Next Article in Journal
Previous Article in Journal
Molecules 2013, 18(8), 9818-9832; doi:10.3390/molecules18089818
Article

Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones

1, 1, 1,2, 1,2,* , 3, 1,2,4 and 1,2,5,*
Received: 26 June 2013; in revised form: 5 August 2013 / Accepted: 12 August 2013 / Published: 16 August 2013
(This article belongs to the Section Organic Synthesis)
Download PDF [320 KB, uploaded 18 June 2014]
Abstract: A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC50 values of 1.2 and 5.9 μM, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).
Keywords: photo-Friedel Crafts acylation; diaryl ketones; green chemistry; antiproliferative activity photo-Friedel Crafts acylation; diaryl ketones; green chemistry; antiproliferative activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Export to BibTeX |
EndNote


MDPI and ACS Style

Arenas, P.; Peña, A.; Ríos, D.; Benites, J.; Muccioli, G.G.; Calderon, P.B.; Valderrama, J.A. Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones. Molecules 2013, 18, 9818-9832.

AMA Style

Arenas P, Peña A, Ríos D, Benites J, Muccioli GG, Calderon PB, Valderrama JA. Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones. Molecules. 2013; 18(8):9818-9832.

Chicago/Turabian Style

Arenas, Paola; Peña, Andrés; Ríos, David; Benites, Julio; Muccioli, Giulio G.; Calderon, Pedro B.; Valderrama, Jaime A. 2013. "Eco-Friendly Synthesis and Antiproliferative Evaluation of Some Oxygen Substituted Diaryl Ketones." Molecules 18, no. 8: 9818-9832.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert