Malettinin A: a new antifungal tropolone from an unidentified fungal colonist of Hypoxylon stromata (NRRL 29110)

Angawi, Rihab F.; Swenson, Dale C.; Gloer, James B.; Wicklow, Donald T.

doi:10.1016/j.tetlet.2003.08.057

Cited by 35 publications

(34 citation statements)

References 20 publications

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“…Originally, 1-3 were purified from an unidentified fungus which additionally produced a forth related metabolite, called malettinin D (Angawi et al, 2003(Angawi et al, , 2005. Malettinin D has not been detected in the culture extracts of Cladosporium sp.…”

Section: Discussionmentioning

confidence: 99%

“…However, malettinins 1-4 are unique with regard to their linkage of the tropolone/dihydropyran ring to a furan. Malettinins A-C (1-3) were described as displaying weak inhibitory properties against C. albicans, B. subtilis and S. aureus employing disk diffusion assays (Angawi et al, 2003(Angawi et al, , 2005. In addition, 1 inhibited Aspergillus flavus and Fusarium verticillioides (Angawi et al, 2003).…”

Section: Discussionmentioning

confidence: 99%

“…Malettinins A-C (1-3) were described as displaying weak inhibitory properties against C. albicans, B. subtilis and S. aureus employing disk diffusion assays (Angawi et al, 2003(Angawi et al, , 2005. In addition, 1 inhibited Aspergillus flavus and Fusarium verticillioides (Angawi et al, 2003). Even though the activities against C. albicans, B. subtilis and antistaphylococcal activities against S. epidermidis were observed for 2 and 3 in this study as well, higher activities were found when profiled against the bacterium X. campestris and the fungus T. rubrum.…”

Section: Discussionmentioning

confidence: 99%

“…stromata (Angawi et al, 2003(Angawi et al, , 2005. It is the first time that their production is reported in a Cladosporium sp.…”

Section: Introductionmentioning

confidence: 94%

“…The compounds were isolated by preparative reversed-phase HPLC. Known compounds 1-3 were readily identified by comparison of their spectroscopic ( 1 H NMR, UV and MS) data with literature values (Angawi et al, 2003(Angawi et al, , 2005.…”

Section: Structure Elucidationmentioning

confidence: 99%

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Malettinin E, an antibacterial and antifungal tropolone produced by a marine Cladosporium strain

et al. 2014

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The isolation and structure elucidation of malettinins A-C (1-3) along with the new malettinin E (4) are described. The compounds were produced by the fungus Cladosporium sp. strain KF501, which was isolated from the German Wadden Sea. The malettinins are built up of tropolone/dihydropyran ring structures linked to a furan ring. The structure elucidation of the isolated compounds was achieved by means of one-and two-dimensional NMR spectroscopy supported by mass and UV data. The relative configuration of 4 was determined on the basis of single-crystal X-ray diffraction analysis. 1-4 exhibited antibacterial and antifungal activities when profiled against Xanthomonas campestris and Trichophyton rubrum. The influence of the chemical structure of the furan ring and of configurational changes on biological activities was observed.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

“…stromata (Angawi et al, 2003(Angawi et al, , 2005. It is the first time that their production is reported in a Cladosporium sp.…”

Section: Introductionmentioning

confidence: 94%

Section: Structure Elucidationmentioning

confidence: 99%

See 3 more Smart Citations

Malettinin E, an antibacterial and antifungal tropolone produced by a marine Cladosporium strain

et al. 2014

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Sequential Reactions Initiated by Oxidative Dearomatization. Biomimicry or Artifact?

Jackson

Pettus

2011

Biomimetic Organic Synthesis

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Natural Products from Marine Organisms and Their Associated Microbes

et al. 2006

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The marine environment is distinguished by unique groups of organisms being the source of a wide array of fascinating structures. The enormous biodiversity of marine habitats is mirrored by the molecular diversity of secondary metabolites found in marine animals, plants and microbes. The recognition that many marine invertebrates contain endo- and epibiotic microorganisms and that some invertebrate-derived natural products are structurally related to bacterial metabolites suggests a microbial origin for some of these compounds. Other marine natural products, however, are clearly located in invertebrate tissue and microbial involvement in the biosynthetic process seems unlikely. The complexity of associations in marine organisms, especially in sponges, bryozoans and tunicates, makes it extremely difficult to definitively state the biosynthetic source of many marine natural products or to deduce their ecological significance. Whereas many symbiotic marine microorganisms cannot be isolated and cultured, numerous epi- and endobiotic marine fungi produce novel secondary metabolites in laboratory cultures. The potent biological activity of many marine natural products is of relevance for their ecological function but is also the basis of their biomedical importance.

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Malettinin A: a new antifungal tropolone from an unidentified fungal colonist of Hypoxylon stromata (NRRL 29110)

Cited by 35 publications

References 20 publications

Malettinin E, an antibacterial and antifungal tropolone produced by a marine Cladosporium strain

Malettinin E, an antibacterial and antifungal tropolone produced by a marine Cladosporium strain

Sequential Reactions Initiated by Oxidative Dearomatization. Biomimicry or Artifact?

Natural Products from Marine Organisms and Their Associated Microbes

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