β-Lactams with antiproliferative and antiapoptotic activity in breast and chemoresistant colon cancer cells was written by Malebari, Azizah M.;Fayne, Darren;Nathwani, Seema M.;O’Connell, Fiona;Noorani, Sara;Twamley, Brendan;O’Boyle, Niamh M.;O’Sullivan, Jacintha;Zisterer, Daniela M.;Meegan, Mary J.. And the article was included in European Journal of Medicinal Chemistry in 2020.Electric Literature of C8H7IO2 This article mentions the following:
A series of novel 1,4-diaryl-2-azetidinone analogs of combretastatin A-4 (CA-4) have been designed, synthesized and evaluated in vitro for antiproliferative activity, antiapoptotic activity and inhibition of tubulin polymerization Glucuronidation of CA-4 by uridine 5-diphosphoglucuronosyl transferase enzymes (UGTs) has been identified as a mechanism of resistance in cancer cells. Potential sites of ring B glucuronate conjugation are removed by replacing the B ring meta-hydroxy substituent of selected series of β-lactams with alternative substituents e.g., F, Cl, Br, I, and Me. The 3-phenyl-β-lactam I (R1 = Ph) and 3-hydroxy-β-lactam I (R1 = OH) (II) demonstrate improved activity over CA-4 in CA-4 resistant HT-29 colon cancer cells (IC50 = 9 nM and 3 nM, resp., compared with IC50 = 4.16μM for CA-4), while retaining potency in MCF-7 breast cancer cells (IC50 = 17 nM and 22 nM, resp., compared with IC50 = for 4 nM for CA-4). Compound II binds at the colchicine site of tubulin, and strongly inhibits tubulin assembly at micromolar concentrations comparable to CA-4. In addition, compound II induced mitotic arrest at low concentration in both cell lines MCF-7 and HT-29 together with down-regulation of expression of antiapoptotic proteins Mcl-1, Bcl-2 and survivin in MCF-7 cells. These novel antiproliferative and antiapoptotic β-lactams are potentially useful scaffolds in the development of tubulin-targeting agents for the treatment of breast cancers and chemoresistant colon cancers. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Electric Literature of C8H7IO2).
3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H7IO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com