Antiviral activity of 7-keto-stigmasterol obtained from green Antarctic algae Prasiola crispa against equine herpesvirus 1

Marinho, Robson dos Santos Souza; Ramos, Carlos José Brito; Leite, Joana Pereira; Teixeira, Valéria Laneuville; Paixão, Izabel Christina Nunes de Palmer; Belo, Cháriston André Dal; Pereira, Antônio Batista; Pinto, Ana Maria Viana

doi:10.1007/s10811-016-0946-9

Cited by 19 publications

(8 citation statements)

References 38 publications

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“… Activity Compound Species classification Species Model (cell line) Virus Reference Virucidal MC15 Phaeophyceae Eisenia bicyclis In vitro (CHSE-214) IHNV [ 88 ] MGDG Chlorophyta Coccomyxa sp. In vitro (Vero) In vivo (Murine) HSV-1/2 [ 60 ] 7-Keto stigmasterol Chlorophyta Prasiola crispa In vitro (RK-13) EHV-1 [ 89 ] Phycobiliprotein Cyanobacteria Spirulina platensis In vitro ( E. coli ) MS-2 ΦX-174 [ 90 ] Virustatic Cyanovirin-N Cyanobacteria Nostoc ellipsosporum In vitro (PBL, MAC) HIV [ 91 ] GRFT Rhodophyta Griffithsia sp. In vitro , (Vero, HEK-293, Huh-7, MRC-5) MERS-CoV [ 92 , 93 ] Lectins Various Various Various HIV [ 58 ] Κ-Carrageenan oligosaccharide Rhodophyta Not reported In vitro (MDCK) IAV [ 94 ] Fucoidan Phaeophyceae Fucus evanescens In vitro (Vero, MT-4) In vivo (Murine) HSV-1/2, HIV, ECHO-1 [ 95 ] ...…”

Section: Viral Pathogenesismentioning

confidence: 99%

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Viral inhibitors derived from macroalgae, microalgae, and cyanobacteria: A review of antiviral potential throughout pathogenesis

et al. 2021

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Viruses are abiotic obligate parasites utilizing complex mechanisms to hijack cellular machinery and reproduce, causing multiple harmful effects in the process. Viruses represent a growing global health concern; at the time of writing, COVID-19 has killed at least two million people around the world and devastated global economies. Lingering concern regarding the virus' prevalence yet hampers return to normalcy. While catastrophic in and of itself, COVID-19 further heralds in a new era of human-disease interaction characterized by the emergence of novel viruses from natural sources with heretofore unseen frequency. Due to deforestation, population growth, and climate change, we are encountering more viruses that can infect larger groups of people with greater ease and increasingly severe outcomes. The devastation of COVID-19 and forecasts of future human/disease interactions call for a creative reconsideration of global response to infectious disease. There is an urgent need for accessible, cost-effective antiviral (AV) drugs that can be mass-produced and widely distributed to large populations. Development of AV drugs should be informed by a thorough understanding of viral structure and function as well as human biology. To maximize efficacy, minimize cost, and reduce development of drug-resistance, these drugs would ideally operate through a varied set of mechanisms at multiple stages throughout the course of infection. Due to their abundance and diversity, natural compounds are ideal for such comprehensive therapeutic interventions. Promising sources of such drugs are found throughout nature; especially remarkable are the algae, a polyphyletic grouping of phototrophs that produce diverse bioactive compounds. While not much literature has been published on the subject, studies have shown that these compounds exert antiviral effects at different stages of viral pathogenesis. In this review, we follow the course of viral infection in the human body and evaluate the AV effects of algae-derived compounds at each stage. Specifically, we examine the AV activities of algae-derived compounds at the entry of viruses into the body, transport through the body via the lymph and blood, infection of target cells, and immune response. We discuss what is known about algae-derived compounds that may interfere with the infection pathways of SARS-CoV-2; and review which algae are promising sources for AV agents or AV precursors that, with further investigation, may yield life-saving drugs due to their diversity of mechanisms and exceptional pharmaceutical potential.

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Section: Viral Pathogenesismentioning

confidence: 99%

“…7-Keto stigmasterol ( Table 3 ), a ketosteroid isolated from the green alga Prasiola crispa , demonstrated inhibitory activity against equine herpesvirus (EHV-1) [ 89 ]. Using in vitro assays and time-of-addition experiments, 7-keto stigmasterol demonstrated a direct virucidal effect on EHV-1 virions.…”

Section: Viral Pathogenesismentioning

confidence: 99%

Viral inhibitors derived from macroalgae, microalgae, and cyanobacteria: A review of antiviral potential throughout pathogenesis

et al. 2021

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“…Meanwhile, 7-ketostigmasterol (7KS) was first time-isolated from rice husk [17]. The compound showed protective effects on human intestinal (Caco-2) cells [18], immune system [19], and antiviral (herpesvirus 1) activity [20]. Nevertheless, to date, no study on the allelopathic property of ME and 7KS was carried out.…”

Section: Introductionmentioning

confidence: 99%

Inhibitory Activities of Momilactones A, B, E, and 7-Ketostigmasterol Isolated from Rice Husk on Paddy and Invasive Weeds

Quan

Xuan

Tran

et al. 2019

Plants

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Rice husk has been exploited as a potential source of allelochemicals. In this study, four bioactive compounds including momilactone E (ME), 7-ketostigmasterol (7KS), momilactone A (MA), and momilactone B (MB) were isolated by column chromatography (CC) to yield 2.7, 0.3, 11.7, and 8.3 mg/kg rice husk, respectively. The structures of the isolated compounds were identified and confirmed by spectroscopic techniques consisting of 1H and 13C nuclear magnetic resonance (NMR), electrospray ionization mass (ESI), high-resolution mass spectrometry (HR-MS) and infrared spectroscopy (IS). An advanced quantitative method for MA and MB was achieved to increase the detectable yields of MA and MB in rice husk to 51.96 and 42.33 µg/mL, respectively. The inhibitory activities of MA, MB, ME, and 7KS were examined on lettuce (Lactuca sativa), barnyard grass (Echinochloa crus-galli), and tall goldenrod (Solidago altissima) in bioassays. The allelopathic activities of ME and 7KS were compared with those of potent phytoalexin momilactones A (MA) and B (MB), and the standard p-hydroxybenzoic acid (pHA). Results showed that both MA and MB exhibited stronger inhibitory activity than ME and 7KS. MB exerted greater inhibitions than MA but the mixture of MA and MB (1:1, v/v) possessed a similar level of inhibition to MB. On the other hand, although ME and 7KS presented non-significant inhibition, their mixture of ME-7KS (1:1, v/v) displayed a remarkable inhibition on the growth of S. altissima. Findings of this study revealed that MA, MB, and the mixture ME-7KS had the potential to control the invasive plant S. altissima and the noxious paddy weed E. crus-galli in vitro, but their mode of actions should be further investigated.

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“…This algae grows abundantly in terrestrial habitats of meltwater zones [8,9,10], and it is associated with marine bird colonies and seal aggregations areas [11]. Seaweeds, such as the Prasiolales order, contain a considerable quantity of phytosterols, however, few studies about its biological effects are found in the literature [12,13,14], especially those related to their pharmacological and toxicological potentials.…”

Section: Introductionmentioning

confidence: 99%

Entomotoxic Activity of Prasiola crispa (Antarctic Algae) in Nauphoeta cinerea Cockroaches: Identification of Main Steroidal Compounds

et al. 2019

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Prasiola crispa is a macroscopic green algae found in abundance in Antarctica ice free areas. Prasiola crispan-hexaneextract (HPC) induced insecticidal activity in Nauphoeta cinerea cockroaches after 24 h of exposure. The chemical analysis of HPC revealed the presence of the followingphytosterols: β-sitosterol, campesterol and stigmasterol. The incubation of cockroach semi-isolated heart preparations with HPC caused a significant negative chronotropic activity in the heartbeats. HPC affected the insect neuromuscular function by inducing a complete inhibition of the cockroach leg-muscle twitch tension. When the isolated phytosterols were injected at in vivo cockroach neuromuscular preparations, there was a progressive inhibition of muscle twitches on the following order of potency: β-sitosterol > campesterol > stigmasterol. HPC also provoked significant behavioral alterations, characterized by the increase or decrease of cockroach grooming activity, depending on the dose assayed. Altogether, the results presented here corroborate the insecticide potential of Prasiola crispa Antarctic algae. They also revealed the presence of phytosterols and the involvement of these steroidal compounds in the entomotoxic activity of the algae, potentially by modulating octopaminergic-cholinergic pathways. Further phytochemical-combined bioguided analysis of the HPC will unveil novel bioactive compounds that might be an accessory to the insecticide activity of the algae.

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Antiviral activity of 7-keto-stigmasterol obtained from green Antarctic algae Prasiola crispa against equine herpesvirus 1

Cited by 19 publications

References 38 publications

Viral inhibitors derived from macroalgae, microalgae, and cyanobacteria: A review of antiviral potential throughout pathogenesis

Viral inhibitors derived from macroalgae, microalgae, and cyanobacteria: A review of antiviral potential throughout pathogenesis

Inhibitory Activities of Momilactones A, B, E, and 7-Ketostigmasterol Isolated from Rice Husk on Paddy and Invasive Weeds

Entomotoxic Activity of Prasiola crispa (Antarctic Algae) in Nauphoeta cinerea Cockroaches: Identification of Main Steroidal Compounds

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