Chemistry:Yuremamine
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| Other names
Yuremamine
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| Properties | |
| C27H28N2O6 | |
| Molar mass | 476.529 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Yuremamine is a phytoindole alkaloid which was isolated from the bark of Mimosa tenuiflora in 2005, and erroneously assigned a pyrrolo[1,2-a]indole structure that was thought to represent a new class of indole alkaloids.[2] However, in 2015, the bioinspired total synthesis of yuremamine revealed its structure to be a flavonoid derivative.[3] It was also noted in the original isolation of yuremamine that the alkaloid occurs naturally as a purple solid, but total synthesis revealed that yuremamine as a free base is colorless, and the formation of a trifluoroacetate salt during HPLC purification is what led to the purple appearance.[3]
References
- ↑ Buckingham, John; Baggaley, Keith H.; Roberts, Andrew D.; Szabo, Laszlo F. (26 January 2010) (in en). Dictionary of Alkaloids with CD-ROM. CRC Press. p. 2033. ISBN 978-1-4200-7770-4. https://books.google.com/books?id=mynNBQAAQBAJ&dq=883973-98-6&pg=PA2033.
- ↑ Vepsäläinen, J. J.; Auriola, S.; Tukiainen, M.; Ropponen, N.; Callaway, J. (2005). "Isolation and characterization of Yuremamine, a new phytoindole". Planta Medica 71 (11): 1049–1053. doi:10.1055/s-2005-873131. PMID 16320208.
- ↑ 3.0 3.1 Calvert, Matthew B.; Sperry, Jonathan (2015). "Bioinspired total synthesis and structural revision of yuremamine, an alkaloid from the entheogenic plant Mimosa tenuiflora". Chemical Communications 51 (28): 6202–6205. doi:10.1039/c5cc00380f. PMID 25756921.
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