Production of mycophenolic acid by fungi of the genus Penicillium link

Vinokurova, N. G.; Ivanushkina, N. E.; Кочкина, Г. А.; Arinbasarov, M. U.; Ozerskaya, S. M.

doi:10.1007/s10438-005-0015-7

Cited by 45 publications

(38 citation statements)

References 9 publications

(8 reference statements)

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“…Results are presented in Table 2. Naphtalene derivatives are common as constituents of fungi (Frisvad et al 1998;Vinokurova et al 2005) andechinoderms (Bandaranayake, 2006). Conventional synthesis of naphtalenoids is a difficult task; therefore, isolation of compound 1 in the present study, with 45.34% yield from the extract (0.3175 mg.L -1 ) is very noteworthy making this compound a suitable starting compound for biotechnological use as a new drug lead, since its large scale production is feasible.…”

Section: Secondary Metabolites Isolatedmentioning

confidence: 78%

Novel antimicrobial secondary metabolites from a Penicillium sp. isolated from Brazilian cerrado soil

Petit¹,

Lucas²,

Abreu³

et al. 2009

Electro Journal of Biotech

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The morphological features of a Penicillium, isolated from Brazilian cerrado soil, were characterized and showed to be distinctly different from all well-defined Penicillium species. Chemical and biological investigation on the ethyl acetate extract of this Penicillium isolate resulted in the isolation of three new naphthalenoids: a major metabolite, methyl 6-acetyl-4-*Corresponding author methoxy-5, 7, 8-trihydroxynaphthalene-2-carboxylate and two minor ones, methyl 6-acetyl-4-methoxy-7,8 dihydroxynaphthalene-2-carboxylate and methyl 6 acetyl-4-methoxy-5, 8-dihydroxynaphthalene-2 carboxylate. Their structures were determined based on their mono and bidimensional nuclear magnetic resonance data. Acetyl, allyl and methoxyl derivatives of

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Section: Secondary Metabolites Isolatedmentioning

confidence: 78%

Novel antimicrobial secondary metabolites from a Penicillium sp. isolated from Brazilian cerrado soil

Petit¹,

Lucas²,

Abreu³

et al. 2009

Electro Journal of Biotech

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“…However, further structure elucidation using various NMR experiments confirmed the structure of 6 instead. This was surprising as compound 13, a proposed key intermediate in the biosynthesis of downstream metabolites such as 7, 8, and 10, was previously tentatively identified in different Penicillium cultures (8,10). By using a comparable instrumental setup with a similar chromatographic separation method, host and deletion strains of DS54555 were screened for production of 13.…”

Section: Discussionmentioning

confidence: 99%

“…Additionally, C-2 (␦ C ϭ 146) in the 13 C HMBC spectrum indicated a double bond between N-1 and C-2, which was supported by the chemical shift of N-1 (␦ N ϭ 280) in the 15 N HMBC spectrum. As compound 13 was reported from various Penicillium species such as Penicillium albocoremium (8), Penicillium glandicola (9), and P. chrysogenum (10) and proposed as a precursor of 7, host and roq deletion strain chromatograms of P. chrysogenum were further analyzed for the presence of 13. The chromatogram of the ion with m/z 404.1706, representing the protonated molecule [MϩH] ϩ with formula C 22 H 22 N 5 O 3 of both compound 6 and compound 13, was extracted in a 5-ppm mass accuracy window.…”

Section: Metabolite Profiling Of Host and Deletion Strains Leads Tomentioning

confidence: 99%

Novel Key Metabolites Reveal Further Branching of the Roquefortine/Meleagrin Biosynthetic Pathway

Ries

Ali

Lankhorst

et al. 2013

Journal of Biological Chemistry

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Background:The fungal roquefortine/meleagrin gene cluster is a source of diverse bioactive molecules. Results: Novel metabolites of the roquefortine/meleagrin biosynthetic pathway were discovered, and synthetase genes were assigned to biosynthetic reactions. Conclusion: Distinctive unspecificity of modifying enzymes leads to excessive branching in the pathway, resulting in various intermediates and products. Significance: Metabolites from the roquefortine/meleagrin gene cluster have potential antimicrobial and chemotherapeutic application.

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“…Alguns metabólitos secundários, como o ácido micofenólico (22) ativo contra bactérias Gram-positivas, são produzidos por várias espécies deste gênero (P. brevicompactum, P. paxilli, P. olivicolor, P. canescens, P. roqueforti, P. viridicatum, P. rugulosum e P. expansum) sendo, portanto, considerados marcadores em algumas espécies. 13 Outros gêneros, como o P. tulipae, possuem marcadores específicos do gênero, como a epi-neoxalina (23), até então relatada apenas neste gênero. 14 Espécies do gênero Aspergillus têm sido alvos de inúmeros estudos.…”

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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Production of mycophenolic acid by fungi of the genus Penicillium link

Cited by 45 publications

References 9 publications

Novel antimicrobial secondary metabolites from a Penicillium sp. isolated from Brazilian cerrado soil

Novel antimicrobial secondary metabolites from a Penicillium sp. isolated from Brazilian cerrado soil

Novel Key Metabolites Reveal Further Branching of the Roquefortine/Meleagrin Biosynthetic Pathway

Ocorrência e diversidade estrutural de metabólitos fúngicos com atividade antibiótica

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