Structural and spectroscopic characterization of epiisopiloturine-metal complexes, and anthelmintic activity <i>vs</i>. <i>S. mansoni</i>

Portes, Marcelo Cecconi; Moraes, Josué de; Véras, Leiz Maria Costa; Leite, José Roberto S. A.; Mafud, Ana Carolina; Mascarenhas, Yvonne P.; Luz, Adamor Eleiel Virgino; Lima, Filipe Camargo Dalmatti Alves; Nascimento, Rafael Rodrigues do; Petrilli, Helena Maria; Pintó, Pedro; Althoff, Gerhard; Ferreira, Ana Maria da Costa

doi:10.1080/00958972.2016.1182162

Cited by 8 publications

(4 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Portes et al synthesized copper and zinc complexes of epiisopiloturine (EPI): [Cu(EPI) 4 ](ClO 4 ) 2 and [Zn(EPI) 2 Cl 2 ] (Figure ). EPI is an imidazole alkaloid, a byproduct from the production of pilocarpine, a treatment for dry mouth and ocular hypertension.…”

Section: Schisotosomiasismentioning

confidence: 99%

Metal Compounds against Neglected Tropical Diseases

et al. 2018

View full text Add to dashboard Cite

Many first-line treatments for neglected tropical diseases identified by the World Health Organization (WHO) are limited by one or more of the following: the development of drug resistance, toxicity, and side effects, lack of selectivity, narrow therapeutic indices, route of administration, and bioavailability. As such, there is an urgent need to develop viable alternatives to overcome these limitations. The following review provides an overview of all existing metal complexes studied and evaluates the status of these complexes on the respective disease of choice.

show abstract

Section: Schisotosomiasismentioning

confidence: 99%

Metal Compounds against Neglected Tropical Diseases

et al. 2018

View full text Add to dashboard Cite

show abstract

“…In a study by Portes and co-workers, EPI was complexed with copper (II) and zinc (II) salts with the aim of improving its anti-parasitic properties through the coordination of metal ions and the corresponding metal complexes were investigated for antihelminthic activity. 93 The study found that while coordination with copper (II) enhanced the activity of free EPI, coordination with zinc (II) decreased its activity. This led to the speculation that copper acted as a carrier of the drug within the parasite, causing a synergistic effect, and that the zinc-EPI complex had no anti-helminthic activity.…”

Section: Pzq Mode Of Actionmentioning

confidence: 97%

Bioorganometallic Compounds as Novel Drug Targets against Schistosomiasis in Sub-Saharan Africa: An alternative to Praziquantel?

2021

View full text Add to dashboard Cite

Human schistosomiasis is a disease that mostly plagues the destitute of various tropical and sub-tropical countries, particularly in sub-Saharan Africa and South America. It has significant effects on various health and economic-related matters. Globally, the burden of schistosomiasis has been controlled with a single chemotherapeutic drug, Praziquantel, which has recently demonstrated several clinical issues, including its inability to destroy juvenile schistosome worms and drug resistance because of its extensive use. The use of organometallic moieties in biological and medicinal chemistry has developed greatly and has led to their use in various anti-cancer and anti-infectious agents. The abundance of a range of organometallic compounds that can cause damage to the parasite has received tremendous feedback, with many already at clinical trials. The distinct redox biology of the schistosome parasite is a vulnerable element to the survival of the worm and has steered attempts toward the use of redox-directed bioorganometallic compounds. Disruption of the schistosome redox homeostasis through organometallic ions provides a novel drug target that could be used in overcoming the drawbacks of the mainstream drug and one that could possibly bypass the emergence of drug resistance.

show abstract

“…Such indexes describe how the electronic populations of the atoms change after the releasing/withdrawing of electrons in/from a given system, allowing to identify molecular sites that are prone to interact with nucleophiles (f + ) or electrophiles (f − ) [31]. In particular, these descriptors have been successfully employed in the study of polymers [[32], [33], [34], [35]] and molecules reactivity [11,27,31,36,37]. The simulations were carried out in vacuo and without temperature effects using the same DFT/B3LYP/6-31G approach employed in the optimizations.…”

Section: Computational Detailsmentioning

confidence: 99%

Acetylated cashew gum-based nanoparticles for the incorporation of alkaloid epiisopiloturine

Rodrigues¹,

Araújo²,

Pitombeira³

et al. 2019

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

The natural alkaloid epiisopiloturine has recently become the focus of study for various medicinal properties, particularly for its anti-inflammatory and antischistosomal effect. The incorporation of active molecules in natural polymeric matrices has garnered increasing interest during recent decades. A new derivative of cashew gum successfully obtained by gum acetylation has shown great potential as a carrier in controlled drug release systems. In this work, epiisopiloturine was encapsulated in acetylated cashew gum nanoparticles in order to increase solubility and allow slow release, whereas the morphology results were supported by computer simulations. The particles were produced under a variety of conditions, and thoroughly characterized using light scattering and microscopic techniques. The particles were spherical and highly stable in solution, and showed drug incorporation at high levels, up to 55% efficiency. Using a dialysis-based in vitro assay, these particles were shown to release the drug via a Fickian diffusion mechanism, leading to gradual drug release over approximately 6 h. These nanoparticles show potential for the use as drug delivery system, while studies on their potential anti-inflammatory action, as well as toxicity and efficacy assays would need to be performed in the future to confirm their suitability as drug delivery candidates.

show abstract

Structural and spectroscopic characterization of epiisopiloturine-metal complexes, and anthelmintic activity vs. S. mansoni

Cited by 8 publications

References 44 publications

Metal Compounds against Neglected Tropical Diseases

Metal Compounds against Neglected Tropical Diseases

Bioorganometallic Compounds as Novel Drug Targets against Schistosomiasis in Sub-Saharan Africa: An alternative to Praziquantel?

Acetylated cashew gum-based nanoparticles for the incorporation of alkaloid epiisopiloturine

Contact Info

Product

Resources

About