation and tnf-induced activation of nuclear transcription factor NF-κB. Phytother Res 2005; 19:211-15.
• 24. Leiro J, García D, Delgado R, Ubeira F M. Modulation of rat macrophage function by the Mangifera indicaL. extracts Vimang and mangiferin. Int Immunol 2002; 2:797-06.
• 25. Zheng M S, Lu Z Y. Antiviral effect of mangiferin and isomangiferin on Herpex simplex virus. Chin MedJ 1990; 103:160-65.
• 26. Chattopadhyay U, Guha S, Ghosal S. Antitumor, immunomodulatory, and anti-HIV effect of mangiferin, a naturally occurring glucosylxanthone. Chemotherapy 1996; 42:443-51.
• 27. Yoshimia N, Matsunagaa K, Katayamaa M, Yamadaa Y, Kunoa T, Qiaoa Z, Haraa A, YamaharabJ, Moria H. The inhibitory effects of mangiferin, a naturally occurring glucosylxanthone, in bowel carcinogenesisof male F344 rats. Cancer Lett 2001; 163:163-70.
• 28. Leiro J, García D, Escalante M, Delgado R, Ubeira FM. Anthelminthic and antiallergic activities of Mangifera indica L. stem bark components Vimang and mangiferin. Phytother Res 2003; 17:1203-8.
• 29. Gbeassor M, Agbonon A, Aklikokou K. Mangifera indica Stem Bark effact on the rat trachea contracted by acetylcholine and histamine. Pharmaceut Biol 2005; 43:475-9.
• 30. Ye Wu Qiu, Hong gang hu, Ming juan Wang, Qing jie Zhao, Shi Chong Yu, Chao Mei Liu et al. Synthesis of mangiferin derivates and study their potent PTP1B inhibitory activity. Chinese Chem Lett 2007; 18 (11):1323-6.
• 31. Prashanth D, Amit A, Samiulla DS, Asha MK, Padmaja R. α-Glucosidase inhibitory activity of Mangifera indica bark. Fitoterapia 2001; 72(6):686-8.
• 32. Yoshikawa M, Nishida N, Shimoda H, Takada M, Kawahara Y, Matsuda H. Polyphenol constituents from salacia species: quantitative analysis of mangiferin with glucosidase and aldose reductase inhibitory activities. J Pharmac Soc Jap 2001; 121:371-8.
• 33. Cimanga K, Tona L, Kambu K, Ngimbi N, Vlietinck, Antiamoebic AJ. Phytochemical screening of some Congolese medicinal plants. J Ethnopharmacol 1998; 61(1):57-65.
• 34. Andreu GP, Delgado R, Velho JA, Curti C, Anibal EV. Iron complexing activity of mangiferin, a naturally occurring glucosylxanthone, inhibits mitochondrial lipid peroxidation induced by Fe2+-citrate. Euro J Pharmacol 2005; 513(1-2): 47-55.
• 35. Rajendran P, Ekambaram G, Sakthisekaran D. Effect of mangiferin on benzo(a)pyrene induced lung carcinogenesis in experimental Swiss albino mice. Nat Prod Res 2008; 22: 672-80. 138 SK. Singh, VK. Sharma, Y. Kumar, S. Sadish Kumar, SK. Sinha
• 36. Nishigaki I,Venugopal R, Sakthisekaran D, Rajkapoor B. In vitro protective effect of mangiferin against lycated protein-iron chelate induced toxicity in human umbilical vein endothelial cells. Journal of Biological Sciences 2007; 7(7):1227-32.
• 37. Stoilova1 I, Leopold J, Albena S, Albert K, Stoyanka G, Lien H. Antioxidant activity of the polyphenol mangiferin. Electronic Journal of Environmental, Agricultural and Food Chemistry 2008; 7(13).
• 38. Gabino G, Gonzalez D, Delporte C. Analgesic and anti-inflammatory effect of M. indica L. extract (Vimang). Phytother Res 2001; 15:18-20.
• 39. Bhatia HS, Candelario JE, Oliveira AC, Olajide OA, Martínez SG, Fiebich BL. Mangiferin inhibits cyclooxygenase- 2 expression and prostaglandin E2 production in activated rat microglial cells. Arch Biochem Biophys 2008; 477(2):253.
• 40. Awe SO, Olajide OA, Oladiran OO, Makinde JM. Antiplasmodial and antipyretic screening of M. indica extract. Phytother Res 1998; 12, 437-8.
• 41. Shyamala Devi CS, Sabitha KE, Jainu M, Prabhu S. Cardioprotective effect of mangiferin on isoproterenolinduced myocardial infarction in rats. Indian J Exp Biol 2006; 44:209-15.
• 42. Jagetia GC, Baliga MS. Radioprotection by mangiferin in DBAxC57BL mice. Phytomedicine 2005; 12(3):209-15.
• 43. Yoshikawa M, Shimoda H, Nishida N, Takada M, Matsuda H. Salaciareticulata and its polyphenolic constituents with lipase inhibitory andlipolytic activities have mild antiobesity effects in rats. J Nutr 2002; 132:1819-24.
• 44. Muruganandan S, Scrinivasan K, Gupta S, Gupta PK, Lal J. Effect of mangiferin on hyperglycemia an atherogenicity in streptozotocin diabetic rats. J Ethnopharmacol 2005; 97:497-501.
• 45. Stoilova I, Gargova S, Stoyanova A, Ho L. Antimicrobial and antioxidant activity of the polyphenol mangiferin. Herba Polonica 2005; 51:37-44.
• 46. Kiritikar K R, Basu B D. Indian medicinal plant. 2th ed. India. International book distributors, 2006; I: 652-4.
• 47. Nadkarni KM. Indian Meteria Medica. India. Popular Prakashan 1976; 2:764.
• 48. The wealth of India ‘A dictionary of Indian raw materials & industrial products’ first supplement series. NewDelhi. National institute of science communication and information resources, 2003; 4(l-q):99.
• 49. The wealth of India ‘A dictionary of Indian raw materials & industrial products. National institute of science communication and information resources. New Delhi. National institute of science communication and information resources, 2005; 6(l-m):265-66, 281.