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Harald Greger – One of the best experts on this subject based on the ideXlab platform.

  • Genetic diversity and geographic structure in Aglaia elaeagnoidea (Meliaceae, Sapindales), a morphologically complex tree species, near the two extremes of its distribution
    Blumea – Biodiversity Evolution and Biogeography of Plants, 2009
    Co-Authors: Alexandra N. Muellner, Harald Greger, Caroline M. Pannell
    Abstract:

    Aglaia elaeagnoidea is the most widespread and one of the more morphologically diverse complex species in the largest genus of the mahogany family (Meliaceae, Sapindales). We performed maximum parsimony, maximum likelihood and Bayesian analyses (nuclear ITS rDNA) to estimate genetic relations among samples of Aglaia elaeagnoidea, and their phylogenetic position within Aglaia (more than 120 species in Indomalesia, Australasia, and the Pacific islands). Based on 90 accessions of Melioideae (ingroup) and four taxa of Cedreloideae (outgroup), this study 1) provides a first assessment of the genetic diversity of Aglaia elaeagnoidea; 2) investigates the geographic structure of the data in selected eastern and western regions of its distribution; and 3) suggests that Australia has been colonized only recently by A. elaeagnoidea and other species within the genus (Miocene/Pliocene boundary to Pliocene). Based on DNA data, morphology and additional evidence derived from biogenetic trends (secondary metabolites), the name Aglaia roxburghiana could be reinstated for specimens from the western end (India, Sri Lanka), but we have no data yet to indicate definitely where A. roxburghiana ends and A. elaeagnoidea begins either morphologically or geographically. Viewed in a more general context, Aglaieae are an ideal model group for obtaining more insights into the origin and evolution of Indomalesian and Australian biotas.

  • silvaglenamin a novel dimeric triterpene alkaloid from Aglaia silvestris
    Tetrahedron Letters, 2009
    Co-Authors: Otmar Hofer, Silvia Pointinger, Lothar Brecker, Karoline Peter, Harald Greger
    Abstract:

    Abstract An unusual dimeric triterpene structure with two dammarane units linked with an enaminic –NH– group was isolated from the root extract of Aglaia silvestris . The structure was elucidated by 1D and 2D NMR analysis and ESI mass spectrometry.

  • Silvaglenamin—a novel dimeric triterpene alkaloid from Aglaia silvestris
    Tetrahedron Letters, 2009
    Co-Authors: Otmar Hofer, Silvia Pointinger, Lothar Brecker, Karoline Peter, Harald Greger
    Abstract:

    Abstract An unusual dimeric triterpene structure with two dammarane units linked with an enaminic –NH– group was isolated from the root extract of Aglaia silvestris . The structure was elucidated by 1D and 2D NMR analysis and ESI mass spectrometry.

Peter Proksch – One of the best experts on this subject based on the ideXlab platform.

  • Chemistry and Biology of Rocaglamides (= Flavaglines) and Related Derivatives from Aglaia Species (Meliaceae)
    Progress in the chemistry of organic natural products, 2011
    Co-Authors: Sherif S. Ebada, Neil J. Lajkiewicz, John A. Porco, Min Li-weber, Peter Proksch
    Abstract:

    Rocaglamide (1) is the parent cyclopenta[b]benzofuran derivative which was first identified as an antileukemic agent from the dried roots and stems of Aglaia elliptifolia Merr. (family Meliaceae) in 1982. Based on these findings, phytochemical interest in this genus increased sharply and up to date, more than 100 rocaglamide-type (= flavagline) compounds and structurally related derivatives have been identified from over 30 Aglaia species. Rocaglamide-type compounds show pronounced pharmacological activities including primarily (but not exclusively) antiproliferative and anti-inflammatory activity. The molecular mechanisms underlying these activities have been elucidated in recent years and established rocaglamide and several of its derivatives as interesting candidates for drug development especially in the field of anti-cancer research. Due to their unique structural features and promising pharmacological activities, several strategies leading to total synthesis of enantiomeric rocaglamide derivatives were developed and optimized. This chapter reviews the chemistry and biology of the rocaglamide-type derivatives and related compounds, with emphasis on their structural diversity, biosynthesis, pharmacological significance and total synthesis.

  • chemistry and biology of rocaglamides flavaglines and related derivatives from Aglaia species meliaceae
    Progress in the chemistry of organic natural products, 2011
    Co-Authors: Neil J. Lajkiewicz, Sherif S. Ebada, John A. Porco, Min Liweber, Peter Proksch
    Abstract:

    Rocaglamide (1) is the parent cyclopenta[b]benzofuran derivative which was first identified as an antileukemic agent from the dried roots and stems of Aglaia elliptifolia Merr. (family Meliaceae) in 1982. Based on these findings, phytochemical interest in this genus increased sharply and up to date, more than 100 rocaglamide-type (= flavagline) compounds and structurally related derivatives have been identified from over 30 Aglaia species. Rocaglamide-type compounds show pronounced pharmacological activities including primarily (but not exclusively) antiproliferative and anti-inflammatory activity. The molecular mechanisms underlying these activities have been elucidated in recent years and established rocaglamide and several of its derivatives as interesting candidates for drug development especially in the field of anti-cancer research. Due to their unique structural features and promising pharmacological activities, several strategies leading to total synthesis of enantiomeric rocaglamide derivatives were developed and optimized. This chapter reviews the chemistry and biology of the rocaglamide-type derivatives and related compounds, with emphasis on their structural diversity, biosynthesis, pharmacological significance and total synthesis.

  • Chemistry and Biological Activity of Rocaglamide Derivatives and Related Compounds in Aglaia Species (Meliaceae)
    Current Organic Chemistry, 2001
    Co-Authors: Peter Proksch, Rainer Ebel, F. I. Bohnenstengel, Ruangelie Edrada, Bambang W. Nugroho
    Abstract:

    The genus Aglaia is the source of a unique group of natural products featuring a cyclopenta(b)tetrahydrobenzofuran skeleton. Commonly these compounds, which until now include more than 50 naturally occurring derivatives, are named after the parent compound, rocaglamide, which was described for the first time almost twenty years ago. This review highlights the chemical diversity of rocaglamide derivatives and of biogenetically similar compounds from the genus Aglaia and their remarkable biological activity in the fields of insecticides and cytostatic agents. With a few exceptions, all naturally occurring rocaglamide derivatives exhibit striking insecticidal activity against various pest insects. In addition, they display pronounced cytostatic activity against human cancer cell lines in vitro. Furthermore, it was shown recently that rocaglamide and several of its congeners inhibit NF-κB induced gene activation in human T cells and are able to elicit apoptosis in resistant tumor cells. Taken together, these data make rocaglamide derivatives interesting candidates for possible therapeutic agents primarily in the field of cancer chemchemotherapy. In some Aglaia species, rocaglamide derivatives co-occur with biogenetically similar natural products of the aglain, aglaforbesin or forbaglin type. These latter compounds differ from rocaglamide and its congeners mainly by the nature of their heterocycle. Furthermore, they seem to be devoid of significant biological activity at least in the areas mentioned above, thereby pointing to the cyclopenta(b)tetrahydrobenzofuran core of the rocaglamide skeleton as one essential structural requirement for the pronounced biological activity of the rocaglamides.

Caroline M. Pannell – One of the best experts on this subject based on the ideXlab platform.

  • Two new species and a new species record of Aglaia (Meliaceae) from Indonesia.
    PhytoKeys, 2020
    Co-Authors: Caroline M. Pannell, Jan Schnitzler, Alexandra N Muellner-riehl
    Abstract:

    Two new species of Aglaia from Indonesia are described, Aglaia monocaula restricted to West Papua, and Aglaia nyaruensis occurring on Borneo (Kalimantan, Brunei, Sabah and Sarawak). A phylogenetic analysis using nuclear ITS and ETS, and plastid rps15-ycf1 sequence data indicates that the two new species of Aglaia are also genetically distinct. Aglaia monocaula belongs to sectionAmoora, while A. nyaruensis is included in section Aglaia. A dichotomous key, drawings and three-locus DNA barcodes are provided as aids for the identification of the two new species of Aglaia. In addition, the geographic range of Aglaia mackiana (section Amoora) is expanded from a single previously known site in Papua New Guinea to West Papua, Indonesia.

  • West to east dispersal in a widespread animal-dispersed woody angiosperm genus (Aglaia, Meliaceae) across the Indo-Australian Archipelago
    Journal of Biogeography, 2014
    Co-Authors: Melanie Grudinski, Caroline M. Pannell, Livia Wanntorp, Alexandra N Muellner-riehl
    Abstract:

    West to east dispersal in a widespread animal-dispersed woody angiosperm genus (Aglaia, Meliaceae) across the Indo-Australian archipelago

  • A nucleotide signature for identification of Aglaia stellatopilosa Pannell.
    Molecular biotechnology, 2014
    Co-Authors: Mariani Omarzuki, Caroline M. Pannell, Gilbert Sei Kung Lau, Tiong Chia Yeo
    Abstract:

    Members of the genus Aglaia have been reported to contain bioactive phytochemicals. The genus, belonging to the Meliaceae family, is represented by at least 120 known species of woody trees or shrubs in the tropical rainrain forest. As some of these species are very similar in their morphology, taxonomic identification can be difficult. A reliable and definitive molecular method which can identify Aglaia to the level of the species will hence be useful in comparing the content of specific bioactive compounds between the species of this genus. Here, we report the analysis of DNA sequences in the internal transcribed spacer (ITS) of the nuclear ribosomal DNA and the observation of a unique nucleotide signature in the ITS that can be used for the identification of Aglaia stellatopilosa. The nucleotide signature consists of nine bases over the length of the ITS sequence (654 bp). This uniqueness was validated in 37 samples identified as Aglaia stellatopilosa by an expert taxonomist, whereas the nucleotide signature was lacking in a selection of other Aglaia species and non-Aglaia genera. This finding suggests that molecular typing could be utilized in the identification of Aglaia stellatopilosa.

Sherif S. Ebada – One of the best experts on this subject based on the ideXlab platform.

  • Chemistry and Biology of Rocaglamides (= Flavaglines) and Related Derivatives from Aglaia Species (Meliaceae)
    Progress in the chemistry of organic natural products, 2011
    Co-Authors: Sherif S. Ebada, Neil J. Lajkiewicz, John A. Porco, Min Li-weber, Peter Proksch
    Abstract:

    Rocaglamide (1) is the parent cyclopenta[b]benzofuran derivative which was first identified as an antileukemic agent from the dried roots and stems of Aglaia elliptifolia Merr. (family Meliaceae) in 1982. Based on these findings, phytochemical interest in this genus increased sharply and up to date, more than 100 rocaglamide-type (= flavagline) compounds and structurally related derivatives have been identified from over 30 Aglaia species. Rocaglamide-type compounds show pronounced pharmacological activities including primarily (but not exclusively) antiproliferative and anti-inflammatory activity. The molecular mechanisms underlying these activities have been elucidated in recent years and established rocaglamide and several of its derivatives as interesting candidates for drug development especially in the field of anti-cancer research. Due to their unique structural features and promising pharmacological activities, several strategies leading to total synthesis of enantiomeric rocaglamide derivatives were developed and optimized. This chapter reviews the chemistry and biology of the rocaglamide-type derivatives and related compounds, with emphasis on their structural diversity, biosynthesis, pharmacological significance and total synthesis.

  • chemistry and biology of rocaglamides flavaglines and related derivatives from Aglaia species meliaceae
    Progress in the chemistry of organic natural products, 2011
    Co-Authors: Neil J. Lajkiewicz, Sherif S. Ebada, John A. Porco, Min Liweber, Peter Proksch
    Abstract:

    Rocaglamide (1) is the parent cyclopenta[b]benzofuran derivative which was first identified as an antileukemic agent from the dried roots and stems of Aglaia elliptifolia Merr. (family Meliaceae) in 1982. Based on these findings, phytochemical interest in this genus increased sharply and up to date, more than 100 rocaglamide-type (= flavagline) compounds and structurally related derivatives have been identified from over 30 Aglaia species. Rocaglamide-type compounds show pronounced pharmacological activities including primarily (but not exclusively) antiproliferative and anti-inflammatory activity. The molecular mechanisms underlying these activities have been elucidated in recent years and established rocaglamide and several of its derivatives as interesting candidates for drug development especially in the field of anti-cancer research. Due to their unique structural features and promising pharmacological activities, several strategies leading to total synthesis of enantiomeric rocaglamide derivatives were developed and optimized. This chapter reviews the chemistry and biology of the rocaglamide-type derivatives and related compounds, with emphasis on their structural diversity, biosynthesis, pharmacological significance and total synthesis.

Otmar Hofer – One of the best experts on this subject based on the ideXlab platform.

  • silvaglenamin a novel dimeric triterpene alkaloid from Aglaia silvestris
    Tetrahedron Letters, 2009
    Co-Authors: Otmar Hofer, Silvia Pointinger, Lothar Brecker, Karoline Peter, Harald Greger
    Abstract:

    Abstract An unusual dimeric triterpene structure with two dammarane units linked with an enaminic –NH– group was isolated from the root extract of Aglaia silvestris . The structure was elucidated by 1D and 2D NMR analysis and ESI mass spectrometry.

  • Silvaglenamin—a novel dimeric triterpene alkaloid from Aglaia silvestris
    Tetrahedron Letters, 2009
    Co-Authors: Otmar Hofer, Silvia Pointinger, Lothar Brecker, Karoline Peter, Harald Greger
    Abstract:

    Abstract An unusual dimeric triterpene structure with two dammarane units linked with an enaminic –NH– group was isolated from the root extract of Aglaia silvestris . The structure was elucidated by 1D and 2D NMR analysis and ESI mass spectrometry.

  • silvaglins and related 2 3 secodammarane derivatives unusual types of triterpenes from Aglaia silvestris
    Phytochemistry, 2008
    Co-Authors: Silvia Pointinger, Caroline M. Pannell, Otmar Hofer, Somnuk Promdang, Srunya Vajrodaya, Kurt Mereiter, Harald Greger
    Abstract:

    Abstract Lipophilic crude extracts of leaves, stem and root bark of six different provenances of Aglaia silvestris were compared to determine species-specific chemical trends as well as infraspecific variability. 3,4-Secodammarane triterpenes formed the basic chemical equipment accompanied by the 2,3-seco derivative aglasilvinic acid, probably representing the precursor of the silvaglin A and isosilvaglin A characterised by a five membered ring A. In addition, the pregnane steroid pregnacetal was isolated and identified together with the known sesquiterpenes α-muurolene and viridiflorol, and the bisamide pyramidatin. Depending on the collection site all major triterpenes showed two different stereochemical trends either towards 20R or 20S configuration, giving rise to isolation and identification of the two isomers methylisofoveolate B (20S,24R) and methylfoveolate B (20R,24S) as well as the known derivatives shoreic acid (20S,24R), isoeichlerianic acid (20R,24S), and methylisoeichleriate (20R,24S). The structures were elucidated by 2D-NMR experiments and silvaglin A additionally by X-ray diffraction. The structural diversity and distribution of triterpenoids within the genus Aglaia is highlighted with respect to chemotaxonomic implications.