Jatrorrhizine
| Jatrorrhizine | |
|---|---|
| File:Jatrorrhizine.svg | |
| 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol | |
| Other names jateorrhizine, neprotin | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| PubChem | 72323 |
| SMILES | Script error: No such module "collapsible list". |
| InChI | Script error: No such module "collapsible list". |
| InChI key | MXTLAHSTUOXGQF-UHFFFAOYSA-O |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C20H20NO4 |
| Molar mass | 338.38 g mol−1 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
jatrorrhizine is a protoberberine alkaloid isolated from Enantia chlorantha (Annonaceae) and other species.[1] Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, or yatrorizine. It has been reported to have antiinflammatory effect,[2] and to improve blood flow and mitotic activity in thioacetamide-traumatized rat livers.[3] It was found to have antimicrobial[4] and antifungal[5] activity. It binds and noncompetitively inhibits monoamine oxidase (IC50 4 micromolar for MAO-A and 62 for MAO-B)[6] It interferes with multidrug resistance by cancer cells in vitro when exposed to a chemotherapeutic agent.[7] Large doses (50-100 mg/kg) reduced blood sugar levels in mice by increasing aerobic glycolysis.
Derivatives of jatrorrhizine (notably 3-alkoxy derivatives, and specifically 3-octyloxy 8-alkyljatrorrhizine derivatives such as 3-octyloxy 8-butyljatrorrhizine) have been synthesized and found to have much stronger antimicrobial effects.[8][9][10]
References
Cite error: Invalid <references> tag;
parameter "group" is allowed only.
<references />, or <references group="..." />| 30px | This organic chemistry article is a stub. You can help ssf by expanding it. |
