Abstract
This study to identify anti-influenza components of the bark of Alnus japonica resulted in the isolation of four lupane-type triterpenes (1–4) and one steroid (5). Their structures were characterized on the basis of physicochemical properties, NMR evidence, and ESI-MS data compared with reported data in the literature. Betulinic aldehyde (3) exhibited a particularly strong anti-influenza effect against KBNP-0028 relative to a positive control.
This is a preview of subscription content, access via your institution.
References
Chang, I. M, Yun, H. S., Yamasaki, K., Revision of 13C NMR Assignments of β-sitosterol and β-sitosteryl-3-O-β-D-glucopyranoside from Platago asiatica Seed. Kor. J. Pharmacog., 12, 12–14 (1981).
Fulton, F. and Armitage, P., Surviving tissue suspensions for influenza virus titration. J. Hyg., 49, 247–262 (1951).
Hiroya, K., Takahashi, T., Miura, N., Naganuma, A., and Sakamoto, T., Synthesis of betulin derivatives and their protective effects against the cytotoxicity of cadmium. Bioorg. Med. Chem., 10, 3229–3236 (2002).
Kim, H. J., Yeom, S. H., Kim, M. K., Shim J. G., Paek, I. N., and Lee, M. W., Nitric oxide and prostaglandin E2 synthesis inhibitory activities of diarylheptanoids from the barks of Alnus japonica Steudel. Arch. Pharm. Res., 28, 177–179 (2005).
Kuroyanagi, M., Shimomae, M., Nagashima, Y., Muto, N., Okuda, T., Kawahara, N., Nakane, T., and Sano, T., New diarylheptanoids from Alnus japonica and their antioxidative activity. Chem. Pharm. Bull., 53, 1519–1523 (2005).
Kwon, H. J., Cho, S. H., Ahn, Y. J., Kim, J. H., Yoo, H. S., and Kim, S. J., Characterization of a Chicken Embryo-Adapted H9N2 Subtype Avian Influenza Virus. The Open Vet. Sci. J., 3, 9–16 (2009).
Lee, M. W., Tanaka, T., Nonaka, G. I., and Nishioka, I., Tannins and related compounds. Part 115. Dimeric ellagitannins from Alnus japonica. Phytochemistry, 31, 2835–2839 (1992).
Lee, S. J., Korea folk medicine. Seoul National University Publishing Center Press, Seoul, Korea, pp. 40, (1996).
Mosmann, T., Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J. Immunol. Methods, 65, 55–63 (1983).
Ra, J. C., Kwon, H. J., Kim, B. G., and You, S. H., Anti-influenza viral composition containing bark or stem extract of Alnus japonica. WO 2009075488 A2 20090618 (2009).
Sholichin, M., Yamasaki, K., Kasai, R., and Tanaka, O., 13C NMR of Lupane-type triterpenes, lupeol, betulin and betulinic acid. Chem. Pharm. Bull., 28, 1006–1008 (1980).
Wada, H., Tachibana, H., Fuchino, H., and Tanaka, N., Three new diarylheptanoid glycosides from Alnus japonica. Chem. Pharm. Bull., 46, 1054–1055 (1998).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Tung, N.H., Kwon, HJ., Kim, JH. et al. An anti-influenza component of the bark of Alnus japonica . Arch. Pharm. Res. 33, 363–367 (2010). https://doi.org/10.1007/s12272-010-0303-5
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12272-010-0303-5
Key words
- Alnus japonica
- Betulaceae
- Lupane triterpene
- Anti-influenza
- KBNP-0028