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
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