Antimicrobial Evaluation of the Constituents Isolated From <i>Macropidia fuliginosa</i> (Hook.) Druce

Brkljača, Robert; Dahse, Hans‐Martin; Voigt, Kerstin; Urban, Sylvia

doi:10.1177/1934578x19884411

Cited by 2 publications

(2 citation statements)

References 9 publications

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“…Recent studies by our research team [29][30][31][32] have been focused on isolating secondary metabolites from marine sponges, algae and terrestrial plants in Australia. Some of these natural compounds include the pentaprenylated p-quiniol (compound 1) and furospinosulin-1 (2) from Dactylospongia sp.…”

Section: Introductionmentioning

confidence: 99%

Natural Compounds from the Marine Brown Alga Caulocystis cephalornithos with Potent In Vitro-Activity against the Parasitic Nematode Haemonchus contortus

et al. 2020

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Eight secondary metabolites (1 to 8) were isolated from a marine sponge, a marine alga and three terrestrial plants collected in Australia and subsequently chemically characterised. Here, these natural product-derived compounds were screened for in vitro-anthelmintic activity against the larvae and adult stages of Haemonchus contortus (barber’s pole worm)—a highly pathogenic parasitic nematode of ruminants. Using an optimised, whole-organism screening system, compounds were tested on exsheathed third-stage larvae (xL3s) and fourth-stage larvae (L4s). Anthelmintic activity was initially evaluated on these stages based on the inhibition of motility, development and/or changes in morphology (phenotype). We identified two compounds, 6-undecylsalicylic acid (3) and 6-tridecylsalicylic acid (4) isolated from the marine brown alga, Caulocystis cephalornithos, with inhibitory effects on xL3 and L4 motility and larval development, and the induction of a “skinny-straight” phenotype. Subsequent testing showed that these two compounds had an acute nematocidal effect (within 1–12 h) on adult males and females of H. contortus. Ultrastructural analysis of adult worms treated with compound 4 revealed significant damage to subcuticular musculature and associated tissues and cellular organelles including mitochondria. In conclusion, the present study has discovered two algal compounds possessing acute anthelmintic effects and with potential for hit-to-lead progression. Future work should focus on undertaking a structure-activity relationship study and on elucidating the mode(s) of action of optimised compounds.

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Section: Introductionmentioning

confidence: 99%

Natural Compounds from the Marine Brown Alga Caulocystis cephalornithos with Potent In Vitro-Activity against the Parasitic Nematode Haemonchus contortus

et al. 2020

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“…Compound 1 presents radical scavenging capacity with antioxidant activity due to a hydrogen atom transfer (HAT) mechanism of action, being the hydroxyl group at C-4 the most relevant feature for this activity [ 20 ]. Compound 3 is also a natural product of Strelitzia reginae and has antinematode, leishmanicidal, and antimicrobial activity in the concentration of 1 mg/mL, presenting activity against Bacillus subtilis , methicillin-resistant Staphylococcus aureus , Escherichia coli , Pseudomonas aeruginosa , Sporobolomyces salmonicolor , Mycobacterium vaccae , Candida albicans, and Penicillium notatum [ 40 , 41 , 42 , 43 , 44 ]. Therefore, as these chemical scaffolds present potential biological activity, other bioactivities have been investigated [ 20 , 21 , 42 , 45 , 46 , 47 ] and the phytotoxic activity of phenylphenalenones is reported for the first time in the present work.…”

Section: Discussionmentioning

confidence: 99%

Phytotoxicity of Schiekia timida Seed Extracts, a Mixture of Phenylphenalenones

et al. 2021

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Phenylphenalenones, metabolites found in Schiekia timida (Haemodoraceae), are a class of specialized metabolites with many biological activities, being phytoalexins in banana plants. In the constant search to solve the problem of glyphosate and to avoid resistance to commercial herbicides, this work aimed to investigate the phytotoxic effect of the methanolic extract of S. timida seeds. The chemical composition of the seed extract was directly investigated by NMR and UPLC-QToF MS and the pre- and post-emergence phytotoxic effect on a eudicotyledonous model (Lactuca sativa) and a monocotyledonous model (Allium cepa) was evaluated through germination and seedling growth tests. Three concentrations of the extract (0.25, 0.50, and 1.00 mg/mL) were prepared, and four replicates for each of them were analyzed. Three major phenylphenalenones were identified by NMR spectroscopy: 4-hydroxy-anigorufone, methoxyanigorufone, and anigorufone, two of those reported for the first time in S. timida. The presence of seven other phenylphenalenones was suggested by the LC-MS analyses. The phenylphenalenone mixture did not affect the germination rate, but impaired radicle and hypocotyl growth on both models. The effect in the monocotyledonous model was statistically similar to glyphosate in the lowest concentration (0.25 mg/mL). Therefore, although more research on this topic is required to probe this first report, this investigation suggests for the first time that phenylphenalenone compounds may be post-emergence herbicides.

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Antimicrobial Evaluation of the Constituents Isolated From Macropidia fuliginosa (Hook.) Druce

Cited by 2 publications

References 9 publications

Natural Compounds from the Marine Brown Alga Caulocystis cephalornithos with Potent In Vitro-Activity against the Parasitic Nematode Haemonchus contortus

Natural Compounds from the Marine Brown Alga Caulocystis cephalornithos with Potent In Vitro-Activity against the Parasitic Nematode Haemonchus contortus

Phytotoxicity of Schiekia timida Seed Extracts, a Mixture of Phenylphenalenones

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