Marco Edílson Freire de Lima

Universidade Federal Rural do Rio de Janeiro

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Débora Decoté‐Ricardo

Universidade Federal Rural do Rio de Janeiro

Leonardo Freire‐de‐Lima

Universidade Federal do Rio de Janeiro

Célio Geraldo Freire-de-Lima

Universidade Federal do Rio de Janeiro

Paulo Pitasse-Santos

University of Leicester

Vitor Sueth-Santiago

Universidade Federal Rural do Rio de Janeiro

Lúcia Mendonça‐Previato

Universidade Federal do Rio de Janeiro

Tatiany N. Franklim

Universidade Federal do Rio de Janeiro

Otávio Augusto Chaves

University of Coimbra

José O. Previato

Universidade Federal do Rio de Janeiro

Afonso Santine Magalhães Mesquita Velez

Universidade Federal Rural do Rio de Janeiro

Cooperative Institutions

Universidade Federal Rural do Rio de Janeiro

Universidade Federal do Rio de Janeiro

Fundação Oswaldo Cruz

Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro

Instituto de Biofísica Carlos Chagas Filho

Universidade do Estado do Rio de Janeiro

Universidade Federal Fluminense

Universidade de São Paulo

Centre National de la Recherche Scientifique

Fundação Carlos Chagas

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Utilização de α,α-Diclorociclobutanonas em Síntese de Produtos Naturais

Química Nova (1997)

Marco Edílson Freire de Lima Fernando Coelho

THE UTILIZATION OF α,α-DICHLOROCYCLOBUTANONES IN THE SYNTHESIS OF NATU-RAL PRODUCTS.The preparation and chemical potentiality of α,α-dichlorocyclobutanones as useful intermediates in the total synthesis of natural products are reviewed.Some aspects related to the recent advances reported in the literature about the mechanism of [2+2] cycloaddition reaction between dichloroketene and olefins are also presented.

10.1590/s0100-40421997000300009

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Citations (1)

Total Synthesis and Antileishmanial Activity of Some Curcumin Analogues.

ChemInform (2003)

Denise de Castro Ferreira Gomez Leila V. Alegrio Leonor L. Leon Marco Edílson Freire de Lima

Abstract For Abstract see ChemInform Abstract in Full Text.

10.1002/chin.200307124

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Citations (11)

[Insecticide effects of natural amides from Piper and of the synthetic derivative tetrahydropiperine on Lucilia cuprina (Diptera: Calliphoridae) and Musca domestica (Diptera: Muscidae)].

Élio Barbieri Cleber B. Barreto Roberta Cristiane Ribeiro Vítor Hugo S. De Oliveira Marco Edílson Freire de Lima

The insecticide activity of piperine, cinamoil amide, and tetrahydropiperine against Lucilia cuprina and Musca domestica adults were conducted at the Federal Rural University of Rio de Janeiro. Chemicals were topically applied on thoracic areas of the flies and the toxicity was determined after 24 and 48 hr post treatment and LD50 were calculated using Probit Analysis. Tetrahydropiperine (THP amide) was the only substance which demonstrated insecticide activity against both species of flies. LD50 against L. cuprina and M. domestica were 16.25 and 7.65 microg/fly, respectively, after 24 hr of treatment. Similar results were observed after 48 hr post treatment because the LD50's were 18.03 and 6.57 microg/fly, respectively. Males of L. cuprina were more resistant to tetrahydropiperine than females. However females of M. domestica were more resistant to the insecticide than males.

Lucilia cuprina

Piperine

Nuisance

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Citations (3)

Germinação de sementes de alface e de duas ervas invasoras com a aplicação de um novo análogo do estrigol, sintetizado a partir do safrol

Horticultura Brasileira (2002)

André José A. Gabriel Marco Edílson Freire de Lima Marco André Alves de Souza Sônia Regina de Souza

O estrigol é um sesquiterpeno natural que possui elevada atividade como estimulante da germinação, principalmente de sementes de espécies invasoras, pertencentes aos gêneros Striga e Orobanche. Soluções contendo 0,01; 0,1; 10 e 1000 mg/L de um novo análogo de estrigol, sintetizado a partir de um alilbenzeno natural, o safrol (isolado do óleo de sassafraz), foram aplicadas em sementes de alface e de Ipomoea grandifolia e Bidens pilosa. Observou-se que houve efeito estimulador na germinação das sementes das ervas invasoras, sem afetar a germinação da alface. Os resultados indicam que essa substância apresenta potencial de uso para estimular a germinação de sementes de ervas invasoras, que poderiam ser eliminadas do solo, antes do plantio de hortaliças como a alface.

Bidens pilosa

Orobanche

10.1590/s0102-05362002000400006

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Citations (1)

The Effectiveness of Natural Diarylheptanoids against Trypanosoma cruzi: Cytotoxicity, Ultrastructural Alterations and Molecular Modeling Studies

PLoS ONE (2016)

Vitor Sueth-Santiago Julliane de Brito Braz Moraes Eliomara Sousa Sobral Alves Marcos A. Vannier‐Santos Célio Geraldo Freire-de-Lima

Curcumin (CUR) is the major constituent of the rhizomes of Curcuma longa and has been widely investigated for its chemotherapeutic properties. The well-known activity of CUR against Leishmania sp., Trypanosoma brucei and Plasmodium falciparum led us to investigate its activity against Trypanosoma cruzi. In this work, we tested the cytotoxic effects of CUR and other natural curcuminoids on different forms of T. cruzi, as well as the ultrastructural changes induced in epimastigote form of the parasite. CUR was verified as the curcuminoid with more significant trypanocidal properties (IC50 10.13 μM on epimastigotes). Demethoxycurcumin (DMC) was equipotent to CUR (IC50 11.07 μM), but bisdemethoxycurcumin (BDMC) was less active (IC50 45.33 μM) and cyclocurcumin (CC) was inactive. In the experiment with infected murine peritoneal macrophages all diarylheptanoids were more active than the control in the inhibition of the trypomastigotes release. The electron microscopy images showed ultrastructural changes associated with the cytoskeleton of the parasite, indicating tubulin as possible target of CUR in T. cruzi. The results obtained by flow cytometry analysis of DNA content of the parasites treated with natural curcuminoids suggested a mechanism of action on microtubules related to the paclitaxel`s mode of action. To better understand the mechanism of action highlighted by electron microscopy and flow cytometry experiments we performed the molecular docking of natural curcuminoids on tubulin of T. cruzi in a homology model and the results obtained showed that the observed interactions are in accordance with the IC50 values found, since there CUR and DMC perform similar interactions at the binding site on tubulin while BDMC do not realize a hydrogen bond with Lys163 residue due to the absence of methoxyl groups. These results indicate that trypanocidal properties of CUR may be related to the cytoskeletal alterations.

Curcuminoid

Mechanism of Action

Antiprotozoal

10.1371/journal.pone.0162926

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Citations (26)

Eimeria species of ruminants in Pernambuco, Bahia, Ceara and Piaui, Brazil.

T. N. Padilha F. A. B. de Vasconcelos Marco Edílson Freire de Lima

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Challenges in the chemotherapy of Chagas disease: Looking for possibilities related to the differences and similarities between the parasite and host

World Journal of Biological Chemistry (2017)

Vitor Sueth-Santiago Débora Decoté‐Ricardo Alexandre Morrot Célio Geraldo Freire-de-Lima Marco Edílson Freire de Lima

Almost 110 years after the first studies by Dr. Carlos Chagas describing an infectious disease that was named for him, Chagas disease remains a neglected illness and a death sentence for infected people in poor countries.This short review highlights the enormous need for new studies aimed at the development of novel and more specific drugs to treat chagasic patients.The primary tool for facing this challenge is deep knowledge about the similarities and differences between the parasite and its human host.

Chagas Disease

10.4331/wjbc.v8.i1.57

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Citations (26)

Drug repurposing for Chagas disease: In vitro assessment of nimesulide against Trypanosoma cruzi and insights on its mechanisms of action

PLoS ONE (2021)

Joana D’Arc S. Trindade Célio Geraldo Freire-de-Lima Suzana Côrte‐Real Débora Decoté‐Ricardo Marco Edílson Freire de Lima

Chagas disease is a neglected illness caused by Trypanosoma cruzi and its treatment is done only with two drugs, nifurtimox and benznidazole. However, both drugs are ineffective in the chronic phase, in addition to causing serious side effects. This context of therapeutic limitation justifies the continuous research for alternative drugs. Here, we study the in vitro trypanocidal effects of the non-steroidal anti-inflammatory drug nimesulide, a molecule that has in its chemical structure a toxicophoric nitroaromatic group (NO 2 ). The set of results obtained in this work highlights the potential for repurposing nimesulide in the treatment of this disease that affects millions of people around the world.

Benznidazole

Nifurtimox

Chagas Disease

Nimesulide

Drug repositioning

Repurposing

Trypanocidal agent

10.1371/journal.pone.0258292

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Citations (10)

Studies on the effectiveness of diarylheptanoids derivatives against Leishmania amazonensis

Memórias do Instituto Oswaldo Cruz (1999)

Catarina AC Araujo Leila V. Alegrio Denise CF Gomes Marco Edílson Freire de Lima Leonardo Gomes-Cardoso

In a previous work we demonstrated that diarylheptanoids extracted from Centrolobium sclerophyllum are very active against Leishmania amazonensis promastigotes. In order to continue our studies with these class of compounds, we decided to evaluate the activity of several diarylheptanoids derived from curcumin (diferuloyl methane) against the extracellular form (promastigotes) of L. amazonensis. Furthermore, an experiment against the intracellular form of the parasite (amastigotes) was carried out, comparing the most active compound among the curcumin derivatives (the methylcurcumin) with des-O-methylcentrolobine, the most active diarylheptanoid derived from C. sclerophyllum.

Diarylheptanoids

Amastigote

Leishmania mexicana

Active compound

10.1590/s0074-02761999000600015

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Citations (54)

STUDIES USING HPLC-PDA IN GABAPENTIN N-DERIVATIZATION REACTIONS WITH 9-FLUORENYLMETHYL CHLOROFORMATE (FMOC-CL)

Química Nova (2021)

Emanoel Hottes Carla Regina Gomes Rodrigues Santos Heloísa Justen Moreira de Souza Marco Edílson Freire de Lima Rosane Nora Castro

FMOC-Cl is a derivatizing agent widely used both in N-protection reactions of a-amino acids as well as in quantification and detection of amino acids and related molecules using HPLC-PDA or fluorescence analysis. In this work we studied the reaction of FMOC-Cl with gabapentin. However, it was observed that the degradation of gabapentin-N-FMOC and FMOC-Cl to FMOC-OH occur simultaneously in presence of the basic reaction medium which is specific for gabapentin derivatization. The degradation reaction is accelerated in temperatures above 45 °C and also by the time of contact of the reactant and product with basic medium. In this study, gabapentin derivatization reactions were shown to be cleaner and more efficient when an FMOC-Cl/gabapentin ratio of 2:1 was used, at 25 °C over a period of 15 minutes.

Chloroformate

Ethyl chloroformate

10.21577/0100-4042.20170719

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Citations (0)