Abstract
Two benzofurans (1, 2) along with five known compounds (3.7) were isolated from the seeds of S. obassia. Their structures were elucidated as methyl 3-[7-methoxy-2-(3′,4′-methylenedioxyphenyl)-5-benzofuranyl]-propionate (1), methyl 3-[2-(3′,4′-methylenedioxyphenyl)-5-benzofuranyl]-propionate (2), egonol (3), egonolacetate (4), egonol-2-methylbutanoate (5), 7-demethoxyegonol-2-methylbutanoate (6), and stigmasterol (7) on the basis of their comprehensive spectroscopic analysis including 2D NMR data. Compounds 1, 2 are obtained for the first time from nature, while this is the first record of compound 7 from the Styrax species.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
C. M. Pio, Dicionorio de Plantas Medicinais Uteis do Brasil e das Exoticas Cultivadas, Ministerio da Agricultura: Rio de Janeiro, Brazil, 1931, vol. II, p. 363.
T. B. Lee, Illustrated flora of Korea, Hwang Mun Sa: Seoul, 1982, Korea, p. 613.
A. F. Costa, Farmacognosia, 2nd ed. Lisboa, Fundacao Calouste Gulbenkian, 1968, vol. 1, p737.
V. Vardar and S. S. Oflas, Qual. Plant. Mater. Veg., 22, 145 (1973).
K. Yoshikawa, H. Hirai, M. Tanaka, and S. Arihara, Chem. Pharm. Bull., 48, 1093 (2000).
M. Takanashi and Y. Takizawa, Phytochemistry, 27, 1224 (1988).
P. M. Pauletti, A. R. Araujo, M. C. M. Young, A. M. Giesbrecht, and V. S. Bolzani, Phytochemistry, 55, 597 (2000).
M. Takanashi, Y. Takizawa, and T. Mitsuhashi, Chem. Lett., 869 (1974).
Y. Y. Akgul and H. Anil, Phytochemistry, 63, 939 (2003).
Q. L. Li, B. G. Li, H. Y. Qi. X. P. Gao, and G. L. Zhang, Planta Med., 71, 847 (2005).
F. Wang, H. M. Hua, X. Bian, Y. H. Pei, and Y. K. Jing, J. Nat. Prod., 69, 807 (2006).
H. L. Teles, J. P. Hemerly, P. M. Paulettit, J. R. Pandolfi, A. R. Araujot, S. R. Valentini, M. C. Young, V. S. Bolzani, and D. H. Silva, Nat. Prod. Res., 19, 319 (2005).
H. I. Moon, M. R. Kim, E. R. Woo, and J. H. Chung, Bio. Pharm. Bull., 28, 2003 (2005).
F. G. Schreiber and R. Stevenson, J. Chem. Soc., Perkin Trans. 1, 14, 1514 (1976).
F. G. Schreiber and R. Stevenson, Chemistry Letters, 12, 1257 (1975).
H-D. Choi, M-C. Ha, Mun-Choun, P-J. Seo, B-W. Son, and J-C. Song, Arch. Pharm. Res., 23, 438 (2000).
M. S. Alam, N. Chopra, M. Ali, and M. Niwa, Phytochemistry, 41, 1197 (1996).
ACKNOWLEDGMENT
The authors thank the Korea Basic Science Institute in Seoul for performing the NMR experiments.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Prirodnykh Soedinenii, No. 4, pp. 350-353, July-August, 2008. Original article submitted May 4, 2007.
Rights and permissions
About this article
Cite this article
Lee, HJ., Park, S., Lee, OK. et al. Benzofurans and sterol from the seeds of styrax obassia . Chem Nat Compd 44, 435–439 (2008). https://doi.org/10.1007/s10600-008-9090-3
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-008-9090-3