New Metabolites from Sponge-Derived Fungi Curvularia lunata and Cladosporium herbarum

Jadulco, Raquel C.; Brauers, Gernot; Edrada-Ebel, RuAngelie; Ebel, Rainer; Wray, Victor; Proksch, Peter

doi:10.1021/np010390i

Cited by 152 publications

(116 citation statements)

References 14 publications

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“…In this study, all Indonesian natural product ligands were obtained from a various study that has been conducted previously, including from HerbalDB database [32,[38][39][40][41][42][43][44][45][46][47][48][49][50][51][52][53][54]. These ligand structures were redrawn by using PerkinElmer ChemBioDraw Ultra 13.0, which can be saved later in .mol format.…”

Section: Acquiring the Indonesian Natural Product Ligands And Vp24 Prmentioning

confidence: 99%

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

Tambunan¹,

Nasution²

2017

AIP Conference Proceedings

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Sensitivity differences between microporous NaY and hierarchical ZSM-5 modified electrodes as ammonia gas sensor AIP Conference Proceedings 1862, 030081 (2017) Abstract. Ebola remains as one of the deadliest diseases in the world, with almost 29,000 cases were reported and kill 11,000 of them, and yet neither treatment nor vaccine that can combat this disease effectively. This disease is caused by ebolavirus (EBOV), a primary member of Filoviridae family. The life cycle of this virus has been operated by several key proteins, one of them is VP24 protein, which has been known for its crucial role in the transcription and replication of EBOV. Therefore, targeting VP24 protein can be a solution for treating this pathogenic disease. In this study, virtual screening of Indonesian natural products as EBOV VP24 inhibitor was performed. About 2,020 ligands from many sources, including HerbalDB database, were obtained and screened by using DataWarrior software to measure its molecular and pharmacological properties, resulting 301 ligands in the process. Then, the molecular docking simulation was performed to check the ligand's binding interaction and affinity with EBOV VP24 protein; this simulation was done by using MOE 2014.09 software. This study resulted that cycloartocarpin was the best ligand to inhibit the EBOV VP24 protein. Therefore, this ligand should be checked its stability through molecular dynamics simulation and performed in vitro test to verify its bioactivity against the EBOV VP24 protein.

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Section: Acquiring the Indonesian Natural Product Ligands And Vp24 Prmentioning

confidence: 99%

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

Tambunan¹,

Nasution²

2017

AIP Conference Proceedings

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“…The absolute configuration of the stereogenic center was confirmed to be (S) from the sign of the specific rotation of 1, and the enantiopurity of our synthetic (S)-(-)-herbaric acid 1 was clearly established from the optical rotation as well as chromatography and spectroscopy data, []D -29.1 for (3S)-1 (c 1.60 in MeOH) (95% ee), []D -27.0 for the natural product (c 0.18 in MeOH) [7]. …”

Section: Scheme 2 Total Synthesis Of (-)-Herbaric Acidmentioning

confidence: 83%

“…Afterwards, we demonstrated the combination of 20 mol% of benzoic acid and QTC 2,4-OMe catalyst led to the desired bromolactone 9a with the highest diastereomeric excess (76% de, Table 2, entries 4,5). Within these optimized reaction conditions, QDTC 4-OMe and QTC 2,4-OMe catalysts were successfully used in the asymmetric bromolactonization of benzoic acids 8b-e reaching high yields and modest to good diastereoselectivities (Table 2, entries [6][7][8][9][10][11][12][13][14]. The (+) or (-)-Menthyl group in esters 8a,b was found to be the best chiral auxiliary (Table 2, entries 5, 6).…”

Section: Asymmetric Intramolecular Halolactonization Reactionmentioning

confidence: 99%

“…Representative examples include typhaphtalide [3], 3-butylphthalide [4], and alcyopterosin E [5] (Figure 1). In addition, they constitute the main core of a minor group of natural products such as isoochracinic acid [6] or the fungal metabolite (-)-herbaric acid [7] bearing a carboxymethyl group at the 3 position of the lactone ring system (Figure 1). Consequently, the structural originality of these functionalized chiral isobenzofuranones makes them challenging synthetic targets, and the development of stereoselective methodologies for their synthesis constitutes an area of current interest.…”

Section: Introductionmentioning

confidence: 99%

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Total synthesis of (–)-herbaric acid through organocatalyzed asymmetric halolactonization of acrylate-type benzoic acids.

Deniau

2017

Proceedings of the 21st International Electronic Conference on Synthetic Organic Chemistry

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Abstract:The total synthesis of (-)-herbaric acid has been achieved through the stereoselective synthesis of 3-substituted isobenzofuranones with a new organocatalytic route. When combined with a catalytic amount of benzoic acid, quinidine thiocarbamates based bifunctional catalysts have demonstrated their efficiency for the distereoselective halolactonization reaction of acrylate-type benzoic acids bearing a chiral alkoxycarbonyl group on the carbon-carbon double bond. High diastereomeric excesses were obtained thanks to a positive match effect between the (+)-menthyl ester group and the chiral organocatalyst.

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“…Jadulco e colaboradores, 35 estudando uma cepa de Curvularia lunata isolada da esponja marinha Niphates olemda coletada na Indonésia, obtiveram uma antraquinona inédita, lunatina (83), além da bisantraquinona citoskirina (84). Ambas foram ativas contra B. subtilis, S. aureus e E. coli.…”

Section: Diversidade Estrutural De Metabólitos Fúngicos Com Atividadeunclassified

Ocorrência e diversidade estrutural de metabólitos fúngicos com atividade antibiótica

Takahashi¹,

Lucas²

2008

Quím. Nova

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Recebido em 21/5/07; aceito em 17/12/07; publicado na web em 17/9/08 OCCURRENCE AND STRUCTURAL DIVERSITY OF FUNGAL METABOLITES WITH ANTIBIOTIC ACTIVITY. Several reasons motivated the development of new generations of antibiotics, such as their high ability to develop resistance to virtually all kinds of anti-infective agents and the crescent market demand for new drugs to treat special demanding patients. After penicillin discovery, several antibiotics were developed from fungal metabolites, since antibacterial secondary metabolites consists on a fungal endogenous protective mechanism against natural competitors. The aim of this review is to present the structural diversity of antibacterial and antifungal metabolites produced by fungi, mentioning sources of fungal isolates, cultivation process and details on the scope of their antibiotic activity.Keywords: fungal metabolites; antibiotics; fermentation. intrOduÇÃOA primeira referência sobre metabólitos fúngicos parece ter sido publicada em 1911, 1 mas em menos de 100 anos, até o segundo trimestre de 2007, haviam sido cadastradas nos bancos de dados Caplus e Medline 11376 publicações sobre este tema, inclusive patentes, evidenciando o crescente interesse por esta área.Dentro deste contexto, uma grande vantagem da prospecção química de metabólitos fúngicos em relação às demais fontes é o fato de que microrganismos podem ser cultivados em larga escala em fermentadores, não havendo prejuízo ao ecossistema, como pode ocorrer com a retirada de plantas e algas de áreas naturais, nem problemas éticos como os que podem advir da prospecção de metabólitos bioativos a partir de insetos, anfíbios e outras espécies animais. fungOs e antibióticOsOs primeiros relatos do uso de antibióticos pelo homem são muito antigos, como a descrição do uso de sapatos mofados por chineses para curar feridas infeccionadas nos pés (3000 anos a.C.), porém, o primeiro metabólito fúngico de notória eficácia foi, sem dúvida, a penicilina, substância produzida pelo fungo Penicillium chrysogenun, cuja capacidade de inibir o crescimento bacteriano foi descoberta acidentalmente por Fleming, em 1928. Seu emprego em larga escala no início da década de 40, fruto dos esforços dos pesquisadores ingleses Forey e Chain, levou à redução do índice de mortandade de soldados de 39% durante a Primeira Guerra Mundial para 3,9%, na Segunda Guerra. O grande impacto do uso penicilina motivou sua produção industrial, sendo este o primeiro medicamento produzido em grande escala, originando, portanto, a indústria farmacêutica.2 Deu-se início, com esta descoberta, à exploração dos microrganismos como fonte de substâncias biologicamente ativas, com uma grande ênfase, ainda vigente, na busca de novas substâncias com atividade antibiótica.O termo antibiótico foi introduzido por Paul Vuillemin, em 1889, mas foi Waksman quem definiu antibióticos como sendo substâncias produzidas por microrganismos com a capacidade de inibir o crescimento de outros microrganismos ou mesmo destruí-los em soluções diluídas.3 Atualmente, o conceito...

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New Metabolites from Sponge-Derived Fungi Curvularia lunata and Cladosporium herbarum

Cited by 152 publications

References 14 publications

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

<span>Total synthesis of (</span><span>–</span><span>)-herbaric acid through organocatalyzed asymmetric halolactonization of acrylate-type benzoic acids.</span>

Ocorrência e diversidade estrutural de metabólitos fúngicos com atividade antibiótica

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New Metabolites from Sponge-Derived Fungi Curvularia lunata and Cladosporium herbarum

Cited by 152 publications

References 14 publications

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

Identification of novel Ebola virus (EBOV) VP24 inhibitor from Indonesian natural products through in silico drug design approach

<span>Total synthesis of (</span><span>&ndash;</span><span>)-herbaric acid through organocatalyzed asymmetric halolactonization of acrylate-type benzoic acids.</span>

Ocorrência e diversidade estrutural de metabólitos fúngicos com atividade antibiótica

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<span>Total synthesis of (</span><span>–</span><span>)-herbaric acid through organocatalyzed asymmetric halolactonization of acrylate-type benzoic acids.</span>