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- Keyword
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- Steroidal oximes; Synthesis; Antiproliferative activity; Cytotoxicity (2)
- 6-Benzylthioinosine; LC–MS/MS; Myeloid leukemia differentiation-inducing agent; Mouse and human plasma (1)
- 6β-dihydroxysterol disulfates; Synthesis; Biological activity; Antineoplastic activity (1)
- Apoptosis (1)
- Brassaiopsis glomerulata; Araliaceae; Activity-guided isolation; Aromatase inhibitors; Breast cancer; Modified peptides; Monoterpenoids; N-Benzoyl-l-phenylalanine methyl ester (1)
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- Breast cancer; Aromatase inhibitor; Resistance; COX-2 inhibitor; Nimesulide (1)
- Breast cancer; Her2; COX-2 inhibitor; Apoptosis (1)
- Calorimetry (1)
- Cholesterol (1)
- Dielectric (1)
- Disodium 3β (1)
- Griess assay; Diazonium; Dithiothreitol; Nitric oxide synthase; Turnover; External calibration; Standard addition (1)
- Hydrogenase; hydrogenase oxidation; hydrogenase H-cluster; density functional theory; QM/MM calculations; natural bond orbitals; polarized continuum model; frontier molecular orbitals (1)
- Nitric oxide synthase (1)
- Nitrocyclopropanes; DFT calculations; High energy materials (1)
- Ovarian Cancer (1)
- Phosphatidylcholine (1)
- Redox (1)
- Small GTPase (1)
- Statin (1)
Articles 1 - 13 of 13
Full-Text Articles in Chemistry
Highly Nitrated Cyclopropanes As New High Energy Materials: Dft Calculations On The Properties Of C3H6−N(No2)N (N=3–6), Aloysus K. Lawong, David W. Ball
Highly Nitrated Cyclopropanes As New High Energy Materials: Dft Calculations On The Properties Of C3H6−N(No2)N (N=3–6), Aloysus K. Lawong, David W. Ball
Chemistry Faculty Publications
As part of a continuing study of new potential high energy materials, here we present results of calculations on cyclopropane molecules with three or more nitro groups. DFT calculations suggest that all molecules can exist as minimum-energy stationary states. Energy calculations indicate that some nitrocyclopropanes have a specific enthalpy of decomposition in excess of 8kJg−1, suggesting that they be explored as new potential high energy materials.
Double Superhelix Model Of High Density Lipoprotein, Zhiping Wu, Valentin Gogonea, Xavier Lee, Mathew A. Wagner
Double Superhelix Model Of High Density Lipoprotein, Zhiping Wu, Valentin Gogonea, Xavier Lee, Mathew A. Wagner
Chemistry Faculty Publications
High density lipoprotein (HDL), the carrier of so-called “good” cholesterol, serves as the major athero-protective lipoprotein and has emerged as a key therapeutic target for cardiovascular disease. We applied small angle neutron scattering (SANS) with contrast variation and selective isotopic deuteration to the study of nascent HDL to obtain the low resolution structure in solution of the overall time-averaged conformation of apolipoprotein AI (apoA-I) versus the lipid (acyl chain) core of the particle. Remarkably, apoA-I is observed to possess an open helical shape that wraps around a central ellipsoidal lipid phase. Using the low resolution SANS shapes of the protein …
Lead Optimization Of Cox-2 Inhibitor Nimesulide Analogs To Overcome Aromatase Inhibitor Resistance In Breast Cancer Cells, Bin Su, Shiuan Chen
Lead Optimization Of Cox-2 Inhibitor Nimesulide Analogs To Overcome Aromatase Inhibitor Resistance In Breast Cancer Cells, Bin Su, Shiuan Chen
Chemistry Faculty Publications
A series of COX-2 selective inhibitor nimesulide derivatives were synthesized. Their anti-cell proliferation activities were evaluated with a long-term estrogen deprived MCF-7aro (LTEDaro) breast cancer cell line, which is the biological model of aromatase inhibitor resistance for hormone-dependent breast cancer. Compared to nimesulide which inhibited LTEDaro cell proliferation with an IC50 at 170.30 μM, several new compounds showed IC50 close to 1.0 μM.
Synthesis And Cytotoxic Analysis Of Some Disodium 3Β,6Β-Dihydroxysterol Disulfates, Jianguo Cui, Hui Wang, Yi Xin, Aimin Zhou
Synthesis And Cytotoxic Analysis Of Some Disodium 3Β,6Β-Dihydroxysterol Disulfates, Jianguo Cui, Hui Wang, Yi Xin, Aimin Zhou
Chemistry Faculty Publications
Disodium 3β,6β-dihydroxy-5α-cholestane disulfate (1) was synthesized in 4 steps with a high overall yield from cholesterol. First, cholesterol (4a) was converted to cholest-4-en-3,6-dione (5a) via oxidation with pyridinium chlorochromate (PCC) and then 5a was reduced by NaBH4 in the presence of NiCl2 to produce cholest-3β,6β-diol (6a). The reaction of 6a with the triethylamine-sulfur trioxide complex generated diammonium 3β,6β-dihydroxy-5α-cholestane disulfate (7a) and the treatment of 7a by cation exchange resin 732 (sodium form)(Na+) yielded the target steroid 1. Disodium 24-ethyl-3β,6β-dihydroxycholest-22-ene disulfate (2) and disodium 24-ethyl-3β,6β-dihydroxycholestane disulfate (3) were synthesized using a similar method. The cytotoxicity of these compounds against Sk-Hep-1 (human …
Determination Of 6-Benzylthioinosine In Mouse And Human Plasma By Liquid Chromatography–Tandem Mass Spectrometry, Lan Li, Yan Xu, David N. Wald, William Tse
Determination Of 6-Benzylthioinosine In Mouse And Human Plasma By Liquid Chromatography–Tandem Mass Spectrometry, Lan Li, Yan Xu, David N. Wald, William Tse
Chemistry Faculty Publications
This paper described the development and validation of a liquid chromatography–tandem mass spectrometry (LC–MS/MS) method for the quantitative determination of 6-benzylthioinosine (6BT), a novel myeloid leukemia differentiation-inducing agent, in mouse and human plasma. In this method, 2-amino-6-benzylthioinosine (2A6BT) was used as internal standard and ethyl acetate was used as organic solvent for the extraction of 6BT and internal standard from plasma samples. The extracted samples were separated on YMC ODS-AQ® column (2.0 mm × 50 mm), and the eluates from the column were monitored by the positive-electrospray-ionization tandem mass spectrometer (ESI+-MS/MS). Quantification of 6BT by internal calibration with 2A6BT was …
Synthesis And Evaluation Of Some Steroidal Oximes As Cytotoxic Agents: Structure/Activity Studies (Ii), Jianguo Cui, Lei Fan, Yanmin Huang, Yi Xin, Aimin Zhou
Synthesis And Evaluation Of Some Steroidal Oximes As Cytotoxic Agents: Structure/Activity Studies (Ii), Jianguo Cui, Lei Fan, Yanmin Huang, Yi Xin, Aimin Zhou
Chemistry Faculty Publications
Hydroximinosteroids isolated from marine sponges display a variety of biological functions including cytotoxicity and anti-virus. In this study, we synthesized a series of hydroximinosteroid derivatives with a different functional group on the ring A or B and various side chains at position 17, and analyzed the cytotoxicity of these compounds against sk-Hep-1, H-292, PC-3 and Hey-1B cancer cells. Our results revealed that although a cholesterol-type side chain at position 17 is required for the biological activity of the compounds as we previously confirmed, elimination of the 4,5-double bond augmented the cytotoxic activity for the steroidal oximes. In addition, the presence …
A Cox-2 Inhibitor Nimesulide Analog Selectively Induces Apoptosis In Her2 Overexpressing Breast Cancer Cells Via Cytochrome C Dependent Mechanisms, Bin Chen, Bin Su, Shiuan Chen
A Cox-2 Inhibitor Nimesulide Analog Selectively Induces Apoptosis In Her2 Overexpressing Breast Cancer Cells Via Cytochrome C Dependent Mechanisms, Bin Chen, Bin Su, Shiuan Chen
Chemistry Faculty Publications
Epidemiological and animal model studies have suggested that non-steroidal anti-inflammatory drugs (NSAIDs) can act as chemopreventive agents. The cyclooxygenase-2 (COX-2) inhibitor nimesulide shows anti-cancer effect in different type of cancers. In the current study, five breast carcinoma cell lines were used to explore the anti-cancer mechanisms of a nimesulide derivative compound 76. The compound dose dependently suppressed SKBR-3, BT474 and MDA-MB-453 breast cancer cell proliferation with IC50 of 0.9 μM, 2.2 μM and 4.0 μM, respectively. However, it needs much higher concentrations to inhibit MCF-7 and MDA-MB-231 breast cancer cell growth with IC50 at 22.1 μM and 19.6 μM, respectively. …
Cholesterol Levels And Activity Of Membrane Bound Proteins: Characterization By Thermal And Electrochemical Methods, Noufissa Zanati, Michael Ellen Mathews, Perera N. Indika, John J. Moran, Jean A. Boutros, Alan T. Riga, Mekki Bayachou
Cholesterol Levels And Activity Of Membrane Bound Proteins: Characterization By Thermal And Electrochemical Methods, Noufissa Zanati, Michael Ellen Mathews, Perera N. Indika, John J. Moran, Jean A. Boutros, Alan T. Riga, Mekki Bayachou
Chemistry Faculty Publications
The long-term goal of this investigation is to study the effects of increased cholesterol levels on the molecular activity of membrane-bound enzymes such as nitric oxide synthase, that are critical in the functioning of the cardiovascular system. In this particular investigation, we used differential scanning calorimetry (DSC) and dielectric thermal analysis (DETA) to study the effect of added cholesterol on melting/recrystallization and dielectric behavior, respectively, of phosphatidylcholine (PC) bilayered thin films. We also used electrochemical methods to investigate the effect of added cholesterol on the redox behavior of the oxygenase domain of nitric oxide synthase as a probe embedded in …
Reductive Decomposition Of A Diazonium Intermediate By Dithiothreitol Affects The Determination Of Nos Turnover Rates, Perera N. Indika, Talal Sabbagh, Jean A. Boutros, Mekki Bayachou
Reductive Decomposition Of A Diazonium Intermediate By Dithiothreitol Affects The Determination Of Nos Turnover Rates, Perera N. Indika, Talal Sabbagh, Jean A. Boutros, Mekki Bayachou
Chemistry Faculty Publications
Accurate determination of nitrite either as such or as the breakdown product of nitric oxide (NO) is critical in a host of enzymatic reactions in various settings addressing structure–function relationships, as well as mechanisms and kinetics of molecular operation of enzymes. The most common way to quantify nitrite, for instance in nitric oxide synthase (NOS) mechanistic investigations, is the spectrophotometric assay based on the Griess reaction through external standard calibration. This assay is based on a two-step diazotization reaction, in which a cationic diazonium derivative of sulfanilamide is formed as intermediate before the final absorbing azo-product. We show that this …
Inactivation Of [Fe-Fe]-Hydrogenase By O2. Thermodynamics And Frontier Molecular Orbitals Analyses, Daniela Dogaru, Stefan Motiu, Valentin Gogonea
Inactivation Of [Fe-Fe]-Hydrogenase By O2. Thermodynamics And Frontier Molecular Orbitals Analyses, Daniela Dogaru, Stefan Motiu, Valentin Gogonea
Chemistry Faculty Publications
The oxidation of H-cluster in gas phase, and in aqueous enzyme phase, has been investigated by means of quantum mechanics (QM) and combined quantum mechanics–molecular mechanics (QM/MM). Several potential reaction pathways (in the above-mentioned chemical environments) have been studied, wherein only the aqueous enzyme phase has been found to lead to an inhibited hydroxylated cluster. Specifically, the inhibitory process occurs at the distal iron (Fed) of the catalytic H-cluster (which isalso the atom involved in H2 synthesis). The processes involved in the H-cluster oxidative pathways are O2 binding, e− transfer, protonation, and H2O removal. We found that oxygen binding is …
Isolation And Characterization Of Aromatase Inhibitors From Brassaiopsis Glomerulata (Araliaceae), Marcy J. Balunas, Bin Su, Soedarsono Riswan, Harry H.S. Fong, Robert W. Brueggemeier, John M. Pezzuto, A. Douglas Kinghorn
Isolation And Characterization Of Aromatase Inhibitors From Brassaiopsis Glomerulata (Araliaceae), Marcy J. Balunas, Bin Su, Soedarsono Riswan, Harry H.S. Fong, Robert W. Brueggemeier, John M. Pezzuto, A. Douglas Kinghorn
Chemistry Faculty Publications
The hexane- and ethyl acetate-soluble extracts of the leaves of Brassaiopsis glomerulata (Blume) Regel (Araliaceae), collected in Indonesia, were found to inhibit aromatase, the rate-limiting enzyme in the production of estrogens from androgens, in both enzyme- and cell-based aromatase inhibition (AI) assays. Bioassay-guided fractionation led to the isolation of six known compounds of the steroid and triterpenoid classes (1–6) from the hexane extract, of which 6β-hydroxystimasta-4-en-3-one (5), was moderately active in the cell-based AI assay. Fractionation of the ethyl acetate extract afforded seven pure isolates (7–13) of the modified peptide, fatty acid, monoterpenoid, and benzenoid types, including six known compounds …
Synthesis And Evaluation Of Some Steroidal Oximes As Cytotoxic Agents: Structure/Activity Studies (I), Jianguo Cui, Lei Fan, Li Liang Huang, Hong Li Liu, Aimin Zhou
Synthesis And Evaluation Of Some Steroidal Oximes As Cytotoxic Agents: Structure/Activity Studies (I), Jianguo Cui, Lei Fan, Li Liang Huang, Hong Li Liu, Aimin Zhou
Chemistry Faculty Publications
The side chain of a compound plays an important role in its biological function. In our studies, we have found that hydroximinosteroid derivatives with different side chains and position of hydroximino on ring A and B displayed remarkable distinct cytotoxicities against a diversity of cancer cell types. Presence of an oxime group on ring B and a hydroxy on ring A or B resulted in a higher cytotoxicity than other structural motifs. In addition, a cholesterol-type side chain at position 17 was required for the biological activity. Our findings provide new evidence showing the relationship between the chemical structure and …
Statins Induce Apoptosis In Ovarian Cancer Cells Through Activation Of Jnk And Enhancement Of Bim Expression, Hongli Liu, Shu Ling Liang, Sheetal Kumar, Crystal M. Weyman, Wendy Liu, Aimin Zhou
Statins Induce Apoptosis In Ovarian Cancer Cells Through Activation Of Jnk And Enhancement Of Bim Expression, Hongli Liu, Shu Ling Liang, Sheetal Kumar, Crystal M. Weyman, Wendy Liu, Aimin Zhou
Chemistry Faculty Publications
Purpose:Ovarian cancer is the leading cause of death among all gynecological malignancies in Western countries. Although therapy for ovarian cancer has been greatly improved in the past 20 years, the overall survival for patients with advanced ovarian cancer has not changed significantly. The poor survival rates in patients with advanced ovarian cancer are due both to late diagnosis and to lack of effective drugs for the majority of patients who have a relapse and develop resistance to current chemotherapy agents used for ovarian cancer. Thus, developing and discovering effective novel drugs with different molecular structures from conventional chemotherapy agents have …