Tetrandrine
Chemical compound
From Wikipedia, the free encyclopedia
Tetrandrine, a bis-benzylisoquinoline alkaloid, is a calcium channel blocker.[1] It is isolated from the plant Stephania tetrandra,[2] and other Chinese and Japanese herbs.
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| Names | |
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| IUPAC name
9,20,21,25-tetramethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3,5,8(34),9,11,18,20,22(33),24(32),25,27(31),35-dodecaene | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
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| DrugBank | |
| ECHA InfoCard | 100.208.615 |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C38H42N2O6 | |
| Molar mass | 622.74988 |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H300 | |
| P264, P270, P301+P316, P301+P317, P321, P330, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pharmacology
It has anti-inflammatory, immunologic and antiallergenic effects. It inhibits the degranulation of mast cells. It has a quinidine-like anti-arrhythmic effect. It has vasodilatory properties and can therefore reduce blood pressure.[3] Tetrandrine may have potential use for the treatment of liver disease[4] and liver cancer.[5][6][7] Tetrandrine has potential therapeutic value to prevent excess scarring/fibrosis in conjunctiva following trabeculectomy or in patients with severe conjunctival inflammation.[8] Tetrandrine has anti-inflammatory and anti-fibrogenic actions, which make tetrandrine and related compounds potentially useful in the treatment of lung silicosis, liver cirrhosis, and rheumatoid arthritis.[9] Tetrandrine has also been shown to inhibit entry of Ebola virus into host cells in vitro and showed therapeutic efficacy against Ebola in preliminary studies on mice.[10][1] Tetrandrine has also been studied and patented as a possible treatment for tinnitus.[11][12][13]
Biosynthesis
Tetrandrine is biosynthesized from a free radical coupled dimerization of S-N-methylcoclaurine:[14]
