IJOC  Vol.1 No.3 , September 2011
Two Flavones from Acanthospermum hispidum DC and Their Antibacterial Activity
Abstract: Two new flavones, namely 5,7,2’,5’-tetrahydroxy-3,4’-dimethoxyflavone and 5’-acetoxy-5,7,2’-trihydroxy-3, 4’-dimethoxyflavone were successfuly isolated from the leaves of Acanthospermum hispidum DC and identified by UV-Vis, IR, 1H-NMR and EI-MS techniques. Both compounds exhibited antibacterial activity against Salmonella typii, Staphylococcus aureus, Klebsiella pneumoniae, Proteus mirabilis, Bacillus subtilis, Pseudomonas aeruginosa and Shigella dysenteriae with minimum inhibition concentration (MIC) ranging from 0.001 - 0.20 but was inactive against Escherichia coli, Corybacterium pyogenes and Proteus vulgaris.
Cite this paper: nullT. Edewor and A. Olajire, "Two Flavones from Acanthospermum hispidum DC and Their Antibacterial Activity," International Journal of Organic Chemistry, Vol. 1 No. 3, 2011, pp. 132-141. doi: 10.4236/ijoc.2011.13020.

[1]   C. A. Olafimihan, “Antibacterial Efficacy of Citrus auran- tifolia,” Nigerian Society for Experimental Biology Jour- nal, Vol. 2, No. 2, 2002, pp. 165-167.

[2]   D. Z. Egah, C. S. S. Bello, E. E. Banwat and J. A. Alana, “Antibacterial Susceptibility Pattern of S. aureus in Jos, Nigeria,” Nigerian Journal of Medicine, Vol. 8, No. 2, 1999, pp. 58-61.

[3]   K. A. Abo, V. O. Ogunleye and J. S. Ashidi, “Antimicrobial Potential of Spondias mombin, Croton zambescus and Zygotritonia crocea,” Phytotherapy Research, Vol. 13, No. 6, pp. 494-497. doi:10.1002/(SICI)1099-1573(199909)13:6<494::AID-PTR490>3.0.CO;2-9

[4]   A. A. Elegami, E. I. Elnima, A. K. Muddathir and M. E. Omer, “Antimicrobial Activity of Plicosepalus acacia,” Fitoterapia, Vol. 72, 2001, pp. 431-434.

[5]   A. Islam, A. Sayeed, M. S. A. Bhuiyan, M. A. Mosadik, M. A. U. Islam and G. R. M Astaq Mondal Khan, “Antimicrobial Activity and Cytotoxicity of Zanthoxylum budrunga,” Fitoterapia, Vol. 72, 2001, pp. 428-430.

[6]   J. O. Adebayo, M. T. Yakubu, E. C. Egwin, B. V. Owoeye and B. U. Enaibe, “Effect of Ethanolic Extract of Khaya senegalensis on Some Biochemical Parameters of Rat Kidney,” Journal of Ethnopharmacol, Vol. 88, No. 1, 2003, pp. 69-72. doi:10.1016/S0378-8741(03)00193-4

[7]   A. G. R. Nair, S. A. Rao, B. Voirin, F. Favre and J. Bonvin, “Polyphenolic Compounds from Leaves of Acanthospermum hispidum,” Fitoterapia, Vol. 56, No. 4, 1985, pp. 240 - 250

[8]   S. B. Mathur and L. B. Bejarane, “Isolation of Triacontane, N-Butil Eicosante and N-Heptacosanol from Acanthospermum hispidum,” Phytochemistry, Vol. 15, 1976, p. 2026.

[9]   M. U. S. Sultanbawa, G. P. Wannigama and W. M. Bandaranayake, “Chemical Investigation of Ceylonese Plants. Part XXIX. A Survey of Plants of Sri Lanka (Ceylon) for Alkaloids I,” Lloydia, Vol. 41, 1978, pp. 597-633.

[10]   N. A. G. Ramachandran, S. A. Rao and B. Voirin, “Polyphenolic Compounds from Leaves of Acantho- spermum hispidum,” Fitoterapia, Vol. 56, 1985, pp. 249- 251.

[11]   F. Bohlmann, J. Jakupovic, C. Zdero, R. M. King and H. Robinson, “Naturally Occurring Terpene Derivatives, 179. New Melampolidis and Cis-Cis-Germacranolides from Members of the Subhibes Melanpodiinae,” Phytoche- mistry, Vol. 18, 1979, pp. 625-630.

[12]   L. H. Yao, Y. M. Jiang, J. Shi, F. A. Tomás-Barberán, N. Datta, R. Singanusong and S. S. Chen, “Flavonoids in Food and Their Health Benefits,” Plant Foods for Human Nutrition, Vol. 59, 2004, pp. 113-122. doi:10.1007/s11130-004-0049-7

[13]   P. J. Ferguson, E. Kurowska, D. J. Freeman, A. F. Chambers and D. J. A. Koropatnick, “Favonoid Fraction from Cranberry Extract Inhibits Proliferation of Human Tumor Cell Lines,” Journal of Nutrition, Vol. 134, 2004, pp. 1529-1535.

[14]   B. Havsteen, “Flavonoids, A Class of Natural Products of High Pharmacological Potency,” Biochemical Pharmacology, Vol. 32, 1983, pp. 1141-1148.

[15]   P. M. Lyons-Wall and S. Samman, “Flavonoids-Dietary Perspectives and Health Benefits,” Nutrition Society of Australia, Vol. 21, 1997, pp. 106-114

[16]   T. E. Ma, S. Celestino and C. R. Julián, “Anthocyanins in Cereals,” Journal of Chromatography A, Vol. 1054, 2004, pp. 129-141.

[17]   Y. J. Moon, X. D. Wang and M. E. Morris, “Dietary Flavonoids: Effects on Xenobiotic and Carcinogen Meta- bolism,” Toxicology in Vitro, Vol. 20, 2006, pp. 187-210. doi:10.1016/j.tiv.2005.06.048

[18]   M. M. Rahman and A. Gray, “Antimicrobial Constituents from the Stem Bark of Feronia limonia,” Phytochemistry, Vol. 59, 2002, pp. 73-77.

[19]   D. T. Okpako, “Traditional African Medicine as a Viable Compliment to Modern Medicine,” A Paper Presented at a Seminar Organized by E. O. Kafaru: Simple Ways of Staying Healthy, 1997, pp. 20-27.

[20]   M. F. Agra, P. F. Fran?a and J. M. Barbosa-Filho, “Synopsis of the Plants Known as Medicinal and Poisonous in Northeast of Brazil,” Rev Bras Farmacogn, Vol. 17, 2007, pp. 114-140.

[21]   K. R. Markham, “Techniques of Flavonoid Identifi- cation,” Academic Press, London, 1982, pp. 36-51.

[22]   T. I. Mabry, K. R. Markham and W. B. Thomas, “The Systematic Identification of Flavonoids,” Springer, New York, 1970, pp. 35-250.

[23]   A. W. Bauer, W. M. M. Kirby, J. C. Sheriss and M. Turck, “Antibiotic Susceptibility Testing by Standardized Single Disk Method,” American Journal of Clinical Pathology, Vol. 45, 1966, pp. 493-496.

[24]   P. G. Zhang and S. U. Xu, “Two New c-Glycoside Flavonoids from Leaves of Crataegus pinnatifida Bge. var. Major N.E.Br.,” Chinese Chemical Letters, Vol. 13, No. 4, 2002, pp. 337-340.

[25]   J. W. Bright and E. C. M. Chen, “Mass Spectra Interpretation Using the ‘Rule of 13’,” Journal of Che- mical Education, Vol. 60, No. 7, 1983, pp. 557-558. doi:10.1021/ed060p557

[26]   R. Scherrer and P. Gerhardt, “Molecular Sieving by the Bacillus megaterium Cell Wall and Protoplast,” Journal of Bacteriology, Vol. 107, 1971, pp. 718-735.

[27]   H. Nikaido and M. Vaar, “Molecular Basis of Bacterial Outer Membrane Permeability,” Microbiological Reviews, Vol. 1, 1985, pp. 1- 32.

[28]   A. Mori, C. Nishino, N. Enoki and S. Tawata, “Antibacterial Activity and Mode of Plant Flavonoids against Proteus vulgaris and Staphylococcus aureus,” Phytochemistry; Vol. 26, 1987, pp. 223-224.

[29]   W. F. Zheng, R. X. Tan and Z. L. Liu, “Two Flavones from Artemisia giraldii and Their Antimicrobial Activity,” Planta Medica, Vol. 62, 1996, pp. 160-162. doi:10.1055/s-2006-957841