One new pregnane glycoside from the seeds of cultivated Brucea javanica
A new pregnane glycoside, named (20R)-O-(3)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-pregn-5-en-3β,20-diol (1), and seven known compounds, brusatol (2), bruceine B (3), bruceine D (4), yadanziolide A (5), bruceine E (6), yadanzioside G (7), and yadanzioside B (8), were isolated from the cultivated dry seeds of Brucea javanica. The structure of 1 was elucidated on the basis of 1D- and 2D-NMR spectroscopic analyses. Their inhibitory effects on tumor cells were also tested. Compound 1 was slightly active against HL-60, SMMC-7721, A-549, and MCF-7 tumor cells. Compounds 2 and 3 demonstrated significant inhibitory activities against all tested cells. These results indicate that cultivated B. javanica could replace the wild plant as an antitumor plant resource.
Key wordsBrucea javanica Pregnane glycoside Antitumor activity Brusatol
- Li, X. and Tso, S. H., Studies on the anticancer principles in the seed of Yadanzi (Brucea javanica). III. Isolation and structural elucidation of bruceoside A, bruceoside B, bruceine E, and bruceine F. Zhong Cao Yao, 11, 530–532 (1980).Google Scholar
- Reed, L. J. and Muench, H., A simple method of estimating fifty percent endpoints. Am. J. Hyg., 27, 493–497 (1938).Google Scholar
- Saka, T., Yoshimura, S., Ishibashi, M., Tsuyuki, T., Takahashi, T., Honda, T., and Nakanishi, T., New quassinoid glycosides, yadanziosides A-H, from Brucea javanica. Chem. Pharm. Bull., 32, 4702–4705 (1984).Google Scholar
- Sharma, S. C. and Agarwal, V. K., Brucea javanica (Linn.) Merr.: a potent anticancer and antimalarial plant. A review. Indian J. Pharm. Sci., 55, 77–85 (1993).Google Scholar
- Yoshimura, S., Sakaki, T., Ishibashi, M., Tsuyuki, T., Takahashi, T., Matsushita, K., and Honda, T., Structures of yadanziolides A, B, and C, new bitter principles from Brucea javanica. Chem. Pharm. Bull., 32, 4698–4701 (1984).Google Scholar