Subscribe to RSS
DOI: 10.1055/s-2002-32910
© Georg Thieme Verlag Stuttgart · New York
Antimicrobial Flavonoids from Bolusanthus speciosus
Publication History
Received: September 29, 2001
Accepted: April 7, 2002
Publication Date:
22 July 2002 (online)
Abstract
A new isoflavanone namely 3,5,7,2′,4′-pentahydroxy-8,3′-di(γ,γ-dimethylallyl)isoflavanone (bolusanthin II) and four new pterocarpans identified as 3-hydroxy-6′,6′-dimethylpyrano[2′,3′:1,2] [6aR,11aR]-8,9-methylenedioxypterocarpan (bolucarpan A), 3-hydroxy-6′,6′-dimethyl-4′,5′-dihydropyrano[2′,3′:1,2][6aR,11aR]- 8,9-methylenedioxypterocarpan (bolucarpan B), 3-hydroxy-9-methoxy-6′,6′-dimethylpyrano-[2′,3′:1,2][6aR,11aR]-pterocarpan (bolucarpan C) and 3-hydroxy-9-methoxy-6′,6′-dimethyl-4′,5′-dihydropyrano[2′,3′:1,2][6aR,11aR]-pterocarpan (bolucarpan D) and three known isoflavonoids were isolated from the methanolic extracts of the root bark, while eight known isoflavonoids were isolated from the stem bark of Bolusanthus speciosus. These compounds showed antimicrobial activity against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Saccharomyces cerevisiae and Candida mycoderma using the agar overlay technique.
Key words
Bolusanthus speciosus - Fabaceae - Isoflavanones - Pterocarpans - antimicrobial activity
References
- 1 van Wyk B, van Wyk P. Field Guide to Trees of Southern Africa. Cape Town: Struik Publishers,. 1998; 25 452
- 2 Allen O N, Allen E K. The Leguminosae. London U.K; Macmillan Publishers Ltd 1981: 101-2
- 3 Fabian A, Germishhuizen G. Wild Flowers of Northern South Africa. Vlaeberg Fernwood press. 1997; 12 166
- 4 Venter F, Julye-Ann V. Making most of Indigenous Trees. Pretoria; Briza Publications 1996: 238
- 5 Asres K, Phillipson D J, Mascagani P. Alkaloids of Bolusanthus speciosus . Phytochemistry. 1986; 25 1449-52
- 6 Asres K, Mascagini P, O′Neil M J, Phillipson J D. Isoflavanoids from Bolusanthus speciosus (bolus) Harms Leguminosae. Z Naturforsch. 1985; 40C 617-20
- 7 Bojase G, Wanjala C CW, Majinda R RT. Flavonoids from stem bark of Bolusanthus speciosus . Phytochemistry. 2001; 56 837-41
- 8 Wanjala C CW, Juma B F, Bojase G, Gashe B A, Majinda R RT. Erythrinaline alkaloids and antimicrobial flavonoids from Erythrina latissima . Planta Medica 2002 (in press)
- 9 Maillard M, Hamburger M; Gupta M P, Hostettmann K. An antifungal isoflavanone and structure revision of a flavanone from Erythrina berteroana . Planta Medica. 1989; 55 281-2
- 10 Komatsu M, Yokoe I, Shirataki Y. Studies on the constituents of Sophora species: constituents of the root of Sophora franchetiana Dunn . Chemical and Pharmaceutical Bulletin. 1981; 29 532-8
- 11 Fukai T, Tanai L M, Nomura T. 1H-NMR chemical shift of the isoflavanone 5-hydroxyl proton as a characterization of 6- or 8-prenyl group. Heterocyles. 1994; 37 1819-26
- 12 O'Neil M J, Adesanya S A, Roberts M F, Pantry I R. Inducible isoflavonoids from the lima bean, Phaseolus lunatus . Phytochemistry. 1986; 25 315-22
- 13 Rahalison L, Hamburger M, Hostettmann K, Monod M, Frenk E. A Bioautographic agar overlay method for the detection of antifungal compounds from higher plants. Phytochemical Analysis. 1991; 2 199-203
- 14 Mabry T J, Markham K R. The Flavanoids: Part 1. (Harborne JB; Mabry TJ; Mabry H, eds) London; Academic press 1975: 81
- 15 Shirataki Y, Matsuoka S, Komatsu M, Ohyama M, Tanaka T, Iinuma M. Four isoflavanones from the roots of Sophora tetraptera . Phytochemistry. 1999; 50 695-701
- 16 Agrawal P K. Carbon-13 NMR of flavanoids. Elsevier Amsterdam; 1989
- 17 Breytenbach J C, Rall G JH. Structure and synthesis of isoflavonoid analogues from Neorautanenia amboensis Schinz. Journal of the Chemical Society Perkin Transactions 1980: 1804-9
- 18 Brink A J, Rall G JW, Breytenbach J C. Pterocarpans of Neorautenenia edulis and N. amboensis . Phytochemistry. 1977; 16 273-6
- 19 Kitagawa I, Chen W, Hori K, Harada E, Yasuda N, Yoshikawa M, Ren J. Chemical studies of Chinese Licorice-roots 1. Elucidation of five new flavonoid constituents from the roots of Glycyrrhiza glaba L. collected in Xingjiang. Chemical and Pharmaceutical Bulletin. 1994; 42 1056-62
- 20 Dewick P M. The flavonoids advances in research,. ed. by Harborne JB, Mabry TJ London; Chapman and Hall 1982: 581
- 21 Harborne J B. The flavanoids advances in research since 1986. London; Chapman and Hall 1994: 117-238
Dr. R. R.T. Majinda
Department of Chemistry
University of Botswana
Private Bag 00704
Gaborone
Botswana
Email: majindar@mopipi.ub.bw
Fax: +267-355 2836