Natural and Synthetic Naphthoquinones as Potential Anti-Infective Agents

Ortiz-Pérez, Eyrá; Rivera, Gildardo; Salas, Cristian O.; Zárate-Ramos, Juan J.; Trofymchuk, Oleksandra S.; Hernandez-Soberanis, Lucio; Perales-Flores, Juanita D.; Vázquez, Karina

doi:10.2174/1568026621666210915121348

Cited by 13 publications

(8 citation statements)

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“…Anthraquinones, dyes, and naturally occurring naphthoquinone exert biological effects on various pathogens, including Leishmania spp. [ 101 ].…”

Section: Resultsmentioning

confidence: 99%

Overview of Research on Leishmaniasis in Africa: Current Status, Diagnosis, Therapeutics, and Recent Advances Using By-Products of the Sargassaceae Family

Abdoul-Latif,

Oumaskour,

Abdallah

et al. 2024

Pharmaceuticals

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Leishmaniasis in Africa, which has been designated as a priority neglected tropical disease by various global organizations, exerts its impact on millions of individuals, primarily concentrated within this particular region of the world. As a result of the progressively grave epidemiological data, numerous governmental sectors and civil organizations have concentrated their endeavors on this widespread outbreak with the objective of devising appropriate remedies. This comprehensive examination delves into multiple facets of this parasitic ailment, scrutinizing the associated perils, diagnostic intricacies, and deficiencies within the existing therapeutic protocols. Despite the established efficacy of current treatments, they are not immune to deleterious incidents, particularly concerning toxicity and the emergence of parasitic resistance, thus accentuating the necessity of exploring alternative avenues. Consequently, this research not only encompasses conventional therapeutic approaches, but also extends its scope to encompass complementary and alternative medicinal techniques, thereby striving to identify innovative solutions. A particularly auspicious dimension of this study lies in the exploration of natural substances and by-products derived from some brown algae of the Sargassaceae family. These resources possess the potential to assume a pivotal role in the management of leishmaniasis.

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“…Anthraquinones, dyes, and naturally occurring naphthoquinone exert biological effects on various pathogens, including Leishmania spp. [ 101 ].…”

Section: Resultsmentioning

confidence: 99%

Overview of Research on Leishmaniasis in Africa: Current Status, Diagnosis, Therapeutics, and Recent Advances Using By-Products of the Sargassaceae Family

Abdoul-Latif,

Oumaskour,

Abdallah

et al. 2024

Pharmaceuticals

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“…The toxicity of β-lapachone has led to the study of synthetic and semi-synthetic derivatives which may avoid this disadvantage. 43 This review examines epoxy-α-lapachone (ELAP) in which an epoxide ring is introduced into the quinoid center of α-lapachone. 44 …”

Section: Introductionmentioning

confidence: 99%

Epoxy-α-lapachone (2,2-Dimethyl-3,4-dihydro-spiro[2H-naphtho[2,3-b]pyran-10,2′-oxirane]-5(10H)-one): a promising molecule to control infections caused by protozoan parasites

Peixoto¹,

Oliveira²,

Oliveira³

et al. 2023

The Brazilian Journal of Infectious Diseases

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“…Naphthoquinones have been highlighted as a promising antiparasitic agent against Leishmania spp. [ 41 , 42 , 43 ], Trypanosoma cruzi [ 41 ], Plasmodium spp., [ 44 ], Toxoplasma gondii [ 45 ], Toxocara canis [ 46 , 47 ], Hymenolepes nana [ 48 ], and S. mansoni [ 49 , 50 ].…”

Section: Introductionmentioning

confidence: 99%

“…Regarding the antiparasitic potential, extracts obtained from Plumbago auriculata , Plumbago zeylanica L., and Plumbago indica L., all rich in plumbagin, demonstrated action against Trypanosoma cruzi , Plasmodium falciparum , and Carmyerius spatiosus , respectively [ 55 , 56 , 57 ]. Furthermore, isolated plumbagin was able to induce programmed cell death (PCD) Leishmania promastigotes through elevation of reactive oxygen species (ROS), disruption of intracellular calcium homeostasis, and mitochondrial depolarization and by acting as an inhibitor of trypanothione redutase [ 42 , 58 ]. PLUM was also able to reduce the parasitemia of Plasmodium spp.…”

Section: Introductionmentioning

confidence: 99%

“…PLUM was also able to reduce the parasitemia of Plasmodium spp. [ 59 ] and T. cruzi [ 42 , 60 ]; on Fasciola gigantica [ 61 ] and Paramphistomum [ 62 ] it caused damage to the integument and death. Furthermore, PLUM also damaged the integument and caused muscle contraction, mitochondrial damage, protein disorganization and lipid peroxidation due to increased ROS and H 2 O 2 against S. mansoni in vitro and in vivo [ 63 , 64 , 65 ].…”

Section: Introductionmentioning

confidence: 99%

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Plumbagin: A Promising In Vivo Antiparasitic Candidate against Schistosoma mansoni and In Silico Pharmacokinetic Properties (ADMET)

Silva,

França,

Santos

et al. 2023

Biomedicines

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Schistosomiasis, a potentially fatal chronic disease whose etiological agents are blood trematode worms of the genus Schistosoma spp., is one of the most prevalent and debilitating neglected diseases. The treatment of schistosomiasis depends exclusively on praziquantel (PZQ), a drug that has been used since the 1970s and that already has reports of reduced therapeutic efficacy, related with the development of Schistosoma-resistant or -tolerant strains. Therefore, the search for new therapeutic alternatives is an urgent need. Plumbagin (PLUM), a naphthoquinone isolated from the roots of plants of the genus Plumbago, has aroused interest in research due to its antiparasitic properties against protozoa and helminths. Here, we evaluated the in vivo schistosomicidal potential of PLUM against Schistosoma mansoni and the in silico pharmacokinetic parameters. ADMET parameters and oral bioavailability were evaluated using the PkCSM and SwissADME platforms, respectively. The study was carried out with five groups of infected mice and divided as follows: an untreated control group, a control group treated with PZQ, and three groups treated orally with 8, 16, or 32 mg/kg of PLUM. After treatment, the Kato–Katz technique was performed to evaluate a quantity of eggs in the feces (EPG). The animals were euthanized for worm recovery, intestine samples were collected to evaluate the oviposition pattern, the load of eggs was determined on the hepatic and intestinal tissues and for the histopathological and histomorphometric evaluation of tissue and hepatic granulomas. PLUM reduced EPG by 65.27, 70.52, and 82.49%, reduced the total worm load by 46.7, 55.25, and 72.4%, and the female worm load by 44.01, 52.76, and 71.16%, for doses of 8, 16, and 32 mg/kg, respectively. PLUM also significantly reduced the number of immature eggs and increased the number of dead eggs in the oogram. A reduction of 36.11, 46.46, and 64.14% in eggs in the hepatic tissue, and 57.22, 65.18, and 80.5% in the intestinal tissue were also observed at doses of 8, 16, and 32 mg/kg, respectively. At all doses, PLUM demonstrated an effect on the histopathological and histomorphometric parameters of the hepatic granuloma, with a reduction of 41.11, 48.47, and 70.55% in the numerical density of the granulomas and 49.56, 57.63, and 71.21% in the volume, respectively. PLUM presented itself as a promising in vivo antiparasitic candidate against S. mansoni, acting not only on parasitological parameters but also on hepatic granuloma. Furthermore, in silico, PLUM showed good predictive pharmacokinetic profiles by ADMET.

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Natural and Synthetic Naphthoquinones as Potential Anti-Infective Agents

Cited by 13 publications

References 0 publications

Overview of Research on Leishmaniasis in Africa: Current Status, Diagnosis, Therapeutics, and Recent Advances Using By-Products of the Sargassaceae Family

Overview of Research on Leishmaniasis in Africa: Current Status, Diagnosis, Therapeutics, and Recent Advances Using By-Products of the Sargassaceae Family

Epoxy-α-lapachone (2,2-Dimethyl-3,4-dihydro-spiro[2H-naphtho[2,3-b]pyran-10,2′-oxirane]-5(10H)-one): a promising molecule to control infections caused by protozoan parasites

Plumbagin: A Promising In Vivo Antiparasitic Candidate against Schistosoma mansoni and In Silico Pharmacokinetic Properties (ADMET)

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