300396-14-9Relevant academic research and scientific papers
Synthesis and anticancer evaluation of new 1,3,4-oxadiazole derivatives
Stecoza, Camelia Elena,Nitulescu, George Mihai,Draghici, Constantin,Caproiu, Miron Teodor,Olaru, Octavian Tudorel,Bostan, Marinela,Mihaila, Mirela
, (2021)
In order to develop novel chemotherapeutic agents with potent anticancer activities, a series of new 2,5-diaryl/heteroaryl-1,3,4-oxadiazoles were designed and synthesized. The structures of the new compounds were established using elemental analyses, IR and NMR spectral data. The compounds were evaluated for their anticancer potential on two standardized human cell lines, HT-29 (colon adenocarcinoma) and MDA-MB-231 (breast adenocarcinoma). Cytotoxicity was measured by MTS assay, while cell cycle arrest and apoptosis assays were conducted using a flow cytometer, the results showing that the cell line MDA-MB-231 is more sensitive to the compounds’ action. The results of the predictive studies using the PASS application and the structural similarity analysis indicated STAT3 and miR-21 as the most probable pharmacological targets for the new compounds. The promising effect of compound 3e, 2-[2-(phenylsulfanylmethyl)phenyl]-5-(4-pyridyl)-1,3,4-oxadiazole, especially on the MDA-MB-231 cell line motivates future studies to improve the anticancer profile and to reduce the toxicological risks. It is worth noting that 3e produced a low toxic effect in the D. magna 24 h assay and the predictive studies on rat acute toxicity suggest a low degree of toxic risks.
Regiospecific synthesis of benzo[b]fluorenones via ring contraction by benzil-benzilic acid rearrangement of benz[a]anthracene-5,6-diones
Patra, Asit,Ghorai, Sujit K.,De, Saroj R.,Mal, Dipakranjan
, p. 2556 - 2562 (2008/02/04)
A regiospecific route to benzo[b]fluorenones is described. The synthesis is based upon a one-pot, regiospecific benzannulation of 1,4-dipolar synthons with naphthoquinone monoketal and ring contraction of the generated benz[a]anthracene-5,6-diones through benzil-benzilic acid rearrangement. Georg Thieme Verlag Stuttgart.
