28467-11-0Relevant academic research and scientific papers
Synthesis, evaluation for cytotoxicity and molecular docking studies of Benzo[c]furan-chalcones for potential to inhibit Tubulin polymerization and/or EGFR-tyrosine kinase phosphorylation
Mphahlele, Malose J.,Maluleka, Marole M.,Parbhoo, Nishal,Malindisa, Sibusiso T.
, (2018)
A series of 2-arylbenzo[c]furan-chalcone hybrids 3a–y have been synthesized and evaluated for antiproliferative effects against the human breast cancer (MCF-7) cell line and for its potential to induce apoptosis and also to inhibit tubulin polymerization and/or epidermal growth factor receptor-tyrosine kinase (EGFR-TK) phosphorylation. Most of these compounds exhibited moderate to significant antigrowth effects in vitro against the MCF-7 cell line when compared to the reference standard actinomycin D. The capabilities of the most cytotoxic benzofuran-chalcone hybrids 3b and 3i, to induce apoptosis, have been evaluated by Annexin V-Cy3 SYTOX staining and caspase-3 activation. The experimental and molecular docking results suggest that the title compounds have the potential to exhibit inhibitory effects against tubulin polymerization and epidermal growth factor receptor tyrosine kinase (EGFR-TK) phosphorylation. The modeled structures of representative compounds displayed hydrophobic interactions as well as hydrogen and/or halogen bonding with the protein residues. These interactions are probably responsible for the observed increased binding affinity for the two receptors and their significant antigrowth effect against the MCF-7 cell line.
Benzofuran–appended 4-aminoquinazoline hybrids as epidermal growth factor receptor tyrosine kinase inhibitors: synthesis, biological evaluation and molecular docking studies
Mphahlele, Malose J.,Maluleka, Marole M.,Aro, Abimbola,McGaw, Lyndy J.,Choong, Yee Siew
, p. 1516 - 1528 (2018/11/02)
A series of 2-arylbenzo[b]furan–appended 4-aminoquinazoline hybrids were prepared and evaluated for cytotoxicity in vitro against the human lung cancer (A549), colorectal adenocarcinoma (Caco-2), hepatocellular carcinoma (C3A) and cervical cancer (HeLa) cell lines. Compounds 10d and 10j exhibited significant cytotoxicity against the C3A and Caco-2 cell lines and induced apoptosis in these cell lines. Likewise, compounds 10d and 10e exhibited significant inhibitory activity towards epidermal growth factor receptor-tyrosine kinase phosphorylation (IC50 values of 29.3 nM and 31.1 nM, respectively) against Gefitinib (IC50 = 33.1 nM). Molecular docking of compounds 10 into EGFR-TK active site suggests that they bind to the region of EGFR like Gefitinib does. (Figure presented.).
A simple and efficient method for solvent-free iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid by grinding method
Vibhute, Archana,Mokle, Shyam,Karamunge, Khushal,Gurav, Vasant,Vibhute, Yeshwant
experimental part, p. 914 - 918 (2011/11/12)
Green, mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solid-state by grinding under solvent-free conditions at room temperature. This method provides several advantages such as environmentally friendly, short reaction times, high yields, non-hazardous and simple work-up procedure.
A practical iodination of aromatic compounds by using iodine and iodic acid
Shinde, Avinash T.,Zangade, Sainath B.,Chavan, Shivaji B.,Vibhute, Archana Y.,Nalwar, Yogesh S.,Vibhute, Yeshwant B.
experimental part, p. 3506 - 3513 (2011/02/22)
This article describes simple and efficient method for the iodination of different aromatic amines, hydroxy aromatic aldehydes, hydroxy acetophenones and phenols using iodine and iodic acid in ethanol as a solvent. Notable advantages include mild reaction condition, no need of catalyst, short reaction time, simple practical procedure, giving excellent yield of the product. Copyright Taylor & Francis Group, LLC.
Pyridinium lodochloride: An efficient reagent for lodination of hydroxylated aromatic ketones and aldehydes
Khansole, Sandeep V.,Mokle, Shyam S.,Sayyed, Mudassar A.,Vibhute, Yeshwant B.
experimental part, p. 871 - 874 (2009/12/01)
Direct iodination of several reactive aromatic compounds like hydroxy substituted acetophenones and aldehydes with pyridinium iodochloride (PyICl) proceeded smoothly to afford the corresponding aromatic iodides in good to excellent yield. Pyridinium iodochloride has been found to be an efficient solid iodinating reagent with no hazardous effect and it can be handled safely.
Synthesis of new hydroxyacetophenones by using iodine and iodic acid
Dawane,Vibhute
, p. 299 - 299 (2007/10/03)
Iodine and iodic acid mixture has been used as a reagent for iodination of hydroxyacetophenones, and some new hydroxyiodoacetophenones are prepared.
