Subscribe to RSS
DOI: 10.1055/s-2003-38876
Ostruthin: An Antimycobacterial Coumarin from the Roots of Peucedanum ostruthium
Publication History
Received: August 16, 2002
Accepted: November 23, 2002
Publication Date:
23 April 2003 (online)
Abstract
Following a bioassay-guided fractionation, ostruthin (6-geranyl-7-hydroxycoumarin) was isolated from the roots of Peucedanum ostruthium Koch (Apiaceae) as a compound with pronounced in vitro activity against several species of rapidly growing Mycobacteria, namely Mycobacterium abscesus, M. aurum, M. fortuitum, M. phlei and M. smegmatis. Minimum inhibitory concentrations (MIC) ranged between 3.4 to 107.4 μM and were comparable to those of ethambutol and isoniazid. Imperatorin (8-isopent-2-enyloxy-6,7-furanocoumarin) showed no activity at concentrations up to 1.9 mM. Umbelliferone (7-hydroxycoumarin) was only weakly active (MIC = 0.79 mM).
References
- 1 Griffith D E. Lung disease caused by rapidly growing Mycobacteria. Clin Pulm Med. 1995; 2 258-66
- 2 Wallace RJ J r, Swenson J M, Silcox V A, Good R C, Tschen J A, Stone M S. Spectrum of disease due to rapidly growing Mycobacteria. Rev Infect Dis. 1983; 5 657-79
- 3 Tims K J, Rathbone D L, Lambert P A, Attkins N, Cann S W, Billington D C. Mycobacterium fortuitum as a screening model for Mycobacterium tuberculosis . J Pharm Pharmacol. 2000; 52 (Suppl) 135
- 4 Khaled S A, Szendrei K, Novak I. Coumarin glycosides from Peucedanum ostruthium . Phytochemistry. 1975; 14 1461-2
- 5 Masuda T, Takasugi M, Anetai M. Psoralen and other linear furanocoumarins as phytoalexins in Glehnia littoralis . Phytochemistry. 1997; 47 13-6
- 6 Rashid M A, Armstrong J A, Gray A I, Waterman P G. Novel C-geranyl 7-hydroxycoumarins from the aerial parts of Eriostemon tomentellus . Z Naturforsch B: Chem Sci. 1992; 47 284-7
- 7 Newton S M, Lau C, Wright C W. A review of antimycobacterial natural products. Phytother Res. 2000; 14 303-22
- 8 Lall N, Meyer J JM. In vitro inhibition of drug-resistant and drug sensitive strains of Mycobacterium tuberculosis by ethnobotanically selected South African plants. J Ethopharmacol. 1999; 66 347-54
- 9 Cantrell C L, Fischer N H, Urbatsch L, McGuire M S, Franzblau S G. Antimycobacterial crude plant extracts from South, Central, and North America. Phytomedicine. 1998; 5 137-43
- 10 Rastogi N, Abaul J, Goh K S, Devallois A, Philogene E, Bourgeois P. Antimycobacterial activity of chemically defined natural substances from the Caribbean flora in Guadeloupe. FEMS Immunol Med Microbiol. 1998; 20 267-73
- 11 König G M, Wright A D, Franzblau S G. Assessment of antimycobacterial activity of a series of mainly marine derived natural products. Planta Med. 2000; 66 337-42
- 12 Cantrell C L, Franzblau S C, Fischer N H. Antimycobacterial plant terpenoids. Planta Med. 2001; 67 685-94
- 13 Ojala T, Remes S, Haansuu P, Vourela H, Hiltunen R, Haahtela K ,. et al . Antimicrobial activity of some coumarin containing herbal plants growing in Finland. J Ethnopharmacol. 2000; 73 299-305
- 14 Hadacek F, Mueller C, Werner A, Greger H, Proksch P. Analysis, isolation and insecticidal activity of linear furanocoumarins and other coumarin derivatives from Peucedanum (Apiaceae: Apioideae). J Chem Ecol. 1994; 20 2035-54
- 15 Hiermann A, Schantl D, Schubert-Zsilavecz M. Coumarins from Peucedanum ostruthium . Phytochemistry. 1996; 43 881-3
- 16 Kondo Y, Toida T, Kusano G, Imai J. Structure-activity relationships for the inhibition of formation of acid-fastness in mycobacterial organisms by coumarins and cinnamates. J Pharmacobio-Dyn. 1980; 3 41-5
- 17 Dadak V, Zboril P. Antibiotic effect of natural coumarins. The effect of coumarins on succinate oxidation by non-phosphorylating enzyme preparation. Collect Czech Chem Commun. 1967; 32 4118-28
- 18 Wagner H, Bladt S. Plant drug analysis. Springer Berlin, Heidelberg, New York; 1996: pp. 140-2
- 19 List P H, Hörhammer L,. editors Hagers Handbuch der pharmazeutischen Praxis. Springer Berlin, Heidelberg, New York; 4th edition, Vol. 6, part A 1977: pp. 547
- 20 Gibbons S, Udo E E. The effect of reserpine, a modulator of multidrug efflux pumps, on the in vitro activity of tetracycline against clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) possessing the tet(K) determinant. Phytother Res. 2000; 14 139-40
Ao. Univ.-Prof. Dr. Franz Bucar
Institute of Pharmacognosy
Karl-Franzens-University of Graz
Universitätsplatz 4/1
8010 Graz
Austria
Email: franz.bucar@uni-graz.at
Fax: +43-316-380-9860