Novel, thermally stable and chiral poly(amide-imide)s derived from a new diamine containing pyridine ring and various amino acid-based diacids

Mallakpour, Shadpour; Zarei, Mohammad

doi:10.1177/0954008312461658

Cited by 17 publications

(16 citation statements)

References 35 publications

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“…Recrystallization from AR-grade acetone afforded 12d as a white powder: Mp 236–238 °C; Lit Mp 79 231–232 °C; 1 H NMR (300 MHz, DMSO-d 6 ) δ ppm 11.02 (s, 1H), 9.17 (d, J = 2.0 Hz, 2H), 9.02 (t, J = 2.0 Hz, 1H), 8.94 (d, J = 2.4 Hz, 1H), 8.38 (m, 1H), 8.20 (m 1H), 7.45 (m, 1H); 13 C NMR (101 MHz, DMSO-d 6 ) δ ppm 162.3, 148.7, 145.9, 142.8, 137.4, 135.5, 128.6, 128.4, 124.2, 121.8; HRMS-ES − : Observed 287.0403 (M-H) − ; Calculated 287.0416 for C 12 H 7 N 4 O 5 ; HPLC: 99.3%.…”

Section: Methodsmentioning

confidence: 99%

Identification and SAR Evaluation of Hemozoin-Inhibiting Benzamides Active against Plasmodium falciparum

et al. 2016

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Quinoline antimalarials target hemozoin formation causing a cytotoxic accumulation of ferriprotoporphyrin IX (Fe(III)PPIX). Well-developed SAR models exist for β-hematin inhibition, parasite activity and cellular mechanisms for this compound class, but no comparably detailed investigations exist for other hemozoin inhibiting chemotypes. Here, benzamide analogues based on previous HTS hits have been purchased or synthesized. Only derivatives containing an electron deficient aromatic ring and capable of adopting flat conformations, optimal for π-π interactions with Fe(III)PPIX, inhibited β-hematin formation. The two most potent analogues showed nanomolar parasite activity, with little CQ cross-resistance, low cytotoxicity and high in vitro microsomal stability. Selected analogues inhibited hemozoin formation in Plasmodium falciparum causing high levels of free heme. In contrast to quinolines, introduction of amine side chains did not lead to benzamide accumulation in the parasite. These data reveal complex relationships between heme binding, free heme levels, cellular accumulation and in vitro activity of potential novel antimalarials.

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Section: Methodsmentioning

confidence: 99%

Identification and SAR Evaluation of Hemozoin-Inhibiting Benzamides Active against Plasmodium falciparum

et al. 2016

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“…The benefits of ionic liquids were widely applied at first in the synthesis of classical PIs by the two-stage polycondensation reaction of common commercial diamines and dianhydrides [102]. Nevertheless, the solubilizing capacity of ionic liquids enables their usage in the polycondensation of more exotic building blocks with special features [103][104][105][106][107]. The method usually results in satisfying yields, without further addition of other catalysts.…”

Section: Synthesis and Processing Of Pis In Ionic Liquidsmentioning

confidence: 99%

New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

Rusu¹,

Abadie²

2021

Polyimide for Electronic and Electrical Engineering Applications

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The development of high-performance bio-based polyimides (PIs) seems a difficult task due to the incompatibility between petrochemical-derived, aromatic monomers and renewable, natural resources. Moreover, their production usually implies less eco-friendly experimental conditions, especially in terms of solvents and thermal conditions. In this chapter, we touch some of the most significant research endeavors that were devoted in the last decade to engineering naturally derived PI building blocks based on nontoxic, bio-renewable feedstocks. In most cases, the structural motifs of natural products are modified toward amine functionalities that are then used in classical or nonconventional methods for PI synthesis. We follow their evolution as viable alternatives to traditional starting compounds and prove they are able to generate eco-friendly PI materials that retain a combination of high-performance characteristics, or even bring some novel, enhanced features to the field. At the same time, serious progress has been made in the field of nonconventional synthetic and processing options for the development of PI-based materials. Greener experimental conditions such as ionic liquids, supercritical fluids, microwaves, and geothermal techniques represent feasible routes and reduce the negative environmental footprint of PIs' development. We also approach some insights regarding the sustainability, degradation, and recycling of PI-based materials.

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“…The use of amino acids as main building block or side-chain group in the structure of other molecules increases the biodegradability and biocompatibility. [20] Dicarboxylic acids (DAs) based on natural amino acids are the great candidate for the functionalization of ZnO NPs, because of nontoxicity, optically active and environmentally friendly. [21][22][23] Lately surface coating of TiO 2 NPs was accomplished with bioactive diacids N,N 0 -(pyromellitoyl)-bis-L-amino acid as modifiers.…”

Section: Introductionmentioning

confidence: 99%

Biosafe, Renewable, and Optically Active Diacids Containing Amino Acid as Coupling Agents for the Modification of ZnO Nanoparticles

Mallakpour

Behranvand

2015

Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-

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Chemical functionalization of inorganic nanoparticles (NPs) can significantly change the morphology of them and increase their compatibility with organic and biological environments. In this study bioactive diacids (DAs) containing different amino acids as organic coupling agents were synthesized and then the hydrophilic surface of ZnO NPs was modified with these capping agents under ultrasonic conditions. The prepared DAs-modified ZnO NPs were characterized with various techniques. Fourier transform infrared spectroscopy and thermogravimetric analysis proved the presence of DAs on the surface of ZnO NPs. The electronic microscopy images showed that metal oxide particles were in the nanoscale size and uniformly dispersed.

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Novel, thermally stable and chiral poly(amide-imide)s derived from a new diamine containing pyridine ring and various amino acid-based diacids

Cited by 17 publications

References 35 publications

Identification and SAR Evaluation of Hemozoin-Inhibiting Benzamides Active against Plasmodium falciparum

Identification and SAR Evaluation of Hemozoin-Inhibiting Benzamides Active against Plasmodium falciparum

New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

Biosafe, Renewable, and Optically Active Diacids Containing Amino Acid as Coupling Agents for the Modification of ZnO Nanoparticles

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