A new phthalide derivative from <i>Peperomia nivalis</i>

Vásquez-Ocmín, Pedro; Haddad, Mohamed; Gadea, Alice; Jullian, Valérie; Castillo, Denis; Paloque, Lucie; Cerapio, Juan Pablo; Bourdy, Geneviève; Sauvain, Michel

doi:10.1080/14786419.2016.1219857

Cited by 7 publications

(2 citation statements)

References 26 publications

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“…A suggested MS source decomposition pathway for this compound is proposed in Figure S5-1 . Species from the Piperaceae family (e.g., Piper and Peperomia ) are aromatic plants used in traditional medicine in tropical and subtropical regions [ 52 ]. Alkaloids or amides such as piperine (being neuroprotective) [ 53 ], piplartine (showing anticancer properties and antiparasitic against Schistosoma mansoni ) [ 54 , 55 ], aduncamide (being antibacterial against Bacillus subtilis and Micrococcus luteus ) [ 56 ], or benzoic acid derivatives (being antiplasmodial against P. falciparum ) [ 57 ] are only a few examples of the active compounds that validate these uses of Piper species.…”

Section: Resultsmentioning

confidence: 99%

Biodereplication of Antiplasmodial Extracts: Application of the Amazonian Medicinal Plant Piper coruscans Kunth

et al. 2022

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Improved methodological tools to hasten antimalarial drug discovery remain of interest, especially when considering natural products as a source of drug candidates. We propose a biodereplication method combining the classical dereplication approach with the early detection of potential antiplasmodial compounds in crude extracts. Heme binding is used as a surrogate of the antiplasmodial activity and is monitored by mass spectrometry in a biomimetic assay. Molecular networking and automated annotation of targeted mass through data mining were followed by mass-guided compound isolation by taking advantage of the versatility and finely tunable selectivity offered by centrifugal partition chromatography. This biodereplication workflow was applied to an ethanolic extract of the Amazonian medicinal plant Piper coruscans Kunth (Piperaceae) showing an IC50 of 1.36 µg/mL on the 3D7 Plasmodium falciparum strain. It resulted in the isolation of twelve compounds designated as potential antiplasmodial compounds by the biodereplication workflow. Two chalcones, aurentiacin (1) and cardamonin (3), with IC50 values of 2.25 and 5.5 µM, respectively, can be considered to bear the antiplasmodial activity of the extract, with the latter not relying on a heme-binding mechanism. This biodereplication method constitutes a rapid, efficient, and robust technique to identify potential antimalarial compounds in complex extracts such as plant extracts.

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Section: Resultsmentioning

confidence: 99%

Biodereplication of Antiplasmodial Extracts: Application of the Amazonian Medicinal Plant Piper coruscans Kunth

et al. 2022

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“…Piperaceae is a pantropical family composed of eight genera. Two genera are the most representative in this family: Piper and Peperomia ( Vásquez-Ocmín et al, 2017 ; Salehi et al, 2019 ). Among these, Piper is the most diverse and representative genus, encompassing ca.…”

Section: Introductionmentioning

confidence: 99%

Deciphering anti-infectious compounds from Peruvian medicinal Cordoncillos extract library through multiplexed assays and chemical profiling

et al. 2023

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High prevalence of parasitic or bacterial infectious diseases in some world areas is due to multiple reasons, including a lack of an appropriate health policy, challenging logistics and poverty. The support to research and development of new medicines to fight infectious diseases is one of the sustainable development goals promoted by World Health Organization (WHO). In this sense, the traditional medicinal knowledge substantiated by ethnopharmacology is a valuable starting point for drug discovery. This work aims at the scientific validation of the traditional use of Piper species (“Cordoncillos”) as firsthand anti-infectious medicines. For this purpose, we adapted a computational statistical model to correlate the LCMS chemical profiles of 54 extracts from 19 Piper species to their corresponding anti-infectious assay results based on 37 microbial or parasites strains. We mainly identified two groups of bioactive compounds (called features as they are considered at the analytical level and are not formally isolated). Group 1 is composed of 11 features being highly correlated to an inhibiting activity on 21 bacteria (principally Gram-positive strains), one fungus (C. albicans), and one parasite (Trypanosoma brucei gambiense). The group 2 is composed of 9 features having a clear selectivity on Leishmania (all strains, both axenic and intramacrophagic). Bioactive features in group 1 were identified principally in the extracts of Piper strigosum and P. xanthostachyum. In group 2, bioactive features were distributed in the extracts of 14 Piper species. This multiplexed approach provided a broad picture of the metabolome as well as a map of compounds putatively associated to bioactivity. To our knowledge, the implementation of this type of metabolomics tools aimed at identifying bioactive compounds has not been used so far.

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Recent advances in natural phthalides: Distribution, chemistry, and biological activities

et al. 2022

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A new phthalide derivative from Peperomia nivalis

Cited by 7 publications

References 26 publications

Biodereplication of Antiplasmodial Extracts: Application of the Amazonian Medicinal Plant Piper coruscans Kunth

Biodereplication of Antiplasmodial Extracts: Application of the Amazonian Medicinal Plant Piper coruscans Kunth

Deciphering anti-infectious compounds from Peruvian medicinal Cordoncillos extract library through multiplexed assays and chemical profiling

Recent advances in natural phthalides: Distribution, chemistry, and biological activities

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