Subscribe to RSS
DOI: 10.1055/s-2002-32554
© Georg Thieme Verlag Stuttgart · New York
Flavonoids with Activity against Methicillin-Resistant Staphylococcus aureus from Dalea scandens var. paucifolia
Publication History
August 24, 2001
December 16, 2001
Publication Date:
01 July 2002 (online)
Abstract
Bioassay-guided fractionation of the ethyl acetate extract of the roots of Dalea scandens (Miller) R. Clausen var. paucifolia led to the isolation of new flavonoids, 2(S)-5′-(-1′″,1″′-dimethylallyl)-8-(3″,3″-dimethylallyl)-2′,4′,5,7-tetrahydroxyflavanone, 2(S)-5′-(1″′,1″′-dimethylallyl)-8-(3″,3″-dimethylallyl)-2′-methoxy-4′,5,7-trihydroxyflavanone and 5′-(1″′,1″′-dimethylallyl)-8-(3″,3″-dimethylallyl)-2′,4′,5,7-tetrahydroxyflavone. Structure elucidation was carried out by spectroscopic methods. All three compounds showed significant activity against both methicillin-susceptible and methicillin-resistant Staphylococcus aureus.
Key words
Dalea scandens var. paucifolia - Fabaceae - prenylated flavonoids - methicillin-resistant Staphylococcus aureus
References
- 1 Isley D. Native and Naturalized Leguminosae (Fabaceae) of the United States. Provo, Utah; Monte L. Bean Life Science Museum, Brigham Young University 1998
- 2 Dominguez X A, Franco R, Zamudio A, Barradas D, Dulce M, Watson W H, Zabel V, Merijanian A. Mexican medicinal plants. Part 38. Flavonoids from Dalea scandens var. paucifolia and Dalea thyrsiflora . Phytochemistry. 1980; 19 1262-3
- 3 National Committee for Clinical Laboratory S tandards. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically. Approved Standard M7-A4. Vol 17, No 2. Wayne, PA: National Committee for Clinical Laboratory Standards. 1997 4thed
- 4 Shirataki Y, Manaka A, Yokoe I, Komatsu M. Two prenylflavanones from Euchresta japonica . Phytochemistry. 1982; 21 2959-63
- 5 Shirataki Y, Yokoe I, Endo M, Komatsu M. Determination of C-6 or C-8 substituted flavanone using carbon-13-proton long range coupling and the revised structures of some flavanones. Chemical Pharmaceutical Bulletin. 1985; 33 444-7
- 6 Delle Monache F, Ferrari F, Pomponi M. Flavanones and xanthones from Maclura pomifera . Phytochemistry. 1984; 23 489-91
- 7 Tanaka T, Iinuma M, Asai F, Ohyama M, Burandt C L. Flavonoids from the root and stem of Sophora tomentosa . Phytochemistry. 1997; 46 1431-7
- 8 Iinuma M, Tanaka T, Mizuno M, Shirataki Y, Yokoe I, Komatsu M, Lang F A. Two flavanones in Sophora leachiano and some related structures. Phytochemistry. 1990; 29 2667-9
- 9 Fukai T, Nomura T. Structure of 6- or 8-isoprenoid substituted flavanone: Chemical shift of the hydrogen-bonded hydroxyl group. Heterocycles. 1990; 31 1861-72
- 10 Gaffield W. Cicular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides. Determination of aglycone chirality in flavanone glycosides. Tetrahedron. 1970; 26 4093-108
- 11 Caffaratti M, Ortega M G, Scarafia M E, Ariza E L, Juliani H R. Prenylated flavanones from Dalea elegans . Phytochemistry. 1994; 36 1083-4
- 12 Kang T-H, Jeong S-J, Ko W-G, Kim N-Y, Lee B-H, Inagaki M, Miyamoto T, Higuchi R, Kim Y -C. Cytotoxic lavandulyl flavanones from Sophora flavescens . Journal of Natural Products. 2000; 63 680-1
- 13 Hano Y, Matsumoto Y, Shinohara K, Sun J, Nomura T. Constituents of the Moraceae plants. 10. Cudraflavones C and D, two new prenylflavones from the root bark of Cudrania tricuspidata (Carr.) Bur. Heterocycles. 1990; 31 1339-44
- 14 Kajiyama K, Demizu S, Hiraga Y, Kinoshita K, Koyama K, Takahashi K, Tamura Y, Okada K, Kinoshita T. New Prenylflavones and dibenzoylmethane from Glycyrrhiza inflata . Journal of Natural Products. 1992; 55 1197-203
- 15 Tsuchiya H, Sato M, Miyazaki T, Fujiwara S, Tanigaki S, Ohyama M, Tanaka T, Iinuma M. Comparative study on the antibacterial activity of phytochemical flavanones against methicillin-resistant Staphylococcus aureus . Journal of Ethnopharmacology. 1996; 50 27-34
N. P. Dhammika Nanayakkara
National Center for Natural Products Research
School of Pharmacy
The University of Mississippi
University
MS 38677, USA
Fax: +1-662-915-7989
Email: dhammika@olemiss.edu