Strategies for the Synthesis of Stemona Alkaloids
β Scribed by Alibes, Ramon (author);Figueredo, Marta (author)
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 992 KB
- Volume
- 2009
- Category
- Article
- ISSN
- 1434-193X
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β¦ Synopsis
Abstract
The extracts of several plants of the Stemonaceae family have long been used in Asian countries against differentdiseases and for their antiparasitic properties. Significant constituents of these extracts are a series of structurally related secondary metabolites named Stemona alkaloids. All the Stemona alkaloids are polycyclic and contain multiple stereocenters. Most of them present a central pyrrolo[1,2βa]azepine system and the majority also incorporate at least one Ξ±βmethylβΞ³βbutyrolactone substructure. Their challenging molecular architectures have motivated the development of new strategies for the construction of their skeletons, but only a small number of total syntheses have been published and they are still limited to quite a small number of targets. This microreview briefly examines most of the synthetic approaches to these alkaloids, according to the strategies devised to assemble their intricate structures, stressing the main similarities and differences encountered in the work developed by different laboratories, as well as the variations introduced along the synthetic route when pursuing different alkaloids through a common strategy. (Β© WileyβVCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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## Abstract From the roots of __Stemona sessilifolia__, three new stemonaβtype alkaloids, namely stemosessifoine (**1**), isooxymaistemonine (**2**), and isomaistemonine (**3**), along with eight known alkaloids (bisdehydrostemoninine, isobisdehydrostemoninine, tuberostemonine, bisdehydrotuberostem
## Abstract Four new alkaloids, didehydrotuberostemonine A (**1**), stemoninone (**2**), tuberostemospiroline (**3**), and tuberostemonine L (**4**), together with seven known alkaloids, were isolated from the roots of __Stemona tuberosa.__ Their structures were elucidated on the basis of spectrosc