Literature DB >> 12542356

Cationic reduction of bastadin-4 to bastadin-5. Preparation of 5-[2h]-bastadin-5 by site-specific isotopic labeling.

Makoto N Masuno1, Tadeusz F Molinski.   

Abstract

A chemoselective conversion of bastadin-4 to the important Ca2+ channel modulator bastadin-5 (1a) has been achieved using cationic hydrogenation (Et3SiH, TFA, 60%). Specifically deuterated bastadin-5 (1b, >95 at. %) was prepared following this method and the simplified 1H NMR H-5/H2-6 spin system of 1b exploited to study temperature-dependent macrocyclic ring dynamics.

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Year:  2003        PMID： 12542356     DOI： 10.1021/np020382h

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


  4 in total

Review 1.  The marine bromotyrosine derivatives.

Authors:  Jiangnan Peng; Jing Li; Mark T Hamann
Journal:  Alkaloids Chem Biol       Date:  2005

2.  Isolation of bastadin-6-O-sulfate and expedient purifications of bastadins-4, -5 and -6 from extracts of Ianthella basta.

Authors:  Christopher J Gartshore; Mariam N Salib; August A Renshaw; Tadeusz F Molinski
Journal:  Fitoterapia       Date:  2017-12-05       Impact factor: 2.882

3.  Simplified cyclic analogues of bastadin-5. Structure-activity relationships for modulation of the RyR1/FKBP12 Ca2+ channel complex.

Authors:  Makoto N Masuno; Isaac N Pessah; Marilyn M Olmstead; Tadeusz F Molinski
Journal:  J Med Chem       Date:  2006-07-27       Impact factor: 7.446

4.  Unraveling the bastarane and isobastarane oximo amide configurations and associated macrocycle conformations: implications of their influence on bioactivities.

Authors:  Wayne D Inman; Phillip Crews
Journal:  J Nat Prod       Date:  2011-01-07       Impact factor: 4.050
  4 in total

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