Preparation of novel antiproliferative emodin derivatives and studies on their cell cycle arrest, caspase dependent apoptosis and DNA binding interaction

Narender, Tadigoppula; Sukanya, P.; Sharma, Komal; Bathula, Surendar Reddy

doi:10.1016/j.phymed.2013.03.015

Cited by 18 publications

(12 citation statements)

References 20 publications

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“…The anti-cancer effect of emodin and its derivatives is due to the DNA intercalation. 44 According to recent research, emodin can inhibit pulmonary metastasis of breast cancer through reducing STAT6 phosphorylation and C/EBPβ expression. 35 Therefore, the confocal laser scanning microscopy was used to observe the fluorescence of emodin in the nucleus of cells after 24 h incubation.…”

Section: Resultsmentioning

confidence: 99%

Development of phenylboronic acid-functionalized nanoparticles for emodin delivery

et al. 2015

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Stable and monodisperse phenylboronic acid-functionalized nanoparticles (PBA-NPs) were fabricated using 3-((acrylamido)methyl)phenylboronic acid homopolymer (PBAH) via solvent displacement technique. The effect of operating parameters, including stirring time, initial polymer concentration and the proportion of methanol on the self-assembly process were systematically investigated. The diameters of the PBA-NPs were increased as increasing the initial PBAH concentration and the proportion of methanol. Likewise, there was a linear dependence between the size of self-assembled nanoparticles and the polymer concentration. Moreover, the dissipative particle dynamics (DPD) simulation technique was used to investigate the mechanism of self-assembly behavior of PBAH, which indicated that the interior of PBA-NPs was hydrophobic and compact, and the boronic acid groups were displayed on both the outermost and interior of PBA-NPs. The resulting PBA-NPs could successfully encapsulate emodin through PBA-diol interaction and the encapsulation efficiency (EE%) and drug loading content (DLC%) of drug-loaded PBA-NPs were 78% and 2.1%, respectively. Owing to the acid-labile feature of the boronate linkage, a reduction in environmental pH from pH 7.4 to 5.0 could trigger the disassociation of the boronate ester bonds, which could accelerate the drug release from PBA-Emodin-NPs. Besides, PBA-Emodin-NPs showed a much higher cytotoxicity to HepG2 cells (cancer cells) than that to MC-3T3-E1 cells (normal cells). These results imply that PBA-NPs would be a promising scaffold for the delivery of polyphenolic drugs.

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Section: Resultsmentioning

confidence: 99%

Development of phenylboronic acid-functionalized nanoparticles for emodin delivery

et al. 2015

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“…In addition, we made an attempt to support mitochondria-mediated intrinsic apoptosis as one of the major apoptotic pathways in SGC-7901 cells. Apoptosis is a cell-intrinsic programmed suicide mechanism for damaged cells and mitochondriamediated intrinsic apoptosis is one of the major apoptotic pathways of apoptosis [8,11]. Caspase proteins play pivotal roles in initiation and execution of apoptosis.…”

Section: Discussionmentioning

confidence: 99%

<i>In vitro</i> Anti-Gastric Tumor Activities and Possible Mechanisms of Action of Paederosidic Acid from <i>Paederia scandens</i> (Lour) Merrill

Chen¹,

Zeng²,

Zhuang³

2015

Trop. J. Pharm Res

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“…Some derivatives prepared from 17, isolated in large quantities from the roots of R. australe, were evaluated for their antiproliferative activities against HepG2, MDA-MB-231 and NIH/3T3 cancer cell lines. The derivatives 27 and 28 demonstrated the most significant antiproliferative effect against HepG2 and MDA-MB-231 cancer cell lines with an IC 50 of 5.6, 13.03 and 10.44, 5.027, respectively, comparable to the marketed drug epirubicin (Narender et al 2013). Three novel compounds, a sulfated emodin glucoside-emodin 8-O-â-D-glucopyranosyl-6-O-sulfate 29, and two rare auronols-carpusin 30 (PubChem CID: 134369) and maesopsin 31 (PubChem CID: 160803), have also been isolated from the roots of R. australe.…”

Section: Anthraquinonesmentioning

confidence: 92%

Rheum australe, an endangered high-value medicinal herb of North Western Himalayas: a review of its botany, ethnomedical uses, phytochemistry and pharmacology

et al. 2018

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Rheum australe (Himalayan Rhubarb) is a multipurpose, endemic and endangered medicinal herb of North Western Himalayas. It finds extensive use as a medicinal herb since antiquity in different traditional systems of medicine to cure a wide range of ailments related to the circulatory, digestive, endocrine, respiratory and skeletal systems as well as to treat various infectious diseases. The remedying properties of this plant species are ascribed to a set of diverse bioactive secondary metabolite constituents, particularly anthraquinones (emodin, chrysophanol, physcion, aloe-emodin and rhein) and stilbenoids (piceatannol, resveratrol), besides dietary flavonoids known for their putative health benefits. Recent studies demonstrate the pharmacological efficacy of some of these metabolites and/or their derivatives as lead molecules for the treatment of various human diseases. Present review comprehensively covers the literature available on R. australe from 1980 to early 2018. The review provides up-todate information available on its botany for easy identification of the plant, and origin and historical perspective detailing its trade and commerce. Distribution, therapeutic potential in relation to traditional uses and pharmacology, phytochemistry and general biosynthesis of major chemical constituents are also discussed. Additionally, efficient and reproducible in vitro propagation studies holding vital significance in preserving the natural germplasm of the plant and for its industrial exploitation have also been highlighted. The review presents a detailed perspective for future studies to conserve and sustainably make use of this endangered plant species at a commercial scale.

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Preparation of novel antiproliferative emodin derivatives and studies on their cell cycle arrest, caspase dependent apoptosis and DNA binding interaction

Cited by 18 publications

References 20 publications

Development of phenylboronic acid-functionalized nanoparticles for emodin delivery

Development of phenylboronic acid-functionalized nanoparticles for emodin delivery

<i>In vitro</i> Anti-Gastric Tumor Activities and Possible Mechanisms of Action of Paederosidic Acid from <i>Paederia scandens</i> (Lour) Merrill

Rheum australe, an endangered high-value medicinal herb of North Western Himalayas: a review of its botany, ethnomedical uses, phytochemistry and pharmacology

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