Cytotoxic Anthraquinone Derivatives from Picramnia antidesma

Hernández‐Medel, María del Rosario; Pereda‐Miranda, Rogelio

doi:10.1055/s-2002-32562

Cited by 12 publications

(16 citation statements)

References 6 publications

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“…The anthraquinones emodin 299 and barbaloin 314 showed antiviral activity, but only emodin was a virucidal agent (301). A new cytotoxic 10-epiuveoside, 318, was isolated from the root bark of Picramnia antidesma (302), along with picramnioside E 319 and mayoside B 320. One new anthraquinone glycoside, M-4′demethylknipholone-2′-O-β-D-glucopyranoside 321, was found in the methanolic extract of the Australian medicinal plant Bulbine capitata (303).…”

Section: Glycosides Of Anthracene Derivativesmentioning

confidence: 99%

Astonishing diversity of natural surfactants: 5. Biologically active glycosides of aromatic metabolites

Dembitsky

2005

Lipids

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This review article presents 342 aromatic glycosides, isolated from and identified in plants and microorganisms, that demonstrate different biological activities. They are of great interest, especially for the medicinal and/or pharmaceutical industries. These biologically active natural surfactants are good prospects for the future chemical preparation of compounds useful as antioxidant, anticancer, antimicrobial, and antibacterial agents. These glycosidic compounds have been classified into several groups, including simple aromatic compounds, stilbenes, phenylethanoids, phenylpropanoids, naphthalene derivatives, and anthracene derivatives.

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Section: Glycosides Of Anthracene Derivativesmentioning

confidence: 99%

Astonishing diversity of natural surfactants: 5. Biologically active glycosides of aromatic metabolites

Dembitsky

2005

Lipids

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“…However, neither of the compounds caused signi cant difference in percent change of weight among the treated groups. synthesized [15,45,46,47]. These compounds are considered as oxidants like artemisinins and 4aminoquinolines.…”

Section: Antimalarial Activity Of the Phenol Fractions And Their Consmentioning

confidence: 99%

In vivo Antimalarial Activity of the Hydroalcoholic Extract of Kniphofia foliosa Hochst and Its Constituents

Alebachew

Bisrat

Tadesse

et al. 2020

Preprint

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Background: Kniphofia foliosa Hochst is endemic to Ethiopian highlands, where its rhizomes are traditionally used for the treatment of malaria, abdominal cramps and wound healing. As a continuation of our search for antimalarial compounds from Ethiopian medicinal plants, we have tested the 80% methanol extract of K. foliosa rhizomes and its constituents against Plasmodium berghei in mice. Methods: Isolation was carried out using column and preparative thin layer chromatography (PTLC). The chemical structures of the compounds were elucidated by spectroscopic methods (ESI-MS, 1D and 2D-NMR). Peters’ 4-day suppressive test against P. berghei in mice was utilized for in vivo antimalarial evaluation of the test substances. Results: Three compounds, namely knipholone, dianellin, and 12-hydroxypentadec-9-en-1-yl methyl phthalate (HPMP) were isolated and characterized from the 80% methanolic extract of K. foliosa rhizomes. The hydroalcoholic extract (400 mg/kg) and knipholone (200 mg/kg) showed the highest activity with chemosuppression values of 61.52 and 60.16%, respectively. From the dose-response plot, the median effective (ED50) doses of knipholone and dianellin were determined to be 81.25 and 92.31 mg/kg, respectively. Molecular docking study revealed that knipholone had a strong binding affinity to Plasmodium falciparum l-lactate dehydrogenase (pfLDH) target. Conclusion: Results of the current study support the traditional use of the plant for the treatment of malaria.

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“…Picramnia species (Picramniaceae, previously Simaroubaceae) are commonly used in folk medicine to treat or prevent dermatosis, external ulcers (sores), and skin irritations [ 4 ]. Phytochemical investigation in some of these Picramnia species resulted in isolation of several metabolites [ 5 , 6 ], mainly triterpenes [ 7 – 9 ], anthrones and anthraquinone glycosides [ 10 – 14 ], and oxanthrones [ 10 – 12 , 15 ] with cytotoxic, antimicrobial, antifungal, or antiparasitic activities [ 16 – 18 ]. Picramnia gracilis Tul.…”

Section: Introductionmentioning

confidence: 99%

Antileishmanial Effect of 5,3′-Hydroxy-7,4′-dimethoxyflavanone ofPicramnia gracilisTul. (Picramniaceae) Fruit:In VitroandIn VivoStudies

Robledo

Cardona

Ligardo

et al. 2015

Advances in Pharmacological Sciences

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Species of Picramnia genus are used in folk medicine to treat or prevent skin disorders, but only few species have been studied for biological activity and chemical composition. P. gracilis Tul. is a native species from Central and South America and although its fruits are edible, phytochemical analysis or medicinal uses of this species are not known. In the search of candidates to antileishmanial drugs, this work aimed to evaluate the antileishmanial activity of P. gracilis Tul. in in vitro and in vivo studies. Only ethanolic extract of fruits showed leishmanicidal activity. The majoritarian metabolite was 5,3′-hydroxy-7,4′-dimethoxyflavanone ether that exhibited high activity against L. (V.) panamensis (EC50 17.0 + 2.8 mg/mL, 53.7 μM) and low toxicity on mammalian U-937 cells, with an index of selectivity >11.8. In vivo studies showed that the flavanone administered in solution (2 mg/kg/day) or cream (2%) induces clinical improvement and no toxicity in hamsters with CL. In conclusion, this is the first report about isolation of 5,3′-hydroxy-7,4′-dimethoxyflavanone of P. gracilis Tul. The leishmanicidal activity attributed to this flavanone is also reported for the first time. Finally, the in vitro and in vivo leishmanicidal activity reported here for 5,3′-hydroxy-7,4′-dimethoxyflavanone offers a greater prospect towards antileishmanial drug discovery and development.

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Cytotoxic Anthraquinone Derivatives from Picramnia antidesma

Cited by 12 publications

References 6 publications

Astonishing diversity of natural surfactants: 5. Biologically active glycosides of aromatic metabolites

Astonishing diversity of natural surfactants: 5. Biologically active glycosides of aromatic metabolites

In vivo Antimalarial Activity of the Hydroalcoholic Extract of Kniphofia foliosa Hochst and Its Constituents

Antileishmanial Effect of 5,3′-Hydroxy-7,4′-dimethoxyflavanone ofPicramnia gracilisTul. (Picramniaceae) Fruit:In VitroandIn VivoStudies

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