Literature DB >> 9014346

Alkaloid 223A: the first trisubstituted indolizidine from dendrobatid frogs.

H M Garraffo1, P Jain, T F Spande, J W Daly.   

Abstract

The structure of alkaloid 223A (1), the first member of a new class of amphibian alkaloids, purified by HPLC from a skin extract of a Panamanian population of the frog Dendrobates pumilio Schmidt (Dendrobatidae) has been established as (5R,6S,8R,9S)- or (5S,6R,8S,9R)-6,8-diethyl-5-propylindolizidine, based on GC-MS, GC-FTIR, and 1H-NMR spectral studies. Three higher homologs of 223A, namely alkaloids 237L (2), 251M (3), and 267J (4), have been detected in other extracts, and tentative structures are proposed.

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Year:  1997        PMID: 9014346     DOI: 10.1021/np960522l

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


  3 in total

1.  Application of the aza-Achmatowicz oxidative rearrangement for the stereoselective synthesis of the Cassia and Prosopis alkaloid family.

Authors:  Carolyn A Leverett; Michael P Cassidy; Albert Padwa
Journal:  J Org Chem       Date:  2006-10-27       Impact factor: 4.354

2.  Scheloribatid mites as the source of pumiliotoxins in dendrobatid frogs.

Authors:  Wataru Takada; Tomoyo Sakata; Satoshi Shimano; Yoshinari Enami; Naoki Mori; Ritsuo Nishida; Yasumasa Kuwahara
Journal:  J Chem Ecol       Date:  2005-09-28       Impact factor: 2.626

3.  Asymmetric total synthesis of alkaloids 223A and 6-epi-223A.

Authors:  Partha Ghosh; Weston R Judd; Timothy Ribelin; Jeffrey Aubé
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

  3 in total

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