Role of Marine Natural Products in the Genesis of Antiviral Agents

Gogineni, Vedanjali; Schinazi, Raymond F.; Hamann, Mark T.

doi:10.1021/cr4006318

Cited by 87 publications

(71 citation statements)

References 357 publications

(740 reference statements)

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“…Em decorrência disto, produtos naturais ou derivados destes representam cerca de 48 % do total de fármacos disponibilizados para uso terapêutico entre os anos de 1981e 2014(NEWMAN & CRAGG, 2016DAVID et al, 2015). Um exemplo que vale ressaltar é que 60% dos fármacos com propriedades antitumorais utilizados atualmente são derivados de fontes naturais (GOGINENI et al, 2015).…”

Section: Ambiente Marinho E Seus Produtos Naturaisunclassified

“…Tendo em vista a natureza como uma fonte prolífica de produtos naturais, não podemos deixar de que considerar que 95% da biosfera da terra são representados pelo ecossistema marinho e este abriga uma vasta diversidade de organismos, com 300 mil espécies descritas que representam apenas uma discreta parcela do total estimado (GOGINENI et al, 2015;MOGHADAMTOUSI et al, 2015). Além desta diversidade biológica, a imensidão dos oceanos e seu ambiente único são responsáveis também por uma excepcional diversidade química (MOGHADAMTOUSI et al, 2015).…”

Section: Ambiente Marinho E Seus Produtos Naturaisunclassified

“…Várias formas de vida marinha têm sido submetidas a análises em busca de seus produtos naturais, entre elas tunicados, esponjas, corais moles, lebres do mar, nudibrânquios, briozoários, lesmas do mar e outros organismos (HUSSEIN & MOHAMED, 2015). Como resultado destes estudos, o ambiente marinho tem disponibilizado não só uma variedade de fármacos, mas também agroquímicos, cosméticos, enzimas e suplementos nutricionais, com grandes perspectivas comerciais (MOGHADAMTOUSI et al, 2015;BLUNT et al, 2016;CHEUNG et al 2015;GOGINENI et al, 2015;GRIBBLE, 2015;HONG et al, 2015;HUSSEIN & MOHAMED, 2015;RANGEL & FALKENBERG, 2015).…”

Section: Ambiente Marinho E Seus Produtos Naturaisunclassified

“…Sínteses e modificações das moléculas naturais deram origem às drogas antivirais e antileucêmicas desenvolvidas a partir dos anos 70, incluindo o primeiro tratamento efetivo contra infecção por HIV (RANGEL & FALKENBERG, 2015;GOGINENI et al, 2015). Hoje, transcorridos 65 anos, nove fármacos de origem marinha são utilizados na clínica médica, sob aprovação do FDA (Food and Drug Administration -EUA).…”

Section: Ambiente Marinho E Seus Produtos Naturaisunclassified

“…Desde então, vários organismos revelaram habilidade para produzir nucleosídeos com estrutura não usual e bioatividades significantes (HUANG et al 2014). Espongotimidina e espongouridina são arabinosil glicosídeos que apresentaram atividade biológica (GOGINENI et al, 2015). Uma vez sabendo-se que os sistemas biológicos poderiam reconhecer nucleosídeos com açúcares modificados ou acíclicos, vários análogos nucleosídeos foram sintetizados, dando origem a drogas com ação antitumoral e antiviral como a citarabina (ara-C), a vidarabina (ara-A) e a zidovudina (Figura 3), o principal antirretroviral usado para suprimir a viremia em pacientes HIV positivos (RANGEL & FALKENBERG, 2015).…”

Section: Figura 2: Metabólitos Isolados De Cianobactérias Do Gênero Gunclassified

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Estudo químico de cianobactérias marinhas e do cultivo misto entre a linhagem Geitlerinema sp CENA556 e o fungo Trichoderma atroviride, endófito da alga marinha Bostrychia tenella

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Estudo químico de cianobactérias marinhas e do cultivo misto entre a linhagem Geitlerinema sp CENA556 e o fungoMarine organisms are recognized as a rich reservoir of natural products with exceptional molecular structures. In this context, cyanobacteria and endophytic fungi has emerged as source of promising bioactive compounds. The aim of this work was to look for biologically active compounds from the marine cyanobacteria strains, collected in Ubatuba, coast of the São Paulo state (Brazil), and to explore the biosynthetic potential of the fungus Trichoderma atroviride (endophyte isolated from marine seaweed Bostrychia tenella, collected in the rocky Shore of Praia de Fortaleza, Ubatuba, SP) by coculture with the cyanobacteria strain Geitlerinema sp CENA556. Initially, five species of marine cyanobacteria were isolated from the sample collected at the coast of São Paulo, and then characterized phylogenetically. Among them, the strains coded as Geitlerinema sp CENA552 and Geitlerinema sp CENA556 were cultured in mimicking seawater medium and extracted with a mix of CH 2 Cl 2 / MeOH (2:1), and then EtOAc. The concentrated extract was partitioned into hexane fraction and MeOH/H2O (95: 5) fraction. Four known compounds were identified from the hexane fraction of the Geitlerinema sp CENA552 extract by GC-MS analysis: 2-hexyl-1-decanol, 3-octadecene, neophytadiene, and methyl palmitate. Similarly, the compounds dodecanal, 8-heptadecene, palmitaldehyde, neophytadiene, phytol, methyl palmitoleate, methyl 7-hexadecenoate, and methyl 9-hexadecenoate were identified from the hexane fraction of the Geitlerinema sp CENA556 extract. Starting of MeOH/H2O (95: 5) fraction of Geitlerinema sp CENA556 extract, seven compounds were isolated by semi preparative HPLC-PDA and identified by NMR spectroscopy and HR-MS analysis. Among them, five known nucleosides first isolated from cyanobacteria: 2'-deoxyuridine, thymidine, adenosine, 2'-deoxyadenosine, and uridine. Also two amino acids: D-leucine and L-phenylalanine. Trichoderma atroviride was grown alone in rice and Czapeck media and the coculture between the fungus and the cyanobacteria (Geitlerinema sp CENA556) were performed using the same media. The CH 2 Cl 2 / MeOH (2:1) and EtOAc pooled extract from the coculture of the fungus T. atroviride and the cyanobacteria Gleiterinema sp CENA556 in Czapek medium shows significant difference in the metabolites production when compared to individually cultured fungus and cyanobacteria. Four catechol type siderophores were isolated from MeOH/H2O (95: 5) fraction of this extract: agrobactin, agrobactin A, photobactin and one novel compound. Agrobactin, the major compound, showed substantial antibacterial activity against P. mirabilis, E. coli, S. saprophyticus, S. aureus and P. aeruginosa. Thus, the studied brazilian cyanobacteria Geitlerinema sp appeared to be promising for isolation of nucleosides with biological activity. Furthermore, the fungus T. atroviride proved to be a prolific source of antibacterial siderophores obtained by biologic...

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Section: Ambiente Marinho E Seus Produtos Naturaisunclassified

Section: Figura 2: Metabólitos Isolados De Cianobactérias Do Gênero Gunclassified

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Estudo químico de cianobactérias marinhas e do cultivo misto entre a linhagem Geitlerinema sp CENA556 e o fungo Trichoderma atroviride, endófito da alga marinha Bostrychia tenella

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Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate

Qin

Rauwolf

et al. 2019

Angewandte Chemie

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Rhodomyrtusials A-C, the first examples of triketone-sesquiterpene meroterpenoids featuring a unique 6/5/5/9/4 fused pentacyclic ring system were isolated from Rhodomyrtus tomentosa, along with several biogenetically-related dihydropyran isomers. Two bis-furans and one dihydropyran isomer showed acetylcholinesterase (AChE) inhibitory activity. Structures of the isolates were unambiguously established by a combination of spectroscopic data, ECD analysis, and total

show abstract

Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate

Qin

Rauwolf

et al. 2019

Angew Chem Int Ed

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Rhodomyrtusials A–C, the first examples of triketone‐sesquiterpene meroterpenoids featuring a unique 6/5/5/9/4 fused pentacyclic ring system were isolated from Rhodomyrtus tomentosa, along with several biogenetically‐related dihydropyran isomers. Two bis‐furans and one dihydropyran isomer showed acetylcholinesterase (AChE) inhibitory activity. Structures of the isolates were unambiguously established by a combination of spectroscopic data, ECD analysis, and total synthesis. Bioinspired total syntheses of six isolates were achieved in six steps utilizing a reactive enetrione intermediate generated in situ from a readily available hydroxy‐endoperoxide precursor.

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Role of Marine Natural Products in the Genesis of Antiviral Agents

Cited by 87 publications

References 357 publications

Estudo químico de cianobactérias marinhas e do cultivo misto entre a linhagem Geitlerinema sp CENA556 e o fungo Trichoderma atroviride, endófito da alga marinha Bostrychia tenella

Estudo químico de cianobactérias marinhas e do cultivo misto entre a linhagem Geitlerinema sp CENA556 e o fungo Trichoderma atroviride, endófito da alga marinha Bostrychia tenella

Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate

Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate

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