Balticols A–F, New Naphthalenone Derivatives with Antiviral Activity, from an Ascomycetous Fungus

Shushni, Muftah A. M.; Mentel, Renate; Lindequist, Ulrike; Jansen, Rolf

doi:10.1002/cbdv.200800150

Cited by 44 publications

(52 citation statements)

References 19 publications

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“…Fungal DHN melanin biosynthesis (boxed) represents a branching point towards several secondary metabolites (4-8). [1][2][3][4][5][6]…”

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confidence: 99%

“…Most fungal melanins and related metabolites are formed by a polyketide route and are derived from the common precursor molecule 1,8-dihydroxynaphthalene (DHN, 1). The first known intermediate of the pathway is 1,3,6,8tetrahydroxynaphthalene (T 4 HN,2). This metabolite is reduced by tetrahydroxynaphthalene reductase (T 4 HNR); the product (R)-scytalone is then dehydrated to 1,3,8-trihydroxynaphthalene (T 3 HN, 3), which undergoes another reduction to (R)-vermelone and dehydration to give DHN (1) (Scheme 1).…”

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confidence: 99%

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Unprecedented Role of Hydronaphthoquinone Tautomers in Biosynthesis

et al. 2014

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Quinones and hydroquinones are among the most common cellular cofactors, redox mediators, and natural products. Here, we report on the reduction of 2-hydroxynaphthoquinones to the stable 1,4-diketo tautomeric form of hydronaphthoquinones and their further reduction by fungal tetrahydroxynaphthalene reductase. The very high diastereomeric and enantiomeric excess, together with the high yield of cis-3,4-dihydroxy-1-tetralone, exclude an intermediary hydronaphthoquinone. Labeling experiments with NADPH and NADPD corroborated the formation of an unexpected 1,4-diketo tautomeric form of 2-hydroxyhydronaphthoquinone as a stable intermediate. Similar 1,4-diketo tautomers of hydronaphthoquinones were established as products of the NADPH-dependent enzymatic reduction of other 1,4-naphthoquinones, and as substrates for different members of the superfamily of short-chain dehydrogenases. We propose an essential role of hydroquinone diketo tautomers in biosynthesis and detoxification processes.

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“…Fungal DHN melanin biosynthesis (boxed) represents a branching point towards several secondary metabolites (4-8). [1][2][3][4][5][6]…”

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confidence: 99%

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confidence: 99%

Unprecedented Role of Hydronaphthoquinone Tautomers in Biosynthesis

et al. 2014

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“…isolated respectively from marine fishes and mangrove plants (Lin et al, 2008;Yamada, Muroga, and Tanaka, 2009); (iii) antimicrobial compounds with ascochyatin obtained from Ascochyta sp. isolated from a floating debris (Rateb and Ebel, 2011); and (iv) antiviral compounds, such as balticols obtained from an ascomycetous fungi isolated from driftwood (Shushni et al, 2009).…”

Section: Biotechnological Potentialmentioning

confidence: 99%

Astonishing Fungal Diversity in Deep‐Sea Hydrothermal Ecosystems: An Untapped Resource of Biotechnological Potential?

Burgaud

Meslet‐Cladière

Barbier

et al. 2014

Outstanding Marine Molecules

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Marine fungi have long been considered as exotic microorganisms that fascinate only a very small proportion of scientists. Ecologically important relationships between marine fungi from open oceans or coastal waters and other organisms have been clearly demonstrated. However, the diversity, ecological role(s) and biotechnological potential of fungal communities from deep-sea marine extreme environments such as hydrothermal vents are far from being resolved. Based on data from recent surveys, hydrothermal vents have emerged as oases of life for fungi, with unexpected communities revealed by culture-independent and culturebased methods, in addition to newly described species that can adapt specifically to deep-sea conditions. As the natural product chemolibraries from marine fungi continue to expand rapidly, it can be hypothesized that an extensive exploration of fungi from extreme environments -and in particular from deep-sea hydrothermal vents -will cause the current catalog of natural products to be dramatically enriched with novel active biomolecules.

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“…Some of these are high value products with pharmaceutical applications such as penicillin [5] . More specifically, marine fungi are also believed to be prolific resources of natural products [6][7][8][9][10] . However, their potential has not yet been fully investigated.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial efficacy of Penicillium chermesinum TTMF3 isolated from marine soils of Andaman and Nicobar Islands, India

et al. 2018

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Extended-spectrum beta-lactamases (ESBL) are enzymes produced by E. coli like some gram-negative bacteria. The patients who are affected by ESBL producing bacteria facing a major problem and they may need different β-lactam antibiotics to treat the infection. But this extensive use of β-lactam antibiotics against ESBLs creating major public health threat. As an alternative currently many eco-friendly, non-toxic, low cost nanoparticles are synthesizing by biogenic way used as an alternative for the β-lactam antibiotics. In the present study silver nanoparticles (AgNPs) were synthesized using Ayurveda Toothpowder. The synthesized AgNPs were characterized using ultraviolet (UV)-visible (vis) spectroscopy, scanning electron microscopy (SEM), and transmission electron microscope (TEM) analysis and finally the antibacterial activity was performed against ESBL producing bacteria by well diffusion method. Antibacterial tests against ESBL producing E. coli cells using biogenic synthesized AgNPs showed significant antibacterial effect at low concentration of AgNPs. The results proved that the biogenic synthesised nanoparticles using Toothpowder extract would help to arrest ESBL producing bacteria and further detail study in the same filed will bring useful results against ESBL producing bacteria in future.

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Balticols A–F, New Naphthalenone Derivatives with Antiviral Activity, from an Ascomycetous Fungus

Cited by 44 publications

References 19 publications

Unprecedented Role of Hydronaphthoquinone Tautomers in Biosynthesis

Unprecedented Role of Hydronaphthoquinone Tautomers in Biosynthesis

Astonishing Fungal Diversity in Deep‐Sea Hydrothermal Ecosystems: An Untapped Resource of Biotechnological Potential?

Antibacterial efficacy of Penicillium chermesinum TTMF3 isolated from marine soils of Andaman and Nicobar Islands, India

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