Synthesis of specific and functional novel monomers for molecular imprinting-based vital biomedical applications has attracted great attention. In the current study, organic synthesis of a new functional thia-bilane structure (S-BIL) and the sensor performance of electrochemically formed molecular imprinted polymer (pS-BIL MIP) deposited on pencil graphite electrode (PeGE) were demonstrated. The synthesis of monomer S-BIL was carried out by the addition reaction of tripyrrane 1 to nitrovinyl thiophene 2 in the presence of molecular iodine. The resulting monomer was purified by using flash column chromatography and characterized by 1H NMR, 13C NMR and HRMS techniques. Afterwards, dopamine (DA) was embedded into the polymeric structure during the facile electropolymerization of the S-BIL monomer. Methods such as cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), scanning electron microscopy (SEM) and contact angle measurement were used for the characterization of the MIP electrode. Under the optimal conditions, pS-BIL MIP electrode showed a very good linearity for dopamine in the concentration range of 0.05 μM to 250 μM and a low limit of detection (LOD), 20 nM (n = 3). These results were compared with the response of the non-imprinted polymer modified electrode (NIP) and unmodified electrode. Prominent throughputs were accomplished with the pS-BIL MIP PeGE. The MIP electrode was tested in the presence of various interferents such as urea, tryptophan, ascorbic acid and glucose. This specifically designed monomer for electrochemical molecular imprinting technology contributes to outstanding sensor performances including high sensitivity and selectivity, good stability, reproducibility and robustness.

A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination

Fabrication of ionic liquid stabilized MXene interface for electrochemical dopamine detection

Ultra-fast synthesis of iron decorated multiwalled carbon nanotube composite materials: A sensitive electrochemical sensor for determining dopamine

In this paper, we synthesized and evaluated the biological activity of structural analogues of natural strigolactones in which the butenolide D-ring has been replaced with a γ-lactam. The key step to obtain the α,β-unsaturated-γ-lactam was an RCM on suitably substituted amides. Strigolactones (SLs) are plant hormones with various developmental functions. As soil signaling chemicals, they are required for establishing beneficial mycorrhizal plant/fungus symbiosis. Beside these auxinic roles, recently SLs have been successfully investigated as antitumoral agents. Peculiar to the SL perception system is the enzymatic activity of the hormone receptor. SARs data have shown that the presence of the butenolide D-ring is crucial to retain the biological activity. The substitution of the butenolide with a lactam might shed light on the mechanism of perception. In the following, a dedicated in silico study suggested the binding modes of the synthesized compounds to the receptor of SLs in plants.

https://pubs.rsc.org/en/content/articlepdf/2017/ob/c7ob90152f

Recent advances in the synthesis of analogues of phytohormones strigolactones with ring-closing metathesis as a key step.

Dihydropyrimidones substituted pyrrole were prepared in high yields from three-component coupling of alkyl isocyanides, dialkyl acetylenedicarboxylates and dihydropyrimidone derivatives. In vitro cytotoxicity of the synthesized compounds was evaluated against HeLa cancer cell lines using MTT assay. The results shown that the cytotoxicity increased along with the increase of concentration of the compounds tested. Among these compounds, 4e and 4f including chlorine substituent displayed higher cytotoxic effect (IC50 = 10.36 ± 0.60 μM, 9.90 ± 0.20 μM), respectively, than the others tested compounds in comparison with doxorubicin (IC50 = 3.42 ± 0.20 μM) after 48 h. Also, antioxidant evaluation on the obtained products showed that the presence of substituents (electron-withdrawing or electron-donating) on the aromatic ring can play an important role in its antioxidant activity.

Synthesis, characterization and evaluation of cytotoxic and antioxidant activities of dihydropyrimidone substituted pyrrole derivatives

A new reagent for the synthesis of [26]hexaphyrin: N-sulfonyl aldimine

The first example of direct α-cyanation of a BODIPY core has been achieved on 3-(methoxycarbonyl)ethenyl BODIPY. The structure of α-cyanated BODIPY was confirmed by X-ray analysis. Further cyanation took place on the meso-carbon of BODIPY.

A Finding on the Direct Regioselective Cyanation of BODIPY

New β-aryl-α-dimethoxyphosphoryl-γ-lactams 4a, b were designed and synthesized through the intra-molecular cyclization of 3a, b obtained from the addition reaction of methyl 2-(dimethoxyphosphoryl)acetate to (E)-2-(2-nitrovinyl)thiophene and (E)-2-(2-nitrovinyl)furan, respectively. The in vitro cytotoxicity of these compounds was evaluated against human breast cancer (MCF-7), rat glioblastoma (C6), prostate cancer (PC3), neuroblastoma (SHSY-5Y), and mouse fibroblast cell lines (L929). Dimethyl (4-(furan-2-yl)-2-oxopyrrolidin-3-yl)phosphonate (4b) was found to have cytotoxic activity towards MCF-7 and PC3 cell lines at the concentration values above 5 mM and 6 mM, respectively (IC50 values of MCF-7, 5.92 ± 1.86; PC3, 6.70 ± 2.10 mM). Dimethyl (2-oxo-4-(thiophen-2-yl)pyrrolidin-3-yl)phosphonate (4a) only decreased the viability of MCF-7 cells at 8 mM concentration (IC50 value of MCF-7 5.67 ± 1.70 in mM). In addition 4a, b had shown no significant cytotoxic effect on C6, SHSY-5Y and L929 cell lines.

Design, synthesis and cytotoxic evaluation of β-aryl-α-dimethoxyphosphoryl-γ-lactams

A chemical strategy toward the selective synthesis of unsymmetrical tripyrranes was developed for the formation of meso-aryl and -nitromethyl substituted A3B porphyrins. The iodine catalyzed addition of meso-substituted dipyrromethanes to nitrovinylarenes to generate unsymmetrical 5-aryl-10-(nitromethyl) substituted 15-azatripyrranes, 15-oxatripyrranes and 15-thiatripyrrane under mild conditions has been investigated. The multicomponent reactions of 15-azatripyrranes provided the construction of meso-aryl and -nitromethyl substituted A3B-porphyrins. To the best of our knowledge, the first examples of 5-aryl-10-(nitromethyl) substituted 15-azatripyrranes, 15-oxatripyrranes and 15-thiatripyrrane, and 5-(nitromethyl)-10,15,20-tris(aryl)porphyrins are introduced in this study.

Selective synthesis of 5-aryl-10-(nitromethyl) substituted 15-azatripyrrane, 15-oxatripyrrane and 15-thiatripyrrane: access to nitromethyl functionalized A3B-porphyrins

Seda Cinar

Papers

A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination

A new reagent for the synthesis of [26]hexaphyrin: N-sulfonyl aldimine

A Finding on the Direct Regioselective Cyanation of BODIPY

Design, synthesis and cytotoxic evaluation of β-aryl-α-dimethoxyphosphoryl-γ-lactams

Selective synthesis of 5-aryl-10-(nitromethyl) substituted 15-azatripyrrane, 15-oxatripyrrane and 15-thiatripyrrane: access to nitromethyl functionalized A3B-porphyrins