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Dive into the research topics where Vimon Tantishaiyakul is active.

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Featured researches published by Vimon Tantishaiyakul.


Journal of Biological Chemistry | 2006

S-Nitrosylation of Bcl-2 Inhibits Its Ubiquitin-Proteasomal Degradation A NOVEL ANTIAPOPTOTIC MECHANISM THAT SUPPRESSES APOPTOSIS

Neelam Azad; Val Vallyathan; Liying Wang; Vimon Tantishaiyakul; Christian Stehlik; Stephen S. Leonard; Yon Rojanasakul

Bcl-2 is a key apoptosis regulatory protein of the mitochondrial death pathway whose function is dependent on its expression levels. Although Bcl-2 expression is controlled by various mechanisms, post-translational modifications, such as ubiquitination and proteasomal degradation, have emerged as important regulators of Bcl-2 function. However, the underlying mechanisms of this regulation are unclear. We report here that Bcl-2 undergoes S-nitrosylation by endogenous nitric oxide (NO) in response to multiple apoptotic mediators and that this modification inhibits ubiquitin-proteasomal degradation of Bcl-2. Inhibition of NO production by the NO scavenger 2-(4-carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide and by NO synthase inhibitor aminoguanidine effectively inhibited S-nitrosylation of Bcl-2, increased its ubiquitination, and promoted apoptotic cell death induced by chromium (VI). In contrast, the NO donors dipropylenetriamine NONOate and sodium nitroprusside showed opposite effects. The effect of NO on Bcl-2 stability was shown to be independent of its dephosphorylation. Mutational analysis of Bcl-2 further showed that the two cysteine residues of Bcl-2 (Cys158 and Cys229) are important in the S-nitrosylation process and that mutations of these cysteines completely inhibited Bcl-2 S-nitrosylation. Treatment of the cells with other stress inducers, including Fas ligand and buthionine sulfoxide, also induced Bcl-2 S-nitrosylation, suggesting that this is a general phenomenon that regulates Bcl-2 stability and function under various stress conditions. These findings indicate a novel function of NO and its regulation of Bcl-2, which provides a key mechanism for the control of apoptotic cell death and cancer development.


Drug Development and Industrial Pharmacy | 2011

Characterization of muco- and bioadhesive properties of chitosan, PVP, and chitosan/PVP blends and release of amoxicillin from alginate beads coated with chitosan/PVP

Krit Suknuntha; Vimon Tantishaiyakul; Nimit Worakul; Wirach Taweepreda

Purpose: To investigate the muco/bioadhesive properties of chitosan, polyvinylpyrrolidone (PVP), and chitosan/PVP blends and the release of amoxicillin (AMX) contained in AMX-alginate beads coated with these materials. Method: Chitosan, PVP, and chitosan/PVP blends at various volume ratios were coated onto calcium alginate beads containing AMX. The muco/bioadhesive properties of all materials and the AMX-alginate beads coated with these materials were characterized. Results: Measurements of their viscosity, texture, and adhesion to HT29 cells demonstrated that chitosan/PVP at a volume ratio of 5/5 had the best muco/bioadhesive properties when compared with chitosan, PVP, and blends of other ratios. Wash-off tests indicated that the mucoadhesive property of the coated AMX-alginate beads was significantly higher than that of the uncoated beads. Diffuse reflectance infrared Fourier transform spectroscopy showed that there were interactions between chitosan–PVP, chitosan–mucin, PVP–mucin, and chitosan/PVP blend–mucin. Scanning electron microscopy revealed that the surfaces of the coated beads were smoother than those of the uncoated beads. All coated AMX-alginate beads were able to provide a controlled release of AMX with Super Case II transport properties, at a pH of 4. This was probably a result of the rapid and extensive swelling of the alginate beads. The more rapid release of AMX at pH 1 was probably because of the rapid dissolution of the drug at this pH. Conclusions: From the controlled drug release and muco/bioahesive properties of these coated AMX-alginate beads, we suggest that the alginate-coated beads might be a promising drug delivery system to assist with the eradication of Helicobacter pylori infections.


Journal of Pharmaceutical and Biomedical Analysis | 1998

Simultaneous determination of dextromethorphan HBr and bromhexine HCl in tablets by first-derivative spectrophotometry

Vimon Tantishaiyakul; C Poeaknapo; P Sribun; K Sirisuppanon

A rapid, simple and direct assay procedure based on first-derivative spectrophotometry, using a zero-crossing and peak-to-base measurement at 234 and 324 nm, respectively, has been developed for the specific determination of dextromethorphan HBr and bromhexine HCl in tablets. Calibration graphs were linear with the correlation coefficients of 0.9999 for both analytes. The limit of detections were 0.033 and 0.103 microgram ml-1 for dextromethorphan HBr and bromhexine HCl, respectively. A HPLC method has been developed as the reference method. The results obtained by the first-derivative spectrophotometry were in good agreement with those found by the HPLC method.


Pharmaceutical Research | 2002

Characterization of mefenamic acid-guaiacol ester: stability and transport across Caco-2 cell monolayers.

Vimon Tantishaiyakul; Kamonthip Wiwattanawongsa; Sirirat Pinsuwan; Srirat Kasiwong; Narubodee Phadoongsombut; Sanae Kaewnopparat; Nattha Kaewnopparat; Yon Rojanasakul

AbstractPurpose. Prodrug of non-steroidal anti-inflammatory drugs (NSAIDs) or NSAIDs linked with guaiacol have been reported to suppress gastrointestinal (GI) toxicity or induce GI protective effect. In this study, mefenamic-guaiacol ester was synthesized and its physicochemical properties, stability, and transport across Caco-2 monolayers were investigated. Methods. Synthesis of the ester was carried out using mefenamic acid, guaiacol, N, N′-dimethylaminopyridine, and N, N′dicyclohexylcarbodiimide. The hydrolysis of the ester was investigated in aqueous buffer solutions pH 1-12 as well as in Caco-2 homogenate, human plasma, and porcine liver esterase. Caco-2 cell monolayers were utilized for transport studies. Due to the high lipophilicity of the ester with a calculated logP of 6.15, bovine serum albumin (BSA, 4%) was included in the receiver compartment to obtain a good in vitro-in vivo correlation. Permeation of the ester was assessed with or without the exposure of cells to PMSF, an inhibitor of esterase. Results. The ester was stable at a wide pH range from 1-10. However, it was hydrolyzed by enzymes from porcine liver esterase and Caco-2 homogenate. With the PMSF exposure on the apical (AP) side and in the presence of 4% BSA on the basolateral (BL) side, the transported amount of the ester from AP-to-BL direction was 14.63% after 3 hr with a lag time of 23 min. The Papp for the ester was 4.72 × 10-6 cm s-1. Conclusion. The results from hydrolysis studies indicate that this ester is a prodrug. The Papp value suggests the moderate absorption characteristic of the compound. The accumulation of this highly lipophilic ester in Caco-2 cells is reduced in the presence of BSA.


Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy | 2012

Experimental FTIR and theoretical studies of gallic acid–acetonitrile clusters

Namon Hirun; Supaporn Dokmaisrijan; Vimon Tantishaiyakul

Gallic acid (3,4,5-trihydroxybenzoic acid, GA) has many possible conformers depending on the orientations of its three OH and COOH groups. The biological activity of polyphenolic compounds has been demonstrated to depend on their conformational characteristics. Therefore, experimental FTIR and theoretical studies of the GA-solvent clusters were performed to investigate the possible most favored conformation of GA. Acetonitrile (ACN) was selected as the solvent since its spectrum did not interfere with the OH stretching bands of GA. Also of importance was that these OH groups, in addition to the carboxyl group, of the GA are the most likely groups to interact with receptors. The solution of GA in the ACN solution was measured and the complex OH bands were deconvoluted to four component bands. These component bands corresponded to the three OH bands on the benzene ring and a broad band which is a combination band of mainly the OH of the COOH group and the inter- and intramolecular H-bonds from the OH groups on the ring. The conformations, relative stabilities and vibrational analysis of the GA monomers and the GA-ACN clusters were investigated using the B3LYP/6-311++G(2d,2p) method. Conformational analysis of the GA monomer yielded four most possible conformers, GA-I, GA-II, GA-III and GA-IV. These conformers were subsequently used for the study of the GA:ACN clusters at the 1:1, 1:2 and 1:4 mole ratios. The IR spectra of the most stable structures of these clusters were simulated and the vibrational wavenumbers of the OH and C=O groups were compared with those from the experiment. The FTIR component bands were comparable to the computed OH bands of the GA-I-(ACN)(2), GA-IV-(ACN)(2) and GA-I-(ACN)(4) clusters. Furthermore, the C=O stretching bands and the bands in the regions of 1800-1000 cm(-1) obtained by computing and the experiment were similar for these clusters. Thus, GA-I and GA-IV are the most preferable conformations of GA in ACN and perhaps in the polar environment around the receptor sites of GA.


Materials Science and Engineering: C | 2015

Characterization of supramolecular gels based on β-cyclodextrin and polyethyleneglycol and their potential use for topical drug delivery

Amornrat Klaewklod; Vimon Tantishaiyakul; Namon Hirun; Tanatchaporn Sangfai; Lin Li

Novel gels were prepared by blending β-cyclodextrin and polyethyleneglycol (PEG) in the presence of K2CO3. The objective of this study was thus to characterize the gels using rheology, modulated temperature differential scanning calorimetry (MTDSC), turbidity measurements, and hot stage microscopy, and then investigate the potential use of the gel for topical drug delivery. Two types of supramolecular gels, GelL and GelH were prepared at a low temperature (below 50 °C) and at a high temperature (above 70 °C), respectively. Both gels were thermo-reversible. Upon heating, GelL could turn to GelH. Nevertheless, upon cooling, GelH that was more stable than GelL precipitated and GelL could not be reformed. GelL may form through simple complexation of polyethyleneglycol (PEG) with β-cyclodextrin in the presence of K2CO3. However, GelH may form a specific complex or a pseudopolyrotaxane gel. For pharmaceutical application, GelL was investigated instead of GelH because the forming temperature of this gel was close to the human body temperature. The interactions among diclofenac sodium (DS), a model drug, and the components of the gel were examined using FTIR. These interactions may include ionic attraction and hydrogen bonds between the carboxylate groups of DS and the hydroxyl groups of PEG or β-cyclodextrin and probably also the inclusion of the aromatic ring of DS into the cavity of β-cyclodextrin. Furthermore, the release and permeation of diclofenac from GelL were significantly greater than those from a commercial gel. Therefore, GelL may be useful for the topical delivery of drugs.


International Journal of Pharmaceutics | 2010

Effect of Eriochrome Black T on the gelatinization of xyloglucan investigated using rheological measurement and release behavior of Eriochrome Black T from xyloglucan gel matrices

Namon Hirun; Vimon Tantishaiyakul; Wiwat Pichayakorn

A novel gel system was obtained by mixing aqueous solutions of tamarind seed xyloglucan (TSX) and Eriochrome Black T (EBT), an antiangiogenic compound. The shear-viscosity flow curves revealed that all the studies mixtures displayed a shear thinning behavior. Viscosity increased with increasing EBT concentrations. According to frequency sweep tests, mixtures at EBT concentration of 1.30% and 2.50% (w/v) in 1% (w/v) TSX formed a weak gel. The time sweep tests revealed that these mixtures remained as sol at room temperature (25 degrees C) for a long period of time but turned into gel in a short time at body temperature (37 degrees C). The in vitro EBT release profiles demonstrated sustained release of EBT. Loading concentration of EBT affected the gel strength and consequently the release mechanism of EBT. According to release kinetic analyses, the release profiles of 1.30% and 2.50% (w/v) EBT systems occur through an anomalous mechanism and Fickian diffusion, respectively. In conclusion, these EBT-TSX systems appear to be suitable as injectable implants for sustained delivery of EBT at a site of application, and as such they may be beneficial for the future treatment of solid malignant tumors.


Acta Crystallographica Section E-structure Reports Online | 2011

3,4,5-Trihy-droxy-benzoic acid.

Namon Hirun; Saowanit Saithong; Chaveng Pakawatchai; Vimon Tantishaiyakul

In the title compound, C7H6O5, the three hydroxy groups on the ring are oriented in the same direction. There are two intramolecular O—H⋯O hydrogen bonds in the ring. In the crystal, there are several intermolecular O—H⋯O hydrogen bonds and a short contact of 2.7150 (18) Å between the O atoms of the para-OH groups of adjacent molecules.


Aaps Pharmscitech | 2008

Use of Drifts and PLS for the Determination of Polymorphs of Piroxicam Alone and in Combination with Pharmaceutical Excipients: A Technical Note

Vimon Tantishaiyakul; Pattakarn Permkam; Krit Suknuntha

Piroxicam is a nonsteroidal anti-inflammatory drug used to treat arthritis and other inflammatory conditions (1). Crystalline piroxicam is polymorphic and exists in various crystalline forms designated as form I, form II, form III, and monohydrate form. Form I is also named β, cubic form, and form A, meanwhile form II is termed α, α1, α2, needle form, and form B (2,3). Form III is thermally unstable and can be converted to form II and form I, respectively (2). Additionally, the monohydrate form can dehydrate to form I (4). Generally, the polymorphic form of a drug can transform to a more stable form during storage and manufacturing process, such as drying, milling, and compaction (5,6). The extent of conversion is dependent on the relative stability of the polymorphs and kinetic factors. Moreover, these crystal structures can have different chemical and physical properties (6). Nevertheless, the crucial properties are dissolution, bioavailability and subsequently therapeutic effectiveness of the drugs. Typically, the metastable or thermodynamically instable forms exhibit best solubility and bioavailability (2,6). However, the most stable polymorphic form is often selected for pharmaceutical development based on the minimal potential for conversion to other polymorphic forms and on its greater chemical stability. However, in some cases, such as ranitidine HCl, more than one polymorph are used in commercial formulation (7). A number of techniques have been used to determine polymorphs including thermal analysis (DSC) (8), X-ray powder diffraction (XRD) (9), near-infrared spectroscopy (NIR) (10), Fourier transform infrared (FTIR) spectroscopy, attenuated total reflectance (ATR) FTIR (11), diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) (9,12,13), and Raman spectroscopy (14), Different techniques are appropriate for analysis of polymorphs of particular drugs. DRIFTS has been commonly used to determine various polymorphs. This method has advantages over conventional FTIR in terms of easier and more rapid sample preparation and no crystal structure changes during sample preparation which can possibly occur in FTIR. Furthermore, these analytical approaches have been effectively used in combination with various chemometric methods including partial least square (PLS)(12,13) and artificial neural network(15) for quantification of polymorphs. Polymorphic conversion is a major concern of the pharmaceutical industry. Therefore, it is essential to characterize and quantify polymorphic forms of drugs. According to Ghan and Lalla (16), piroxicam form II can transform to form I by compression force. At present, piroxicam forms I and II are commercially available in various countries. However, form I, which is more stable than form II, is more extensively used to manufacture commercial capsules and tablets. The objective of this study is to investigate the use of DRIFTS and PLS to determine piroxicam forms I and II in binary mixtures of these two polymorphs alone and in the presence of pharmaceutical excipients. In addition, this is the first study that quantifies the mixture of piroxicam polymorphs.


Aaps Pharmscitech | 2010

Characterization of Cimetidine-Piroxicam Coprecipitate Interaction Using Experimental Studies and Molecular Dynamic Simulations

Vimon Tantishaiyakul; Krit Suknuntha; Visit Vao-soongnern

The crystalline states of cimetidine and piroxicam, when coprecipitated from solvents containing 1:1 mole ratio, were transformed to amorphous states as observed using powder X-ray diffraction (PXRD). Amorphous forms of drugs generally exhibit higher water solubility than crystalline forms. It is therefore interesting to investigate the interactions that cause the transformation of both the crystalline drugs. Intermolecular interactions between the drugs were determined using Fourier-transform infrared spectroscopy (FTIR) and solid-state 13C CP/MAS NMR. Molecular dynamic (MD) simulation was performed for the first time for this type of study to indicate the specific groups involved in the interactions based on radial distribution function (RDF) analyses. RDF is a useful tool to describe the average density of atoms at a distance from a specified atom. FTIR spectra revealed a shift of the C≡N stretching band of cimetidine. The 13C CP/MAS NMR spectra indicated downfield shifts of C11, C15 and C7 of piroxicam. RDF analyses indicated that intermolecular interactions occurred between the amide oxygen atom as well as the pyridyl nitrogen of piroxicam and H-N3 of cimetidine. The hydrogen atom (O–H) at C7 interacts with the N1 of cimetidine. Since the MD simulation results are consistent with, and complementary to the experimental analyses, such simulations could provide a novel strategy for investigating specific interacting groups of drugs in coprecipitates, or in amorphous mixtures.

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Tanatchaporn Sangfai

Prince of Songkla University

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Krit Suknuntha

Prince of Songkla University

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Lin Li

Nanyang Technological University

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