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Synthesis of Novel C-2- or C-15-Labeled BODIPY-Estrone Conjugates.


ABSTRACT: Novel BODIPY-estrone conjugates were synthesized via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Estrone-alkynes or an estrone-azide as starting compounds were synthesized via Michael addition or Sonogashira reaction as key steps. Fluorescent dyes based on BODIPY-core were provided by azide or alkyne functional groups. Fluorescent labeling of estrone was efficiently achieved at the C-2 or C-15 position. The newly-elaborated coupling procedures might have a broad applicability in the synthesis of fluorescent-labeled estrone conjugates suitable for biological assays.

SUBMITTER: Bacsa I 

PROVIDER: S-EPMC6017578 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Synthesis of Novel C-2- or C-15-Labeled BODIPY-Estrone Conjugates.

Bacsa Ildikó I   Konc Csilla C   Orosz Anna Boglárka AB   Kecskeméti Gábor G   Rigó Réka R   Özvegy-Laczka Csilla C   Mernyák Erzsébet E  

Molecules (Basel, Switzerland) 20180403 4


Novel BODIPY-estrone conjugates were synthesized via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Estrone-alkynes or an estrone-azide as starting compounds were synthesized <i>via</i> Michael addition or Sonogashira reaction as key steps. Fluorescent dyes based on BODIPY-core were provided by azide or alkyne functional groups. Fluorescent labeling of estrone was efficiently achieved at the C-2 or C-15 position. The newly-elaborated coupling procedures might have a broad applicability in t  ...[more]

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