Distribution, Biological Activities, Synthesis, and Purification Methods for Podophyllotoxin and Its Derivatives

Medrado, Hector Hugo S.; David, Jorge M.; David, Juceni P.; Brandão, Hugo Neves

doi:10.5935/0100-4042.20140294

Cited by 3 publications

(2 citation statements)

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“…Podophyllotoxin, 1 ( Figure 1 ), isolated from the rhizome resin of several Podophyllum sp. [ 28 ], was commonly used in traditional medicine [ 29 ] and became a relevant lead compound in the discovery of new anticancer drugs [ 30 ]. The structural changes in the podophyllotoxin skeleton led to clinically used molecules such as etoposide, teniposide, or etopophos [ 31 ].…”

Section: Introductionmentioning

confidence: 99%

Improving Properties of Podophyllic Aldehyde-Derived Cyclolignans: Design, Synthesis and Evaluation of Novel Lignohydroquinones, Dual-Selective Hybrids against Colorectal Cancer Cells

et al. 2023

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New lignohydroquinone conjugates (L-HQs) were designed and synthesized using the hybridization strategy, and evaluated as cytotoxics against several cancer cell lines. The L-HQs were obtained from the natural product podophyllotoxin and some semisynthetic terpenylnaphthohydroquinones, prepared from natural terpenoids. Both entities of the conjugates were connected through different aliphatic or aromatic linkers. Among the evaluated hybrids, the L-HQ with the aromatic spacer clearly displayed the in vitro dual cytotoxic effect derived from each starting component, retaining the selectivity and showing a high cytotoxicity at short (24 h) and long (72 h) incubation times (4.12 and 0.0450 µM, respectively) against colorectal cancer cells. In addition, the cell cycle blockade observed by flow cytometry studies, molecular dynamics, and tubulin interaction studies demonstrated the interest of this kind of hybrids, which docked adequately into the colchicine binding site of tubulin despite their large size. These results prove the validity of the hybridization strategy and encourage further research on non-lactonic cyclolignans.

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Section: Introductionmentioning

confidence: 99%

Improving Properties of Podophyllic Aldehyde-Derived Cyclolignans: Design, Synthesis and Evaluation of Novel Lignohydroquinones, Dual-Selective Hybrids against Colorectal Cancer Cells

et al. 2023

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“…Currently, the commercial sources of podophyllotoxin are the rhizomes and roots of Podophyllum emodi Wall., Berberidaceae. The search for new and renewable sources of podophyllotoxin is important because Podophyllum spp is endangered due to the exhaustive extraction of this compound (Medrado et al, 2015). The presence of aryltetralin lignans, including podophyllotoxin, as minor compounds in Eriope and Hyptis species (Fig.…”

Section: Introductionmentioning

confidence: 99%

Abiotic factors influencing podophyllotoxin and yatein overproduction in Leptohyptis macrostachys cultivated in vitro

Meira

David

Ribeiro

et al. 2017

Phytochemistry Letters

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This work describes an in vitro propagation protocol for the large-scale cultivation of Leptohyptis macrostachys (Benth.) Harley & JFB Pastore and the influence of abiotic factors on podophyllotoxin and yatein production. The plant was established from seeds collected in Chapada Diamantina, BA, Brazil and submitted to different growth mediums and physical conditions. The podophyllotoxin and yatein contents were quantified by HPLC/DAD and with pure standards and these two lignans were present in all experiments. The lignan quantities were evaluated using the Sisvar Program, compared by Tukey's test and hierarchical cluster analysis and principal component analysis. In all experiments, podophyllotoxin and yatein were detected at different concentrations. The best protocol cultivar of L. macrostachys was established from seeds in MS ½ medium supplemented with 1.5% sucrose and 11.55 μM of gibberellic acid A3 (GA 3 ) at 30°C, which yielded the highest concentration of podophyllotoxin (5.831 mg g −1 ). These results are important findings for the production of podophyllotoxin from the tissue culture.

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Impact of phloroglucinol and indoleamines on growth and accumulation of podophyllotoxin in the roots of Hyptis suaveolens (L.) Poit

Coelho,

Mendonça,

Assis

et al. 2024

Plant Cell Tiss Organ Cult

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Distribution, Biological Activities, Synthesis, and Purification Methods for Podophyllotoxin and Its Derivatives

Cited by 3 publications

References 1 publication

Improving Properties of Podophyllic Aldehyde-Derived Cyclolignans: Design, Synthesis and Evaluation of Novel Lignohydroquinones, Dual-Selective Hybrids against Colorectal Cancer Cells

Improving Properties of Podophyllic Aldehyde-Derived Cyclolignans: Design, Synthesis and Evaluation of Novel Lignohydroquinones, Dual-Selective Hybrids against Colorectal Cancer Cells

Abiotic factors influencing podophyllotoxin and yatein overproduction in Leptohyptis macrostachys cultivated in vitro

Impact of phloroglucinol and indoleamines on growth and accumulation of podophyllotoxin in the roots of Hyptis suaveolens (L.) Poit

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