Bakuchiol derivatives as novel and potent cytotoxic agents: A report

Majeed, Rabiya; Reddy, Mallepally V.; Chinthakindi, Praveen K.; Sangwan, Payare L.; Hamid, Abid; Chashoo, Gousia; Saxena, Ajit Kumar; Koul, Surrinder

doi:10.1016/j.ejmech.2011.12.018

Cited by 44 publications

(24 citation statements)

References 15 publications

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“…The isolation methodology of pure compounds was performed according to reported procedures [ 3 , 28 ]. Compounds 1 – 3 were identified by optical rotation, and spectroscopic data, including 1 H- and 13 C-NMR and comparisons with data reported in the literature [ 2 , 3 , 4 , 28 ]. The % purity of compounds 1 – 3 (bakuchiol (95%), 3-hydroxy-bakuchiol (93%) and 12-hydroxy-iso-bakuchiol (95%)) were confirmed by analytical HPLC.…”

Section: Methodsmentioning

confidence: 99%

“…Earlier research on the secondary metabolites of this plant led to the isolation of several compounds: two furanocoumarins, angelicin and psoralen; the drupanin, methyl ester; and the meroterpene, bakuchiol. In addition, the isolation of a mixture of cyclobakuchiols A and B has been reported [ 4 ]. Bakuchiol, present in high concentration in resinous exudates [ 3 ] and earlier isolated from Psoralea corylifolia L., a traditional Chinese medicinal plant used for the treatment of various kinds of disorders, has been shown to exhibit interesting anticancer activities in preclinical studies [ 5 ].…”

Section: Introductionmentioning

confidence: 99%

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Psoralea glandulosa as a Potential Source of Anticancer Agents for Melanoma Treatment

Madrid

Cardile

González

et al. 2015

IJMS

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With the aim of identifying novel agents with antigrowth and pro-apoptotic activity on melanoma cancer, the present study was undertaken to investigate the biological activity of the resinous exudate of aerial parts from Psoralea glandulosa, and its active components (bakuchiol (1), 3-hydroxy-bakuchiol (2) and 12-hydroxy-iso-bakuchiol (3)) against melanoma cells (A2058). In addition, the effect in cancer cells of bakuchiol acetate (4), a semi-synthetic derivative of bakuchiol, was examined. The results obtained show that the resinous exudate inhibited the growth of cancer cells with IC50 value of 10.5 μg/mL after 48 h of treatment, while, for pure compounds, the most active was the semi-synthetic compound 4. Our data also demonstrate that resin is able to induce apoptotic cell death, which could be related to an overall action of the meroterpenes present. In addition, our data seem to indicate that the apoptosis correlated to the tested products appears, at least in part, to be associated with an increase of reactive oxygen species (ROS) production. In summary, our study provides the first evidence that P. glandulosa may be considered a source of useful molecules in the development of analogues with more potent efficacy against melanoma cells.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Psoralea glandulosa as a Potential Source of Anticancer Agents for Melanoma Treatment

Madrid

Cardile

González

et al. 2015

IJMS

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“…A large number of plant products, including flowers, bark, leaves, and stem, are still commonly used in healthcare management worldwide. They have engendered a rich origin of structurally diverse substances with an expanded range of biological activities that may lead to the development of alternative therapies [11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Epigallocatechin-3-Gallate (EGCG), An Active Constituent of Green Tea: Implications in the Prevention of Liver Injury Induced by Diethylnitrosamine (DEN) in Rats

et al. 2019

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Liver diseases are one of the most detrimental conditions that may cause inflammation, leading to tissue damage and perturbations in functions. Several drugs are conventionally available for the treatment of such diseases, but the emergence of resistance and drug-induced liver injury remains pervasive. Hence, alternative therapeutic strategies have to be looked upon. Epigallocatechin-3-gallate (EGCG) is a naturally occurring polyphenol in green tea that has been known for its disease-curing properties. In this study, we aimed to evaluate its anti-oxidative potential and protective role against diethylnitrosamine (DEN)-induced liver injury. Four different groups of rats were used for this study. The first group received normal saline and served as the control group. The second group received DEN (50 mg/kg body wt) alone and third group received DEN plus EGCG (40 mg/kg body wt) only. The fourth group were treated with EGCG only. The liver protective effect of EGCG against DEN toxicity through monitoring the alterations in aspartate transaminase (AST), and alanine transaminase (ALT) and alkaline phosphatase (ALP) activities, serum level of pro-inflammatory mediators and anti-oxidant enzymes, histopathological alterations, measurement of cellular apoptosis, and cell cycle analysis was examined. The rats that were given DEN only had a highly significantly elevated levels of liver enzymes and pro-inflammatory cytokines, highly decreased anti-oxidative enzymes, and histological changes. In addition, a significant elevation in the percentage of apoptotic nuclei and cell cycle arrest in the sub- G1 phase was detected. EGCG acts as a hepatoprotectant on DENs by reducing the serum levels of liver functional enzymes, increasing total anti-oxidative capacity, reducing pathological changes and apoptosis, as well as causing the movement of cells from the sub G1 to S or G2/M phase of the cell cycle. In conclusion, EGCG displayed a powerful hepatoprotective additive as it considerably mitigates the liver toxicity and apoptosis induced by DEN.

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“…Bakuchiol ( 1 ) is an isoprene terpenoid isolated from the seeds of Psoralea corylifolia L. (Fabaceae). Since its discovery, bakuchiol has exhibited various biological properties, including anticancer [ 1 , 2 , 3 , 4 ], antioxidant [ 5 ], estrogenic-like [ 6 , 7 ], antimicrobial [ 8 ], antifungal [ 9 ], liver protective [ 10 ], human carboxylesterase 2 (hCE2) inhibitory [ 11 ], and immune-suppressive activities [ 12 ]. This evidence suggests that bakuchiol has potential for further development and application.…”

Section: Introductionmentioning

confidence: 99%

“…A few studies have reported the semi-synthesis of bakuchiol and its various activities [ 1 , 12 , 13 , 14 ]. In our previous studies, we demonstrated the inhibitory effect of bakuchiol on hypoxia-inducible factor 1α (HIF-1α), with an IC 50 value of 6.1 μM, in a screening experiment [ 15 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents

Liu

Guo

et al. 2018

Molecules

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A series of bakuchiol derivatives were synthesized and evaluated for their anti-proliferative and the inhibitory activities on SMMC7721 cell line migration using PX-478 as a positive control. The results showed (S,E)-4-(7-methoxy-3,7-dimethyl-3-vinyloct-1-en-1-yl)phenol (10) to have the best activity among the tested compounds, which included PX-478. In addition, compound 10 showed greater inhibitory activity than that of bakuchiol in the transwell migration and invasion assays at every dose. In western blotting tests, compound 10 showed a promising ability to downregulate the expression of HIF-1α and its associated downstream proteins MMP-2 and MMP-9. Moreover, this effect was dose-dependent and could represent a possible mechanism of action for the anticancer activity of compound 10.

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Bakuchiol derivatives as novel and potent cytotoxic agents: A report

Cited by 44 publications

References 15 publications

Psoralea glandulosa as a Potential Source of Anticancer Agents for Melanoma Treatment

Psoralea glandulosa as a Potential Source of Anticancer Agents for Melanoma Treatment

Epigallocatechin-3-Gallate (EGCG), An Active Constituent of Green Tea: Implications in the Prevention of Liver Injury Induced by Diethylnitrosamine (DEN) in Rats

Synthesis and Evaluation of Bakuchiol Derivatives as Potential Anticancer Agents

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