Abstract
Solvent partitioning followed by column chromatography of the MeOH extract of the seeds of Swietenia mahagoni afforded two limonoids, swietenolide (1) and 2-hydroxy-3-O-tigloylswietenolide (2). The compounds were identified by spectroscopic means. The antibacterial activity of these compounds was assessed against eight multiple-drug-resistant bacterial strains (clinical isolates) by the conventional disc diffusion method. While both compounds were active against all test organisms, compound 2 displayed overall more potent activity than compound 1.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
GRIN Database (2008) USDA, ARS, National Genetic Resources Program. Germplasm Resources Information Network (GRIN) [Online Database], National Germplasm Resources Laboratory, Beltsville, Maryland. URL: http://www.ars-grin.gov/cgi-bin/npgs/html/gnlist.pl?704
Dr. Duke’s Phytochemical and Ethnobotanical Databases (2008) URL: http://www.ars-grin.gov/cgi-bin/duke/ethnobot.pl
Darziel JM (1937) The useful plants of West Tropical Africa; the crown agents for the colonies, London, pp 235
Chen X-Y, Wang X-N, Fan C-Q, Yin S, Yue J-M (2007) Swiemahogins A and B, two novel limonoids from Swietenia mahogani. Tetrahedron Lett 48:7480–7484
Abdelgaleil SAM, Doe M, Morimoto Y, Nakatani M (2006) Rings B, d-seco limonoids from the leaves of Swietenia mahogani. Phytochemistry 67:452–458
Li DD, Chen JH, Chen Q, Li GW, Chen J, Yue JM, Chen ML, Wang XP, Shen JH, Shen X, Jiang HL (2005) Swietenia mahagony extract shows agonistic activity to PPAR gamma and gives ameliorative effects on diabetic db/db mice. Acta Pharmacol Sin 26:220–222
Guon E, Cunnigham G, Chu D, Nguyen C, Miles D (2003) Antibacterial and antifungal activity of Indoseian ethnomedical plants. Fitoterapia 76:592–596
Govindachari TR, Suresh G, Banumathy B, Masilamani S, Gopalakrishnan G, Kumari GNK (1999) Antifungal activity of some B, d-seco limonoids from teo meliaceous plants. J Chem Ecol 25:923–933
Ekimoto H, Irie Y, Araki Y, Han GQ, Kadota S, Kikuchi T (1991) Platelet aggregation inhibitors from seeds of Swietenia mahagoni–inhibition of in vitro and in vivo platelet activating factor-induced effects of tetranortriterpenoids related to swietenine and swietenolide. Planta Medica 57:56–58
Otake T, Mori H, Morimoto M, Ueba N, Sutardjo S, Kusumoto IT, Hattori M, Namba T (1995) Screening of Indonesian plant extracts dor anti-human-immunodefficiency-virus type-1 (HIV-1) activity. Phytother Res 9:6–10
Matsuse IT, Nakabayashi T, Lim YA, Hussein GME, Miyashiro H, Kakiuchi N, Hattori M, Stardjo S, Shimotohno K (1997) A human immunodefficiency virus protease inhibitory substance from Swietenia mahagoni. Phytother Res 11:433–436
Murthy YLN, Jairaj MA, Srinivas ASSV (1991) New triterpenes from Swietenia mahagoni Linn.9. identification of crystalline constituents and structure elucidation of a new triterpene. Indian J Chem Sect B Organic Chem Including Med Chem 30:462–465
Ali HA, Chowdhury AKA, Rahman AKM, Borkowski T, Nahar L, Sarker SD (2008) Pachypodol, a flavonol from the leaves of Calycopteris floribunda, inhibits the growth of CaCo2 colon cancer cell line in vitro, Phytother Res (in press)
Rahman MM, Gray AI, Kondker P, Sarker SD (2008) The antibacterial and antifungal activities of the constituents of Flemingia paniculata, Pharmaceutical Biol (in press)
Datta BK, Nahar L, Rahman MM, Gray AI, Auzi AA, Sarker SD (2007) Polygosumic acid, a new cadinane sesquiterpene, from Polygonum viscosum inhibits the growth of drug-resistant Escherichia coli and Staphylococcus aureus (MRSA) in vitro. J Natural Med 61:391–396
Saha A, Masud MA, Bachar SC, Kundu JK, Nahar L, Datta BK, Sarker SD (2007) Analgesic and anti-inflammatory activities of the extracts of Phyllanthus reticulatus in mice model. Pharmaceutical Biol 45:355–359
Uddin SJ, Shilpi JA, Byres M, Middleton M, Shoeb M, Nahar L, Sarker SD (2007) Swarnalin and cis-swarnalin, two new tetrahydrofuran derivatives with free radical scavenging activity, from the aerial parts of Cuscuta reflexa. Natural Products Res 21:663–668
Uddin SJ, Nahar L, Shilpi JA, Shoeb M, Borkowski T, Gibbons S, Middleton M, Byres M, Sarker SD (2007) Gedunin, a limonoid from Xylocarpus granatum inhibits the growth of CaCo2 colon cancer cell line in vitro. Phytother Res 21:757–761
Kadota S, Marpaung L, Kikuchi T, Ekimoto H (1990) Constituents of the seeds of Swietenia mahagoni Jacq. 1. isolation, structures, and H-1 nuclear and C-13-nuclear magnetic resonance signal assignments of new tetranorterpenoids related to swietenine and swietenolide. Chem Pharm Bull 38:639–651
Bauer AW, Kirby WMM, Sherris JC, Truck M (1966) Antimicrobial susceptibility testing by a standardized single disk method. Am J Clin Pathol 45:493–496
Cruickshank R (1968) Medical microbiology: a guide to diagnosis and control of infection. E. and S. Livingstone Ltd., Edinburgh, p888
Inada A, Konishi M, Murata H, Nakanishi T (1994) Structures of a new limonoid and a few triterpenoid derivative from pericarps of Trichilia connaroides. J Nat Prod 57:1446–1449
Acknowledgment
We thank the EPSRC National Mass Spectrometry Service Centre (Department of Chemistry, University of Wales Swansea, Swansea, Wales, UK) for MS analyses.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Rahman, A.K.M.S., Chowdhury, A.K.A., Ali, HA. et al. Antibacterial activity of two limonoids from Swietenia mahagoni against multiple-drug-resistant (MDR) bacterial strains. J Nat Med 63, 41–45 (2009). https://doi.org/10.1007/s11418-008-0287-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11418-008-0287-3