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Synthesis and Biological Evaluation of Bromo‐ and Fluorodanicalipin A
Author(s) -
Fischer Stefan,
Huwyler Nikolas,
Wolfrum Susanne,
Carreira Erick M.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201510608
Subject(s) - lipophilicity , halogen , chemistry , molecule , stereochemistry , combinatorial chemistry , computational chemistry , organic chemistry , alkyl
We disclose the syntheses of (+)‐bromodanicalipin A as well as (±)‐fluorodanicalipin A. The relative configuration and ground‐state conformation in solution of both molecules was secured by J‐based configuration analysis which revealed that these are identical to natural danicalipin A. Furthermore, preliminary toxicological investigations suggest that the adverse effect of danicalipin A may be due to the lipophilicity of the halogens.