# Strictamine

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Strictamine
> Markdown URL: https://mediated.wiki/source/Strictamine.md
> Source: https://en.wikipedia.org/wiki/Strictamine
> Source revision: 1282582665
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{Chembox
| ImageFile = Strictamine.svg
| ImageSize = 150px
| ImageAlt = 
| IUPACName = methyl (10''S'',12''R'',13''E'',18''S'')-13-Ethylidene-8,15-diazapentacyclo[10.5.1.0<sup>1,9</sup>.0<sup>2,7</sup>.0<sup>10,15</sup>]octadeca-2,4,6,8-tetraene-18-carboxylate
| OtherNames = Desacetyldesformoakuammiline; Vincamidine
|Section1={{Chembox Identifiers
| CASNo = 6475-05-4
| PubChem = 6444325
| ChemSpiderID = 21270082
| StdInChI=1S/C20H22N2O2/c1-3-12-11-22-9-8-20-14-6-4-5-7-15(14)21-18(20)16(22)10-13(12)17(20)19(23)24-2/h3-7,13,16-17H,8-11H2,1-2H3/b12-3-/t13-,16-,17+,20?/m0/s1
| StdInChIKey = LITYYRLWHAQJQS-PHDDPKRUSA-N
| SMILES = C/C=C\1/CN2CCC34[C@H]([C@H]1C[C@H]2C3=NC5=CC=CC=C45)C(=O)OC}}
|Section2={{Chembox Properties
| C=20|H=22|N=2|O=2
| Appearance = 
| Density = 
| MeltingPt = 
| BoilingPt = 
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards = 
| FlashPt = 
| AutoignitionPt = }}
}}

'''Strictamine''' is an [alkaloid](/source/alkaloid) isolated from ''[Alstonia scholaris](/source/Alstonia_scholaris)''.<ref>{{cite journal | pmid = 500142 | year = 1979 | last1 = Bhattacharya | first1 = S. K. | title = Neuropharmacological studies on strictamine isolated from ''Alstonia scholaris'' | journal = Indian Journal of Experimental Biology | volume = 17 | issue = 6 | pages = 598–600 | last2 = Bose | first2 = R. | last3 = Dutta | first3 = S. C. | last4 = Ray | first4 = A. B. | last5 = Guha | first5 = S. R. }}</ref>

Because of its unusual chemical structure, it has attracted research interest and several [laboratory syntheses](/source/total_synthesis) have been reported.<ref>{{Cite journal | doi = 10.1021/acs.orglett.6b03839 | pmid = 28253628 | title = A 7-Step Formal Asymmetric Total Synthesis of Strictamine via an Asymmetric Propargylation and Metal-Mediated Cyclization | journal = Organic Letters | volume = 19 | issue = 5 | pages = 1004–1007 | year = 2017 | last1 = Smith | first1 = Myles W. | last2 = Zhou | first2 = Zhiyao | last3 = Gao | first3 = Alison X. | last4 = Shimbayashi | first4 = Takuya | last5 = Snyder | first5 = Scott A. }}</ref><ref>{{Cite journal | doi = 10.1002/anie.201901074| pmid = 30775833| title = Asymmetric Total Syntheses of the Akuammiline Alkaloids (−)-Strictamine and (−)-Rhazinoline| journal = Angewandte Chemie International Edition| volume = 58| issue = 18| pages = 6059–6063| year = 2019| last1 = Li| first1 = Wenfei| last2 = Chen| first2 = Zhitao| last3 = Yu| first3 = Di| last4 = Peng| first4 = Xin| last5 = Wen| first5 = Guohua| last6 = Wang| first6 = Siqi| last7 = Xue| first7 = Fei| last8 = Liu| first8 = Xiao-Yu| last9 = Qin| first9 = Yong| s2cid = 73472189}}</ref><ref>{{Cite journal | doi = 10.1021/jacs.5b12880| pmid = 26783944| pmc = 5154302| title = Enantioselective Total Syntheses of Akuammiline Alkaloids (+)-Strictamine, (−)-2(S)-Cathafoline, and (−)-Aspidophylline A| journal = Journal of the American Chemical Society| volume = 138| issue = 4| pages = 1162–1165| year = 2016| last1 = Moreno| first1 = Jesus| last2 = Picazo| first2 = Elias| last3 = Morrill| first3 = Lucas A.| last4 = Smith| first4 = Joel M.| last5 = Garg| first5 = Neil K.}}</ref><ref>{{Cite journal | doi = 10.1039/C7CC08153G| pmid = 29167841| title = Formal total synthesis of the akuammiline alkaloid (+)-strictamine| journal = Chemical Communications| volume = 53| issue = 94| pages = 12665–12667| year = 2017| last1 = Xiao| first1 = Tao| last2 = Chen| first2 = Zhi-Tao| last3 = Deng| first3 = Lin-Feng| last4 = Zhang| first4 = Dan| last5 = Liu| first5 = Xiao-Yu| last6 = Song| first6 = Hao| last7 = Qin| first7 = Yong}}</ref>

==References==
{{reflist}}

{{Tryptamines}}

Category:Tryptamine alkaloids
Category:Quinolizidine alkaloids
Category:Indoloquinolizines
Category:Heterocyclic compounds with 5 rings
Category:Methyl esters

{{alkaloid-stub}}

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Adapted from the Wikipedia article [Strictamine](https://en.wikipedia.org/wiki/Strictamine) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Strictamine?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.