Synthesis and Antiproliferative Activities of Quebecol and Its Analogs

Authors

Kasiviswanadharaju Pericherla, Birla Institute of Technology and Science
Amir Nasrolahi Shirazi, Chapman UniversityFollow
V. Kameshwara Rao, Birla Institute of Technology and ScienceFollow
Rakesh Tiwari, Chapman UniversityFollow
Nicholas DaSilva, University of Rhode Island
Kellen McCaffrey, University of Rhode Island
Yousef A. Beni, University of Rhode IslandFollow
Antonio González- Sarrías, University of Rhode Island
Navindra P. Seeram, University of Rhode Island
Keykavous Parang, Chapman UniversityFollow
Anil Kumar, Birla Institute of Technology and ScienceFollow

Document Type

Article

Publication Date

10-1-2013

Abstract

Simple and efficient synthesis of quebecol and a number of its analogs was accomplished in five steps. The synthesized compounds were evaluated for antiproliferative activities against human cervix adenocarcinoma (HeLa), human ovarian carcinoma (SK-OV-3), human colon carcinoma (HT-29), and human breast adenocarcinoma (MCF-7) cancer cell lines. Among all the compounds, 7c, 7d, 7f, and 8f exhibited antiproliferative activities against four tested cell lines with inhibition over 80% at 75 mu M after 72 h, whereas, compound 7b and 7g were more selective towards MCF-7 cell line. The IC50 values for compounds 7c, 7d, and 7f were 85.1 mu M, 78.7 mu M, and 80.6 mu M against MCF-7 cell line, respectively, showing slightly higher antiproliferative activtiy than the synthesized and isolated quebecol with an IC50 value of 104.2 mu M against MCF-7.

Comments

NOTICE: this is the author’s version of a work that was accepted for publication in Bioorganic & Medicinal Chemistry Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Bioorganic & Medicinal Chemistry Letters, volume 23, issue 19, 2013. DOI: 10.1016/j.bmcl.2013.07.058

The Creative Commons license below applies only to this version of the article.

Recommended Citation

Pericherla, Kasiviswanadharaju, Amir Nasrolahi Shirazi, V. Kameshwara Rao, Rakesh K. Tiwari, Nicholas DaSilva, Kellen T. McCaffrey, Yousef A. Beni et al. "Synthesis and antiproliferative activities of quebecol and its analogs." Bioorganic & medicinal chemistry letters 23, no. 19 (2013): 5329-5331.
DOI: 10.1016/j.bmcl.2013.07.058

Copyright

Elsevier

Creative Commons License

This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.