Matrix Metalloproteinase-1 Inhibitor from the Stem Bark of Styrax japonica S. et Z.
- 1 January 2004
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 52 (12), 1466-1469
- https://doi.org/10.1248/cpb.52.1466
Abstract
A bioassay-guided fractionation of the ethyl acetate soluble fraction from the stem bark of Styrax japonica S. et Z. (Styracaceae) yielded two new lignan compounds, styraxjaponoside A (1) and styraxjaponoside B (2), along with three known compounds, matairesinoside (3), egonol glucoside (4), and dihydrodehydrodiconiferyl alcohol 9'-O-glucoside (5). The structures of compounds 1-5 were determined by spectroscopic method, as well as 1D- and 2D-NMR (HSQC, 1H-1H COSY, and HMBC) spectroscopy. Among them, compound 2 exhibited potent inhibitory activity against matrix metalloproteinase (MMP)-1, and prevented the UV-induced changes in the MMP-1 expression. In addition, compounds 3 and 5 were isolated from this plant for the first time.Keywords
This publication has 15 references indexed in Scilit:
- Dibenzylbutyrolactone and Dibenzylbutanediol Lignans from Peperomia duclouxiiJournal of Natural Products, 2003
- Ultraviolet Radiation Increases Tropoelastin mRNA Expression in the Epidermis of Human Skin In VivoJournal of Investigative Dermatology, 2001
- A Benzofuran Glycoside and an Acetylenic Acid from the Fungus Laetiporus sulphureus var. miniatus.CHEMICAL & PHARMACEUTICAL BULLETIN, 2001
- Pathophysiology of Premature Skin Aging Induced by Ultraviolet LightNew England Journal of Medicine, 1997
- New benzofurans related to egonol from immature seeds of Styrax obassiaPhytochemistry, 1988
- Tracheolospermum. II Lignans from Trachelospermum asiaticum.CHEMICAL & PHARMACEUTICAL BULLETIN, 1986
- Effects of O-methylation and O-glucosylation on Carbon-13 nuclear magnetic resonance chemical shifts of matairesinol, (+)-pinoresinol and (+)-epipinoresinol.CHEMICAL & PHARMACEUTICAL BULLETIN, 1984
- Four benzofuran glycosides from Styrax officinalisPhytochemistry, 1980
- Conjugated serotonins and phenolic constituents in safflower seed (Carthamus tinctorius L.).Agricultural and Biological Chemistry, 1980
- Saponin and sapogenol. X. Structures of jegosapogenin and desacyljegosaponin obtained from pericarps of Styrax japonica sieb. et Zucc..CHEMICAL & PHARMACEUTICAL BULLETIN, 1975