Structural antitumoral activity relationships of synthetic chalcones

Cesar Echeverria; Juan Francisco Santibañez; Oscar Donoso-Tauda; Carlos A. Escobar; Rodrigo Ramirez-Tagle

doi:10.3390/ijms10010221

Structural antitumoral activity relationships of synthetic chalcones

Cesar Echeverria, Juan Francisco Santibañez, Oscar Donoso-Tauda, Carlos A. Escobar, Rodrigo Ramirez-Tagle

Exact Sciences School

Research output: Contribution to journal › Article › peer-review

124 Citations (Scopus)

Abstract

Relationships between the structural characteristic of synthetic chalcones and their antitumoral activity were studied. Treatment of HepG2 cells for 24 h with synthetic 2'-hydroxychalcones resulted in apoptosis induction and dose-dependent inhibition of cell proliferation. The calculated reactivity indexes and the adiabatic electron affinities using the DFT method including solvent effects, suggest a structure-activity relationship between the Chalcones structure and the apoptosis in HepG2 cells. The absence of methoxy substituents in the B ring of synthetic 2'-hydroxychalcones, showed the mayor structure-activity pattern along the series.

Original language	English
Pages (from-to)	221-231
Number of pages	11
Journal	International Journal of Molecular Sciences
Volume	10
Issue number	1
DOIs	https://doi.org/10.3390/ijms10010221
Publication status	Published - Jan 2009

Keywords

Antitumoral activity
DFT
Structure-activity relationships

ASJC Scopus subject areas

Catalysis
Molecular Biology
Spectroscopy
Computer Science Applications
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.3390/ijms10010221

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abstract = "Relationships between the structural characteristic of synthetic chalcones and their antitumoral activity were studied. Treatment of HepG2 cells for 24 h with synthetic 2'-hydroxychalcones resulted in apoptosis induction and dose-dependent inhibition of cell proliferation. The calculated reactivity indexes and the adiabatic electron affinities using the DFT method including solvent effects, suggest a structure-activity relationship between the Chalcones structure and the apoptosis in HepG2 cells. The absence of methoxy substituents in the B ring of synthetic 2'-hydroxychalcones, showed the mayor structure-activity pattern along the series.",

keywords = "Antitumoral activity, DFT, Structure-activity relationships",

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AU - Echeverria, Cesar

AU - Santibañez, Juan Francisco

AU - Donoso-Tauda, Oscar

AU - Escobar, Carlos A.

AU - Ramirez-Tagle, Rodrigo

PY - 2009/1

Y1 - 2009/1

N2 - Relationships between the structural characteristic of synthetic chalcones and their antitumoral activity were studied. Treatment of HepG2 cells for 24 h with synthetic 2'-hydroxychalcones resulted in apoptosis induction and dose-dependent inhibition of cell proliferation. The calculated reactivity indexes and the adiabatic electron affinities using the DFT method including solvent effects, suggest a structure-activity relationship between the Chalcones structure and the apoptosis in HepG2 cells. The absence of methoxy substituents in the B ring of synthetic 2'-hydroxychalcones, showed the mayor structure-activity pattern along the series.

AB - Relationships between the structural characteristic of synthetic chalcones and their antitumoral activity were studied. Treatment of HepG2 cells for 24 h with synthetic 2'-hydroxychalcones resulted in apoptosis induction and dose-dependent inhibition of cell proliferation. The calculated reactivity indexes and the adiabatic electron affinities using the DFT method including solvent effects, suggest a structure-activity relationship between the Chalcones structure and the apoptosis in HepG2 cells. The absence of methoxy substituents in the B ring of synthetic 2'-hydroxychalcones, showed the mayor structure-activity pattern along the series.

KW - Antitumoral activity

KW - DFT

KW - Structure-activity relationships

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EP - 231

JO - International Journal of Molecular Sciences

JF - International Journal of Molecular Sciences

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ER -

Structural antitumoral activity relationships of synthetic chalcones

Abstract

Keywords

ASJC Scopus subject areas

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