Indolizidines and quinolizidines: natural products and beyond

  1. editorImage
  1. Editor: Prof. Joseph Philip Michael
    University of the Witwatersrand

Alkaloids are assembled from a relatively small number of structural motifs. Among the motifs that are most frequently encountered are bicyclic systems containing bridgehead nitrogen - the indolizidines and quinolizidines. These two azabicyclic systems may occur in the natural products either in isolation or, more commonly, embedded within fused polycyclic arrays. It was estimated that between 25% and 30% of all alkaloids possess structures incorporating one or other of these motifs. Structural, spectroscopic and computational studies on both natural and synthetic indolizidines and quinolizidines are reported regularly. In this Thematic Series, there are representative articles covering several of these aspects. A number of authors have contributed reviews in which their own contributions to the development of indolizidine and quinolizidine chemistry are highlighted. There are articles on the total synthesis of relevant natural products, as well as articles describing novel methodological approaches to the systems of interest.

See also the Thematic Series:
Natural products in synthesis and biosynthesis II
Transition-metal and organocatalysis in natural product synthesis

  • Editorial
  • Published 26 Sep 2007

Beilstein J. Org. Chem. 2007, 3, No. 27, doi:10.1186/1860-5397-3-27

  • Full Research Paper
  • Published 28 Sep 2007

Beilstein J. Org. Chem. 2007, 3, No. 29, doi:10.1186/1860-5397-3-29

Flexible synthesis of poison- frog alkaloids of the 5,8-disubstituted indolizidine- class. II: Synthesis of (-)-209B, (-)-231C, (-)-233D, (-)-235B", (-)-221I, and an epimer of 193E and pharmacological effects at neuronal nicotinic acetylcholine receptors

  1. Soushi Kobayashi,
  2. Naoki Toyooka,
  3. Dejun Zhou,
  4. Hiroshi Tsuneki,
  5. Tsutomu Wada,
  6. Toshiyasu Sasaoka,
  7. Hideki Sakai,
  8. Hideo Nemoto,
  9. H. Martin Garraffo,
  10. Thomas F. Spande and
  11. John W. Daly
  • Full Research Paper
  • Published 28 Sep 2007

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2007, 3, No. 30, doi:10.1186/1860-5397-3-30

  • Review
  • Published 02 Oct 2007

  • PDF

Beilstein J. Org. Chem. 2007, 3, No. 32, doi:10.1186/1860-5397-3-32

  • Full Research Paper
  • Published 29 Oct 2007

Beilstein J. Org. Chem. 2007, 3, No. 37, doi:10.1186/1860-5397-3-37

  • Full Research Paper
  • Published 03 Nov 2007

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2007, 3, No. 38, doi:10.1186/1860-5397-3-38

The enantiospecific synthesis of (+)-monomorine I using a 5-endo- trig cyclisation strategy

  1. Malcolm B. Berry,
  2. Donald Craig,
  3. Philip S. Jones and
  4. Gareth J. Rowlands
  • Full Research Paper
  • Published 08 Nov 2007

Beilstein J. Org. Chem. 2007, 3, No. 39, doi:10.1186/1860-5397-3-39

A divergent asymmetric approach to aza-spiropyran derivative and (1S,8aR)-1-hydroxyindolizidine

  1. Jian-Feng Zheng,
  2. Wen Chen,
  3. Su-Yu Huang,
  4. Jian-Liang Ye and
  5. Pei-Qiang Huang
  • Full Research Paper
  • Published 08 Nov 2007

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2007, 3, No. 41, doi:10.1186/1860-5397-3-41

Synthesis of the Benzo- fused Indolizidine Alkaloid Mimics

  1. Daniel L. Comins and
  2. Kazuhiro Higuchi
  • Full Research Paper
  • Published 30 Nov 2007

Beilstein J. Org. Chem. 2007, 3, No. 42, doi:10.1186/1860-5397-3-42

  • Full Research Paper
  • Published 12 Dec 2007

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2007, 3, No. 44, doi:10.1186/1860-5397-3-44

  • Full Research Paper
  • Published 18 Dec 2007

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2007, 3, No. 48, doi:10.1186/1860-5397-3-48

Synthesis of crispine A analogues via an intramolecular Schmidt reaction

  1. Ajoy Kapat,
  2. Ponminor Senthil Kumar and
  3. Sundarababu Baskaran
  • Full Research Paper
  • Published 19 Dec 2007

Beilstein J. Org. Chem. 2007, 3, No. 49, doi:10.1186/1860-5397-3-49

Synthesis of (–)-Indolizidine 167B based on domino hydroformylation/cyclization reactions

  1. Giuditta Guazzelli,
  2. Raffaello Lazzaroni and
  3. Roberta Settambolo
  • Full Research Paper
  • Published 15 Jan 2008

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2008, 4, No. 2, doi:10.1186/1860-5397-4-2

  • Full Research Paper
  • Published 15 Jan 2008

Beilstein J. Org. Chem. 2008, 4, No. 3, doi:10.1186/1860-5397-4-3

  • Full Research Paper
  • Published 17 Jan 2008

Beilstein J. Org. Chem. 2008, 4, No. 4, doi:10.1186/1860-5397-4-4

  • Full Research Paper
  • Published 18 Jan 2008

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2008, 4, No. 5, doi:10.1186/1860-5397-4-5

  • Full Research Paper
  • Published 21 Jan 2008

  • PDF

  • Supp. Info

Beilstein J. Org. Chem. 2008, 4, No. 6, doi:10.1186/1860-5397-4-6

Total synthesis of the indolizidine alkaloid tashiromine

  1. Stephen P. Marsden and
  2. Alison D. McElhinney
  • Full Research Paper
  • Published 26 Jan 2008

Beilstein J. Org. Chem. 2008, 4, No. 8, doi:10.1186/1860-5397-4-8

Keep Informed

RSS Feed

Subscribe to our Latest Articles RSS Feed.

Subscribe

Follow the Beilstein-Institut

LinkedIn

Twitter: @BeilsteinInst