Please use this identifier to cite or link to this item:
Title: Synthesis and cytotoxicity of novel 2,2'-Bis- and 2,2',2''-Tris-indolyl- methanes-based bengacarboline analogs
Authors: Pingaew R.
Prachayasittikul S.
Ruchirawat S.
Prachayasittikul V.
Keywords: antineoplastic agent
bis indolylmethane
carboline derivative
silicic acid
tris indolylmethane
tungstosilicic acid hydrate
unclassified drug
addition reaction
cell strain HepG2
cell survival
controlled study
drug structure
drug synthesis
elimination reaction
Friedel Crafts reaction
human cell
IC 50
Antineoplastic Agents
Cell Survival
Dose-Response Relationship, Drug
Hep G2 Cells
Inhibitory Concentration 50
Molecular Structure
Issue Date: 2012
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 IC50 value of 1.62 μg/mL.
ISSN: 2536269
Appears in Collections:SCOPUS 1983-2021

Files in This Item:
There are no files associated with this item.

Items in SWU repository are protected by copyright, with all rights reserved, unless otherwise indicated.