Abstract
The dried rhizomes of Curculigo orchioides G. yielded two phenolic glycosides, curculigoside (1), orcinol-β-D-glucoside (4), and two cycloartane saponins, curculigosaponin G (2), curculigosaponin I (3). The structures were determined using spectroscopic methods. Among these isolates, compound 1 exhibited potent inhibitory activity against matrix metalloproteinase-1 in cultured human skin fibroblasts. In addition, it increased the level of Bcl-2 protein expression and decreased the level of Bax protein expression. Compound 4 was isolated from this plant for the first time.
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References
Ahn, D. K., Illustrated book of Korean medicinal herbs. Kyohak Publishing Co., Seoul, Korea (1998).
Chambers, A. F. and Matrisian, L. M., Changing views of the role of matrix metalloproteinases in metastasis. J. Natl. Cancer Inst., 89, 1260–1270 (1997).
Chung, S. C., Hwang, B. Y., Oh, G. J., Kang, S. J., Kim, M. J., Choi, W. H., Lee, K. S., and Ro, J. S., Chemical components from the stem bark of Rhus javanica L. Kor. J. Pharmacogn., 30, 295–300 (1999).
Fisher, G. J., Wang, Z. Q., Datta, S. C., Varani, J., Kang, S., and Voorhees, J. J., Pathophysiology of premature skin aging induced by ultraviolet light. N. Engl. J. Med., 337, 1419–1428 (1997).
Fisher, G. J., Datta, S. C., Talwar, H. S., Wang, Z. Q., Varani, J., Kang, S., and Voorhees, J. J., Molecular basis of sun-induced premature skin aging and retinoid antagonism. Nature, 379, 335–339 (1996).
Garg, S. N., Misra, L. N., and Agarwal, S. K., Corchioside A, and orcinol glycoside from Curculigo orchioides, Phytochemistry, 28, 1771–1772 (1989).
Gilchrest, B. A., Skin aging and photoaging: an overview. J. Am. Acad. Dermatol., 21, 610–613 (1989).
Kim, M. R., Moon, H. I., Chung, J. H., Moon, Y. H., Hahm, K. S., and Woo, E.-R., Matrix metalloproteinase-1 inhibitor from the stem bark of Styrax japonica S. et Z. Chem. Pharm. Bull., 52, 1466–1469 (2004).
Kubo, M., Namba, K., Nagamoto, N., Nagao, T., Nakanishi, J., Uno, H., and Nishimura, H., A new phenolic glucoside, curculigoside from rhizomes of Curculigo orchioides. Planta. Med., 47, 52–55 (1983).
Lakshmi, V., Pandey, K., Anju, P., Saxena, R. P., and Saxena, K. C., Immunostimulant principles from Curculigo orchioides. J. Ethnopharmacol., 89, 181–184 (2003).
Mosmann, T., Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods, 65, 55–63 (1983).
Salah, N., Miller, N. J., Paganga, G., Tijburg, L., Bolwell, G. P., and Rice-Evans, C., Polyphenolic flavanols as scavengers of aqueous phase radicals and as chain-breaking antioxidants. Arch. Biochem. Biophys., 322, 339–346 (1995).
Varani, J., Warner, R. L., Gharaee-Kermani, M., Phan, S. H., Kang, S., Chung, J. H., Wang, Z. Q., Datta, S. C., Fisher, G. J., and Voorhees, J. J., Vitamin A antagonizes and stimulates collagen accumulation in naturally aged human skin. J. Invest. Dermatol., 114, 480–486 (2000).
Xu, J. P., Xu, R. S., and Li, X. Y., Four new cycloartane saponins from Curculigo orchioides. Planta. Med., 58, 208–210 (1992a).
Xu, J. P., Xu, R. S., and Li, X. Y., Glycosides of a cycloartane sapogenin from Curculigo orchioides. Phytochemistry, 31, 233–236 (1992b).
Xu, J. P. and Xu, R. S., Cycloartane-type sapogenins and their glycosides from Curculigo orchioides. Phytochemistry, 31, 2455–2458 (1992c).
Yoshikawa, K., Bando, S., Arihara, S., Matsumura, E., and Katayama, S., A benzofuran glycoside and an acetylenic acid from the fungus Laetiporus sulphureus var. miniatus. Chem. Pharm. Bull., 49, 327–329 (2001).
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Lee, SY., Kim, MR., Choi, H.S. et al. The effect of curculigoside on the expression of matrix metalloproteinase-1 in cultured human skin fibroblasts. Arch. Pharm. Res. 32, 1433–1439 (2009). https://doi.org/10.1007/s12272-009-2013-4
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DOI: https://doi.org/10.1007/s12272-009-2013-4