Ostruthin: An Antimycobacterial Coumarin from the Roots of<i>Peucedanum ostruthium</i>

Schinkovitz, Andreas; Gibbons, Simon; Stavri, Michael; Cocksedge, Michael J.; Bučar, Franz

doi:10.1055/s-2003-38876

Cited by 74 publications

(55 citation statements)

References 16 publications

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“…Although 8GU has not been shown to possess biological activity, its isomers, auraptene (7-O-geranylumbelliferone) and ostruthin (6-geranylumbelliferone), were found to inhibit cutaneous cancer and infectious bacteria, respectively (Murakami et al, 1997;Schinkovitz et al, 2003). Our findings suggest that metabolic engineering of a heterologous plant overexpressing ClPT1 can produce 8GU.…”

Section: Discussionmentioning

confidence: 76%

Molecular Cloning and Characterization of a Geranyl Diphosphate-Specific Aromatic Prenyltransferase from Lemon

Munakata¹,

Inoue

Koeduka

et al. 2014

Plant Physiology

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Prenyl residues confer divergent biological activities such as antipathogenic and antiherbivorous activities on phenolic compounds, including flavonoids, coumarins, and xanthones. To date, about 1,000 prenylated phenolics have been isolated, with these compounds containing various prenyl residues. However, all currently described plant prenyltransferases (PTs) have been shown specific for dimethylallyl diphosphate as the prenyl donor, while most of the complementary DNAs encoding these genes have been isolated from the Leguminosae. In this study, we describe the identification of a novel PT gene from lemon (Citrus limon), ClPT1, belonging to the homogentisate PT family. This gene encodes a PT that differs from other known PTs, including flavonoid-specific PTs, in polypeptide sequence. This membrane-bound enzyme was specific for geranyl diphosphate as the prenyl donor and coumarin as the prenyl acceptor. Moreover, the gene product was targeted to plastid in plant cells. To our knowledge, this is the novel aromatic PT specific to geranyl diphosphate from citrus species.

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Section: Discussionmentioning

confidence: 76%

Molecular Cloning and Characterization of a Geranyl Diphosphate-Specific Aromatic Prenyltransferase from Lemon

Munakata¹,

Inoue

Koeduka

et al. 2014

Plant Physiology

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“…One of Dr Bucar's students, Andreas Schinkovitz visited us and undertook bioassay-guided fractionation of the roots of Masterwort, Peucedanum ostruthium (Apiaceae). The most active natural product from this species was ostruthin (38) which had MIC values of between 3.4 and 6.7 lM (against four strains of fast-growing mycobacteria (M. aurum, M. phlei, M. smegmatis and M. fortuitum) (Schinkovitz et al, 2003) (Figure 19). …”

Section: Anti-infective Natural Productsmentioning

confidence: 99%

Plants as a Source of Bacterial Resistance Modulators and Anti-Infective Agents

2005

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The spread of multidrug-resistant (MDR) strains of bacteria necessitates the discovery of new classes of antibacterials and compounds that inhibit these resistance mechanisms. At present, there are no single chemical entity plant-derived antibacterials used clinically, and this chemically diverse group deserves consideration as a source for two major reasons. First, plants have exceptional ability to produce cytotoxic agents and second there is an ecological rationale that antimicrobial natural products should be present or synthesised de novo in plants following microbial attack to protect the producer from pathogenic microbes in its environment. We have been characterising plant-derived products that are either antibacterial in their own right, or modulators of resistance in bacterial strains possessing multidrug efflux mechanisms. These efflux transporters are responsible for resistance to certain antibiotics and antiseptics and occur in strains of methicillin-resistant Staphylococcus aureus (MRSA), a major clinical problem at present. We are also investigating plant sources for compounds with activity against mycobacteria with a view to discovering drug leads with potential activity toward tuberculosis (TB) producing species. This paper will briefly review the literature on plant derived bacterial resistance modifying agents and antibacterials. Examples in this area from our own work will be given. The activities of plant-derived antibacterials show that there are many potential new classes of antibacterial agents which should undergo further cytotoxicity, microbial specificity and preclinical studies.

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“…Because of their wide biological activities, several coumarin compounds are reported to be health-promoting constituents of herbal and medicinal plant preparations. Several reviews have summarized and highlighted new frontiers in the application of coumarins, especially concerning their antioxidant (Thuong et al, 2010), antimycobacterial (Schinkovitz et al, 2003), anticoagulant, antitumoral, antiviral, antifungal, and antiinflammatory activities (Garcia-Argaez et al, 2000;Epifano et al, 2010;Riveiro et al, 2010).…”

Section: Introductionmentioning

confidence: 99%