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DOI: 10.1055/s-2007-967195
© Georg Thieme Verlag KG Stuttgart · New York
Novel Epoxyfuranoid Lignans and Antitubercular Constituents from the Leaves of Beilschmiedia tsangii
Publication History
Received: January 4, 2007
Revised: March 25, 2007
Accepted: April 10, 2007
Publication Date:
22 May 2007 (online)
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Abstract
Three new epoxyfuranoid lignans, 4α,5α-epoxybeilschmin A (1), 4α,5α-epoxybeilschmin B (2), and beilschmin D (3), together with nine known compounds have been isolated from the leaves of Beilschmiedia tsangii. The structures of these new compounds were determined through spectral analyses. Among the isolates, beilschmin A (4) and beilschmin B (5) exhibited potent antitubercular activities (MICs = 2.5 and 7.5 μg/mL, respectively) against Mycobacterium tuberculosis 90 - 221 387 in vitro.
Key words
Beilschmiedia tsangii - Lauraceae - epoxyfuranoid lignans - 4α,5α-epoxybeilschmin A - 4α,5α-epoxybeilschmin B - beilschmin D - antitubercular activity
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References
- 1 Liao J C. Lauraceae in Flora of Taiwan, Vol. 2, 2nd edition. Taipei; Editorial Committee of the Flora of Taiwan 1996: 433-7.
- 2 Chen J J, Chou E T, Duh C Y, Yang S Z, Chen I S. New cytotoxic tetrahydrofuran- and dihydrofuran-type lignans from the stem of Beilschmiedia tsangii . Planta Med. 2006; 72 351-7.
- 3 Clezy P S, Nichol A W, Gellert E. The structures of laurelliptine, a new aporphine alkaloid, and thalicmidine. Experientia. 1963; 19 1-2.
- 4 Kitagawa I, Minagawa K, Zhang R S, Hori K, Doi M, Inoue M. et al . Dehatrine, an antimalarial bisbenzylisoquinoline alkaloid from the Indonesian medicinal plant beilschmiedia madang, isolated as a mixture of two rotational isomers. Chem Pharm Bull. 1993; 41 997-9.
- 5 Banfield J E, Black D SC, Collins D J, Hyland B PM, Lee J J, Pranowo S R. Constituents of some species of Beilschmiedia and Endiandra (Lauraceae): New endiandric acid and benzopyran derivatives isolated from B. oligandra . Aust J Chem. 1994; 47 587-607.
- 6 Inderlied C B, Nash K A. Antibiotics in laboratory medicine, 4th edition. Baltimore; Williams & Wilkins 1996: 127-75.
- 7 Tofern B, Jenett-Siems K, Siems K, Jakupovic J, Eich E. Bonaspectins and neobonaspectins, first sesquilignans and sesquineolignans from a convolvulaceous species. Phytochemistry. 2000; 53 119-28.
- 8 Chen J J, Lin R W, Duh C Y, Huang H Y, Chen I S. Flavones and cytotoxic constituents from the stem bark of Muntingia calabura . J Chin Chem Soc. 2004; 51 665-70.
- 9 Chen J J, Peng C F, Huang H Y, Chen I S. Benzopyrans, biphenyls and xanthones from the root of Garcinia linii and their activity against Mycobacterium tuberculosis . Planta Med. 2006; 72 473-7.
- 10 Chen J J, Duh C Y, Chen I S. Cytotoxic chromenes from Myriactis humilis . Planta Med. 2005; 71 370-2.
- 11 Skinner W A, Alaupovic P. Oxidation products of vitamin E and its model, 6-hydroxy-2,2,5,7,8-pentamethylchroman. V. Studies of the products of alkaline ferricyanide oxidation. J Org Chem. 1963; 28 2854-8.
- 12 Purcell J M, Morris S G, Susi H. Proton magnetic resonance spectra of unsaturated fatty acids. Anal Chem. 1966; 38 588-92.
Dr. J. J. Chen
Graduate Institute of Pharmaceutical Technology
Tajen University
Pingtung 907
Taiwan
Fax: +886-8-762-5308
Email: jjchen@mail.tajen.edu.tw
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