2. Academic Validation
  3. Structure-activity relationship studies of thalidomide analogs with a taxol-like mode of action

Structure-activity relationship studies of thalidomide analogs with a taxol-like mode of action

  • Bioorg Med Chem Lett. 2013 Dec 15;23(24):6902-4. doi: 10.1016/j.bmcl.2013.09.084.
Bulbul Pandit 1,  Zhigen Hu,  Somsundaram N Chettiar,  Jennifer Zink,  Zili Xiao,  Jonathan P Etter,  Deepak Bhasin,  Pui-Kai Li
Affiliations

Affiliation

  • 1 Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, 338 Parks Hall, 500 West 12th Avenue, Columbus, OH 43210-1291, United States.
PMID: 24169233 DOI: 10.1016/j.bmcl.2013.09.084
Abstract

Anti-microtubule agents such as paclitaxel and docetaxel have played an important role in the treatment of Cancer for many years. Recently, a small molecule that has a taxol-like mode of action (5HPP-33) was reported. Herein, the detailed structure-activity relationship (SAR) studies of 5HPP-33 analogs that are substituted at the isoindole and phenyl rings are described. Bulky substitutions (such as di-isopropyl groups) on the phenyl ring result in the isoindole and phenyl rings being perpendicular to each Other. It was found that this conformation is critical for anti-microtubule activity. These studies have provided valuable information, which will be helpful in the design of more potent analogs.

Keywords

Anti-microtubule agents; Thalidomide analogs.

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