Category: naphthyridine

Chi, Xiuling published the artcile15-Hydroxyprostaglandin dehydrogenase (15-PGDH) is up-regulated by flurbiprofen and other non-steroidal anti-inflammatory drugs in human colon cancer HT29 cells, Related Products of naphthyridine, the publication is Archives of Biochemistry and Biophysics (2009), 487(2), 139-145, database is CAplus and MEDLINE.

Non-steroidal anti-inflammatory drugs (NSAIDs) are known to inhibit prostaglandin synthetic enzyme, cyclooxygenases (COXs), as well as to exhibit anti-tumor activity although at much higher concentrations 15-Hydroxyprostaglandin dehydrogenase (15-PGDH), a key prostaglandin catabolic enzyme, was recently shown to be a tumor suppressor. Effects of NSAIDs on 15-PGDH expression were therefore examined Flurbiprofen and several other NSAIDs were found to induce 15-PGDH expression in human colon cancer HT29 cells. Flurbiprofen, the most active one, was also shown to induce 15-PGDH expression in other types of cancer cells. Induction of 15-PGDH expression appeared to occur at the stage of mRNA as levels of 15-PGDH mRNA were increased by flurbiprofen in HT29 cells. Levels of 15-PGDH were also found to be regulated at the stage of protein turnover. MEK inhibitors, PD98059 and U-0126, which inhibited ERK phosphorylation were shown to elevate 15-PGDH levels very significantly. These inhibitors did not appear to alter 15-PGDH mRNA levels but down-regulate matrix metalloproteinase-9 (MMP-9). This protease was shown to degrade and inactivate 15-PGDH suggesting that elevation of 15-PGDH levels could be due to inhibition of MMP-9 expression by these inhibitors. Similarly, flurbiprofen was also demonstrated to inhibit ERK activation and to down-regulate MMP-9 expression. Furthermore, flurbiprofen was shown to induce the expression of tissue inhibitor of metalloproteinase-1 (TIMP-1), an inhibitor of MMP-9. The turnover of 15-PGDH was found to prolong in the presence of flurbiprofen as compared to that in the absence of this drug. Taken together, these results indicate that flurbiprofen up-regulates 15-PGDH by increasing the expression and decreasing the degradation of 15-PGDH in HT29 cells.

Archives of Biochemistry and Biophysics published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C20H17FO4S, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Prakash, G. K. Surya published the artcileCopper-mediated difluoromethylation of (hetero)aryl iodides and β-styryl Halides with tributyl(difluoromethyl)stannane, Recommanded Product: 1-(Difluoromethyl)naphthalene, the publication is Angewandte Chemie, International Edition (2012), 51(48), 12090-12094, database is CAplus and MEDLINE.

An efficient method for preparation of difluoromethyl substituted arenes, heteroarenes, and styrenes via copper-mediated difluoromethylation of aryl iodides and styrenyl halides is described. The difluoromethyl donor was synthesized from trifluoromethyl trifluoromethylsilane and trialkyltin hydrides. The reaction mechanism was explored by computational chem.

Angewandte Chemie, International Edition published new progress about 53731-26-3. 53731-26-3 belongs to naphthyridine, auxiliary class Difluoromethyl,Fluoride,Naphthalene, name is 1-(Difluoromethyl)naphthalene, and the molecular formula is C11H8F2, Recommanded Product: 1-(Difluoromethyl)naphthalene.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Tinsley, Heather N. published the artcileColon tumor cell growth-inhibitory activity of sulindac sulfide and other nonsteroidal anti-inflammatory drugs is associated with phospphodiesterase 5 inhibition, Synthetic Route of 59973-80-7, the publication is Cancer Prevention Research (2010), 3(10), 1303-1313, database is CAplus and MEDLINE.

Nonsteroidal anti-inflammatory drugs (NSAID) display promising antineoplastic activity, but toxicity resulting from cyclooxygenase (COX) inhibition limits their clin. use for chemoprevention. Studies suggest that the mechanism may be COX independent, although alternative targets have not been well defined. Here, we show that the NSAID sulindac sulfide (SS) inhibits cyclic guanosine 3′,5′-monophosphate (cGMP) phosphodiesterase (PDE) activity in colon tumor cell lysates at concentrations that inhibit colon tumor cell growth in vitro and in vivo. A series of chem. diverse NSAIDs also inhibited cGMP hydrolysis at concentrations that correlate with their potency to inhibit colon tumor cell growth, whereas no correlation was observed with COX-2 inhibition. Consistent with its selectivity for inhibiting cGMP hydrolysis compared with cAMP hydrolysis, SS inhibited the cGMP-specific PDE5 isoenzyme and increased cGMP levels in colon tumor cells. Of numerous PDE isoenzyme-specific inhibitors evaluated, only the PDE5-selective inhibitor MY5445 inhibited colon tumor cell growth. The effects of SS and MY5445 on cell growth were associated with inhibition of β-catenin-mediated transcriptional activity to suppress the synthesis of cyclin D and survivin, which regulate tumor cell proliferation and apoptosis, resp. SS had minimal effects on cGMP PDE activity in normal colonocytes, which displayed reduced sensitivity to SS and did not express PDE5. PDE5 was found to be overexpressed in colon tumor cell lines as well as in colon adenomas and adenocarcinomas compared with normal colonic mucosa. These results suggest that PDE5 inhibition, cGMP elevation, and inhibition of β-catenin transcriptional activity may contribute to the chemopreventive properties of certain NSAIDs.

Cancer Prevention Research published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C9H16BNO2, Synthetic Route of 59973-80-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Mesches, Michael H. published the artcileSulindac improves memory and increases NMDA receptor subunits in aged Fischer 344 rats, Safety of Sulindac sulfone, the publication is Neurobiology of Aging (2004), 25(3), 315-324, database is CAplus and MEDLINE.

Inflammatory processes in the central nervous system are thought to contribute to Alzheimer’s disease (AD). Chronic administration of nonsteroidal anti-inflammatory drugs (NSAIDs) decreases the incidence of Alzheimer’s disease. There are very few studies, however, on the cognitive impact of chronic NSAID administration. The N-methyl-D-aspartate (NMDA) receptor is implicated in learning and memory, and age-related decreases in the NMDA NR2B subunit correlate with memory deficits. Sulindac, an NSAID that is a nonselective cyclooxygenase (COX) inhibitor was chronically administered to aged Fischer 344 rats for 2 mo. Sulindac, but not its non-COX active metabolite, attenuated age-related deficits in learning and memory as assessed in the radial arm water maze and contextual fear conditioning tasks. Sulindac treatment also attenuated an age-related decrease in the NR1 and NR2B NMDA receptor subunits and prevented an age-related increase in the pro-inflammatory cytokine, interleukin 1β (IL-1β), in the hippocampus. These findings support the inflammation hypothesis of aging and have important implications for potential cognitive enhancing effects of NSAIDs in the elderly.

Neurobiology of Aging published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C20H17FO4S, Safety of Sulindac sulfone.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Liou, Jun-Yang published the artcileNonsteroidal Anti-inflammatory Drugs Induce Colorectal Cancer Cell Apoptosis by Suppressing 14-3-3ε, Category: naphthyridine, the publication is Cancer Research (2007), 67(7), 3185-3191, database is CAplus and MEDLINE.

To determine the role of 14-3-3 in colorectal cancer apoptosis induced by nonsteroidal anti-inflammatory drugs (NSAIDs), we evaluated the effects of sulindac on 14-3-3ε protein expression in colorectal cancer cells. Sulindac sulfide inhibited 14-3-3ε proteins in HT-29 and DLD-1 cells in a time- and concentration-dependent manner. Sulindac sulfone at 600 μmol/L inhibited 14-3-3ε protein expression in HT-29. Indomethacin and SC-236, a selective cyclooxygenase-2 (COX-2) inhibitor, exerted a similar effect as sulindac. Sulindac suppressed 14-3-3ε promoter activity. As 14-3-3ε promoter activation is mediated by peroxisome proliferator-activated receptor δ (PPARδ), we determined the correlation between 14-3-3ε inhibition and PPARδ suppression by NSAIDs. Sulindac sulfide inhibited PPARδ protein expression and PPARδ transcriptional activity. Overexpression of PPARδ by adenoviral transfer rescued 14-3-3ε proteins from elimination by sulindac or indomethacin. NSAID-induced 14-3-3ε suppression was associated with reduced cytosolic Bad with elevation of mitochondrial Bad and increase in apoptosis which was rescued by Ad-PPARδ transduction. Stable expression of 14-3-3ε in HT-29 significantly protected cells from apoptosis. Our findings shed light on a novel mechanism by which NSAIDs induce colorectal cancer apoptosis via the PPARδ/14-3-3ε transcriptional pathway. These results suggest that 14-3-3ε is a target for the prevention and therapy of colorectal cancer.

Cancer Research published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C20H17FO4S, Category: naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Goswami, S. published the artcileRecognition of insoluble tartaric acid in chloroform, Application In Synthesis of 14903-78-7, the publication is Tetrahedron (2001), 57(23), 4987-4993, database is CAplus.

Simple receptors for the recognition and solubilization of insoluble tartaric acid in chloroform were designed and synthesized for the 1st time. Receptors N-(7-Methyl-[1,8]naphthylridin-2-yl)-N‘-(6-methylpyridin-2-yl)isophthalamide and N,N‘-Bis(7-methyl-[1,8]naphthylridin-2-yl)isophthalamide were successful in solubilizing tartaric acid into chloroform forming a 1:1 complex, and also are useful as fluorescent probes for the detection of this substrate.

Tetrahedron published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Application In Synthesis of 14903-78-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Goswami, Shyamaprosad published the artcileN-Bromosuccinimide reactions of some heterocycles in the presence or absence of water: an overview of ring versus side chain bromination for the synthesis of important brominated heterocyclic synthons, COA of Formula: C10H10N2, the publication is Journal of Heterocyclic Chemistry (2001), 38(1), 173-178, database is CAplus.

Reactions of various heterocycles with N-bromosuccinimide in the presence or absence of water have been studied for side chain vs. ring bromination to afford some new and important heterocyclic synthons. Interestingly, the N-bromosuccinimide reaction of I in the presence of perchloric acid, a new condition, affords exclusively the new dibromoaminopicoline II, which is not obtained by other presently studied methods.

Journal of Heterocyclic Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, COA of Formula: C10H10N2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Goswami, Shyamaprosad published the artcileThree-point hydrogen bondings of carboxyl group in recognition of carboxylic acid and amino acid with designed synthetic receptors, Synthetic Route of 14903-78-7, the publication is Journal of the Indian Chemical Society (1999), 76(11-12), 661-664, database is CAplus.

The binding of carboxylic acids and amino acids were reported with designed synthetic receptors. The 3-point binding of carboxylic acids (with receptors I–III) was used to bind acetylglycine with receptor 6.

Journal of the Indian Chemical Society published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Synthetic Route of 14903-78-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Jesny, S. published the artcileElectrocatalytic resolution of guanine, adenine and cytosine along with uric acid on poly (4-amino-3-hydroxy naphthalene-1-sulfonic acid) modified glassy carbon electrode, Safety of 4-Amino-3-hydroxynaphthalene-1-sulfonic acid, the publication is Journal of Electroanalytical Chemistry (2017), 153-161, database is CAplus.

A simple, easy to fabricate, selective and sensitive sensor for simultaneous determination of nucleic acid bases guanine, adenine and cytosine along with uric acid is being reported. Glassy C electrode with an electropolymerized layer of 4-amino-3-hydroxy naphthalene-1-sulfonic acid could resolve the oxidation peaks of uric acid, guanine, adenine and cytosine using 0.1M NaOH as supporting electrolyte. The electrocatalytic oxidation current is linear in the range from 10 μM-250 μM for uric acid, guanine and adenine and 80 μM-250 μM for cytosine with detection limit 9.31 μM, 0.93 μM, 6.20 μM and 9.20 μM resp. for simultaneous determination by square wave voltammetry. The diffusion coefficient of uric acid, guanine, adenine and cytosine in 0.1M NaOH was determined by chronoamperometry. The electrode processes are diffusion controlled, which eliminate the fouling effect produced by adsorption of these organic compounds on the electrode surface. The developed sensor has promising applications for real sample anal.

Journal of Electroanalytical Chemistry published new progress about 116-63-2. 116-63-2 belongs to naphthyridine, auxiliary class Sulfonic acid,Amine,Naphthalene,Alcohol,Organic Pigment, name is 4-Amino-3-hydroxynaphthalene-1-sulfonic acid, and the molecular formula is C10H9NO4S, Safety of 4-Amino-3-hydroxynaphthalene-1-sulfonic acid.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Lamm, Jan-Hendrik published the artcilePolyalkynylanthracenes – syntheses, structures and their behaviour towards UV irradiation, HPLC of Formula: 18512-55-5, the publication is Organic & Biomolecular Chemistry (2014), 12(37), 7355-7365, database is CAplus and MEDLINE.

A series of bis- and tris[(trimethylsilyl)ethynyl]anthracenes (1,5-, 1,8-, 9,10- and 1,8,10-) has been synthesized by multistep (cross coupling) reactions and the behavior of the SiMe₃-functionalised alkynylanthracene derivatives towards UV irradiation was qual. studied by NMR spectroscopy. In the case of 9,10-bis[(trimethylsilyl)ethynyl]anthracene we observed a photodimerization upon UV irradiation; the third example was reported for a sym. 9,10-difunctionalised anthracene derivative, besides those with small fluorine- and methyl-substituents. The anthracene dimerization is completely thermally reversible and the temperature dependence of the cycloelimination reaction was studied by ¹H VT-NMR experiments The (deprotected) 1,5- and 1,8-diethynylanthracenes were converted with (dimethylamino)trimethylstannane to obtain the corresponding SnMe₃-functionalised alkynes, potentially useful as highly conjugated building blocks in Stille cross coupling reactions. The new anthracene compounds were completely characterised by multinuclear NMR spectroscopy, (high resolution) mass spectrometry and – in most cases – by X-ray diffraction experiments

Organic & Biomolecular Chemistry published new progress about 18512-55-5. 18512-55-5 belongs to naphthyridine, auxiliary class Alkynyl,Anthracene, name is 9,10-Diethynylanthracene, and the molecular formula is C18H10, HPLC of Formula: 18512-55-5.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem