Rapid method for isolation of plumbagin, an alternative medicine from roots of Plumbago zeylanica

Bothiraja, C.; Joshi, Prajakta P.; Dama, Ganesh; Pawar, Atmaram

doi:10.1016/j.eujim.2011.02.008

Cited by 29 publications

(12 citation statements)

References 17 publications

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“…Plumbagin forms yellow needle-shaped crystals and has a melting point of 78-79 C. It had an R f of 0.34 on a HPTLC silica gel 60 F 245 plate developed with hexane-ethyl acetate (9:1, v/v) as the mobile phase. The UV-Vis absorption spectrum displayed two absorption maxima at 260 nm and 425 nm, identical to those reported by Bothiraja et al (2011). The IR spectrum (KBr) showed the presence of -OH stretching at 3450 cm À1 , conjugated carbonyl groups at 1640 cm À1 , and the aromatic C-H stretching at 803 cm À1 .…”

Section: Resultssupporting

confidence: 52%

“…The bioactivity-guided approach led to the isolation of plumbagin from the hexane extract of N. gracilis. Plumbagin is a secondary metabolite belonging to the naphthoquinone group which is produced by many plants belonging to the Caryophyllales order (Richer et al, 2002) such as Droseraceae (Budzianowski, 2000), Plumbaginaceae (Bothiraja et al, 2011), Ebenaceae (Evans et al, 1999), and Nepenthaceae (Aung et al, 2002). A wide range of biological properties of plumbagin such as anticancer (Kawiak et al, 2007), antiviral (Perez-Sacau et al, 2003), anti-inflammatory, antiplatelet, antiallergic (Lien et al, 1996), antimalarial (Biot et al, 2004), and antibacterial (Cai et al, 2000) have been reported.…”

Section: Discussionmentioning

confidence: 99%

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Bioactivity-guided isolation and structural characterization of the antifungal compound, plumbagin, fromNepenthes gracilis

Gwee¹,

Khoo

Ong

et al. 2014

Pharmaceutical Biology

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Context: Despite several phytochemical studies of Nepenthes gracilis Korth (Nepenthaceae), the biological activities of this pitcher plant remain to be explored. Objective: This study evaluates the antifungal activity of N. gracilis extracts, isolates, and characterizes its bioactive compound and evaluates the cytotoxicity of the isolated compound. Materials and methods: Fresh leaves of N. gracilis were sequentially extracted. The fungistatic and fungicidal activities of the extracts were evaluated against six species of fungi of medical importance using a colorimetric broth microdilution method. The most active extract was fractionated by liquid-liquid partitioning and further purified by a preparative thin layer chromatography. Structural elucidation was carried out using FT-IR, GC-MS, and NMR. Cytotoxicity testing against rhesus monkey kidney epithelial cells (LLC-MK2) was assessed by a neutral red uptake (NRU) assay. Results: The hexane extract, which showed the lowest minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC), both at 20 lg/mL against Candida albicans, Issatchenkia orientalis, and Trichophyton mentagrophytes, was subjected to bioactivity-guided fractionation. The isolated compound exhibited potent activity with the MIC values ranging from 2 to 31 lg/mL against all the fungi. The active compound was identified as plumbagin (5-hydroxy-2-methyl-naphthalene-1,4-dione). The 50% cytotoxicity concentration (CC 50 ) of plumbagin was 0.60 lg/mL. Discussion and conclusion: The selectivity indices of plumbagin against all the fungi were less than 1.0, indicating that plumbagin is more toxic to mammalian than fungal cells. This study provides information on the antifungal properties of N. gracilis leaf extracts, as well as the antifungal and cytotoxicity properties of plumbagin.

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Section: Resultssupporting

confidence: 52%

Section: Discussionmentioning

confidence: 99%

Bioactivity-guided isolation and structural characterization of the antifungal compound, plumbagin, fromNepenthes gracilis

Gwee¹,

Khoo

Ong

et al. 2014

Pharmaceutical Biology

View full text Add to dashboard Cite

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“…All the analytical separations were performed on Phenomenex RP18 column (250 mm X 4.6 mm, 5μ) Isolation of plumbagin from Plumbago zeylanica: Plumbagin was isolated from the root powder of Plumbago zeylanica by method described by Bothiraja et al, Structure of Compound PZ01 was confirmed by 1H NMR, 13C NMR and mass spectroscopy. Purity of isolated plumbagin was confirmed by RP-HPLC [11].…”

Section: Chemicalsmentioning

confidence: 99%

Development of oral colon targeted drug delivery systems of plumbagin for management of colon cancer

2018

AJBPR

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Plumbagin is the major constituent derived from the roots of Plumbago zeylanica L.is a naphthoquinone compound. Plumbagin was isolated from P. zeylanica L root and identified by HPLC, 1H-NMR, 13C-NMR and mass. Plumbagin have been reported to possess anticancer activity. This paper provides valuable information of influencing of coating layer and combination of naturally occurring polysaccharide polymers used during preparation for retarding the release profile of isolated plumbagin and plumbagin β cyclodextrin complex in colonic environment.

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“…20,21 However, some of them have shown disadvantages: the use of chloroform 20 or its mixture with dichloromethane, 19 which are considered toxic solvents, 22 and the requirement of long extraction times, even days, employing as solvents, n -hexane, methanol, water, chloroform, or ethyl acetate. 19‐21…”

Section: Introductionmentioning

confidence: 99%

Plumbagin Extraction: A Green Study

Calzada-González,

Martínez,

Vargas-Rodríguez

et al. 2023

Natural Product Communications

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A green study was undertaken for the extraction of plumbagin, an important natural naphthoquinone, from the roots of Plumbago pulchella Boiss. In the first stage, four solvents were comparatively evaluated, acetone, n-hexane, ethyl acetate, and methanol; attending Principle #5, only green solvents (ethyl acetate and acetone) were underscored. In a second step, considering Principle # 6, various green alternative activating modes were assessed: two electromagnetic methods, microwave (MW) and near-infrared (NIR), in addition to mechanical approaches, ultrasound (US), and tribochemistry-mechanochemistry (TB-MCh). These green modes were studied in comparison to the classical mantle heating (MH) and finally with maceration (M). MW and US-MH ensued the better modes, and EtOAc (green) and n-hexane (non-green) displayed the best yields (0.027% and 0.025%, respectively). Focusing on Principle #11, the monitoring and quantification of the extractions were performed by GC-MS employing 8-hydroxyquinoline as a reference. Some other involved Principles (#1, #3, #7, #12) will be commented on in the discussion. As an important complement, a statistical technique based on the analysis of variance (ANOVA) and response surface methodology was used to establish the degree of dependence of the amount of plumbagin extracted with the parameters time and amount of root, in addition to a GC-MS validation process carried out according to ICH Q2 R2 2022 guidelines. Finally, it is convenient to highlight that the target plant is native to Mexico, and according to a profound literature search, no chemical information for Plumbago pulchella Boiss is accessible.

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Rapid method for isolation of plumbagin, an alternative medicine from roots of Plumbago zeylanica

Cited by 29 publications

References 17 publications

Bioactivity-guided isolation and structural characterization of the antifungal compound, plumbagin, fromNepenthes gracilis

Bioactivity-guided isolation and structural characterization of the antifungal compound, plumbagin, fromNepenthes gracilis

Development of oral colon targeted drug delivery systems of plumbagin for management of colon cancer

Plumbagin Extraction: A Green Study

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