Reference - Detail
| RRC ID | 81713 |
|---|---|
| Author | Matsumoto T, Nakamura S, Nakashima S, Fujimoto K, Yoshikawa M, Ohta T, Ogawa K, Matsuda H. |
| Title | Lignan dicarboxylates and terpenoids from the flower buds of Cananga odorata and their inhibitory effects on melanogenesis. |
| Journal | J Nat Prod |
| Abstract |
The methanolic extract from the flower buds of Cananga odorata showed an inhibitory effect on melanogenesis in theophylline-stimulated murine B16 melanoma 4A5 cells. From the methanolic extract, two new lignan dicarboxylates, canangalignans I and II, three new terpenoids, canangaterpenes I, II, and III, and eight known compounds were isolated. The structures of these compounds were elucidated on the basis of chemical/physicochemical evidence. Several mono- and sesquiterpene analogues significantly inhibited melanogenesis. In particular, canangaterpene I and (3R,3aR,8aS)-3-isopropyl-8a-methyl-8-oxo-1,2,3,3a,6,7,8,8a-octahydroazulene-5-carbaldehyde exhibited a potent inhibitory effect on melanogenesis [inhibition (%): 34.7±4.2 (p<0.01), 45.5±5.7 (p<0.01) at 1 μM, respectively] without inducing cytotoxicity. Moreover, the biological effect of these compounds was much stronger than that of the reference compound, arbutin. Thus, these isolated terpenoid derivatives may be promising therapeutic agents for the treatment of several skin disorders. |
| Volume | 77(4) |
| Pages | 990-9 |
| Published | 2014-4-25 |
| DOI | 10.1021/np401091f |
| PMID | 24601675 |
| MeSH | Algorithms Animals Antineoplastic Agents / chemistry Antineoplastic Agents / isolation & purification* Antineoplastic Agents / pharmacology* Cananga / chemistry* Dicarboxylic Acids / chemistry Dicarboxylic Acids / isolation & purification* Dicarboxylic Acids / pharmacology* Drug Screening Assays, Antitumor Flowers / chemistry Lignans / chemistry Lignans / isolation & purification* Lignans / pharmacology* Melanoma, Experimental / drug therapy Mice Molecular Structure Nuclear Magnetic Resonance, Biomolecular Stereoisomerism Terpenes / chemistry Terpenes / isolation & purification* Terpenes / pharmacology* Thailand Theophylline / pharmacology |
| Resource | |
| Human and Animal Cells | B16 melanoma 4A5(RCB0557) |