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Annonaceous Acetogenins: The Hydroxyl Groups and THF Rings Are Crucial Structural Elements for Targeting the Mitochondria, Demonstration with the Synthesis of Fluorescent Squamocin Analogues
Author(s) -
Derbré Séverine,
Roué Gaël,
Poupon Erwan,
Susin Santos A.,
Hocquemiller Reynald
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400396
Subject(s) - acetogenin , decarboxylation , stereochemistry , chemistry , fluorescence , mitochondrion , computational biology , combinatorial chemistry , biochemistry , biology , catalysis , annonaceae , botany , physics , quantum mechanics
Track of acetogenins in living cells . Two fluorescent acetogenin probes have been prepared from natural squamocin to clearly demonstrate the crucial role of the polyoxygenated central part as a locus for mitochondria targeting. Reliable synthetic tools, such as radical decarboxylation and catalytic triazole formation, were exploited for the design of the molecules.