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

Authors

Somayeh Motavallizadeh
Asal Asal Fallah-Taftia
Saeedeh Maleki
Amir Nasrolahi Shirazi, University of Rhode Island
Mahboobeh Pordeli
Maliheh Safavi
Sussan Kabudanian Ardestani
Shaaban Asd, University of Rhode Island
Rakesh Tiwari, University of Rhode Island
Donghoon Oh, University of Rhode Island
Abbas Shafiee
Alireza Foroumadi
Keykavous Parang, University of Rhode IslandFollow
Tahmineh Akbarzadeh

Document Type

Article

Date of Original Version

2013

Department

Biomedical and Pharmaceutical Sciences

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 (MDA-MB-468) cells. Structure-activity relationship studies revealed that xanthone benzenesulfonamide hybrid compounds can be used for development of new lead anticancer agents.

Citation/Publisher Attribution

Motavallizadeh, S., Fallah-Tafti, A., Maleki, S., Shirazi, A. N., Pordeli, M., Safavi, M.,...Akbarzadeh, T. (2014). Synthesis and evaluation of cytotoxic activity of substituted N-(9-oxo-9H-xanthen-4-yl)benzenesulfonamides. Tetrahedron Letters, 55(2), 373-375. doi: 10.1016/j.tetlet.2013.11.033

Available at: http://dx.doi.org/10.1016/j.tetlet.2013.11.033