A NEW ALKALOID FROM DERRIS INDICA (LAM) BENNETT SEED OIL: ISOLATION AND CHARACTERIZATION
Keywords:Derris indica, Seed, Phytochemical analysis, Alkaloid
Objective: The aim of the study was to isolate alkaloid compound from seed oil of Derris indica (Lam) Bennett where relevant antimicrobial properties in traditional medicines.
Methods: The plant was selected based on their usage in traditional medicines and ethnopharmacological importance. Crude extract from D. indica seeds fractioned with different solvents through column chromatography. Isolated pure fraction was identified and characterized using UV, FTIR, 1HNMR and Mass spectroscopy.
Results: D. indica seeds hexane extract on fractionation with ethyl acetate and methanol through column chromatography yielded a crystalline fraction. The fraction was identified as alkaloid group and characterized as a 2-(6-methoxyphenanthridin-8-yl) propan-2-ol. The compound is a new report from D. indica seed oil.
Conclusion: The usage of D. indica plant is much in traditional health care for treatment of diseases. Isolation of alkaloid compound from D. indica seeds in traditional herbal medicines may be found a good source of drug discovery.
Desai AG, Qazi GN, Ganju RK, El-Tamer M, Singh J, Saxena AK, et al. Medicinal plants and cancer chemoprevention. Curr Drug Metab 2008;9:581-91.
Verma N, Jha K, Chaudhary S, Singh O, Kumar A. Phytochemistry, pharmacology and traditional uses of Leptadenia pyrotechnica-an important medicinal plant. Indian J Pharm Biol Res 2014;2:128-34.
Nithya TG, Jayanthi J, Ragunathan MG. Antioxidant activity, total phenol, flavonoid, alkaloid, tannin, and saponin contents of leaf extracts of Salvinia molesta D. S. Mitchell (1972). Asian J Pharm Clin Res 2016;9:200-3.
Oksman Caldentey KM, Inze D. Plant cell factories in the post-genomic era: new ways to produce designer secondary metabolites. Trends Plant Sci 2004;9:433-40.
Arpita Roy. A review on the alkaloids an important therapeutic compound from plants. Int J Plant Biotechnol 2017;3:1–9.
Farah A Al-Marzook, Rabab Omran. Cytotoxic activity of alkaloid extracts of different plants against breast cancer cell line. Asian J Pharm Clin Res 2017;10:168-71.
Barbosa LN, Rall VL, Fernandes AA, Ushimaru PI, da Silva Probst I, Fernandes A Jr. Essential oils against foodborne pathogens and spoilage bacteria in minced meat. Foodborne Pathog Dis 2009;6:725-8.
Sowjanya P, Srinivasa BP, Neelima LD, Navyasri N, Harshini Y, Vyshnavi J, et al. A phytopharmacological review on a versatile medicinal plant: Pongamia pinnata (L.) pierre. J Pharmacogn Phytochem 2018;7:459-63.
Savita S, Rao DV, Sharma RA. A review on Pongamia Pinnata (L.) pierre: a great versatile leguminous plant. Nat Sci 2010;8:130-9.
Chopade VV, Tankar AN, Pande VV, Tekade AR, Gowekar NM, Bhandari SR, et al. Pongamia pinnata: phytochemical constituents, traditional uses and pharmacological properties: a review. Int J Green Pharm 2008;2:72-5.
Pankaj K, Rakesh P. An phytochemical overview of various parts of Pongamia pinnata (karanj). World J Pharma Res 2012;2:146-65.
Koysomboon S, Altena IV, Kato S, Chantrapromma K. Antimycobacterial flavonoids from Derris indica. Phytochemistry 2006;67:1034-40.
Li LY, Li X, Shi C, Deng ZW, Fu HZ, Proksch P, et al. Pongamone A-E, five flavonoids from the stems of a mangrove plant, Pongamia pinnata. Phytochemistry 2006;67:1347-52.
Yin H, Wu J, Nan H, Zhang S. New prenylated flavones from Pongamia pinnata. Pharmazie 2006;61:76-8.
Ahmad G, Yadav PP, Maurya R. Furanoflavonoid glycosides from Pongamia pinnata fruits. Phytochemistry 2004;65:921-4.
Yadav PP, Ahmad G, Maurya R. Furanoflavonolds from Pongamia pinnata fruits. Phytochemistry 2004;65:439-43.
Carcache Blanco EJ, Kang YH, Park EJ, Su BN, Kardono LBS, Riswan S, et al. Constituents of the stem bark of Pongamia pinnata with the potential to induce quinone reductase. J Nat Prods 2003;66:1197-202.
Simin K, Ali Z, Khaliq-Uz-Zaman SM, Ahmad VU. Structure and biological activity of a new rotenoid from Pongamia pinnata. Nat Prod Lett 2002;16:351-7.
Chauhan D, Chauhan JS. Flavonoid glycosides from Pongamia pinnata. Pharm Bio 2002;40:171-4.
Tanaka T, Iinuma M, Yuki K, Fujii Y, Mizuno M. Flavonoids in root bark of Pongamia pinnata. Phytochemistry 1992;31:993-8.
Tanaka T, Iinuma M, Yuki K, Fujii Y, Mizuno M. Two new beta-hydroxychalcones from the root bark of Pongamia pinnata. Chem Pharm Bull 1991;39:1473-5.
Kanungo PD, Ganguly A, Guha A, Bhattacharyya A, Adityachaudhury N. Glabone, a new furanoflavone from Pongamia glabra. Phytochemistry 1987;26:3373-4.
Pathak VP, Saini TR, Khanna RN. Isopongachromene, a chromenoflavone from pongamia glabra seeds. Phytochemistry 1983;22:308-9.
Talapatra SK, Mallik AK, Talapatra B. Isopongaglabol and 6-methoxyisopongaglabol, two new hydroxyfuranoflavones from Pongamia glabra. Phytochemistry 1982;21:761-6.
Rastogi RP, Mehrotra BN. Compendium of Indian medicinal plant. Cen¬tral Drug Research Institute and Publication and information Directorate, New Delhi, India; 1993.
Talapatra SK, Mallik AK, Talapatra B. Pongaglabol, a new hydroxyfura¬noflavone, and aurantiamide acetate, a dipeptide from the flowers of Pongam¬ia glabra. Phytochemistry 1980;19:1199-202.
Heena ARS, Vandana J. A novel, simple, rapid RP-HPLC method for simultaneous estimation of ferulic acid, quercetin, piperine and thymol in Ayurvedic formulation. Int J Appl Pharm 2018;10:303-8.
Seetharam YN, Kotresh K, Uplokar SB. Flora of Gulbarga District. Publisher Gulbarga University, Gulbarga; 2000.
Saldanha CJ. Flora of Karnataka. Vol. 1-2. Oxford and IBH publishers, New Delhi; 1984a.
Gamble JS. Flora of presidency of madras. Adlord and Son Ltd., W. C. London Vol. I. II and III; 1935.
Ziegler, Facchini. Alkaloid biosynthesis: metabolism and trafficking. Annual Rev Plant Bio 2008;59:735-69.
Soliven FA. The proximate chemical composition of the seed and oil of Philippine oil-bearing seeds: I. Pongamia pinnata merr. Philipp. Agric 1934;23:576-87.
Khanna RN, Seshadri TR. Chemical components of Pongammia Pinnata: seeds, flowers and stem bark. Lett Editor. Curr Sci 1964;21:614-45.
Roy D, Khanna RN. Structure of synthesis of pongol a new component from the immature seeds of Pongamia glabra. Indian J Chem 1979;18B:525-8.
Pathak VP, Saini TR, Khanna RN. Isopongachromene, a chromenoflavone from Pongamia glabra seeds. Phytochemistry 1983;22:308–9.
Narayanaswamy S, Rangaswamy S, Seshadri TR, Chemistry of pongamol. Part II. J Chem Soc 1954. p. 1871-3.
Khanna RN, Seshadri TR, Pongaglabrone, a new component of the seed of Pongamia glabra its constitution and synthesis. Tetrahedron 1963;19:219-25.
Pathak VP, Saini TR, Khanna RN. Glabrachalcone, a chromenochalcone from Pongamia glabra seeds. Phytochemistry 1983a;22:1303-4.
Pathak VP, Saini TR, Khanna RN. Chemical constituents of Pongamia pinnata seed. Phytochemistry 1983b;22:308.
Naghmana R, Muhammad SAA, Muhammad KT, Nurdiyana MY, Bohari MY. Isolation and crystal structure of Karanjachromene. Anal Sci 2008;24:21-2.
Roy D, Sharma NN, Khanna RN. Structure and synthesis of isopongaflavone, a new component of the seeds of Pongamia glabre. Indian J Chem 1977a;15:1138-9.
Upadhya GS, Narayanaswami G, Kartha ARS. Note on the comparative development of fatty acids in ripening seeds of 16 dicot species producing C16-C18 acid fats. Indian J Agric Sci 1974;44:620-2.
Rahul DY, Jain SK, Shashi A, Prajapati SK, Amita V. Pongamia pinnata an overview. Int J Pharm Sci Res 2011;2:496.
Rangaswami S, Seshadri TR. Pongamol, a new crystalline compound from Pongamia oil. Lett Editors Curr Sci 1940;4:179.
Hutchings A, Scott AH, Lewis G, Cunningham A. Zulu medicinal plants: an inventory. University of Natal Press, Scottsville, Pietermaritzburg South Africa; 1996. p. 195–6.
Karamanoli K. Secondary metabolites as allelochemicals in plant defence against microorganisms of the phyllosphere. In: Reigosa M, Pedrol N. Eds. Allelopathy from molecules to ecosystems. Science Publishers Inc, NH USA; 2002. p. 277–88.
Hanson JR. Natural products the secondary metabolites. The royal society of chemistry, Cambridge, UK; 2003. p. 1-27.
Sarker SD, Latif Z, Gray AI. Natural products isolation. 2nd Edition. Humana Press: New Jersey, United States of America; 2006.
Sasmita P, Sujata M. Evaluation of antibacterial activity of Pongamia pinnata L., Curcuma longa L. and Mentha arvenis L. against Staphylococcus aureus. Int J Chem Tech Res 2016;9:205-12.
Cowan MM. Plant products as antimicrobial agents. Clin Microbiol Rev 1999;12:564-82.