Literature DB >> 1402957

Alkaloids from Psychotria oleoides with activity on growth hormone release.

F Guéritte-Voegelein1, T Sévenet, J Pusset, M T Adeline, B Gillet, J C Beloeil, D Guénard, P Potier, R Rasolonjanahary, C Kordon.   

Abstract

Bioactivity-guided purification of a crude alkaloid extract of Psychotria oleoides has afforded a new alkaloid, psycholeine [1], together with quadrigemine C [2], a tetrameric pyrrolidinoindoline compound of unknown stereochemistry. A comparison study of nmr and cd spectra of quadrigemine C and hodgkinsine [3], a trimeric pyrrolidinoindoline substance, led us to suggest the stereochemistry of quadrigemine C. The structure and configuration of psycholeine was determined by spectroscopic means and chemical correlation with quadrigemine C. Psycholeine interacts with somatostatin receptors and exhibits a somatostatin antagonistic activity on GH secretion by pituitary cells in primary culture.

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Year:  1992        PMID： 1402957     DOI： 10.1021/np50085a012

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  8 in total

1.  Application of diazene-directed fragment assembly to the total synthesis and stereochemical assignment of (+)-desmethyl-meso-chimonanthine and related heterodimeric alkaloids.

Authors:  Stephen P Lathrop; Mohammad Movassaghi
Journal:  Chem Sci       Date:  2014-01-01       Impact factor: 9.825

2.  Convergent and Biomimetic Enantioselective Total Synthesis of (-)-Communesin F.

Authors:  Stephen P Lathrop; Matthew Pompeo; Wen-Tau T Chang; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2016-06-14       Impact factor: 15.419

3.  Catalyst-controlled oligomerization for the collective synthesis of polypyrroloindoline natural products.

Authors:  Christopher R Jamison; Joseph J Badillo; Jeffrey M Lipshultz; Robert J Comito; David W C MacMillan
Journal:  Nat Chem       Date:  2017-07-24       Impact factor: 24.427

4.  Concise Synthesis of (-)-Hodgkinsine, (-)-Calycosidine, (-)-Hodgkinsine B, (-)-Quadrigemine C, and (-)-Psycholeine via Convergent and Directed Modular Assembly of Cyclotryptamines.

Authors:  Petra Lindovska; Mohammad Movassaghi
Journal:  J Am Chem Soc       Date:  2017-11-20       Impact factor: 15.419

5.  Exploration of the interrupted Fischer indolization reaction.

Authors:  Alex W Schammel; Ben W Boal; Liansuo Zu; Tehetena Mesganaw; Neil K Garg
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

6.  Stereocontrolled enantioselective total synthesis of the [2+2] quadrigemine alkaloids.

Authors:  Stephen M Canham; Benjamin D Hafensteiner; Alec D Lebsack; Tricia L May-Dracka; Sangkil Nam; Brian A Stearns; Larry E Overman
Journal:  Tetrahedron       Date:  2015-09-16       Impact factor: 2.457

7.  Enantioselective organocatalytic construction of pyrroloindolines by a cascade addition-cyclization strategy: synthesis of (-)-flustramine B.

Authors:  Joel F Austin; Sung-Gon Kim; Christopher J Sinz; Wen-Jing Xiao; David W C MacMillan
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-05       Impact factor: 11.205

Review 8.  13C-NMR Spectral Data of Alkaloids Isolated from Psychotria Species (Rubiaceae).

Authors:  Almir Ribeiro de Carvalho Junior; Ivo Jose Curcino Vieira; Mario Geraldo de Carvalho; Raimundo Braz-Filho; Mary Anne S Lima; Rafaela Oliveira Ferreira; Edmilson José Maria; Daniela Barros de Oliveira
Journal:  Molecules       Date:  2017-01-11       Impact factor: 4.411
  8 in total

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