Literature DB >> 12141861

New alkaloids of the sarpagine group from Rauvolfia serpentina hairy root culture.

Yuri Sheludko1, Irina Gerasimenko, Heinz Kolshorn, Joachim Stöckigt.   

Abstract

Three new monoterpenoid indole alkaloids, 19(S),20(R)-dihydroperaksine (1), 19(S),20(R)-dihydroperaksine-17-al (2), and 10-hydroxy-19(S),20(R)-dihydroperaksine (3), along with 16 known alkaloids 4-19 were isolated from hairy root culture of Rauvolfia serpentina, and their structures were elucidated by 1D and 2D NMR analyses. Taking into account the stereochemistry of the new alkaloids and results of preliminary enzymatical studies, the putative biosynthetical relationships between the novel alkaloids are discussed.

Entities:  

Mesh:

Substances:

Year:  2002        PMID: 12141861     DOI: 10.1021/np0200919

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


  16 in total

1.  Tabercorymines A and B, Two Vobasinyl-Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa.

Authors:  Yu-Xi Yuan; Yu Zhang; Ling-Li Guo; Yue-Hu Wang; Masuo Goto; Susan L Morris-Natschke; Kuo-Hsiung Lee; Xiao-Jiang Hao
Journal:  Org Lett       Date:  2017-09-06       Impact factor: 6.005

2.  Regiospecific, enantiospecific total synthesis of C-19 methyl substituted sarpagine alkaloids dihydroperaksine-17-al and dihydroperaksine.

Authors:  Rahul V Edwankar; Chitra R Edwankar; Jeffrey Deschamps; James M Cook
Journal:  Org Lett       Date:  2011-08-30       Impact factor: 6.005

3.  Purification, cloning, functional expression and characterization of perakine reductase: the first example from the AKR enzyme family, extending the alkaloidal network of the plant Rauvolfia.

Authors:  Lianli Sun; Martin Ruppert; Yuri Sheludko; Heribert Warzecha; Yu Zhao; Joachim Stöckigt
Journal:  Plant Mol Biol       Date:  2008-04-13       Impact factor: 4.076

Review 4.  Sarpagine and Related Alkaloids.

Authors:  Ojas A Namjoshi; James M Cook
Journal:  Alkaloids Chem Biol       Date:  2015-10-09

5.  Identification of novel human dipeptidyl peptidase-IV inhibitors of natural origin (Part II): in silico prediction in antidiabetic extracts.

Authors:  Laura Guasch; Esther Sala; María José Ojeda; Cristina Valls; Cinta Bladé; Miquel Mulero; Mayte Blay; Anna Ardévol; Santiago Garcia-Vallvé; Gerard Pujadas
Journal:  PLoS One       Date:  2012-09-21       Impact factor: 3.240

Review 6.  Bisindole Alkaloids from the Alstonia Species: Recent Isolation, Bioactivity, Biosynthesis, and Synthesis.

Authors:  Kamal P Pandey; Md Toufiqur Rahman; James M Cook
Journal:  Molecules       Date:  2021-06-07       Impact factor: 4.411

7.  Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles.

Authors:  Pavol Jakubec; Dane M Cockfield; Madeleine Helliwell; James Raftery; Darren J Dixon
Journal:  Beilstein J Org Chem       Date:  2012-04-16       Impact factor: 2.883

8.  General strategy for synthesis of C-19 methyl-substituted sarpagine/macroline/ajmaline indole alkaloids including total synthesis of 19(S),20(R)-dihydroperaksine, 19(S),20(R)-dihydroperaksine-17-al, and peraksine.

Authors:  Rahul V Edwankar; Chitra R Edwankar; Jeffrey R Deschamps; James M Cook
Journal:  J Org Chem       Date:  2014-10-15       Impact factor: 4.354

9.  Hybrid Monoterpenoid Indole Alkaloids Obtained as Artifacts from Rauvolfia tetraphylla.

Authors:  Yuan Gao; Dong-Sheng Zhou; Ping Hai; Yan Li; Fei Wang
Journal:  Nat Prod Bioprospect       Date:  2015-09-29

10.  Elicitation Based Enhancement of Secondary Metabolites in Rauwolfia serpentina and Solanum khasianum Hairy Root Cultures.

Authors:  Mrinalini Srivastava; Swati Sharma; Pratibha Misra
Journal:  Pharmacogn Mag       Date:  2016-05       Impact factor: 1.085

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.