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1.
Chem Commun (Camb) ; 60(34): 4521-4536, 2024 Apr 23.
Artigo em Inglês | MEDLINE | ID: mdl-38592027

RESUMO

Among other photovoltaic techniques including perovskite solar cells and organic solar cells, dye-sensitized solar cells (DSSCs) are considered to be a potential alternative to conventional silicon solar cells. Porphyrins are promising dyes with the properties of easy modification and superior light-harvesting capability. However, porphyrin dyes still suffer from a number of unfavorable aspects, which need to be addressed in order to improve the photovoltaic performance. This feature article briefly summarizes the recent progress in improving the Voc and Jsc of porphyrin-based DSSCs in terms of molecular engineering by modifying the porphyrin macrocycle, donor and acceptor moieties of the porphyrin dyes, coadsorption of the porphrin dyes with bulky coadsorbents like chenodeoxycholic acid (CDCA), and cosensitization of the porphyrin dyes with metal-free organic dyes. Notably, concerted companion (CC) dyes are described in detail, which have been constructed by linking a porphyrin dye subunit and a metal-free organic dye subunit with flexible alkoxy chains to achieve panchromatic absorption and concerted enhancement of Voc and Jsc. In one sentence, this article is expected to provide further insights into the development of high performance DSSCs through the design and syntheses of efficient porphyrin dyes and CC dyes in combination with device optimization to achieve simultaneously elevated Voc and Jsc, which may inspire and promote further progress in the commercialization of the DSSCs.

2.
Artigo em Inglês | MEDLINE | ID: mdl-36881562

RESUMO

A new porous organic polymer (CTF-CAR), which takes carbazole as the electron-rich center unit and thiophenes as the auxiliary group, has been synthesized through catalyst-free Schiff-base polymerization. At the same time, the structure, thermal stability, morphology, and other basic properties of the polymer were analyzed by IR, NMR, TGA, and SEM. Then, CTF-CAR was applied to iodine capture and rhodamine B adsorption. Due to its strong electron donor ability and abundant heteroatom binding sites, which have a positive effect on the interaction between the polymer network and adsorbates, CTF-CAR exhibits high uptake capacities for iodine vapor and rhodamine B as 2.86 g g-1 and 199.7 mg g-1, respectively. The recyclability test also confirmed that it has good reusability. We found that this low-cost and catalyst-free synthetic porous organic polymer has great potential for the treatment of polluted water and iodine capture.

3.
Eur J Med Chem ; 243: 114736, 2022 Dec 05.
Artigo em Inglês | MEDLINE | ID: mdl-36115208

RESUMO

Berberine and jatrorrhizine are major bioactive components that are emerging as potential anti-cancer drugs. However, no zinc(II) - berberine/jatrorrhizine - curcumin compounds have been reported in the literature to date. Therefore, the molecular mechanisms associated with their cytotoxicity remain unexplored. To investigate the potential mitochondria-targeting ability, anti-neoplastic activity, and utility in cell imaging of berberine and jatrorrhizine derivates, four novel zinc(II) complexes, [Zn(Ber)(H2O)Cl2] (Zn(Ber)), [Zn(Ber)(Cur)Cl] (Zn(CurBer)), [Zn(Jat)(H2O)Cl2] (Zn(Jat)), and [Zn(Jat)(Cur)Cl] (Zn(CurJat)) bearing the berberine-derived ligand 2,2,2-trifluoroacetate 10-methoxy-9-((9-((2-(pyridin-2-yl)ethyl)amino)nonyl)oxy) -5,6-dihydro- [1,3]dioxolo[4,5-g]isoquinolino [(Torre et al., 2015; de Ruijter et al., 2020) 3,23,2-a]isoquinolin-7-ium (Ber), the jatrorrhizine-derived ligand 2,2,2-trifluoroacetate 2,9,10-trimethoxy-3-((9- ((2-(pyridin-2-yl)ethyl)amino)nonyl)oxy)-5,6-dihydroisoquinolino [(Torre et al., 2015; de Ruijter et al., 2020) 3,23,2-a]isoquinolin-7-ium (Jat), and/or curcumin (H-Cur) were first synthesised in this study. Zn(Ber), Zn(CurBer), Zn(Jat), and Zn(CurJat) showed higher cytotoxicity against human MCF-7 (breast adenocarcinoma) cells than did cisplatin, with IC50 values ranging from 0.21 to 4.45 µM. The anti-neoplastic activities of the zinc(II) - berberine/jatrorrhizine - curcumin complexes were in the following order: Zn(CurBer) > Zn(CurJat) > Zn(Ber) > Zn(Jat) > cisplatin > H-Cur > Ber > Jat > ZnCl2. Among these, Zn(CurBer) displayed the highest cytotoxicity (0.21 ± 0.06 µM). Furthermore, mechanistic investigations revealed that Zn(CurBer) and Zn(CurJat) could accumulate in the mitochondria, exhibit red fluorescence, and trigger mitophagy and apoptosis. In vivo anti-cancer evaluations also suggested that Zn(CurBer) inhibited MCF-7 xenograft tumour growth more effectively than cisplatin and Zn(CurJat). This is the first report describing the synthesis of zinc(II) - berberine/jatrorrhizine - curcumin complexes and their potential use as molecular probes and mitochondria-targeting anti-neoplastic drugs.


Assuntos
Antineoplásicos , Berberina , Curcumina , Humanos , Berberina/farmacologia , Curcumina/farmacologia , Zinco/farmacologia , Sondas Moleculares/farmacologia , Cisplatino/farmacologia , Ligantes , Ácido Trifluoracético/farmacologia , Mitocôndrias , Antineoplásicos/farmacologia
4.
ACS Omega ; 6(10): 6817-6823, 2021 Mar 16.
Artigo em Inglês | MEDLINE | ID: mdl-33748595

RESUMO

A D-A-π-A dye (PTZ-5) has been synthesized by introducing a benzothiadiazole (BTD) unit as an auxiliary acceptor in a phenothiazine-based D-π-A dye(PTZ-3) to broaden its spectral response range and improve the device performance. Photophysical properties indicate that the inclusion of BTD in the PTZ-5 effectively red-shifted the absorption spectra by reducing the E gap. However, the device measurements show that the open-circuit voltage (V oc) of PTZ-5 cell (640 mV) is obviously lower than that of the PTZ-3 cell (710 mV). This results in a poor photoelectric conversion efficiency (PCE) (4.43%) compared to that of PTZ-3 cell (5.53%). Through further comparative analysis, we found that the introduction of BTD increases the dihedral angle between the D and A unit, which can reduce the efficiency of intramolecular charge transfer (ICT), lead to a less q CT and lower molar extinction coefficient of PTZ-5. In addition, the ESI test found that the lifetime of the electrons in the PTZ-5 cell is shorter. These are the main factors for the above unexpected result of PCE. Our studies bring new insights into the development of phenothiazine-based highly efficient dye-sensitized solar cells (DSSCs).

5.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 7): o1488, 2009 Jun 06.
Artigo em Inglês | MEDLINE | ID: mdl-21582789

RESUMO

The title compound, C(10)H(12)N(2)O(3), contains three mol-ecules in the asymmetric unit. In the crystal structure, inter-molecular N-H⋯O inter-actions link the mol-ecules into chains along the b axis. The crystal structure is consolidated by weak C-H⋯π inter-actions.

6.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 7): o1495, 2009 Jun 06.
Artigo em Inglês | MEDLINE | ID: mdl-21582795

RESUMO

In the mol-ecule of the title compound, C(11)H(12)ClN(3)O(3), the five membered ring adopts an envelope conformation. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers.

7.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 1): o95, 2008 Dec 13.
Artigo em Inglês | MEDLINE | ID: mdl-21581733

RESUMO

The title compound, C(11)H(9)BrClN(3)O(2), is an inter-mediate in the synthesis of Rynaxypyre, a new insecticidal anthranilic diamide used as a potent and selective ryanodine receptor activator. The dihedral angle between the aromatic ring planes is 78.7 (2)°.

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