Literature DB >> 12790532

Structure reinvestigation of gelsemoxonine, a constituent of Gelsemium elegans, reveals a novel, azetidine-containing indole alkaloid.

Mariko Kitajima1, Noriyuki Kogure, Kentaro Yamaguchi, Hiromitsu Takayama, Norio Aimi.   

Abstract

[structure: see text] The structure of gelsemoxonine, isolated from Gelsemium elegans Benth., was revised to be a novel oxindole alkaloid having an azetidine unit. A new alkaloid, 14,15-dihydroxygelsenicine, which was presumed to be a biosynthetic precursor of gelsemoxonine, was also isolated.

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Year:  2003        PMID: 12790532     DOI: 10.1021/ol0344725

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Synthesis of azetidines by aza Paternò-Büchi reactions.

Authors:  Alistair D Richardson; Marc R Becker; Corinna S Schindler
Journal:  Chem Sci       Date:  2020-06-12       Impact factor: 9.825

2.  Azetidine synthesis enabled by photo-induced copper catalysis via [3+1] radical cascade cyclization.

Authors:  Jianye Li; Lu Yu; Yun Peng; Bin Chen; Rui Guo; Xiaodong Ma; Xiao-Song Xue; Yunkui Liu; Guozhu Zhang
Journal:  Innovation (Camb)       Date:  2022-04-18

3.  Taichunamides: Prenylated Indole Alkaloids from Aspergillus taichungensis (IBT 19404).

Authors:  Ippei Kagiyama; Hikaru Kato; Tatsuo Nehira; Jens C Frisvad; David H Sherman; Robert M Williams; Sachiko Tsukamoto
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-08       Impact factor: 15.336

4.  The genus Gelsemium: An update.

Authors:  V Dutt; S Thakur; V J Dhar; A Sharma
Journal:  Pharmacogn Rev       Date:  2010-07

5.  Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives.

Authors:  Murugesan Thangamani; Subaramaniam Thangamalar; Kannupal Srinivasan
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

6.  Enantioselective synthesis of α-amino ketones through palladium-catalyzed asymmetric arylation of α-keto imines.

Authors:  Wei Wen; Zhao-Pin Ai; Chang-Lin Yang; Chao-Xing Li; Zhu-Lian Wu; Tian Cai; Qi-Xiang Guo
Journal:  Chem Sci       Date:  2022-03-07       Impact factor: 9.825

7.  The metabolism of gelsevirine in human, pig, goat and rat liver microsomes.

Authors:  Hua-Hai Zhang; Wen-Jia Yang; Ya-Jun Huang; Wen-Jing Li; Shuo-Xin Zhang; Zhao-Ying Liu
Journal:  Vet Med Sci       Date:  2021-05-06
  7 in total

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