Scrophulariaceae

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Soren Rosendal Jensen - One of the best experts on this subject based on the ideXlab platform.

  • further iridoid glucosides in the genus manulea Scrophulariaceae
    Phytochemistry, 2015
    Co-Authors: Chrysoula Gousiadou, Charlotte Held Gotfredsen, Tetsuo Kokubun, Soren Rosendal Jensen
    Abstract:

    From Manulea altissima (Scrophulariaceae) were isolated five known secoiridoid glucosides sweroside, eustomoside, eustoside, secoxyloganin and secologanoside as well as the 4″-O-rhamnopyranosyl-feruloyl ester of adoxosidic acid, named altissimoside. Also, the caffeoyl phenylethanoid glycoside verbascoside was isolated. In addition two previously unknown terpenoid esters of 6β-hydroxy 8-epi-boschnaloside, named manucoside A and B were isolated from a formerly obtained fraction from the work-up of Manulea corymbosa. The distribution of iridoid glucosides in the Scrophulariaceae is discussed.

  • unexpected secoiridoid glucosides from manulea corymbosa
    Journal of Natural Products, 2014
    Co-Authors: Chrysoula Gousiadou, Charlotte Held Gotfredsen, Tetsuo Kokubun, Soren Rosendal Jensen
    Abstract:

    From an extract of Manulea corymbosa were isolated four known secoiridoid glucosides (1–4), 10 new monoterpenoid esters of secologanol, namely, manuleosides A–I (5–11, 13, and 14) and dimethyl rhodanthoside A (12), and four new phenylpropanoid esters of carbocyclic iridoid glucosides, manucorymbosides I–IV (15–18). Also, the caffeoyl phenylethanoid glycoside verbascoside was isolated. The presence of secoiridoids apparently derived from loganic acid in the family Scrophulariaceae is unprecedented and greatly unexpected.

  • phytochemistry and molecular systematics of triaenophora rupestris and oreosolen wattii Scrophulariaceae
    Phytochemistry, 2008
    Co-Authors: Soren Rosendal Jensen, Dirk C. Albach, Charlotte Held Gotfredsen
    Abstract:

    The relationships between the genera Triaenophora, Oreosolen and Rehmannia were investigated. All three genera were previously included in tribe Veroniceae which was part of Scrophulariaceae but which is now included in Plantaginaceae. With regard to the content of iridoid glucosides, Triaenophora rupestris and the much-investigated Rehmannia were almost identical in containing catalpol, ajugol and 6-feruloylajugol. Oreosolen wattii was rather different in having compounds typical for the tribe Scrophularieae (Scrophulariaceae), namely aucubin, harpagide, harpagoside as well as two diesters of rhamnopyranosylcatalpol, one of which, here named oreosolenoside, had not previously been described in the literature. These results are consistent with recent analyses based on DNA sequencing and a phylogenetic tree illustrating the taxonomic relationships is presented.

  • Molecular systematics and phytochemistry of Rehmannia (Scrophulariaceae)
    Biochemical Systematics and Ecology, 2007
    Co-Authors: Dirk C. Albach, Nan Zhao, Soren Rosendal Jensen
    Abstract:

    Abstract The relationships between the six known species of Rehmannia were investigated. With regard to the content of iridoid glucosides, caffeoyl phenylethanoid glycosides (CPGs) and ionone glucosides, no conclusions could be drawn. Phylogenetic analysis of DNA sequence data (ITS region, trnL-F region and rps 16 intron) reveal a well-resolved topology in which Rehmannia glutinosa and Rehmannia solanifolia and Rehmannia piasezkii and Rehmannia elata are well-supported species pairs. Rehmannia chingii is sister to the rest of the genus, which is congruent with its distribution distant to the other species of the genus.

  • cytotoxic constituents of alectra and striga species
    Weed Research, 2004
    Co-Authors: Christian Rank, Soren Rosendal Jensen, Lars Skovgaard Rasmussen, Simon Pierce, Malcolm C Press, J D Scholes
    Abstract:

    Summary Decimation of cereal growth and yields by hemiparasitic Striga species cannot be accounted for entirely by the removal of host-plant resources. The production of toxic compounds by the parasite has been suggested. An investigation of three species of the economically important Striga and the related Alectra vogelii has now resulted in the isolation of eight iridoid glucosides (mussaenosidic acid, mussaenoside, gardoside methyl ester, bartsioside, isoaucubin, melittoside, aucubin and eurostoside), two caffeoyl phenylethyl glycosides (calceolarioside  A and verbascoside) as well as shikimic acid and trigonelline, all identified by NMR spectroscopy. The iridoids are potent cytotoxins and probably represent an anti-herbivore defence system common to Scrophulariaceae (sensu lato). This has the potential to explain differences in tolerance apparent for contrasting host taxa and cultivars. The nature of the iridoids present also provides additional validation of the recent transferral of parasitic Scrophulariaceae (s.l.) to Orobanchaceae.

James R. Manhart - One of the best experts on this subject based on the ideXlab platform.

Charlotte Held Gotfredsen - One of the best experts on this subject based on the ideXlab platform.

  • further iridoid glucosides in the genus manulea Scrophulariaceae
    Phytochemistry, 2015
    Co-Authors: Chrysoula Gousiadou, Charlotte Held Gotfredsen, Tetsuo Kokubun, Soren Rosendal Jensen
    Abstract:

    From Manulea altissima (Scrophulariaceae) were isolated five known secoiridoid glucosides sweroside, eustomoside, eustoside, secoxyloganin and secologanoside as well as the 4″-O-rhamnopyranosyl-feruloyl ester of adoxosidic acid, named altissimoside. Also, the caffeoyl phenylethanoid glycoside verbascoside was isolated. In addition two previously unknown terpenoid esters of 6β-hydroxy 8-epi-boschnaloside, named manucoside A and B were isolated from a formerly obtained fraction from the work-up of Manulea corymbosa. The distribution of iridoid glucosides in the Scrophulariaceae is discussed.

  • unexpected secoiridoid glucosides from manulea corymbosa
    Journal of Natural Products, 2014
    Co-Authors: Chrysoula Gousiadou, Charlotte Held Gotfredsen, Tetsuo Kokubun, Soren Rosendal Jensen
    Abstract:

    From an extract of Manulea corymbosa were isolated four known secoiridoid glucosides (1–4), 10 new monoterpenoid esters of secologanol, namely, manuleosides A–I (5–11, 13, and 14) and dimethyl rhodanthoside A (12), and four new phenylpropanoid esters of carbocyclic iridoid glucosides, manucorymbosides I–IV (15–18). Also, the caffeoyl phenylethanoid glycoside verbascoside was isolated. The presence of secoiridoids apparently derived from loganic acid in the family Scrophulariaceae is unprecedented and greatly unexpected.

  • phytochemistry and molecular systematics of triaenophora rupestris and oreosolen wattii Scrophulariaceae
    Phytochemistry, 2008
    Co-Authors: Soren Rosendal Jensen, Dirk C. Albach, Charlotte Held Gotfredsen
    Abstract:

    The relationships between the genera Triaenophora, Oreosolen and Rehmannia were investigated. All three genera were previously included in tribe Veroniceae which was part of Scrophulariaceae but which is now included in Plantaginaceae. With regard to the content of iridoid glucosides, Triaenophora rupestris and the much-investigated Rehmannia were almost identical in containing catalpol, ajugol and 6-feruloylajugol. Oreosolen wattii was rather different in having compounds typical for the tribe Scrophularieae (Scrophulariaceae), namely aucubin, harpagide, harpagoside as well as two diesters of rhamnopyranosylcatalpol, one of which, here named oreosolenoside, had not previously been described in the literature. These results are consistent with recent analyses based on DNA sequencing and a phylogenetic tree illustrating the taxonomic relationships is presented.

Armandodoriano Bianco - One of the best experts on this subject based on the ideXlab platform.

  • secondary metabolites from scrophularia canina l
    Natural Product Research, 2016
    Co-Authors: Alessandro Venditti, Mauro Serafini, Claudio Frezza, M Riccardelli, Sebastiano Foddai, Marcello Nicoletti, Armandodoriano Bianco
    Abstract:

    A re-examination of Scrophularia canina L. confirmed the presence of iridoid glucosides considered as chemotaxonomic markers for the Scrophulariaceae family, like aucubin, harpagide and 8-O-acetylharpagide, besides the further presence of 8-epiloganic acid, which is, indeed, considered the biogenetic precursor of iridoids normally found in Scrophulariaceae, and was recognised here for the first time in the studied species. Also verbascoside and (E)-phytol were evidenced for the first time in S. canina. The former compound is an almost ubiquitous glycosidic phenyl-ethanoid, which attains systematic importance when in co-occurrence with iridoids, and its taxonomical implications were discussed. The latter compound, even though it is omnipresent, is interestingly endowed with several biological activities, which may give an additional reason for the traditional uses of this plant.

Mauro Serafini - One of the best experts on this subject based on the ideXlab platform.

  • secondary metabolites from scrophularia canina l
    Natural Product Research, 2016
    Co-Authors: Alessandro Venditti, Mauro Serafini, Claudio Frezza, M Riccardelli, Sebastiano Foddai, Marcello Nicoletti, Armandodoriano Bianco
    Abstract:

    A re-examination of Scrophularia canina L. confirmed the presence of iridoid glucosides considered as chemotaxonomic markers for the Scrophulariaceae family, like aucubin, harpagide and 8-O-acetylharpagide, besides the further presence of 8-epiloganic acid, which is, indeed, considered the biogenetic precursor of iridoids normally found in Scrophulariaceae, and was recognised here for the first time in the studied species. Also verbascoside and (E)-phytol were evidenced for the first time in S. canina. The former compound is an almost ubiquitous glycosidic phenyl-ethanoid, which attains systematic importance when in co-occurrence with iridoids, and its taxonomical implications were discussed. The latter compound, even though it is omnipresent, is interestingly endowed with several biological activities, which may give an additional reason for the traditional uses of this plant.

  • Taxonomical markers in two endemic plants of Sardinia: Verbascum conocarpum and Scrophularia trifoliata.
    Natural Product Research, 2006
    Co-Authors: Alessia Ramunno, Anna Maria Serrilli, Francesco Piccioni, Mauro Serafini, Mauro Ballero
    Abstract:

    The monoterpenoid composition of Verbascum conocarpum and Scrophularia trifoliata, both endemic plants of Sardinia, was examined. The main chemotaxonomic markers of Scrophulariaceae, the iridoids aucubin, verbascoside and catalpol, were isolated.

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