Anti-cancer activities of diospyrin, its derivatives and analogues

Sagar, Sunil; Kaur, Mandeep; Minneman, Kenneth P.; Bajic, Vladimir B.

doi:10.1016/j.ejmech.2010.06.021

Cited by 20 publications

(9 citation statements)

References 90 publications

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“…Benzoquinones, naphthoquinones and anthraquinones are structurally related to benzene, naphthalene and anthracene, respectively. Quinones have been associated with different anti-cancer, anti-bacterial, anti-fungal, and trypanocidal activities [13], and their cytotoxicity may reflect a number of underlying mechanisms including redox cycling, leading to the production of reactive oxygen species (ROS) and the alkylation of cellular nucleophiles, prompting covalent binding with proteins and/or DNA [14,15,16]. In animal models, quinones may cause several harmful effects, including acute cytotoxicity, immunotoxicity and carcinogenesis [14].…”

Section: Introductionmentioning

confidence: 99%

“…In animal models, quinones may cause several harmful effects, including acute cytotoxicity, immunotoxicity and carcinogenesis [14]. Nevertheless, quinones are the second main class of anti-cancer drugs for clinical use, including several compounds such as dactinomycin, daunorubicin, doxorubicin, idarubicin, mitomycin-C and mitoxantrone [15,16,17,18,19].…”

Section: Introductionmentioning

confidence: 99%

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Controlled Release of Nor-β-lapachone by PLGA Microparticles: A Strategy for Improving Cytotoxicity against Prostate Cancer Cells

et al. 2016

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Prostate cancer is one of the most common malignant tumors in males and it has become a major worldwide public health problem. This study characterizes the encapsulation of Nor-β-lapachone (NβL) in poly(D,L-lactide-co-glycolide) (PLGA) microcapsules and evaluates the cytotoxicity of the resulting drug-loaded system against metastatic prostate cancer cells. The microcapsules presented appropriate morphological features and the presence of drug molecules in the microcapsules was confirmed by different methods. Spherical microcapsules with a size range of 1.03˘0.46 µm were produced with an encapsulation efficiency of approximately 19%. Classical molecular dynamics calculations provided an estimate of the typical adsorption energies of NβL on PLGA. Finally, the cytotoxic activity of NβL against PC3M human prostate cancer cells was demonstrated to be significantly enhanced when delivered by PLGA microcapsules in comparison with the free drug.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Controlled Release of Nor-β-lapachone by PLGA Microparticles: A Strategy for Improving Cytotoxicity against Prostate Cancer Cells

et al. 2016

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“…They are known for their role in energy production and the electron transport chain in cells [3]. The plant-derived naphthoquinonoids have been described extensively for their cytotoxic and apoptotic potential against various cancer cell lines [4-10]. Plumbagin (PL) (5-hydroxy-2-methyl-1,4-naphthoquinone), a plant derived naphthoquinone having potent biological activities, has been reported to be extracted from the roots of various species of three major phylogenetic families i.e.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxicity and Apoptosis Induced by a Plumbagin Derivative in Estrogen Positive MCF-7 Breast Cancer Cells

Sagar¹,

Esau²,

Moosa³

et al. 2014

ACAMC

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Plumbagin [5-hydroxy- 2-methyl-1, 4-naphthaquinone] is a well-known plant derived anticancer lead compound. Several efforts have been made to synthesize its analogs and derivatives in order to increase its anticancer potential. In the present study, plumbagin and its five derivatives have been evaluated for their antiproliferative potential in one normal and four human cancer cell lines. Treatment with derivatives resulted in dose- and time-dependent inhibition of growth of various cancer cell lines. Prescreening of compounds led us to focus our further investigations on acetyl plumbagin, which showed remarkably low toxicity towards normal BJ cells and HepG2 cells. The mechanisms of apoptosis induction were determined by APOPercentage staining, caspase-3/7 activation, reactive oxygen species production and cell cycle analysis. The modulation of apoptotic genes (p53, Mdm2, NF-kB, Bad, Bax, Bcl-2 and Casp-7) was also measured using real time PCR. The positive staining using APOPercentage dye, increased caspase-3/7 activity, increased ROS production and enhanced mRNA expression of proapoptotic genes suggested that acetyl plumbagin exhibits anticancer effects on MCF-7 cells through its apoptosis-inducing property. A key highlighting point of the study is low toxicity of acetyl plumbagin towards normal BJ cells and negligible hepatotoxicity (data based on HepG2 cell line). Overall results showed that acetyl plumbagin with reduced toxicity might have the potential to be a new lead molecule for testing against estrogen positive breast cancer.

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“…Many cancer cells maintain a moderate level of oxidative stress and current investigations are aiming at exploiting this for targeted cell death (McCarty et al2010). Quinones, due to their redox cycling ability, are being used to exploit this process and thus represent a large class of antitumor drugs currently under investigation (Siegel et al2012; Sagar et al2010). These drugs particularly target cancer cells rather than healthy cells.…”

Section: Quinones In Medicinementioning

confidence: 99%

A review on the role of quinones in renal disorders

2013

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Quinones are electron and proton carriers that play a primary role in the aerobic metabolism of virtually every cell in nature. Most physiological quinones are benzoquinones. They undergo highly regulated redox reactions in the mitochondria, Golgi apparatus, plasma membrane and endoplasmic reticulum. Important consequences of these electron transfer reactions are the production of and protection against reactive oxygen species (ROS). Quinones have been extensively studied for both their cytotoxic as well as cellular protective properties and they have been particularly useful in rational drug design. The role of quinones in medicine is explored in this literature review with a particular focus on renal diseases. Due to their high basal metabolism and detoxification role, the kidneys are particularly sensitive to oxidative stress. Regardless of the underlying etiology, ROS plays an important role in both acute kidney injury (AKI) and chronic kidney diseases (CKD). Depending on the oxidative state of the kidney, quinones can be nephrotoxoic or nephro-protective. Many factors play a role in the interaction between quinones and the kidney and the consequences of this are just beginning to be explored.Electronic supplementary materialThe online version of this article (doi:10.1186/2193-1801-2-139) contains supplementary material, which is available to authorized users.

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Anti-cancer activities of diospyrin, its derivatives and analogues

Cited by 20 publications

References 90 publications

Controlled Release of Nor-β-lapachone by PLGA Microparticles: A Strategy for Improving Cytotoxicity against Prostate Cancer Cells

Controlled Release of Nor-β-lapachone by PLGA Microparticles: A Strategy for Improving Cytotoxicity against Prostate Cancer Cells

Cytotoxicity and Apoptosis Induced by a Plumbagin Derivative in Estrogen Positive MCF-7 Breast Cancer Cells

A review on the role of quinones in renal disorders

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