Ethylenediamine diacetate (EDDA) mediated synthesis of aurones under ultrasound: their evaluation as inhibitors of SIRT1.
Bioorg Med Chem Lett
; 22(19): 6160-5, 2012 Oct 01.
Article
en En
| MEDLINE
| ID: mdl-22929231
An improved synthesis of functionalized aurones has been accomplished via the reaction of benzofuran-3(2H)-one with a range of benzaldehydes in the presence of a mild base EDDA under ultrasound. A number of aurones were synthesized (within 5-30min) and the molecular structure of a representative compound determined by single crystal X-ray diffraction study confirmed Z-geometry of the C-C double bond present within the molecule. Some of the compounds synthesized have shown SIRT1 inhibiting as well as anti proliferative properties against two cancer cell lines in vitro. Compound 3a [(Z)-2-(5-bromo-2-hydroxybenzylidene) benzofuran-3(2H)-one] was identified as a potent inhibitor of SIRT1 (IC(50)=1µM) which showed a dose dependent increase in the acetylation of p53 resulting in induction of apoptosis.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Benzofuranos
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Acústica
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Etilenodiaminas
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Sirtuina 1
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Acetatos
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Antineoplásicos
Límite:
Humans
Idioma:
En
Año:
2012
Tipo del documento:
Article