TL;DR: A library of 28 compounds comprising of acyl, amino, halo, nitro, styryl and cyclized derivatives of bakuchiol evaluated against a panel of eight human cancer cell lines resulted in the identification of potent cytotoxic molecules exhibiting concentration dependent growth inhibition against leukemia cancer cells.
TL;DR: In this article, a bio-assay guided isolation of acetone extract of seeds yielded five known compounds, γ-cadinene (1), bakuchiol (2), psoralen (3), isopsoralen(4), and psoralidin (5) from Psoralea corylifolia Linn.
Abstract: The aim of the present investigation was to isolate chemical constituents and study of its biological activity from the seeds of acetone extract of Psoralea corylifolia Linn. The bio-assay guided isolation of acetone extract of seeds yielded five known compounds, γ-cadinene (1), bakuchiol (2), psoralen (3), isopsoralen (4) and psoralidin (5). The structures of these compounds were elucidated by physical and spectral data (UV, IR, 1 H, 13 C NMR and mass). The compound, γ-cadinene (1) is first report from this plant. Different extracts, fractions and compounds from the seeds were investigated for antimicrobial property. The methanolic, acetone and hexane extracts and isolated compound, bakuchiol (2) of Psoralea corylifolia were tested for antimicrobial studies against three gram positive bacteria and showed positive results. The compound bakuchiol (2) showed an excellent antibacterial activity than its crude extract.
TL;DR: In this article, the authors reported that the seeds extract of P. corylifolia exhibited a marked inhibitory effect on the proliferation of cultured human tumor cell lines and the inhibitory effects was mainly ascribed to Bakuchiol (1), a major component of the extract, and several analogues of 1 were prepared according to the synthetic routes illustrated in Scheme 1.
Abstract: Bakuchiol (1) is an unique prenylated phenolic meroterpene found exclusively in the seeds of Psoralea corylifolia L. P. corylifolia is an annual plant of the Leguminosae family and distributed over Southeast Asian countries. Numerous biological actions of the whole extract of the plant or purified constituents have been reported as antioxidant, antiinflammatory and antibacterial activities. Compound 1 has been introduced firstly to be isolated from the species by G. Mehta et al. and the chemical structure of 1 was fully determined including the absolute configuration of C-6 as (S)-chirality, even the total synthesis was accomplished in 1973. 1 is the main constituent of the species and reported to exert antidiabetic, antitumor effects, BACE-1 inhibitory activity, and hepatoprotective activities. In the previous study, we had reported that the seeds extract of P. corylifolia exhibited a marked inhibitory effect on the proliferation of cultured human tumor cell lines and the inhibitory effect was mainly ascribed to 1, a major component of the extract. As a trial for optimizing the chemical structure of 1 for improved antitumor activity, several analogues (2-8) of 1 were prepared according to the synthetic routes illustrated in Scheme 1. Briefly, 1 was treated with an equivalent amount of H2O2 and (NH4)2Ce(NO3)6 (ammonium cerium nitrate; CAN) in acetic acid to give 2. It seemed that the Δ double bond of 1 was oxidized to give a corresponding diol, which was further acetylated to produce 2. Compound 3 was prepared by the epoxidation of 1 with m-chloroperbenzoic acid in CH2Cl2 at 0 C. The treatment of
TL;DR: The mechanism of metabolic detoxification by HLM is associated with bakuchiol metabolism by CYP enzymes to form non toxic or lower toxic metabolites, suggesting the broad spectrum inhibitor of CYP could inverse the detoxification of HLM.
Abstract: OBJECTIVE To analyze cytochrome P450 (CYP) phenotyping for bakuchiol metabolism and study the mechanism of detoxification of bakuchiol by human liver microsomes (HLM) in vitro. METHODS The CYP phenotyping for bakuchiol metabolism was determined using HLM combined with CYP specific inhibitors and recombinant human CYP isoforms. The relative activities of CYP isoforms were determined by analyzing the formation of the substrate metabolites using HPLC-MS/MS, in presence or absence of 1-aminobenzotriazole (ABT) which was CYP enzymes' broad spectrum inhibitor. The residual concentrations of bakuchiol in microsomal incubates were determined using HPLC to investigate ABT's effect on the metabolism of bakuchiol. The effects of CYP enzymes on the nephrotoxicity of bakuchiol were investigated using human kidney-2(HK-2) by MTT assay, in presence or absence of ABT. RESULTS CYP1A2, CYP2C9, CYP2C19 and CYP3A4 in HLM were involved in bakuchiol metabolism, among which CYP2C19 showed the highest metabolic rate. Co-incubation with ABT (2.5 mmol/L) could inhibit more than 90% of the enzyme activities for CYP1A2, CYP2C9, CYP2C19 and CYP3A4. ABT (2.5 mmol/L) could inhibit the HLM metabolism of bakuchiol with inhibition ratio 83.24%±2.13%. When preincubated with ABT, the metabolic detoxification of bakuchiol by HLM was significantly reduced (P<0.05). CONCLUSION The mechanism of metabolic detoxification of bakuchiol by HLM is associated with bakuchiol metabolism by CYP enzymes to form non toxic or lower toxic metabolites. The broad spectrum inhibitor of CYP could inverse the detoxification of HLM.
TL;DR: In this paper, the extraction of bioactives from Psoralea corylifolia seeds was carried out using the high pressure supercritical carbon dioxide (SCCO 2 ) system at pressures 22, 26 and 30 MPa and at temperature of 313 K.
Abstract: The rapid development of nutraceuticals and functional foods which are more often prepared from the phytochemicals / plant extracts has created a new trend in food processing industries. Among the various plant materials available for extraction of bioactives, the present work focuses on Psoralea corylifolia L ., known commonly as bakuchi. It is widely used in Chinese medicine to treat a variety of diseases and possesses antitumor, antibacterial, cytotoxic and antihelmenthic properties. Thermally sensitive bakuchiol, psoralen and isosporalen, the major components present in the seed possess high biotechnological values. The extraction of bioactives from Psoralea corylifolia seeds was carried out using the high pressure supercritical carbon dioxide (SCCO 2 ) system at pressures 22, 26 and 30 MPa and at temperature of 313 K. Even though yield of extraction by SCCO 2 extraction process was slightly less than the yield by hexane extraction method, bakuchiol concentration in the extract was much higher than the hexane extraction. Experimental extraction data regressed well with diffusion model. LC-MS chromatogram of the extract identified presence of nine primary compounds. The results indicated that the extract having bakuchiol concentration of 51% was possible with SCCO 2 extraction.
TL;DR: In this article, methods for treating excess pigmentation, including treatment of post inflammatory hyperpigmentation (PIH), are disclosed. And the disclosed methods comprise administration of a composition comprising bakuchiol substantially free of furanocoumarins to a mammal.
Abstract: Methods for treating excess pigmentation, including treatment of post inflammatory hyperpigmentation (PIH), are disclosed. The disclosed methods comprise administration of a composition comprising bakuchiol substantially free of furanocoumarins to a mammal. Compositions comprising bakuchiol and methods for their preparation are also disclosed.
TL;DR: Methods for treating excess pigmentation, including treatment of post inflammatory hyperpigmentation (PIH), and compositions comprising bakuchiol substantially free of furanocoumarins are disclosed.
Abstract: Methods for treating excess pigmentation, including treatment of post inflammatory hyperpigmentation (PIH), are disclosed The disclosed methods comprise administration of a composition comprising bakuchiol substantially free of furanocoumarins to a patient in need thereof Compositions comprising bakuchiol and methods for their preparation are also disclosed
TL;DR: The method being used for the treatment of hyperpigmentation and the compositions and their preparation method that comprise Bakuchiol that there is no furocoumarin are disclosed.
Abstract: Disclose the method being used for the treatment of hyperpigmentation, comprise the treatment of postinflammatory hyperpigmentation (PIH).Disclosed method comprises the compositions giving mammal and comprise the Bakuchiol that there is no furocoumarin.Also disclose the compositions and their preparation method that comprise Bakuchiol.
TL;DR: Overall, several flavonoids from P. corylifolia might be useful remedies for treating inflammatory diseases by inhibiting IL-6-induced STAT3 activation and phosphorylation.
Abstract: Inhibiting interleukin-6 (IL-6) has been postulated as an effective therapy in the pathogenesis of several inflammatory diseases. In this study, seven flavonoids were isolated from the methanol extracts of Psoralea corylifolia by bioactivity-guided fractionation. The structures of bakuchiol (1), bavachinin (2), neobavaisoflavone (3), corylifol A (4), corylin (5), isobavachalcon (6), and bavachin (7) were determined by spectroscopic analysis (1H-, 13C- NMR and MS). We demonstrated that compounds 1-7 showed an inhibitory effect on IL-6-induced STAT3 promoter activity in Hep3B cells with IC50 values of 4.57 ± 0.45, 3.02 ± 0.53, 2.77 ± 0.02, 0.81 ± 0.15, 1.37 ± 0.45, 2.45 ± 0.13, and 4.89 ± 0.05 µΜ, respectively. These compounds also inhibited STAT3 phosphorylation induced by IL-6 in Hep3B cells. Overall, several flavonoids from P. corylifolia might be useful remedies for treating inflammatory diseases by inhibiting IL-6-induced STAT3 activation and phosphorylation.