Chemical structure and snake antivenom properties of sulfated agarans obtained from Laurencia dendroidea (Ceramiales, Rhodophyta)

Ferreira, Luciana G.; Silva, Ana Claudia R. da; Noseda, Miguel D.; Fuly, André Lopes; Carvalho, Mariana M. de; Fujii, Mutuê T.; Sanchez, Eládio F.; Carneiro, Jaqueline; Duarte, Maria Eugênia R.

doi:10.1016/j.carbpol.2019.04.066

Cited by 9 publications

(5 citation statements)

References 32 publications

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“…The use of plant compounds or extracts – including flavonoids – may inhibit totally or partially the lethality and hemorrhages induced by BjV ( da Silva et al, 2015 ; de Souza et al, 2020 ; Domingos et al, 2015 ; Ferreira et al, 2019 ), however the compounds and mechanisms by which this inhibition occurs have not been described yet. Inasmuch as rutin and RS completely inhibited the lethality evoked by BjV and modulated BjV-induced hemostatic disturbances, it is likely that this effect is also due to a direct action in the organism, hindering the damaging consequences of envenomation.…”

Section: Discussionmentioning

confidence: 99%

The Bioflavonoids Rutin and Rutin Succinate Neutralize the Toxins of B. jararaca Venom and Inhibit its Lethality

et al. 2022

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The venom of the Brazilian pit viper Bothrops jararaca (BjV) is a complex mixture of molecules, and snake venom metalloproteinases (SVMP) and serine proteinases (SVSP) are the most abundant protein families found therein. Toxins present in BjV trigger most of the deleterious disturbances in hemostasis observed in snakebites, i.e., thrombocytopenia, hypofibrinogenemia and bleedings. The treatment of patients bitten by snakes still poses challenges and the bioflavonoid rutin has already been shown to improve hemostasis in an experimental model of snakebite envenomation. However, rutin is poorly soluble in water; in this study, it was succinylated to generate its water-soluble form, rutin succinate (RS), which was analyzed comparatively regarding the chemical structure and characteristic features of rutin. Biological activities of rutin and RS were compared on hemostatic parameters, and against toxic activities of crude BjV in vitro. In vivo, C57BL/6 mice were injected i.p. with either BjV alone or pre-incubated with rutin, RS or 1,10-phenanthroline (o-phe, an SVMP inhibitor), and the survival rates and hemostatic parameters were analyzed 48 h after envenomation. RS showed the characteristic activities described for rutin – i.e., antioxidant and inhibitor of protein disulfide isomerase – but also prolonged the clotting time of fibrinogen and plasma in vitro. Differently from rutin, RS inhibited typical proteolytic activities of SVMP, as well as the coagulant activity of BjV. Importantly, both rutin and RS completely abrogated the lethal activity of BjV, in the same degree as o-phe. BjV induced hemorrhages, falls in RBC counts, thrombocytopenia and hypofibrinogenemia in mice. Rutin and RS also improved the recovery of platelet counts and fibrinogen levels, and the development of hemorrhages was totally blocked in mice injected with BjV incubated with RS. In conclusion, RS has anticoagulant properties and is a novel SVMP inhibitor. Rutin and RS showed different mechanisms of action on hemostasis. Only RS inhibited directly BjV biological activities, even though both flavonoids neutralized B. jararaca toxicity in vivo. Our results showed clearly that rutin and RS show a great potential to be used as therapeutic compounds for snakebite envenomation.

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Section: Discussionmentioning

confidence: 99%

The Bioflavonoids Rutin and Rutin Succinate Neutralize the Toxins of B. jararaca Venom and Inhibit its Lethality

et al. 2022

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“…This agaran group is found in major amounts on algae of the Rhodomelaceae (Ceramiales). These diads were found in agarans from Laurencia species, as L. nipponica ( Usov and Elashvili, 1991 ) , L. obtusa and Laurencia gracilis (as L. filiformis ) ( Canelón et al., 2014 ) [ Figures 5B (1) and (2) ], L. dendroidea ( Ferreira et al., 2019 ), and others; and also in the related species Acanthophora spicifera ( Duarte et al., 2004 ) , Chondria macrocarpa ( Furneaux and Stevenson, 1990 ), and Palisada flagellifera ( Ferreira et al., 2012 ). In some of these species, the repeating unit GP2S-LA was also detected in considerable quantities ( L. gracilis (as L. filiformis ) , A. spicifera, C. macrocarpa , and P. flagellifera ).…”

Section: Agaransmentioning

confidence: 99%

Structural Diversity in Galactans From Red Seaweeds and Its Influence on Rheological Properties

2020

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“…There are approximately 1500 species of brown algae; however, some species of the class Phaeophyceae, such as Ecklonia , Laminaria , Undaria , Fucus , Ascophyllum , and Himanthalia , are perhaps the most studied due to the high content of bioactive compounds, including alkaloids, terpenoids, phytosterols, carotenoids, polyphenols, sterols, proteins, and sulfated polysaccharides [ 19 , 20 ]. These compounds have a wide range of pharmacological properties, including anticoagulant, antioxidant, antiviral, anti-inflammatory, anticancer, antifungal, antibacterial [ 21 , 22 , 23 ], and antivenom [ 24 , 25 , 26 , 27 ] activities, as well as ecological functions [ 28 ]. Indeed, seaweed has been used by the pharmaceutical and nutraceutical industries to promote human health or treat diseases [ 20 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

“…Thus, the successful applicability of seaweeds makes them good candidates for drug development to treat a wide range of diseases, including SBE. The literature has described the antagonist effects of polysaccharides from red algae Laurencia dendroidea [ 24 ], Palisada flagellifera [ 25 ], and Chondrus crispus [ 26 ] and green alga Gayralia oxysperma [ 27 ] against the toxic activities of the pit vipers Lachesis muta , B. jararaca , and B. jararacussu . However, less is known about the inhibitory properties of fucoidans from brown algae.…”

Section: Introductionmentioning

confidence: 99%

Effect of Seaweed-Derived Fucoidans from Undaria pinnatifida and Fucus vesiculosus on Coagulant, Proteolytic, and Phospholipase A2 Activities of Snake Bothrops jararaca, B. jararacussu, and B. neuwiedi Venom

Castro-Pinheiro,

Junior,

Sanchez

et al. 2024

Toxins

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Background: Snakebite envenomation (SBE) causes diverse toxic effects in humans, including disability and death. Current antivenom therapies effectively prevent death but fail to block local tissue damage, leading to an increase in the severity of envenomation; thus, seeking alternative treatments is crucial. Methods: This study analyzed the potential of two fucoidan sulfated polysaccharides extracted from brown seaweeds Fucus vesiculosus (FVF) and Undaria pinnatifida (UPF) against the fibrinogen or plasma coagulation, proteolytic, and phospholipase A2 (PLA2) activities of Bothrops jararaca, B. jararacussu, and B. neuwiedi venom. The toxicity of FVF and UPF was assessed by the hemocompatibility test. Results: FVF and UPF did not lyse human red blood cells. FVF and UPF inhibited the proteolytic activity of Bothrops jararaca, B. jararacussu, and B. neuwiedi venom by approximately 25%, 50%, and 75%, respectively, while all venoms led to a 20% inhibition of PLA2 activity. UPF and FVF delayed plasma coagulation caused by the venoms of B. jararaca and B. neuwiedi but did not affect the activity of B. jararacussu venom. FVF and UPF blocked the coagulation of fibrinogen induced by all these Bothropic venoms. Conclusion: FVF and UPF may be of importance as adjuvants for SBE caused by species of Bothrops, which are the most medically relevant snakebite incidents in South America, especially Brazil.

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Chemical structure and snake antivenom properties of sulfated agarans obtained from Laurencia dendroidea (Ceramiales, Rhodophyta)

Cited by 9 publications

References 32 publications

The Bioflavonoids Rutin and Rutin Succinate Neutralize the Toxins of B. jararaca Venom and Inhibit its Lethality

The Bioflavonoids Rutin and Rutin Succinate Neutralize the Toxins of B. jararaca Venom and Inhibit its Lethality

Structural Diversity in Galactans From Red Seaweeds and Its Influence on Rheological Properties

Effect of Seaweed-Derived Fucoidans from Undaria pinnatifida and Fucus vesiculosus on Coagulant, Proteolytic, and Phospholipase A2 Activities of Snake Bothrops jararaca, B. jararacussu, and B. neuwiedi Venom

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