In:
European Journal of Organic Chemistry, Wiley, Vol. 2018, No. 39 ( 2018-10-24), p. 5460-5463
Abstract:
As part of a program focused on the development of new antineoplastic agents based on scaffolds found in natural products, we explored the isoflavone family as potential enzyme inhibitors. We required biotin‐modified isoflavones to identify potential biological targets, and we selected the C‐2 position in isoflavones as an attachment site for an alkyl group bearing a terminal carboxylic acid to which we could attach a biotin derivative. The base‐catalyzed condensation of 2,4‐dihydroxy‐substituted deoxybenzoins with cyclic anhydrides mediated by a combination of triethylamine and 1,8‐diazabicyclo[5.4.0]undec‐7‐ene led to an efficient synthesis of the desired 2‐(ω‐carboxyalkyl)isoflavones with functional groups at C‐5, 6 and 7 and with various substituents in the C‐3 phenyl group.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2018.39
DOI:
10.1002/ejoc.201801171
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
1475010-7
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