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Yoshimasa Nakamura - One of the best experts on this subject based on the ideXlab platform.
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Inhibition of Drug Resistance Mechanisms Improves the Benzyl Isothiocyanate–Induced Anti-Proliferation in Human Colorectal Cancer Cells
Current Pharmacology Reports, 2020Co-Authors: Xiaoyang Liu, Qifu Yang, Yoshimasa NakamuraAbstract:This short review is aimed at summarizing our recent findings about the regulating role of PI3K in the Benzyl Isothiocyanate (BITC)–induced drug-resistant mechanisms in human colorectal cancer cells and identification of potential components to overcome this resistance by combinatory utilization. Benzyl Isothiocyanate (BITC), the organosulfur compounds derived from cruciferous vegetables, exerts anti-proliferative effects in various human cancer cells. BITC also enhances the activation of the phosphoinositide 3-kinase (PI3K)/Akt survival pathway, possibly through the inhibition of the protein tyrosine phosphatase 1B. Since the PI3K/Akt pathway as well as drug efflux mediates resistance against anti-cancer drugs, it is important to find an agent to improve the anti-cancer effects of BITC without enhancing the side effects. We have shown that inhibition of PI3K or depletion of the plasma membrane cholesterol significantly enhanced the BITC-induced apoptosis, coinciding with inhibition of the survival pathway. Furthermore, BITC induced autophagy concomitantly with the up-regulation of the nuclear factor–erythroid 2 (NF-E2)–related factor 2 (Nrf2) and Nrf2-dependent cytoprotective genes in human colorectal cancer cells. Experiments using PI3K inhibitors implicated that PI3K is involved not only in the accumulation of autophagic molecules but also the up-regulation of Nrf2 with p62/sequestosome-1. PI3K might play pivotal roles in the resistant mechanisms, such as the activation of cell survival signaling and autophagy-dependent drug metabolism in human colon cancer cells. Our studies suggest that combinatory treatment of PI3K inhibitors or cholesterol-depleting agents is a promising strategy to improve the BITC-induced anti-cancer effects in human colorectal cancer cells.
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Luteolin Overcomes Resistance to Benzyl Isothiocyanate- Induced Apoptosis in Human Colorectal Cancer HCT-116 Cells
Journal of Food and Drug Analysis, 2020Co-Authors: Rieko Sakai, Yoshiyuki Murata, Naomi Abe, Noriyuki Miyoshi, Shintaro Yokobe, Yoshimasa NakamuraAbstract:We have previously identified p53, a universal sensor of genotoxic stress, as a negative regulator of the apoptosis induction by Benzyl Isothiocyanate (BITC) in the normal colon fibroblastoid cells. In the present study, we further confirmed that BITC has a potential to induce cytotoxicity in the p53-mutated colon cancer HT-29 cells in preference to HCT-116 cells with wild-type p53. To obtain effective induction of BITC-stimulated apoptosis in p53-positive cells, we investigated the combination effect of BITC and food ingredient that may overcome resistance to BITC. Pretreatment with luteolin potentiated the cytotoxicity induction by BITC in HCT-116 cells but not in HT-29 cells. The biochemical events related to apoptosis such as DNA ladder formation and caspase-3 activation were also enhanced by luteolin. Luteolin attenuated the expression of p21^waf1/cip1, a key downstream target of p53. These results suggest the role of p21^waf1/cip1 pathway in the overcoming BITC resistance by luteolin.
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Covalent Modification of Phosphatidylethanolamine by Benzyl Isothiocyanate and the Resultant Generation of Ethanolamine Adduct as Its Metabolite.
Chemical Research in Toxicology, 2019Co-Authors: Toshiyuki Nakamura, Yoshimasa Nakamura, Miho Hirakawa, Akari Ishisaka, Noritoshi Kitamoto, Akira Murakami, Yoji KatoAbstract:Benzyl Isothiocyanate (BITC), a dietary Isothiocyanate (ITC) derived from cruciferous vegetables, has anticancer properties. It is believed that the ITC moiety (−N═C═S) that reacts predominantly with thiol compounds plays a central role in triggering the activities resulting from these properties. Recent studies have demonstrated that ITCs also covalently modify amino moieties in a protein. In this study, we examined the chemical reaction between BITC and the aminophospholipid, phosphatidylethanolamine (PE), in the cell membrane or lipoprotein particle. To detect the BITC-modified PE, the bond between ethanolamine (EA) and phosphatidic acid in PE was cleaved using phospholipase D to form the BITC–EA adduct, which was then measured. BITC–EA was detected from the BITC-treated unilamellar liposome and low-density lipoprotein even with only a few micromoles of BITC treatment, suggesting that BITC might react with not only a thiol/amino group of a protein but also an amino moiety of an aminophospholipid. Moreo...
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Characterization of Benzyl Isothiocyanate extracted from mashed green papaya by distillation
Food Chemistry, 2019Co-Authors: Toshiyuki Nakamura, Yoshiyuki Murata, Yoshimasa NakamuraAbstract:Abstract The aim of this study was to extract Benzyl Isothiocyanate (BITC) from green papaya by distillation apparatus without using organic solvents, and to improve the stability of BITC in aqueous solution. The distillation of mashed green papaya successfully yielded BITC as a water solution with more than 80% purity with good reproducibility. The amount of BITC in the distilled water gradually decreased during its storage at 4 °C, whereas it was not significantly changed at −20 °C for a few months. Moreover, the addition of l -cysteine ameliorated the BITC decomposition by the 4 °C-storage, but not affected by N-acetyl-cysteine and glutathione. These results suggested that the combination of BITC extraction by distillation and cysteine supplementation as well as frozen storage might be a useful method for the preparation and storage of the safer grade of BITC-containing extract.
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Benzyl Isothiocyanate ameliorates lipid accumulation in 3T3-L1 preadipocytes during adipocyte differentiation
Bioscience Biotechnology and Biochemistry, 2018Co-Authors: Ying Liang, Shintaro Munemasa, Toshiyuki Nakamura, Yoshiyuki Murata, Beiwei Zhu, Ikumi Sasaki, Yuki Takeda, Yoshimasa NakamuraAbstract:Benzyl Isothiocyanate (BITC) is an organosulfur compound derived from cruciferous vegetables and papaya seeds. In this study, we investigated the effect of BITC on the lipid accumulation in 3T3-L1 preadipocytes during adipocyte differentiation. The treatment of BITC during the differentiation-inducing stage significantly ameliorated the lipid accumulation, whereas it had no inhibitory effect during the differentiation-maintaining stage. BITC also significantly suppressed the mRNA expression of the adipocyte-specific markers, such as CCAAT/enhancer-binding protein α (C/EBPα), C/EBPβ, C/EBPδ and peroxisome proliferator-activated receptor γ. BITC significantly inhibited the phosphorylation of extracellular signal-regulated kinase phosphorylation, whereas it enhanced that of AMP-activated protein kinase. Furthermore, BITC significantly suppressed the intracellular 2-deoxyglucose uptake as well as glucose transporter 4 expression. These results suggest that inhibition of the adipocyte differentiation and glucose uptake may mainly contribute to the inhibitory effect of BITC on the lipid accumulation in 3T3-L1 preadipocytes. Abbreviations: PPARγ: peroxisome proliferator-activated receptor γ; CEBP: CCAAT/enhancer-binding protein; GLUT4: glucose transporter 4; AMPK: AMP-activated protein kinase; ERK1/2: extracellular signal-regulated kinase 1/2; MAPK: a mitogen-activated protein kinase; ITCs: Isothiocyanates; BITC: Benzyl Isothiocyanate; FBS: fetal bovine serum; CS: calf serum; AITC: allyl ITC; IBMX: 3-isobutyl-1-methylxanthine; LDH: lactate dehydrogenase; KRH: Krebs-Ringer-Hepes-bicarbonate; 2-DG: 2-deoxy-d-glucose.
Shivendra V. Singh - One of the best experts on this subject based on the ideXlab platform.
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AKT‐dependent sugar addiction by Benzyl Isothiocyanate in breast cancer cells
Molecular Carcinogenesis, 2019Co-Authors: Ruchi Roy, Eun-ryeong Hahm, Carolyn J. Anderson, Alexander G. White, Shivendra V. SinghAbstract:The overall promise of breast cancer chemoprevention is exemplified by clinical success of selective estrogen receptor modulators and aromatase inhibitors. Despite clinical efficacy, these interventions have limitations, including rare but serious side effects and lack of activity against estrogen receptor-negative breast cancers. We have shown previously that dietary administration of Benzyl Isothiocyanate (BITC), which occurs naturally as a thioglucoside conjugate in edible cruciferous vegetables, inhibits development of estrogen receptor-negative breast cancer in mouse mammary tumor virus-neu (MMTV-neu) transgenic mice. This study demonstrates AKT-mediated sugar addiction in breast cancer chemoprevention by BITC. BITC-treated MMTV-neu mice exhibited increased 2-deoxy-2-(18 F)-fluoro-D-glucose (18 F-FDG) uptake in mammary tumors in vivo in comparison with mice fed basal diet. Cellular studies using MDA-MB-231 and SUM159 human breast cancer cell lines revealed BITC-mediated induction and punctate localization of glucose transporter GLUT-1, which was accompanied by an increase in intracellular pyruvate levels. BITC treatment resulted in increased S473 phosphorylation (activation) of AKT in cells in vitro as well as in mammary tumors of MMTV-neu mice in vivo. Increased glucose uptake, punctate pattern of GLUT-1 localization, and intracellular pyruvate levels resulting from BITC exposure were significantly attenuated in the presence of a pharmacological inhibitor of AKT (MK-2206). Inhibition of AKT augmented BITC-mediated inhibition of cell migration and colony formation. BITC-induced apoptotic cell death was also increased by pharmacological inhibition of AKT. These results indicate increased glucose uptake/metabolism by BITC treatment in breast cancer cells suggesting that breast cancer chemoprevention by BITC may be augmented by pharmacological inhibition of AKT.
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Prevention of breast cancer-induced osteolytic bone resorption by Benzyl Isothiocyanate.
Carcinogenesis, 2017Co-Authors: Subrata Pore, Eun-ryeong Hahm, Joseph D. Latoche, Carolyn J. Anderson, Yongli Shuai, Shivendra V. SinghAbstract:Osteolytic bone resorption is the primary cause of pain and suffering (e.g. pathological bone fracture) in women with metastatic breast cancer. The current standard of care for patients with bone metastasis for reducing the incidence of skeletal complications includes bisphosphonates and a humanized antibody (denosumab). However, a subset of patients on these therapies still develops new bone metastasis or experiences adverse effects. Moreover, some bisphosphonates have poor oral bioavailability. Therefore, orally-bioavailable and non-toxic inhibitors of breast cancer-induced osteolytic bone resorption are still clinically desirable. We have shown previously that Benzyl Isothiocyanate (BITC) decreases the incidence of breast cancer in a transgenic mouse model without any side effects. The present study provides in vivo evidence for inhibition of breast cancer-induced osteolytic bone resorption by BITC. Plasma achievable doses of BITC (0.5 and 1 μM) inhibited in vitro osteoclast differentiation induced by co-culture of osteoclast precursor cells (RAW264.7) and breast cancer cells representative of different subtypes. This effect was accompanied by downregulation of key mediators of osteoclast differentiation, including receptor activator of nuclear factor-κB ligand and runt-related transcription factor 2 (RUNX2), in BITC-treated breast cancer cells. Doxycycline-inducible knockdown of RUNX2 augmented BITC-mediated inhibition of osteoclast differentiation. Oral administration of 10 mg BITC/kg body weight, 5 times per week, inhibited MDA-MB-231-induced skeletal metastasis multiplicity by ~81% when compared with control (P = 0.04). The present study indicates that BITC has the ability to inhibit breast cancer-induced osteolytic bone resorption in vivo.
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Abstract 5258: Benzyl Isothiocyanate prevents breast cancer-induced bone erosionin vivo
Prevention Research, 2017Co-Authors: Subrata Pore, Shivendra V. SinghAbstract:Bone is one of the metastatic sites for advanced breast cancer. Nearly 70% of breast cancer patients experience metastasis to bone due to enhanced osteoclastogenesis and formation of osteoclasts leading to bone resorption. We have shown previously that Benzyl Isothiocyanate (BITC), a constituent of edible cruciferous vegetables such as garden cress, is a potent inhibitor of breast cancer cells in vitro and in vivo. The present study was designed to determine the effect of BITC on breast cancer-induced osteoclastogenesis. Co-culture of murine RAW 264.7 macrophages with human breast cancer cells resulted in genesis of osteoclasts in vitro that was suppressed significantly in the presence of BITC. Runx2, a transcription factor, is abnormally expressed in breast cancer and contributes to osteoclastogenesis by regulating receptor activator of NF-κB ligand (RANKL). BITC treatment downregulated expression of Runx2 in breast cancer cells at the mRNA and protein levels. Osteoclastogenesis was increased in Runx2 overexpressing MDA-MB-231 cells, whereas conditional knockdown of Runx2 in T47D cells attenuated this process. To determine the in vivo efficacy of BITC, MDA-MB-231-Luc cells were injected into the left ventricle of nude mice. BITC was administrated orally at 10 mg per kg body weight. Micro-CT X-ray analysis showed that bone metastases and erosion was decreased by about 50% upon BITC treatment when compared with vehicle control. Cathepsin K and total RANKL levels were lower in the plasma of BITC-treated mice when compared to the control group. Altogether, this study demonstrates, for the first time, that BITC is a potent inhibitor of breast cancer-induced osteoclastogenesis in vivo. This study was supported by the grant RO1 CA129347-09 awarded by the national Cancer Institute. Citation Format: Subrata K. Pore, Shivendra V. Singh. Benzyl Isothiocyanate prevents breast cancer-induced bone erosion in vivo [abstract]. In: Proceedings of the American Association for Cancer Research Annual Meeting 2017; 2017 Apr 1-5; Washington, DC. Philadelphia (PA): AACR; Cancer Res 2017;77(13 Suppl):Abstract nr 5258. doi:10.1158/1538-7445.AM2017-5258
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Abstract 826: Benzyl Isothiocyanate inhibits breast cancer-induced osteoclastogenesis
Prevention Research, 2016Co-Authors: Subrata Pore, Anuradha Sehrawat, Shivendra V. SinghAbstract:Breast cancer is a major public health issue for women worldwide and 70% of the disease preferentially metastasizes to bone resulting in its destruction. Advanced breast cancer releases osteoclastogenic factors to promote bone resorption. As bone metastasis with breast cancer is associated with high mortality, osteoclastogenesis is a potential therapeutic target. We have shown previously that Benzyl Isothiocyanate (BITC), which is present in edible cruciferous vegetables, inhibits breast cancer development in a transgenic mouse model. The present study was designed to determine effect of BITC on breast cancer-induced osteoclastogenesis. We employed well-established in vitro osteoclast co-culture system of Raw 264.7 murine macrophage cells with human breast cancer cells for this assessment. BITC treatment significantly inhibited the number as well as size of osteoclasts in a dose dependent manner in every co-culture experiment. In addition, BITC downregulated both mRNA and protein levels of macrophage colony stimulating factor (MCSF) and receptor activator of NF-eB ligand (RANKL) which are key factors for formation of osteoclasts. Moreover, receptor activator of NF-eB ligand (RANKL)-induced osteoclast differentiation as well as bone resorption was suppressed in the presence of BITC. On the other hand, BITC induced osteoprotegerin (OPG) acting as a decoy receptor of RANKL and negatively regulated osteoclast formation. Quantitative PCR analysis revealed that mRNA levels of osteoclastogenesis-related cytokines and proteins (IL-1â, IL-6, TNF-a, GM-CSF, OPG, RUNX2) were repressed in BITC-treated breast cancer cells. Taken together, BITC showed inhibitory activity on breast cancer-mediated osteoclastogenesis. This study was supported by the grant CA129347 awarded by the National Cancer Institute. Citation Format: Subrata K. Pore, Anuradha Sehrawat, Shivendra V. Singh. Benzyl Isothiocyanate inhibits breast cancer-induced osteoclastogenesis. [abstract]. In: Proceedings of the 107th Annual Meeting of the American Association for Cancer Research; 2016 Apr 16-20; New Orleans, LA. Philadelphia (PA): AACR; Cancer Res 2016;76(14 Suppl):Abstract nr 826.
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Abstract 833: Benzyl Isothiocyanate mediates glucose uptake through AKT activation in breast cancer cells
Prevention Research, 2016Co-Authors: Ruchi Roy, Shivendra V. SinghAbstract:We have shown previously that Benzyl Isothiocyanate (BITC) administration retards the development of mouse mammary tumors driven by Her-2 oncogene proving in vivo evidence for its chemopreventive efficacy. However, we also observed an increase in glucose uptake by tumor in BITC treatment group compared with control mice. Proteomics using tumors from control and BITC-treated mice revealed changes in proteins related to metabolism. Thus, we studied the mechanism by which BITC increases glucose uptake using four cell lines with different genetic backgrounds (e.g., ER+, ER-, HER-2+, triple negative). Consistent with in vivo findings, BITC treatment enhanced the protein levels of glucose transporters (GLUT1 and GLUT4) regardless of ER, HER-2 or p53 status. On the other hand, lactate dehydrogenase (LDH) was downregulated in response to BITC treatment. Pyruvate kinase (PKM2) as well as tricarboxylic cycle (TCA cycle) related enzymes (IDH1, PDH, MDH) were upregulated in BITC treated cells compared with control. In agreement with these results, BITC treatment increased glucose, pyruvate, and acetyl-CoA levels but decreases lactate level. These results suggested that elevated glucose after BITC treatment was largely utilized through TCA cycle. Because AKT is known to regulate tumor metabolism including glycolysis and oxidative phosphorylation, we explored its involvement in BITC-mediated metabolic alterations. To our surprise, BITC treatment resulted in a marked increase in activation of AKT. Pharmacological inhibition of AKT antagonized BITC-mediated increase in GLUT1 expression as well as increase in glucose and pyruvate levels. In addition, AKT inhibition augmented BITC-mediated inhibition of cell survival (colony formation), induction of apoptosis, and suppression of migration in human breast cancer cells. Based on these findings, we propose that mammary cancer chemopreventive efficacy of BITC may be augmented by a combination regimen involving an AKT inhibitor. This study was supported by the grantCA129347 awarded by the National Cancer Institute. Citation Format: Ruchi Roy, Shivendra V. Singh. Benzyl Isothiocyanate mediates glucose uptake through AKT activation in breast cancer cells. [abstract]. In: Proceedings of the 107th Annual Meeting of the American Association for Cancer Research; 2016 Apr 16-20; New Orleans, LA. Philadelphia (PA): AACR; Cancer Res 2016;76(14 Suppl):Abstract nr 833.
Maged S. Abdel-kader - One of the best experts on this subject based on the ideXlab platform.
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Optimization of the extraction condition for Benzyl Isothiocyanate contents in Salvadora persica roots “Siwak”
Saudi Pharmaceutical Journal, 2019Co-Authors: Maged S. Abdel-kader, Prawez Alam, Y.t. Kamal, Khalid M. Alkharfy, Ahmed I. Foudah, Saleh I. AlqasoumiAbstract:Abstract Benzyl isothocyanate is the major active antibacterial metabolite in Salvadora persica roots “Siwak” beside two minor Isothiocyanate derivatives namely; 3-methoxy Benzyl Isothiocyanate and 3-hydroxy Benzyl Isothiocyanate. The extraction condition effect on the amount of Benzyl Isothiocyanate was explored in detailed study. Both cold and hot extraction with different solvents was applied. The amount of Benzyl Isothiocyanate was estimated using HPLC and HPTLC. The results indicated that cold extraction of the fresh samples with chloroform offers the maximum amount of Benzyl Isothiocyanate. Drying process leads to great loss of the active component of Siwak.
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GC quantitative analysis of Benzyl Isothiocyanate in Salvadora persica roots extract and dental care herbal products.
Saudi Pharmaceutical Journal, 2018Co-Authors: Maged S. Abdel-kader, Ahmed I. Foudah, Elsadig Hassan Khamis, Mohammed Hamed AlqarniAbstract:Abstract An accurate, sensitive, precise and simple method was developed utilizing Gas Chromatography for the quantitative analysis of Benzyl isothicyanate in Siwak extract and dental care herbal products claimed to contain Siwak. Rtx (30.0 m × 0.25 mm ID, 25 µm thickness) column was used and helium as carrier gas at a flow rate of 0.74 mL/min. The retention time of standard Benzyl isothicyanate was 13.470 min under the described conditions. Linear regression data analysis indicated a good linear relationship between peak height measurement and concentration of Benzyl Isothiocyanate in the range of 10–50 µg/ml (R2 = 0.9971). The regression equation was y = 11,471x. The developed GC method was subjected to validation requirements set by the ICH for precision, accuracy, and robustness. The entitled GC analyses expected to be valuable for the determination of Benzyl Isothiocyanate in Siwak extracts and other formulations containing Siwak extract. The amount of Benzyl Isothiocyanate reflects the efficacy of the products.
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High-performance thin-layer chromatographic method for the estimation of Benzyl Isothiocyanate in Salvadora persica root extract and dental care herbal products
JPC - Journal of Planar Chromatography - Modern TLC, 2017Co-Authors: Maged S. Abdel-kader, Prawez Alam, Mohammed Hamed Alqarni, Mohamad Ayman SalkiniAbstract:A novel, simple, and sensitive high-performance thin-layer chromatography (HPTLC) method has been successfully developed and validated for the quantification of Benzyl Isothiocyanate in Salvadora persica (Miswak or Siwak) extract and some dental care herbal products labeled to contain Siwak extract. A modified HPTLC method was carried out using glass-coated silica gel 60 F254 plates and mobile phase consisting of n-hexane—ethyl acetate (9:1) furnished compact spots at RF 0.61 ± 0.01. The developed plate was scanned and quantified densitometrically at 191 nm. Linear regression analysis revealed a good linear relationship between peak area and amount of Benzyl Isothiocyanate in the range of 100–600 ng band−1 (r2 = 0.9991). The method was validated in accordance with the International Conference on Harmonization (ICH) guidelines for precision, accuracy, and robustness. The proposed method will be useful to evaluate the therapeutic efficacy of Siwak extracts and dental care herbal formulations containing Siwak.
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Quantitative analysis of Benzyl Isothiocyanate in Salvadora persica extract and dental care herbal formulations using reversed phase C18 high-performance liquid chromatography method
Pharmacognosy Magazine, 2017Co-Authors: Maged S. Abdel-kader, Prawez Alam, Y.t. Kamal, Mohammed Hamed Alqarni, Ahmed I. FoudahAbstract:Context: Benzyl Isothiocyanate is the active antimicrobial agent in Salvadora persica (siwak) widely used in Islamic countries for oral hygiene. Aims: Quantification of Benzyl Isothiocyanate in the ethanol extract of S. persica and some dental care herbal formulations labeled to contain siwak. Settings and Design: Simple and sensitive high-performance liquid chromatography method was designed. Subjects and Methods: Separation was achieved on reverse phase C18 (250 mm × 4.6 mm, 5 μ ) column with a mobile phase comprising acetonitrile and water (1:1). The detection was carried out at 190 nm using ultra violet-visible detector. The flow rate was kept at 1 mL/min. Results: A sharp and well-defined peak was obtained at the retention time of 9.322 ± 0.3 min. Linear regression analysis data for the calibration plot showed a good linear relationship between response and concentration in the range of 0.5–500 μg/mL with a regression coefficient (r2) of 0.9977. The method was validated for accuracy, precision, robustness, and sensitivity. All the parameters examined met the current recommendations for the International Conference on Harmonization guidelines for method validation. Conclusions: The method was applied for the quantification of Benzyl Isothiocyanate in siwak extract, dental care powder, mouth wash, and toothpaste claimed to contain siwak. The developed method was found specific, simple, selective, and reliable for routine use in quality control analysis of different commercially available herbal care products. Abbreviations used: RP18: Reversed phase C18, HPLC: High performance liquid chromatography, UV: Ultra violet, r2: regression coefficient, ICH: international conference on harmonization, TLC: Thin layer chromatography, CHCl3: Chloroform, v/v: volume/volume, RSD: Relative standard deviation, LOD: Limit of detection, LOQ: Limit of quantification.
Mohammed Hamed Alqarni - One of the best experts on this subject based on the ideXlab platform.
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GC quantitative analysis of Benzyl Isothiocyanate in Salvadora persica roots extract and dental care herbal products
Elsevier, 2018Co-Authors: Maged Saad Abdel-kader, Elsadig Hassan Khamis, Ahmed Ibrahim Foudah, Mohammed Hamed AlqarniAbstract:An accurate, sensitive, precise and simple method was developed utilizing Gas Chromatography for the quantitative analysis of Benzyl isothicyanate in Siwak extract and dental care herbal products claimed to contain Siwak. Rtx (30.0 m × 0.25 mm ID, 25 µm thickness) column was used and helium as carrier gas at a flow rate of 0.74 mL/min. The retention time of standard Benzyl isothicyanate was 13.470 min under the described conditions. Linear regression data analysis indicated a good linear relationship between peak height measurement and concentration of Benzyl Isothiocyanate in the range of 10–50 µg/ml (R2 = 0.9971). The regression equation was y = 11,471x. The developed GC method was subjected to validation requirements set by the ICH for precision, accuracy, and robustness. The entitled GC analyses expected to be valuable for the determination of Benzyl Isothiocyanate in Siwak extracts and other formulations containing Siwak extract. The amount of Benzyl Isothiocyanate reflects the efficacy of the products. Keywords: S. persica, Benzyl Isothiocyanate, GC, ICH guidelines, Quantitativ
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GC quantitative analysis of Benzyl Isothiocyanate in Salvadora persica roots extract and dental care herbal products.
Saudi Pharmaceutical Journal, 2018Co-Authors: Maged S. Abdel-kader, Ahmed I. Foudah, Elsadig Hassan Khamis, Mohammed Hamed AlqarniAbstract:Abstract An accurate, sensitive, precise and simple method was developed utilizing Gas Chromatography for the quantitative analysis of Benzyl isothicyanate in Siwak extract and dental care herbal products claimed to contain Siwak. Rtx (30.0 m × 0.25 mm ID, 25 µm thickness) column was used and helium as carrier gas at a flow rate of 0.74 mL/min. The retention time of standard Benzyl isothicyanate was 13.470 min under the described conditions. Linear regression data analysis indicated a good linear relationship between peak height measurement and concentration of Benzyl Isothiocyanate in the range of 10–50 µg/ml (R2 = 0.9971). The regression equation was y = 11,471x. The developed GC method was subjected to validation requirements set by the ICH for precision, accuracy, and robustness. The entitled GC analyses expected to be valuable for the determination of Benzyl Isothiocyanate in Siwak extracts and other formulations containing Siwak extract. The amount of Benzyl Isothiocyanate reflects the efficacy of the products.
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Quantitative Analysis of Benzyl Isothiocyanate in Salvadora persica Extract and Dental Care Herbal Formulations Using Reversed Phase C18 High-Performance Liquid Chromatography Method.
Pharmacognosy magazine, 2017Co-Authors: Maged Saad Abdel-kader, Prawez Alam, Y.t. Kamal, Mohammed Hamed Alqarni, Ahmed Ibrahim FoudahAbstract:Benzyl Isothiocyanate is the active antimicrobial agent in Salvadora persica (siwak) widely used in Islamic countries for oral hygiene. Quantification of Benzyl Isothiocyanate in the ethanol extract of S. persica and some dental care herbal formulations labeled to contain siwak. Simple and sensitive high-performance liquid chromatography method was designed. Separation was achieved on reverse phase C18 (250 mm × 4.6 mm, 5 μ) column with a mobile phase comprising acetonitrile and water (1:1). The detection was carried out at 190 nm using ultra violet-visible detector. The flow rate was kept at 1 mL/min. A sharp and well-defined peak was obtained at the retention time of 9.322 ± 0.3 min. Linear regression analysis data for the calibration plot showed a good linear relationship between response and concentration in the range of 0.5-500 μg/mL with a regression coefficient (r2) of 0.9977. The method was validated for accuracy, precision, robustness, and sensitivity. All the parameters examined met the current recommendations for the International Conference on Harmonization guidelines for method validation. The method was applied for the quantification of Benzyl Isothiocyanate in siwak extract, dental care powder, mouth wash, and toothpaste claimed to contain siwak. The developed method was found specific, simple, selective, and reliable for routine use in quality control analysis of different commercially available herbal care products. A simple, accurate and precise method was developed for the analysis of the antimicrobial agent Benzyl Isothiocyanate in Salvadora persica (Siwak) extract and selected dental care herbal formulations using RP18 HPLCAmount of Benzyl Isothiocyanate will indicate the efficacy of Siwak productsThe method subject to ICH validation guidelines. Abbreviations used: RP18: Reversed phase C18, HPLC: High performance liquid chromatography, UV: Ultra violet, r2: regression coefficient, ICH: international conference on harmonization, TLC: Thin layer chromatography, CHCl3: Chloroform, v/v: volume/volume, RSD: Relative standard deviation, LOD: Limit of detection, LOQ: Limit of quantification.
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High-performance thin-layer chromatographic method for the estimation of Benzyl Isothiocyanate in Salvadora persica root extract and dental care herbal products
JPC - Journal of Planar Chromatography - Modern TLC, 2017Co-Authors: Maged S. Abdel-kader, Prawez Alam, Mohammed Hamed Alqarni, Mohamad Ayman SalkiniAbstract:A novel, simple, and sensitive high-performance thin-layer chromatography (HPTLC) method has been successfully developed and validated for the quantification of Benzyl Isothiocyanate in Salvadora persica (Miswak or Siwak) extract and some dental care herbal products labeled to contain Siwak extract. A modified HPTLC method was carried out using glass-coated silica gel 60 F254 plates and mobile phase consisting of n-hexane—ethyl acetate (9:1) furnished compact spots at RF 0.61 ± 0.01. The developed plate was scanned and quantified densitometrically at 191 nm. Linear regression analysis revealed a good linear relationship between peak area and amount of Benzyl Isothiocyanate in the range of 100–600 ng band−1 (r2 = 0.9991). The method was validated in accordance with the International Conference on Harmonization (ICH) guidelines for precision, accuracy, and robustness. The proposed method will be useful to evaluate the therapeutic efficacy of Siwak extracts and dental care herbal formulations containing Siwak.
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Quantitative analysis of Benzyl Isothiocyanate in Salvadora persica extract and dental care herbal formulations using reversed phase C18 high-performance liquid chromatography method
Pharmacognosy Magazine, 2017Co-Authors: Maged S. Abdel-kader, Prawez Alam, Y.t. Kamal, Mohammed Hamed Alqarni, Ahmed I. FoudahAbstract:Context: Benzyl Isothiocyanate is the active antimicrobial agent in Salvadora persica (siwak) widely used in Islamic countries for oral hygiene. Aims: Quantification of Benzyl Isothiocyanate in the ethanol extract of S. persica and some dental care herbal formulations labeled to contain siwak. Settings and Design: Simple and sensitive high-performance liquid chromatography method was designed. Subjects and Methods: Separation was achieved on reverse phase C18 (250 mm × 4.6 mm, 5 μ ) column with a mobile phase comprising acetonitrile and water (1:1). The detection was carried out at 190 nm using ultra violet-visible detector. The flow rate was kept at 1 mL/min. Results: A sharp and well-defined peak was obtained at the retention time of 9.322 ± 0.3 min. Linear regression analysis data for the calibration plot showed a good linear relationship between response and concentration in the range of 0.5–500 μg/mL with a regression coefficient (r2) of 0.9977. The method was validated for accuracy, precision, robustness, and sensitivity. All the parameters examined met the current recommendations for the International Conference on Harmonization guidelines for method validation. Conclusions: The method was applied for the quantification of Benzyl Isothiocyanate in siwak extract, dental care powder, mouth wash, and toothpaste claimed to contain siwak. The developed method was found specific, simple, selective, and reliable for routine use in quality control analysis of different commercially available herbal care products. Abbreviations used: RP18: Reversed phase C18, HPLC: High performance liquid chromatography, UV: Ultra violet, r2: regression coefficient, ICH: international conference on harmonization, TLC: Thin layer chromatography, CHCl3: Chloroform, v/v: volume/volume, RSD: Relative standard deviation, LOD: Limit of detection, LOQ: Limit of quantification.
Katrin Putsep - One of the best experts on this subject based on the ideXlab platform.
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Benzyl Isothiocyanate a major component from the roots of salvadora persica is highly active against gram negative bacteria
PLOS ONE, 2011Co-Authors: Abier Sofrata, Ellen M. Santangelo, Annakarin Borgkarlson, Anders Gustafsson, Muhammad Azeem, Katrin PutsepAbstract:Plants produce a number of antimicrobial substances and the roots of the shrub Salvadora persica have been demonstrated to possess antimicrobial activity. Sticks from the roots of S. persica, Miswak sticks, have been used for centuries as a traditional method of cleaning teeth. Diverging reports on the chemical nature and antimicrobial repertoire of the chewing sticks from S. persica led us to explore its antibacterial properties against a panel of pathogenic or commensal bacteria and to identify the antibacterial component/s by methodical chemical characterization. S. persica root essential oil was prepared by steam distillation and solid-phase microextraction was used to sample volatiles released from fresh root. The active compound was identified by gas chromatography-mass spectrometry and antibacterial assays. The antibacterial compound was isolated using medium-pressure liquid chromatography. Transmission electron microscopy was used to visualize the effect on bacterial cells. The main antibacterial component of both S. persica root extracts and volatiles was Benzyl Isothiocyanate. Root extracts as well as commercial synthetic Benzyl Isothiocyanate exhibited rapid and strong bactericidal effect against oral pathogens involved in periodontal disease as well as against other Gram-negative bacteria, while Gram-positive bacteria mainly displayed growth inhibition or remained unaffected. The short exposure needed to obtain bactericidal effect implies that the chewing sticks and the essential oil may have a specific role in treatment of periodontal disease in reducing Gram-negative periodontal pathogens. Our results indicate the need for further investigation into the mechanism of the specific killing of Gram-negative bacteria by S. persica root stick extracts and its active component Benzyl Isothiocyanate.