Synthesis and Evaluation of Antiproliferative Activity of Substituted N-(9-oxo-9H-xanthen-4-yl)benzenesulfonamides

Authors

Somayeh Motavallizadeh, University of Tehran
Asal Fallah-Tafti, Univeristy of TehranFollow
Saeedeh Maleki, University of Tehran
Amir Nasrolahi Shirazi, Chapman UniversityFollow
Mahboobeh Pordeli, Tehran University of Medical SciencesFollow
Maliheh Safavi, University of Tehran Medical SciencesFollow
Sussan Kabudanian Ardestani, University of Tehran Medical SciencesFollow
Shaaban Asd, University of Rhode Island
Rakesh Tiwari, Chapman UniversityFollow
Donghoon Oh, University of Rhode IslandFollow
Abbas Shafiee, University of Tehran Medical SciencesFollow
Alireza Foroumadi, University of Tehran Med SciFollow
Keykavous Parang, Chapman UniversityFollow
Tahmineh Akbarzadeh, University of Tehran Medical SciencesFollow

Document Type

Article

Publication Date

2014

Abstract

Several novel N-(9-oxo-9H-xanthen-4-yl)benzenesulfonamides derivatives were prepared as potential antiproliferative agents. The in vitro antiproliferative activity of the synthesized compounds was investigated against a panel of tumor cell lines including breast cancer cell lines (MDA-MB-231, T-47D) and neuroblastoma cell line (SK-N-MC) using MTT colorimetric assay. Etoposide, a well-known anticancer drug, was used as a positive standard drug. Among synthesized compounds, 4-methoxy-N-(9-oxo-9H-xanthen-4-yl)benzenesulfonamide (5i) showed the highest antiproliferative activity against MDA-MB-231, T-47D, and SK-N-MC cells. Furthermore, pentafluoro derivatives 5a and 6a exhibited higher antiproliferative activity than doxorubicin against human leukemia cell line (CCRF-CEM) and breast adenocarcinoma (MDAMB- 468) cells. Structure-activity relationship studies revealed that xanthone benzenesulfonamide hybrid compounds can be used for development of new lead anticancer agents.

Comments

NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron 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 Tetrahedron Letters, volume 55, issue 2, in 2008. DOI: 10.1016/j.tetlet.2013.11.033

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Recommended Citation

Somayeh Motavallizadeh, Asal Fallah-Tafti, Saeedeh Maleki, Amir Nasrolahi Shirazi, Mahboobeh Pordeli, Maliheh Safavi, Sussan Kabudanian Ardestani, Shaaban Asd, Rakesh Tiwari, Donghoon Oh, Abbas Shafiee, Alireza Foroumadi, Keykavous Parang, Tahmineh Akbarzadeh. Synthesis and evaluation of antiproliferative activity of substituted N-(9-oxo-9H-xanthen-4-yl)benzenesulfonamides. Tetrahedron Letters, 55.2 (2008): 373-375.
DOI: 10.1016/j.tetlet.2013.11.033

Copyright

Elsevier

Creative Commons License

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