1,4- Addition of diazomethane to a heterodiene: a direct preparation of the oxazolic ring

Emery, Flávio da Silva; Silva, Raphael S. F.; Moura, Kelly C. G. de; Pinto, Maria C. E. R.; Amorim, Mauro Barbosa de; Malta, V. R. S.; Santos, Regina Helena de Almeida; Honório, Káthia Maria; Silva, Albérico Borges Ferreira da; Pinto, Antônio V.

doi:10.1590/s0001-37652007000100004

Cited by 7 publications

(2 citation statements)

References 8 publications

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“…The chlorogenic acid of ZC bound to proteins through hydrophobic interactions and hydrogen bonding and played a role in inhibiting complement activity. [34] Fifty percent hemolytic inhibition through the classical pathway (CH 50) was used to evaluate the anticomplement activities. Guinea pig serum (complement) was diluted to 1:10, 1:20, 1:40, 1:80, 1:160, and 1:320 with PBS and added to the hemolysis system to evaluate titers.…”

Section: Anticomplement Activity Of Nanoparticles and A𝜷 Detection By...mentioning

confidence: 99%

Study on the Role of an Erythrocyte Membrane‐Coated Nanotheranostic System in Targeted Immune Regulation of Alzheimer's Disease

Huang

Kou

et al. 2023

Advanced Science

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Alzheimer's disease (AD) is one of the most common neurodegenerative diseases in the elderly population. Despite significant advances in studies of the pathobiology on AD, there is still no effective treatment. Here, an erythrocyte membrane-camouflaged nanodrug delivery system (TR-ZRA) modified with transferrin receptor aptamers that can be targeted across the blood-brain barrier to ameliorate AD immune environment is established. Based on metal-organic framework (Zn-CA), TR-ZRA is loaded with CD22shRNA plasmid to silence the abnormally high expression molecule CD22 in aging microglia. Most importantly, TR-ZRA can enhance the ability of microglia to phagocytose A𝜷 and alleviate complement activation, which can promote neuronal activity and decrease inflammation level in the AD brain. Moreover, TR-ZRA is also loaded with A𝜷 aptamers, which allow rapid and low-cost monitoring of A𝜷 plaques in vitro. After treatment with TR-ZRA, learning, and memory abilities are enhanced in AD mice. In conclusion, the biomimetic delivery nanosystem TR-ZRA in this study provides a promising strategy and novel immune targets for AD therapy.

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Section: Anticomplement Activity Of Nanoparticles and A𝜷 Detection By...mentioning

confidence: 99%

Study on the Role of an Erythrocyte Membrane‐Coated Nanotheranostic System in Targeted Immune Regulation of Alzheimer's Disease

Huang

Kou

et al. 2023

Advanced Science

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“…A specific methodology for synthesizing a lapoxazole ( 37 ) was reported by Emery and co‐workers in 2007 (Scheme 6), [33] based on Katristzky's proposition of oxazole formation [34] . In this reaction, lapoxazole ( 37 ) is obtained via the addition of conjugated diazomethane to the hydroxyimino ketone ( 25 ), leading to the release of nitrogen gas and dehydration.…”

Section: Synthesismentioning

confidence: 99%

Imidazoles and Oxazoles from Lapachones and Phenanthrene‐9,10‐dione: A Journey through their Synthesis, Biological Studies, and Optical Applications

Dias

Paz

Nunes

et al. 2021

The Chemical Record

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Diverse structural frameworks are found in natural compounds and are well known for their chemical and biological properties; such compounds include the imidazoles and oxazoles. Researchers worldwide are continually working on the development of methods for synthesizing new molecules bearing these basic moiety and evaluating their properties and applications. To expand the knowledge related to azoles, this review summarizes important examples of imidazole and oxazole derivatives from 1,2-dicarbonyl compounds, such as lapachones and phenanthrene-9,10-diones, not only regarding their synthesis and biological applications but also their photophysical properties and uses. The data concerning the latter are particularly scarce in the literature, which leads to underestimation of the potential applications that can be envisaged for these compounds.

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Synthesis and anti-Trypanosoma cruzi activity of naphthoquinone-containing triazoles: Electrochemical studies on the effects of the quinoidal moiety

Diogo

Dias

Rodrigues

et al. 2013

Bioorganic & Medicinal Chemistry

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In our continued search for novel trypanocidal compounds, twenty-six derivatives of para- and ortho-naphthoquinones coupled to 1,2,3-triazoles were synthesized. These compounds were evaluated against the infective bloodstream form of Trypanosoma cruzi, the etiological agent of Chagas disease. Compounds 17-24, 28-30 and 36-38 are described herein for the first time. Three of these novel compounds (28-30) were found to be more potent than the standard drug benznidazole, with IC50/24h values between 6.8 and 80.8μM. Analysis of the toxicity to heart muscle cells led to LC50/24h of <125, 63.1 and 281.6μM for 28, 29 and 30, respectively. Displaying a selectivity index of 34.3, compound 30 will be further evaluated in vivo. The electrochemical properties of selected compounds were evaluated in an attempt to find correlations with trypanocidal activity, and it was observed that more electrophilic quinones were generally more potent.

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1,4- Addition of diazomethane to a heterodiene: a direct preparation of the oxazolic ring

Abstract: The reaction of naphthoquinone-oximes (3) and (4) with diazomethane yields directly, in one step, the oxazoles (5) and (6), respectively.

Cited by 7 publications

References 8 publications

Study on the Role of an Erythrocyte Membrane‐Coated Nanotheranostic System in Targeted Immune Regulation of Alzheimer's Disease

Study on the Role of an Erythrocyte Membrane‐Coated Nanotheranostic System in Targeted Immune Regulation of Alzheimer's Disease

Imidazoles and Oxazoles from Lapachones and Phenanthrene‐9,10‐dione: A Journey through their Synthesis, Biological Studies, and Optical Applications

Synthesis and anti-Trypanosoma cruzi activity of naphthoquinone-containing triazoles: Electrochemical studies on the effects of the quinoidal moiety

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