Anisodine
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| Formula | C17H21NO5 |
| Molar mass | 319.357 g·mol−1 |
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Anisodine, also known as daturamine and α-hydroxyscopolamine, is an antispasmodic and anticholinergic drug used in the treatment of acute circulatory shock in China.[1][2] It is a tropane alkaloid and is found naturally in plants of the family Solanaceae - notably Anisodus tanguticus (syn. Scopolia tangutica.[3][2] Anisodine acts as a muscarinic acetylcholine receptor antagonist and α1-adrenergic receptor antagonist.[1]
Synthesis
(-)-Anisodine can be efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD).[3]
See also
References
- ^ a b Varma DR, Yue TL (March 1986). "Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats". British Journal of Pharmacology. 87 (3): 587–594. doi:10.1111/j.1476-5381.1986.tb10201.x. PMC 1916562. PMID 2879586.
- ^ a b Ganellin CR, Triggle DJ (21 November 1996). Dictionary of pharmacological agents - Google Books. CRC Press. ISBN 9780412466304.
- ^ a b Chang J, Xie W, Wang L, Ma N, Cheng S, Xie J (March 2006). "An efficient approach to the asymmetric total synthesis of (-)-anisodine". European Journal of Medicinal Chemistry. 41 (3): 397–400. doi:10.1016/j.ejmech.2005.12.001. PMID 16414152.