Nitrile glucosides and serotobenine from Campylospermum glaucum and Ouratea turnarea

Zintchem, Auguste Abouem A; Bikobo, Dominique Ngono; Atchadé, Alex de Théodore; Mbing, Joséphine Ngo; Gangoué-Piéboji, Joseph; Tih, Raphaël Ghogomu; Blond, Alain; Pegnyemb, Dieudonné Emmanuel; Bodo, Bernard

doi:10.1016/j.phytochem.2008.04.013

Cited by 12 publications

(8 citation statements)

References 23 publications

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“…Moreover, the isolation of compounds 8, 14 and 15 from Dorstenia and Ficus species indicate that these compounds could be chemotaxonomic markers for the Dorstenia genus and confirms that the genera Dorstenia and Ficus are closely related taxonomically [53]. Regarding the Ochnaceae, the biflavonoid amentoflavone (16) could be as well regarded as the taxonomic marker of the genus Ouratea , ochnaflavone (17) used to identify species of both Ouratea and Ochna , while lophirone A (18) could be associated with almost all genera in the family [54,55]. Meanwhile, the presence of the flavonoid luteolin (19) in Lophira alata could be used to distinguish between the two species L .…”

Section: Resultsmentioning

confidence: 80%

Cameroonian medicinal plants: a bioactivity versus ethnobotanical survey and chemotaxonomic classification

Ntie‐Kang

Lifongo

Mbaze

et al. 2013

BMC Complement Altern Med

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BackgroundIn Cameroon herbs are traditionally used to meet health care needs and plans are on the way to integrate traditional medicine in the health care system, even though the plans have not been put into action yet. The country however has a rich biodiversity, with ~8,620 plant species, some of which are commonly used in the treatment of several microbial infections and a range of diseases (malaria, trypanosomiasis, leishmaniasis, diabetes and tuberculosis).MethodsOur survey consisted in collecting published data from the literature sources, mainly from PhD theses in Cameroonian university libraries and also using the author queries in major natural product and medicinal chemistry journals. The collected data includes plant sources, uses of plant material in traditional medicine, plant families, region of collection of plant material, isolated metabolites and type (e.g. flavonoid, terpenoid, etc.), measured biological activities of isolated compounds, and any comments on significance of isolated metabolites on the chemotaxonomic classification of the plant species. This data was compiled on a excel sheet and analysed.ResultsIn this study, a literature survey led to the collection of data on 2,700 secondary metabolites, which have been previously isolated or derived from Cameroonian medicinal plants. This represents distinct phytochemicals derived from 312 plant species belonging to 67 plant families. The plant species are investigated in terms of chemical composition with respect to the various plant families. A correlation between the known biological activities of isolated compounds and the ethnobotanical uses of the plants is also attempted. Insight into future direction for natural product search within the Cameroonian forest and Savanna is provided.ConclusionsIt can be verified that a phytochemical search of active secondary metabolites, which is inspired by knowledge from the ethnobotanical uses of medicinal plants could be very vital in a drug discovery program from plant-derived bioactive compounds.

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Section: Resultsmentioning

confidence: 80%

Cameroonian medicinal plants: a bioactivity versus ethnobotanical survey and chemotaxonomic classification

Ntie‐Kang

Lifongo

Mbaze

et al. 2013

BMC Complement Altern Med

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“…This kind of nitrile glycosides have already been characterized from other Campylospermum species such as campyloside A previously isolated from the stem roots of C . glaucum . However, the structure determination of lanceolin C or campyloside A was uncomplete, since the configuration of the double bond Δ 2(7) and the absolute configuration have not been established.…”

Section: Resultsmentioning

confidence: 99%

“…The main metabolites isolated from this genus are nitrile glucosides, flavonoids and biflavonoids as well as indole alkaloids . These compounds are often isolated from different species of Ochnaceae and used as chemotaxonomic markers to distinguish each genus within this botanical family.…”

Section: Introductionmentioning

confidence: 99%

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A Nitrile Glucoside and Biflavones from the Leaves of Campylospermum excavatum (Ochnaceae)

Njock

Grougnet

Efstathiou

et al. 2017

Chemistry & Biodiversity

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The study of the MeOH extract of the leaves of Campylospermum excavatum led to the isolation of a nitrile glucoside, named campyloside C (1) and an original derivative of ochnaflavone, 7-O-methylochnaflavone (2), along with three known biflavonoids, amentoflavone, sequoiaflavone, and sotetsuflavone (3 - 5). The linkage site of the sub-units of 2 was confirmed by chemical correlation, after semi-synthesis of a trimethoxylated derivative of ochnaflavone (2a). The structures of these compounds as well as their relative and absolute configurations were assigned by 1D- and 2D-NMR experiments, HR-ESI-MS and Electronic Circular Dichroism (ECD) calculations. A low-pass J filter HMBC experiment was performed in order to define the configuration of the double bond of 1. All of the biflavonoids were evaluated against protozoan parasites. Amentoflavone moderately inhibited the promastigote form of Leishmania infantum.

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“…Moschamindole (MCD), a rare phenolic amide with 8/6/6/5/5 rings, is a major bioactive constituent derived from a traditional Chinese medicine Phragmites communis Trin (Poaceae) that is widely prescribed to treat fever and atrophic lung disease in Chinese clinics (Nikaido, Sung, Ohmoto, & Sankawa, 1984;Tsitsa-Tzardi, Skaltsa-Diamantidis, Philianos, & Delitheos, 1990). Pharmacological screening shows that MCD possesses various activities, including antimalarial (Mbabi Nyemeck et al, 2017), cytotoxicity, antimicrobial (Abouem a Zintchem et al, 2008), antioxidant, antibacterial, and anti-AChE (acetyl cholinesterase) activities (Peng et al, 2017), prompting its synthesis by many chemists. However, the antitumour activity of MCD has not yet been investigated in GBM cells.…”

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confidence: 99%

Moschamindole induces glioma cell apoptosis by blocking Mia40‐dependent mitochondrial intermembrane space assembly and oxidative respiration

Huang

Chen

Yang

et al. 2021

Phytotherapy Research

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Glioblastoma multiforme (GBM) is the most frequent, lethal, and aggressive tumor of the central nervous system in adults. In this study, we found for the first time that moschamindole (MCD), a rare phenolic amide with 8/6/6/5/5 rings, is a major bioactive constituent derived from Phragmites communis Trin (Poaceae) that exhibits a potential cytotoxic effect on both TMZ-resistant GBM cell lines and xenograft models. MCD-induced intrinsic apoptosis signals and mitochondrial dysfunction were confirmed by cell cycle arrest, caspase-3/7 activation, and membrane potential depolarization. Furthermore, investigations exploring the mechanism showed that MCD specifically inhibits Mia40-mediated oxidative folding of mitochondrial intermembrane space (IMS) proteins via PCR assay and immunoblot analysis. MCD relies on its positive charge to associate with mitochondrial oxidative respiration, thus blocking energy metabolism and inducing apoptosis. Overexpression and upregulation of Mia40 were proven to reverse MCD-induced apoptosis and were correlated with the chemoresistance of GBM in vitro and in vivo, respectively. Taken together, our study demonstrates that Mia40 is a potential target of the chemoresistance of glioblastoma and suggests that MCD might be a potential agent for the individualized treatment of chemoresistant GBM based on mitochondrial metabolic characteristics and Mia40 expression.

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Nitrile glucosides and serotobenine from Campylospermum glaucum and Ouratea turnarea

Cited by 12 publications

References 23 publications

Cameroonian medicinal plants: a bioactivity versus ethnobotanical survey and chemotaxonomic classification

Cameroonian medicinal plants: a bioactivity versus ethnobotanical survey and chemotaxonomic classification

A Nitrile Glucoside and Biflavones from the Leaves of Campylospermum excavatum (Ochnaceae)

Moschamindole induces glioma cell apoptosis by blocking Mia40‐dependent mitochondrial intermembrane space assembly and oxidative respiration

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