Three New Resveratrol Derivatives from the Mangrove Endophytic Fungus Alternaria sp.

Wang, Jinhua; Cox, Daniel G.; Ding, Weijia; Huang, Guanghao; Lin, Yongcheng; Li, Chunyuan

doi:10.3390/md12052840

Cited by 43 publications

(20 citation statements)

References 21 publications

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“…from Vitis vinifera, Shi et al 2012; Alternaria sp. from a mangrove plant Myoporum bontioides; Wang et al 2014b), emtomopathogenic bacteria (Photorhabdus luminescens, Eleftherianos et al 2007; Bacillus sp., Kumar et al 2012), several edible mushrooms (Peng et al 2015), sponge (Antarctic sponge Kirkpatrickia variolosa, Jayatilake and Baker 1995), and moth larva (dried silkworm larva of Bombyx mori, Kikuchi et al 2004). A recent transcriptome analysis provided the evidence at the gene level that stilbenes in the endophytic fungus Alternaria could be synthesized by CHS (Che et al 2016), and a recent structural analysis revealed that the stilbene 2-isoprpyl-5-[(E)-2-phenylvinyl] benzene-1,3-diol in bacteria Photorhabdus is synthesized by the collaboration of two enzymes, the unusual b-ketosynthase StlD and the aromatase StlC (Mori et al 2016).…”

Section: Stilbene Distribution Contents and Localizationmentioning

confidence: 99%

Regulation of stilbene biosynthesis in plants

Dubrovina

Kiselev

2017

Planta

143

126

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Main conclusion This review analyzes the advances in understanding the natural signaling pathways and environmental factors regulating stilbene biosynthesis. We also discuss the studies reporting on stilbene content and repertoire in plants.Stilbenes, including the most-studied stilbene resveratrol, are a family of phenolic plant secondary metabolites that have been the subject of intensive research due to their valuable pharmaceutical effects and contribution to plant disease resistance. Understanding the natural mechanisms regulating stilbene biosynthesis in plants could be useful for both the development of new plant protection strategies and for commercial stilbene production. In this review, we focus on the environmental factors and cell signaling pathways regulating stilbene biosynthesis in plants and make a comparison with the regulation of flavonoid biosynthesis. This review also analyzes the recent data on stilbene biosynthetic genes and summarizes the available studies reporting on both stilbene content and stilbene composition in different plant families.

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Section: Stilbene Distribution Contents and Localizationmentioning

confidence: 99%

Regulation of stilbene biosynthesis in plants

Dubrovina

Kiselev

2017

Planta

143

126

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“…Compounds 1 – 9 were examined for their cytotoxic activities against three human tumor cell lines, including a human breast cancer cell line (MDA-MB-435), a human gastric cancer cell line (SGC-7901), and a human lung adenocarcinoma epithelial cell line (A549) by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2 H -tetrazolium bromide) assay, as described in the liturature [24] using epirubicin as positive control. The results are presented in Table 3.…”

Section: Resultsmentioning

confidence: 99%

“…Gray, known as a semi-mangrove medicinal plant, is a small evergreen shrub distributed along the coastal regions of several Asian counties [23]. As part of our ongoing search for biologically active and/or structurally novel metabolites of the endophytic fungi from Myoporum bontioides [24,25], the fungus Penicillium chrysogenum (collection No. V11) harbored inside the normal vein attracted our interests due to its antifungal activity exhibited by the methanol extract in vitro.…”

Section: Introductionmentioning

confidence: 99%

Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum

Huang

Chen

et al. 2016

Marine Drugs

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A novel chaetoglobosin named penochalasin I (1) with a unprecedented six-cyclic 6/5/6/5/6/13 fused ring system, and another new chaetoglobosin named penochalasin J (2), along with chaetoglobosins G, F, C, A, E, armochaetoglobosin I, and cytoglobosin C (3–9) were isolated from the culture of Penicillium chrysogenum V11. Their structures were elucidated by 1D, 2D NMR spectroscopic analysis and high resolution mass spectroscopic data. The absolute configuration of compounds 1 and 2 were determined by comparing the theoretical electronic circular dichroism (ECD) calculation with the experimental CD. Compound 1 was the first example, with a six-cyclic fused ring system formed by the connection of C-5 and C-2′ of the chaetoglobosin class. Compounds 5–8 remarkably inhibited the plant pathogenic fungus R. solani (minimum inhibitory concentrations (MICs) = 11.79–23.66 μM), and compounds 2, 6, and 7 greatly inhibited C. gloeosporioides (MICs = 23.58–47.35 μM), showing an antifungal activity higher than that of carbendazim. Compound 1 exhibited marked cytotoxicity against MDA-MB-435 and SGC-7901 cells (IC50 < 10 μM), and compounds 6 and 9 showed potent cytotoxicity against SGC-7901 and A549 cells (IC50 < 10 μM).

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“…In addition, resveratrodehyde C, isolated from the mangrove‐derived endophytic fungus Alternaria sp. R6, exhibited an IC 50 of 41.86 μM in HepG2 cell line (Wang et al, ). Both of these fungal metabolites showed a degree of cytotoxic activity similar to that observed for the compounds from N. siamensis KUFA 0017 against this hepatocellular carcinoma cell line.…”

Section: Discussionmentioning

confidence: 99%

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

Prata‐Sena

Ramos

Buttachon

et al. 2016

Phytotherapy Research

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Compounds isolated from the marine sea fan-derived fungus Neosartorya siamensis (KUFA 0017), namely, 2,4-dihydroxy-3-methylacetophenon (1), chevalone C (2), nortryptoquivaline (4), tryptoquivaline H (6), tryptoquivaline F (7), fiscalin A (8), epi-fiscalin A (9), epi-neofiscalin A (11) and epi-fiscalin C (13) were tested for anti-proliferative activity by MTT assay, DNA damage induction by comet assay, and induction of cell death by nuclear condensation assay on colon HCT116, liver HepG2 and melanoma A375 cancer cell lines. Compounds 2, 4, 8, 9, 11 and 13 presented IC values ranging from 24 to 153 μM in the selected cell lines. Cell death was induced in HCT116 by compounds 2, 4 and 8. In HepG2, compounds 4, 8, 9 and 11 were able to induce significant cell death. This induction of cell death is possibly not related to genotoxicity because none of the compounds induced significant DNA damage. These results suggest that selected compounds present an interesting anti-proliferative activity and cell death induction, consequently showing potential (specifically epi-fiscalin C) as future leads for chemotherapeutic agents. Further studies on mechanisms of action should ensue. Copyright © 2016 John Wiley & Sons, Ltd.

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Three New Resveratrol Derivatives from the Mangrove Endophytic Fungus Alternaria sp.

Cited by 43 publications

References 21 publications

Regulation of stilbene biosynthesis in plants

Regulation of stilbene biosynthesis in plants

Bioactive Chaetoglobosins from the Mangrove Endophytic Fungus Penicillium chrysogenum

Cytotoxic activity of Secondary Metabolites from Marine‐derived Fungus Neosartorya siamensis in Human Cancer Cells

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