In 2019,European Journal of Medicinal Chemistry included an article by Salah Ayoup, Mohammed; Wahby, Yasmin; Abdel-Hamid, Hamida; Ramadan, El Sayed; Teleb, Mohamed; Abu-Serie, Marwa M.; Noby, Ahmed. HPLC of Formula: 88-67-5. The article was titled 《Design, synthesis and biological evaluation of novel α-acyloxy carboxamides via Passerini reaction as caspase 3/7 activators》. The information in the text is summarized as follows:
In the current study, a new series of multifunctional Passerini products was synthesized and evaluated as potent caspase-dependent apoptotic inducers. The synthetic strategy adopted this isocyanide-based multicomponent reaction to possibly mimic the pharmacophoric features of various lead apoptotic inducers, where a series of α-acyloxy carboxamides I (R = C2H5, CH2C6H5, 4-ClC6H4, etc.) was prepared from p-nitrophenyl isonitrile, cyclohexanone and various carboxylic acids RCOOH. Accordingly, the main amide-based scaffold was decorated by substituents with varying nature and size to gain more information about structure-activity relationship. All the synthesized compounds were screened for cytotoxicity against normal human fibroblasts and their potential anticancer activities against three human cancer cell lines; MCF-7 (breast), NFS-60 (myeloid leukemia), and HepG-2 (liver) utilizing MTT assay. Among the most active compounds, I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) were more potent and safer than doxorubicin with nanomolar IC50 values and promising selectivity indexes. Mechanistically, I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) induced apoptosis by significant caspase activation in all the screened cancer cell lines utilizing flow cytometric anal. and caspase 3/7 activation assay. Again, I (R = 4-NO2C6H4, CH(OH)C6H5) recorded higher activation percentages than doxorubicin, while I (R = CH2C6H5) showed comparable results. Apoptosis-inducing factor1 (AIF1) quantification assay declared that I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) didn’t mediate apoptosis through AIF1-dependent pathway (i.e. only by caspase activation). Physicochem. properties, pharmacokinetic profiles, ligand efficiency metrics and drug-likeness data of all the synthesized compounds were computationally predicted and showed that I (R = 4-NO2C6H4, CH(OH)C6H5, CH2C6H5) could be considered as drug-like candidates. Finally, selected compounds were preliminarily screened for possible antimicrobial activities searching for dual anticancer/antimicrobial agents as an advantageous approach for cancer therapy. The experimental part of the paper was very detailed, including the reaction process of 2-Iodobenzoic acid(cas: 88-67-5HPLC of Formula: 88-67-5)
2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Iodo alkanes participate in a variety of organic synthesis reactions, which include the SimmonsSmith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.HPLC of Formula: 88-67-5
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com