New Macrolides and Furan Carboxylic Acid Derivative from the Sponge-Derived Fungus Cladosporium herbarum

Jadulco, Raquel C.; Proksch, Peter; Wray, Victor; Sudarsono, Sudarsono; Berg, and Albrecht; Gräfe, U.

doi:10.1021/np000401s

Cited by 106 publications

(89 citation statements)

References 11 publications

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“…Iso-cladospolide B (1), seco-patulolide C (2), and pandangolide 1 (3) were first isolated from an unidentified fungus obtained from an orange encrusting sponge in Indonesia (Smith et al 2000), and (6R,12S)-6-Hydroxy-12-methyl-1-oxacyclododecane -2,5-dione (4) was first isolated from the endophytic fungal strain Cladosporiu tenuissimu (Dai et al 2006). Like previously reported for pandangolides 1, 2, 3 and 4 (Jadulco et al 2001;Smith et al 2000), in this study, compounds 1-4 were inactive against the tested seven marine bacteria. This appears to confirm previously drawn observations that antimicrobial activity of these macrolides requires the presence of a double bond flanked by two carbonyl carbons, which are common in other antimicrobial The diameter of the inhibition zone were categorized as followings: -, no inhibition zone; ?, faint inhibition zone (1-3 mm); ?…”

Section: Discussionmentioning

confidence: 53%

“…Previous chemical investigations on the fungi Cladosporium cladosporioides, endophytic fungal strain Cladosporium tenuissimum, Cladosporium sp. isolated from the Red Sea sponge Niphates rowi, Cladosporium herbarum isolated from marine sponge Callyspongia aerizusa have led to the isolation of a few isocoumarin, hexaketide, and macrolide metabolites (Dai et al 2006;Gesner et al 2005;Hosoe et al 2000;Jacyno et al 1993;Jadulco et al 2001Jadulco et al , 2002Smith et al 2000).…”

Section: Introductionmentioning

confidence: 99%

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Antifouling and antibacterial compounds from a marine fungus Cladosporium sp. F14

Xü

Xiong

et al. 2008

World J Microbiol Biotechnol

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To investigate the antifouling secondary metabolites from marine-derived fungi, we used bioassayguided column chromatography techniques, such as HPLC, to separate and purify compounds from Cladosporium sp. F14. Extensive spectral analyses including 1D NMR spectra and MS were employed for structure elucidation of the compounds. Antilarval activity of the compounds was evaluated in settlement inhibition assays with laboratoryreared Balanus amphitrite and Bugula neritina larvae, while antibacterial activity was assessed with disc diffusion bioassay on growth inhibition of six marine bacterial species. In total, nine compounds were obtained. Among them, 3-phenyl-2-propenoic acid, cyclo-(Phe-Pro) and cyclo-(Val-Pro) had various antibacterial activities against three fouling bacteria, furthermore, 3-phenyl-2-propenoic acid and bis(2-ethylhexyl)phthalate effectively inhibited larval settlement of B. neritina and B. amphitrite larvae, respectively, indicating that the two compounds are potential natural antifouling agents.

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Section: Discussionmentioning

confidence: 53%

Section: Introductionmentioning

confidence: 99%

Antifouling and antibacterial compounds from a marine fungus Cladosporium sp. F14

Xü

Xiong

et al. 2008

World J Microbiol Biotechnol

View full text Add to dashboard Cite

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“…Terrestrial fungi have a long-standing reputation as prolific producers of bioactive natural products (44), and it is hardly surprising that sponge-associated fungi also show promise in this regard. Many examples exist of sponge-derived fungi that produce bioactive compounds (29,42,44,163,174,176,295,296,451). Although many of the isolated fungi are of suspected terrestrial origin (i.e., they are closely related to typical terrestrial species), to some extent this does not matter for drug discovery purposes; even if sponges act only as mere accumulators of contaminant fungi, these microorganisms can still be targeted, and once they are isolated, there may be no need to attempt reisolation from the original sponge hosts.…”

Section: Methods For Accessing the Hidden Chemistry Of Marine Spongesmentioning

confidence: 99%

Sponge-Associated Microorganisms: Evolution, Ecology, and Biotechnological Potential

Taylor

Radax

Steger

et al. 2007

Microbiol Mol Biol Rev

1,293

1,512

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SUMMARY Marine sponges often contain diverse and abundant microbial communities, including bacteria, archaea, microalgae, and fungi. In some cases, these microbial associates comprise as much as 40% of the sponge volume and can contribute significantly to host metabolism (e.g., via photosynthesis or nitrogen fixation). We review in detail the diversity of microbes associated with sponges, including extensive 16S rRNA-based phylogenetic analyses which support the previously suggested existence of a sponge-specific microbiota. These analyses provide a suitable vantage point from which to consider the potential evolutionary and ecological ramifications of these widespread, sponge-specific microorganisms. Subsequently, we examine the ecology of sponge-microbe associations, including the establishment and maintenance of these sometimes intimate partnerships, the varied nature of the interactions (ranging from mutualism to host-pathogen relationships), and the broad-scale patterns of symbiont distribution. The ecological and evolutionary importance of sponge-microbe associations is mirrored by their enormous biotechnological potential: marine sponges are among the animal kingdom's most prolific producers of bioactive metabolites, and in at least some cases, the compounds are of microbial rather than sponge origin. We review the status of this important field, outlining the various approaches (e.g., cultivation, cell separation, and metagenomics) which have been employed to access the chemical wealth of sponge-microbe associations.

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“…Two new macrolide metabolites, pandangolide (27 and 28 in Fig.2), were identified from the organic extract of Cladosporium herbarum isolated from marine sponge Callyspongia aerizusa (Jadulco et al, 2001 ). The two compounds were inactive when tested against Gram-positive and Gram-negative bacteria.…”

Section: Bioactive Metabolites From Fungi Isolated From Spongesmentioning

confidence: 99%

Recent researches of bioactive metabolites in marine organisms-associated microorganisms

Jia

Cui

et al. 2004

J Ocean Univ. China

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Recent researches have shown that some compounds isolated from marine organisms have striking structural similarities with the metabolites from known microorganisms. It is inferred from the researches that the symbiotic or associated marine microorganisms may be the true sources of those compounds or at least involved in the biosynthesizing process. This view has been further evidenced by the researches for many sponges and sponge-associated microorganisms. Importantly, growing evidence has highlighted that the symbiotic or associated marine microorganisms live in the microenvironment within the hosts, and they also produce secondary metabolites which are new and original in structure and unique in activity. All these suggest that the microorganisms associated with marine organisms are the sources with very high potential to be new natural bioactive agents. This article reviews briefly the research advances in the study of new bioactive metabolites from marine organisms-associated microorganisms since 2000.

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New Macrolides and Furan Carboxylic Acid Derivative from the Sponge-Derived Fungus Cladosporium herbarum

Cited by 106 publications

References 11 publications

Antifouling and antibacterial compounds from a marine fungus Cladosporium sp. F14

Antifouling and antibacterial compounds from a marine fungus Cladosporium sp. F14

Sponge-Associated Microorganisms: Evolution, Ecology, and Biotechnological Potential

Recent researches of bioactive metabolites in marine organisms-associated microorganisms

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