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词条 Aspidospermidine
释义

  1. References

{{Chembox
| ImageFile = Aspidospermidine.svg
| ImageSize = 200px
| IUPACName = (3aR,10bR)-3aβ-Ethyl-2,3,3a,4,5,5aα,6,11,12,13aβ-decahydro-1H-indolizino[8,1-cd]carbazole
| OtherNames =
| Section1 = {{Chembox Identifiers
| CASNo = 2912-09-6
| PubChem = 6857472
| ChemSpiderID = 5256809
| ChEBI = 38486
| SMILES = CC[C@]12CCCN3[C@H]1[C@]4(CC3)c5ccccc5N[C@@H]4CC2
| InChI = 1/C19H26N2/c1-2-18-9-5-12-21-13-11-19(17(18)21)14-6-3-4-7-15(14)20-16(19)8-10-18/h3-4,6-7,16-17,20H,2,5,8-13H2,1H3/t16-,17-,18-,19-/m1/s1
| InChIKey = YAAIPCQYJYPITK-NCXUSEDFBY
| StdInChI = 1S/C19H26N2/c1-2-18-9-5-12-21-13-11-19(17(18)21)14-6-3-4-7-15(14)20-16(19)8-10-18/h3-4,6-7,16-17,20H,2,5,8-13H2,1H3/t16-,17-,18-,19-/m1/s1
| StdInChIKey = YAAIPCQYJYPITK-NCXUSEDFSA-N
| Section2 = {{Chembox Properties
| C=19 |H=26 |N=2
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| Autoignition =
}}Aspidospermidine is an alkaloid isolated from plants in the genus Aspidosperma.[1] It has been a popular target for total synthesis,[2][3][4][5] due in part to the fact that it provides a good showcase for synthetic strategies but also because the structure is similar to many other important bioactive molecules.[6]

References

1. ^{{cite journal|last1=Deutsch|first1=Harold F.|last2=Evenson|first2=Merle A.|last3=Drescher|first3=Peter|last4=Sparwasser|first4=Christoph|last5=Madsen|first5=Paul O.|title=Isolation and biological activity of aspidospermine and quebrachamine from an Aspidosperma tree source|journal=Journal of Pharmaceutical and Biomedical Analysis|date=October 1994|volume=12|issue=10|pages=1283–1287|doi=10.1016/0731-7085(94)00066-2|pmid=7841224}}
2. ^{{cite journal|last1=Marino|first1=Joseph P.|last2=Rubio|first2=Maria B.|last3=Cao|first3=Ganfeng|last4=de Dios|first4=Alfonso|title=Total Synthesis of (+)-Aspidospermidine: A New Strategy for the Enantiospecific Synthesis of Aspidosperma Alkaloids|journal=Journal of the American Chemical Society|date=November 2002|volume=124|issue=45|pages=13398–13399|doi=10.1021/ja026357f|pmid=12418888}}
3. ^{{cite journal|last1=Jones|first1=Spencer B.|last2=Simmons|first2=Bryon|last3=Mastracchio|first3=Anthony|last4=MacMillan|first4=David W. C.|title=Collective synthesis of natural products by means of organocascade catalysis|journal=Nature|date=13 July 2011|volume=475|issue=7355|pages=183–188|doi=10.1038/nature10232|pmid=21753848|pmc=3439143}}
4. ^{{cite journal|last1=Ma|first1=Haichen|last2=Xie|first2=Xingang|last3=Jing|first3=Peng|last4=Zhang|first4=Weiwei|last5=She|first5=Xuegong|title=Concise total synthesis of (±)-aspidospermidine|journal=Org. Biomol. Chem.|date=2015|volume=13|issue=18|pages=5255–5259|doi=10.1039/C5OB00228A|pmid=25856579}}
5. ^{{Cite journal | doi = 10.1039/A900335E | title = A novel total synthesis of (±)-aspidospermidine | journal = Journal of the Chemical Society, Perkin Transactions 1 | issue = 8 | pages = 995–1002 | year = 1999 | last1 = Callaghan | first1 = Owen | last2 = Lampard | first2 = Christopher | last3 = Kennedy | first3 = Alan R. | last4 = Murphy | first4 = John A. }}
6. ^{{cite journal|last1=Anagnostaki|first1=Elissavet E.|last2=Zografos|first2=Alexandros L.|title="Common synthetic scaffolds" in the synthesis of structurally diverse natural products|journal=Chemical Society Reviews|date=2012|volume=41|issue=17|pages=5613–25|doi=10.1039/c2cs35080g|pmid=22782134}}
{{alkaloid-stub}}

2 : Alkaloids|Aspidosperma

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