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Please use this identifier to cite or link to this item: http://repository.li.mahidol.ac.th/dspace/handle/123456789/13722
Title: Synthesis and cytotoxicity of novel 2,2'-Bis- and 2,2',2''-Tris-indolyl- methanes-based bengacarboline analogs
Authors: Ratchanok Pingaew
Supaluk Prachayasittikul
Somsak Ruchirawat
Virapong Prachayasittikul
Srinakharinwirot University
Mahidol University
Chulabhorn Research Institute
Keywords: Biochemistry, Genetics and Molecular Biology;Chemistry;Pharmacology, Toxicology and Pharmaceutics
Issue Date: 1-Jun-2012
Citation: Archives of Pharmacal Research. Vol.35, No.6 (2012), 949-954
Abstract: Tungstosilicic acid hydrate was employed as an efficient catalyst for the synthesis of bisindolylmethanes 4 using the Friedel-Crafts reaction of N-sulfonyl tryptamine 5 with various aromatic aldehydes, except 3-formylindole. In the excluding case, tris-indolylmethane 7 was formed via a sequential addition-elimination-addition process. The bioactivity test revealed that the phenolic hydroxyl group plays an important role in cytotoxicity; it demonstrated that ortho- and para-hydroxy bis-indolylmethane (BIM) analogs (4b and 4d) displayed cytotoxic potency toward HepG2 (human hepatocellular liver carcinoma cell line) and MOLT-3 (human lymphoblastic leukemia cell line) cancer cell lines. Significantly, both analogs showed slightly higher inhibitory efficacy than the control drug, etoposide, in HepG2 cells, and the analog 4d exhibited the most potent activity against MOLT-3 cell lines, with an IC 50 value of 1.62 μg/mL.
URI: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84864915962&origin=inward
http://repository.li.mahidol.ac.th/dspace/handle/123456789/13722
ISSN: 19763786
02536269
Appears in Collections:Scopus 2011-2015

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