Reference - Detail
| RRC ID | 42040 |
|---|---|
| Author | Matsuda H, Morikawa T, Oda M, Asao Y, Yoshikawa M. |
| Title | Potent anti-metastatic activity of dimeric sesquiterpene thioalkaloids from the rhizome of Nuphar pumilum. |
| Journal | Bioorg Med Chem Lett |
| Abstract |
The methanolic extract and its alkaloid fraction from the rhizomes of Nuphar pumilum inhibited invasion of B16 melanoma cells across collagen-coated filters in vitro. Dimeric sesquiterpene thioalkaloids with the 6-hydroxyl group, 6-hydroxythiobinupharidine, 6,6'-dihydroxythiobinupharidine, and 6-hydroxythionuphlutine B, showed potent activity with IC(50) values of 0.029, 0.087, and 0.36 microM, respectively, but dimeric sesquiterpene thioalkaloids lacking the 6-hydroxyl group (thiobinupharidine, neothiobinupharidine, syn-thiobinupharidine sulfoxide, thionuphultine B beta-sulfoxide, and neothiobinupharidine beta-sulfoxide) and monomeric sesquiterpene alkaloids (nupharidine, deoxynupharidine, 7-epideoxynupharidine, and nupharolutine) showed weak activity. The alkaloid fraction (20 mg/kg/d, po) and the principal dimeric sesquiterpene thioalkaloid 6-hydroxythiobinupharidine (5 mg/kg/d, po) significantly inhibited lung tumor formation by more than 90% 10 days after injection of B16 melanoma cells in mice. |
| Volume | 13(24) |
| Pages | 4445-9 |
| Published | 2003-12-15 |
| DOI | 10.1016/j.bmcl.2003.09.019 |
| PII | S0960894X03009740 |
| PMID | 14643343 |
| MeSH | Alkaloids / isolation & purification Alkaloids / pharmacology* Animals Antineoplastic Agents / chemistry Antineoplastic Agents / isolation & purification* Dimerization Female Lung Neoplasms / pathology Lung Neoplasms / prevention & control Lung Neoplasms / secondary Melanoma, Experimental / pathology Mice Mice, Inbred Strains Models, Molecular Neoplasm Invasiveness Neoplasm Metastasis / prevention & control* Nuphar* Rhizome* Sesquiterpenes / isolation & purification* Sesquiterpenes / pharmacology* Structure-Activity Relationship |
| IF | 2.572 |
| Times Cited | 36 |
| WOS Category | CHEMISTRY, ORGANIC CHEMISTRY, MEDICINAL |
| Resource | |
| Human and Animal Cells | B16 melanoma 4A5(RCB0557) |