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1.
Anal Sci ; 40(1): 29-36, 2024 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-37903984

RESUMO

In this work, α-costic acid (αCA), a plant sesquiterpenoid from Dittrichia viscosa, was grafted into polyaluminum chloride (PAC), forming a new eco-sustainable composite coagulant PAC-αCA with improved functionality. The α-costic acid fraction grafted into the PAC and the distribution of aluminum forms in the composite coagulant were evaluated for their effectiveness in removing bentonite and humic acid from synthetic water. The interaction mechanism between PAC and α-CA was examined by the Al-Ferron time spectrophotometric method, density functional theory (DFT), and FTIR analysis. By monitoring the aluminum speciation in the composite coagulant PAC-αCA, it was discovered that the introduction of α-CA impacted the distribution of various aluminum forms, including mononuclear Ala, highly polymeric Alb, colloidal, and medium polymeric Alc. The theoretical analysis identified the Alb species as particularly sensitive to reacting with α-CA. Furthermore, coagulation performance tests demonstrated that increasing the percentage of α-CA and promoting the prevalence of Alb and Alc species over Ala species in PAC-αCA led to improved removal of turbidity and UV254. This study provides an attractive and practical option for water treatment plants to remove colloidal suspensions in raw water effectively.

2.
Molecules ; 28(15)2023 Aug 01.
Artigo em Inglês | MEDLINE | ID: mdl-37570778

RESUMO

The first access to polyfunctionnalized pyrrolo[3,4-c]pyrazole-4,6-(2H,5H)-dione derivatives is reported. The series were generated from diethyl acetylenedicarboxylate and arylhydrazines, which afforded the key intermediates bearing two functional positions. The annellation to generate the maleimide moiety of the bicycle was studied. Moreover, an efficient palladium-catalyzed C-C and C-N bond formation via Suzuki-Miyaura or Buchwald-Hartwig coupling reactions in C-6 position was investigated from 6-chloropyrrolo[3,4-c]pyrazole-4,6-(2H,5H)-diones. This method provides novel access to various 1,6 di-substituted pyrrolo[3,4-c] pyrazole-4,6-(2H,5H)-diones.

3.
J Health Pollut ; 10(28): 201204, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-33324501

RESUMO

BACKGROUND: Refinement of crude vegetable oil generates a large amount of wastewater and is a source of water pollution due to the presence of surfactants and phenols. Phenols are toxic aromatic compounds that can be lethal to fauna and flora, entraining the deceleration or blocking of the self-purification of biological treatments. In addition, surfactants can limit biological processes by inhibiting microorganisms that degrade organic matter. OBJECTIVES: The aim of the present study was to evaluate the treatment of refinery rejects loaded with phenols and detergents by coagulation flocculation using cactus pads (genus Opuntia) as a bio-flocculant and 30% iron(III) chloride (FeCl3) for surfactant and phenol removal. In addition, operating costs were evaluated for these pollution mitigation methods. METHODS: The effectiveness of cactus pads as a bio-flocculant and 30% FeCl3 for surfactant and phenol removal were studied using a jar test. The study was conducted on vegetable oil refinery wastewater from a refinery company in Casablanca, Morocco. RESULTS: The pollution load in wastewater varied widely from day to day. We evaluated the effect of cactus juice and 30% FeCl3 on high and low pollution loads. Opuntia pads showed a favorable potential for the treatment of low pollution load wastewater, with 78% and 90% of surfactant and phenol removed, respectively. However, the removal of high pollution load was less effective (42% and 41% removal of surfactant and phenol, respectively). The turbidity of low and high pollution load was reduced by 98.85% and 86%, respectively. The results demonstrate that 30% FeCl3 can effectively treat both low and high pollution loads (90% and 89% phenol removal, respectively, and 90% and 70% surfactant removal, respectively (optimal concentration 1.48 g/l). The turbidity was reduced by over 96% for both high and low pollutants. CONCLUSIONS: The results of the present study indicate that cactus as a natural flocculant and reject rich in FeCl3 could be effectively used for the low-cost effective treatment of crude vegetable oil refinery rejects. COMPETING INTERESTS: The authors declare no competing financial interests.

4.
Molecules ; 23(11)2018 Oct 23.
Artigo em Inglês | MEDLINE | ID: mdl-30360579

RESUMO

The design of some novel di-(het)arylated-3H-pyrido[1',2':1,5]pyrazolo[4,3-d]pyrimidine derivatives is reported. The series was developed from 1-aminopyridinium iodide, which afforded the key intermediate bearing two thiomethyl and amide functions, each of them useful for palladium catalyzed cross coupling reactions by alkyl sulfur release and C-O activation, respectively. The two regioselective and successive cross-coupling reactions were first carried out in C-4 by in situ C-O activation and next in C-2 by a methylsulfur release. Process optimization furnished conditions leading to products in high yields. The scope and limitations of the methodologies were evaluated and the final compounds characterized.


Assuntos
Paládio/química , Pirimidinas/síntese química , Amidas/química , Carbono/química , Catálise , Estrutura Molecular , Acoplamento Oxidativo , Oxigênio/química , Pirimidinas/química
5.
Planta Med ; 83(7): 661-671, 2017 May.
Artigo em Inglês | MEDLINE | ID: mdl-27919107

RESUMO

Motivated by the widely reported anticancer activity of parthenolides and their derivatives, a series of new substituted parthenolides was efficiently synthesized. Structural modifications were performed at the C-9 and C-13 positions of 9α- and 9ß-hydroxyparthenolide, which were isolated from the aerial parts of Anvillea radiata. Twenty-one derivatives were synthesized and evaluated for their in vitro cytotoxic activity against HS-683, SK-MEL-28, A549, and MCF-7 human cancer cell lines using the MTT colorimetric assay. Among the derivatives, seven exhibited excellent activity compared to 5-fluorouracil and etoposide against the four cell lines tested, with IC50 values ranging from 1.1 to 9.4 µM.


Assuntos
Antineoplásicos Fitogênicos/química , Asteraceae/química , Extratos Vegetais/química , Sesquiterpenos/química , Acilação , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Extratos Vegetais/farmacologia , Sesquiterpenos/farmacologia , Relação Estrutura-Atividade
6.
Bioorg Med Chem Lett ; 24(16): 4014-8, 2014 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-24998377

RESUMO

A series of 9α-hydroxyamino-parthenolides 3-10, 9ß-hydroxyamino-parthenolides 11-13 and 9α-hydroxy-1ß,10α-epoxyamino-parthenolides 15-19 were efficiently synthesized starting from 9α-hydroxyparthenolide 1 and 9ß-hydroxyparthenolide 2, which were isolated from Anvillea radiata. Compounds 1-13 and 15-19 were evaluated for their in vitro anticancer activity by the MTT colorimetric assay against one murine and six human cancer cell lines. This work provides new details about the structural requisites for anticancer activity.


Assuntos
Aminas/farmacologia , Antineoplásicos/farmacologia , Sesquiterpenos/farmacologia , Aminas/química , Animais , Antineoplásicos/síntese química , Antineoplásicos/química , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Células MCF-7 , Camundongos , Conformação Molecular , Sesquiterpenos/química , Relação Estrutura-Atividade
7.
Acta Crystallogr Sect E Struct Rep Online ; 67(Pt 8): o2003, 2011 Aug 01.
Artigo em Inglês | MEDLINE | ID: mdl-22091037

RESUMO

In the two mol-ecules of the asymmetric unit of the title compound, C(12)H(11)N(3)O(4), the seven-membered diazepine ring adopts a boat conformation (with the two phenyl-ene C atoms representing the stern and the methine C atom the prow). The five-membered pyrrole ring, which has an envelope conformation, makes dihedral angles of 60.47 (10) and 54.69 (9)° with the benzene ring of the benzodiazepine unit in the two mol-ecules. In the crystal, inter-molecular N-H⋯O hydrogen bonds and π-π stacking inter-actions [centroid-centroid distance = 3.8023 (7)-3.8946 (7) Å] lead to the formation of a three-dimensional framework.

8.
Acta Crystallogr Sect E Struct Rep Online ; 66(Pt 12): o3239, 2010 Nov 20.
Artigo em Inglês | MEDLINE | ID: mdl-21589528

RESUMO

The title compound, C(17)H(22)O(6), was semi-synthesized from 9-hy-droxy-arthenolide, which was isolated from the chloro-form extract of the aerial parts of Anvillea radiata. The mol-ecule contains fused five- and ten-membered rings: the five-membered lactone ring has a twisted conformation, whereas the ten-membered ring displays an approximate chair-chair conformation. The dihedral angle between the rings is 24.76 (9)°.

9.
J Med Chem ; 49(13): 3938-47, 2006 Jun 29.
Artigo em Inglês | MEDLINE | ID: mdl-16789750

RESUMO

A series of novel 2-[(4-phenylpiperazin-1-yl)methyl]imidazoazines and aza-analogues were prepared and screened at selected dopamine, serotonin, and adrenergic receptor subtypes. 2-Substituted imidazopyridines and pyridazines presented high affinities and selectivities for D4 dopamine receptors. Whereas functional experiments indicated neutral antagonists or weak partial agonist effects for most of the target compounds, the 2-methoxyphenyl substituted 2-piperazinylmethylimidazopyridine 3c (PIP3EA) displayed substantial agonist efficacy in mitogenesis experiments and GTPgammaS binding tests, resulting in EC50 values of 3.0 (46%) and 4.5 nM (57%), respectively. Our D4 agonist 3c induced penile erection in vivo when administered to rats. This effect was inhibited by L-745,870 a D4 selective antagonist, confirming the mechanistic pathway.


Assuntos
Imidazóis/síntese química , Piperazinas/síntese química , Piridinas/síntese química , Receptores de Dopamina D4/agonistas , Animais , Células CHO , Bovinos , Cricetinae , Cricetulus , Disfunção Erétil/tratamento farmacológico , Guanosina 5'-O-(3-Tiotrifosfato)/metabolismo , Humanos , Imidazóis/química , Imidazóis/farmacologia , Ligantes , Masculino , Mitose/efeitos dos fármacos , Ereção Peniana/efeitos dos fármacos , Piperazinas/química , Piperazinas/farmacologia , Piridinas/química , Piridinas/farmacologia , Pirróis/farmacologia , Ensaio Radioligante , Ratos , Receptores de Dopamina D4/antagonistas & inibidores , Relação Estrutura-Atividade
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