Tag: 200-300

Kaiser, Mathias;Chalapala, Sudharani;Gorzelanny, Christian;Perali, Ramu Sridhar;Goycoolea, Francisco Martin published 《The Effect of Capsaicin Derivatives on Tight-Junction Integrity and Permeability of Madin-Darby Canine Kidney Cells》 in 2016. The article was appeared in 《Journal of Pharmaceutical Sciences》. They have made some progress in their research.Formula: C17H27NO3 The article mentions the following:

Capsaicin is known to interfere with tight junctions (TJs) of epithelial cells and therefore to enhance paracellular permeability of poorly absorbable drugs. However, due to its low water solubility, pungency, and cytotoxicity, its pharmacol. use is limited. In this study, the authors investigated the effect of capsaicin derivatives of synthetic (e.g., 10-hydroxy-N-(4-hydroxy-3-methoxybenzyl)decanamide, etc.) and natural (olvanil and dihydrocapsaicin) origin on Madin-Darby Canine Kidney-C7 cells. Impedance spectroscopy was used to determine the transepithelial elec. resistance and the capacitance. Permeability assays with fluorescein isothiocyanate-dextran were carried out to evaluate the impact on cell permeability. The results show that lipophilicity could play an important role for the interference with TJ and that the mechanism is independent from the ion channel TRPV-1 and hence on the flux of calcium into the cells. In summary, the authors synthesized 4 derivatives of capsaicin of lower lipophilicity and compared their properties with other well-known vanilloids. The authors show that these compounds are able to enhance the permeability of a hydrophilic macromol., by opening the TJ for a shorter time than capsaicin. This behavior is dependent on the lipophilicity of the mol. Understanding of these phenomena may lead to better control of administration of therapeutic mols. To complete the study, the researchers used N-Vanillylnonanamide (cas: 2444-46-4) .

N-Vanillylnonanamide(cas:2444-46-4) is a capsaicin analog that has been used to study the effects of capsaicin on energy metabolism and bowel disease.Formula: C17H27NO3 It has been shown to be effective in the treatment of bowel disease, by inhibiting the production of proinflammatory cytokines and prostaglandins.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Rosas, Julieta;Martinez, Joel O.;Alonso, Pedro;Miranda, Rene;Velasco, Luis;Rubio-Perez, Laura;Perez, Francisco J. published 《Alternative mass spectrometry techniques for the validation of the fragmentation pattern of capsaicin and dihydrocapsaicin》. The research results were published in《Rapid Communications in Mass Spectrometry》 in 2019.Recommanded Product: N-Vanillylnonanamide The article conveys some information:

Rationale : Capsaicinoids are prevalent secondary metabolites in many natural and synthetic pharmacol. compounds To date, several soft ionization studies related to capsaicinoids have been reported; they all proposed a common fragmentation pattern based on a rearrangement of the aromatic double bonds and the fragmentation of the various positional acyl chains. However, the mechanism has never been validated by high-resolution analyses. Consequently, in this work, a validated fragmentation mechanism of the main capsaicinoids, capsaicin (1) and dihydrocapsaicin (2), is offered. Methods : In order to propose and validate a common electron ionization (EI) fragmentation mechanism for the target analytes, the following mass spectrometric methods were employed: collision-induced dissociation (CID) by means of linked scans (LS), reinforcing the methodol. by high-resolution mass spectrometry (HRMS), in addition to appropriate deuterium-labeled experiments performed using gas chromatog./mass spectrometry (GC/MS) and direct anal. in real time (DART). Results : In a first stage, a common EI fragmentation pattern comprising two pathways was proposed for compounds 1 and 2; then, the suggested mechanism was validated by CID-LS together with HRMS complemented by DART-deuterium-labeling studies. The obtained results are indicative that the corresponding mol. ions were conveniently observed, m/z 305 and m/z 307; it is worth noting that the common base peak is in correspondence with a tropylium ion derivative (m/z 137), as a consequence of a McLafferty rearrangement. In addition to these highlighted fragments, other common ions, m/z 122 and m/z 94, and their corresponding trajectory, were confirmed using the same approach. Finally, the proposed mechanism was complementarily validated by deuterium-labeling studies, taking into account the two exchangeable hydrogens present in the phenolic and the amidic moieties. Conclusions : A common validated EI fragmentation pattern for both capsaicin and dihydrocapsaicin was established using appropriated mass spectrometric methods together with convenient hydrogen/deuterium labeling. This study provides a new alternative to validate mechanisms of fragmentation of important natural products. And N-Vanillylnonanamide (cas: 2444-46-4) was used in the research process.

N-Vanillylnonanamide(cas:2444-46-4) is also called pelargonic acid vanillylamide or PAVA.Recommanded Product: N-Vanillylnonanamide Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Gutierrez-Villagomez, Juan Manuel;Ramirez-Chavez, Enrique;Molina-Torres, Jorge;Vazquez-Martinez, Juan published 《From Natural to Synthetic Quorum Sensing Active Compounds: Insights to Develop Specific Quorum Sensing Modulators for Microbe-Plant Interaction》 in 2020. The article was appeared in 《ACS Symposium Series》. They have made some progress in their research.Computed Properties of C17H27NO3 The article mentions the following:

It is clear the importance of plant-microbe interactions to accomplish food safety and sustainable agriculture. Many plant-microbe interactions depend on bacterial quorum sensing (QS) systems, so the manipulation of these communication systems could be a powerful instrument to modulate plant development. The search of compounds with the capacity to modulate the microbial communication systems using docking mol. anal. methods along with chromatog. and miniaturized microbiol. techniques offers a robust tool-kit for designing and testing quorum quenching (QQ) active compounds Further, the synthesis of QQ compounds can be achieved by applying enzymic processes with the advantages of lowering costs and generating fewer byproducts. To exemplify these processes, herein, a group of natural compounds known as alkamides and piperamides were tested using mol. docking simulations to detect QQ active compounds against the CviR and LasR QS receptors of Gram-neg. bacteria. The docking results show that some alkamides and piperamides bind specifically to each of the studied QS receptors. The structural anal. of the resp. crystalized-receptor native ligand and the best-docked alkamide/piperamide was used to design acyl amide-like compounds These new acyl amide-like compounds bind more efficiently to the studied QS receptors than the native ligands, according to the docking results. The designed compounds could also potentially modulate plant-microbe interactions related to cellular processes dependent on bacterial QS. The data we describe contributes to the understanding of plant-microbe interactions and investigates methods to modulate plant-microbe interactions that can impact sustainable food production The experimental procedure involved many compounds, such as N-Vanillylnonanamide (cas: 2444-46-4) .

N-Vanillylnonanamide(cas:2444-46-4) has antifouling properties.Computed Properties of C17H27NO3 It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.N-Vanillylnonanamide has been used for the preparation of spicules.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Recommanded Product: 2444-46-4《Exhaled breath condensate methods adapted from human studies using longitudinal metabolomics for predicting early health alterations in dolphins》 was published in 2017. The authors were Borras, Eva;Aksenov, Alexander A.;Baird, Mark;Novick, Brittany;Schivo, Michael;Zamuruyev, Konstantin O.;Pasamontes, Alberto;Parry, Celeste;Foutouhi, Soraya;Venn-Watson, Stephanie;Weimer, Bart C.;Davis, Cristina E., and the article was included in《Analytical and Bioanalytical Chemistry》. The author mentioned the following in the article:

Monitoring health conditions is essential to detect early asymptomatic stages of a disease. To achieve this, blood, urine and breath samples are commonly used as a routine clin. diagnostic. These samples offer the opportunity to detect specific metabolites related to diseases and provide a better understanding of their development. Although blood samples are commonly used routinely to monitor health, the implementation of a relatively noninvasive technique, such as exhaled breath condensate (EBC) anal., may further benefit the well-being of both humans and other animals. EBC anal. can be used to track possible phys. or biochem. alterations caused by common diseases of the bottlenose dolphin (Tursiops truncatus), such as infections or inflammatory-mediated processes. The authors used an untargeted metabolomic method with liquid chromatog.-mass spectrometry anal. of EBC samples to determine biomarkers related to disease development. Five dolphins under human care were followed up for 1 yr. The authors collected paired blood, phys. examination information, and EBC samples. The authors then statistically correlated this information to predict specific health alterations. Three dolphins provided promising case study information about biomarkers related to cutaneous infections, respiratory infections, dental disease, or hormonal changes (pregnancy). The use of complementary liquid chromatog. platforms, with hydrophilic interaction chromatog. and reverse-phased columns, allowed the authors to detect a wide spectrum of EBC biomarker compounds that could be related to these health alterations. Moreover, these two anal. techniques not only provided complementary metabolite information but in both cases they also provided promising diagnostic information for these health conditions. [Figure not available: see fulltext.].N-Vanillylnonanamide (cas: 2444-46-4) were involved in the experimental procedure.

N-Vanillylnonanamide(cas:2444-46-4) is a capsaicin analog that has been used to study the effects of capsaicin on energy metabolism and bowel disease.Recommanded Product: 2444-46-4 It has been shown to be effective in the treatment of bowel disease, by inhibiting the production of proinflammatory cytokines and prostaglandins.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hochkogler, Christina M.;Lieder, Barbara;Schachner, Daniel;Heiss, Elke;Schroeter, Annett;Hans, Joachim;Ley, Jakob P.;Krammer, Gerhard E.;Somoza, Veronika published 《Capsaicin and nonivamide similarly modulate outcome measures of mitochondrial energy metabolism in HepG2 and 3T3-L1 cells》 in 2018. The article was appeared in 《Food & Function》. They have made some progress in their research.Safety of N-Vanillylnonanamide The article mentions the following:

Capsaicin, the highly pungent principle of red pepper, has been demonstrated to have anti-obesity properties by affecting energy and lipid metabolism Recent evidence from human intervention trials shows that also less pungent capsaicin analogs, like nonivamide, may help to reduce total body fat, although mechanistic data comparing the effects of capsaicin and nonivamide on outcome measures of energy metabolism are lacking. Here, the tissue-specific effects of capsaicin and nonivamide on parameters of mitochondrial energy metabolism in 3T3-L1 and HepG2 cells are investigated. Lipid accumulation was reduced to a similar extent after treatment with both test substances during the maturation of 3T3-L1 cells by up to 6.91% for capsaicin and up to 4.89% for nonivamide (p < 0.01) at a concentration of 0.1μM or 1μM, resp. Energy-producing pathways, as indicated by the reduced mitochondrial oxygen consumption and reduced glucose and fatty acid uptake, were diminished after incubation with both capsaicinoids at a concentration of 100μM. The results from HPLC analyses revealed a reduced cellular energy charge potential after a 4 h treatment with nonivamide. In HepG2 cells, similar effects were demonstrated: the glucose uptake was reduced by 18.7% and 25.8% (p < 0.05), after a 24 h incubation with 100μM capsaicin and nonivamide, resp. In addition, the fatty acid uptake and oxygen consumption were decreased and the energy charge potential was diminished. These findings provide evidence that concentrations of capsaicin and nonivamide between 0.1 and 100μM modulate the mechanisms of cellular energy metabolism to a similar extent, independent of the investigated tissue. And N-Vanillylnonanamide (cas: 2444-46-4) was used in the research process.

N-Vanillylnonanamide(cas:2444-46-4) has antifouling properties.Safety of N-Vanillylnonanamide It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.N-Vanillylnonanamide has been used for the preparation of spicules.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zinner, Christoph;Holmberg, Hans-Christer;Sperlich, Billy published 《Topical application of cream containing nonivamide and nicoboxil does not enhance the performance of experienced cyclists during a 4-km time-trial》 in 2016. The article was appeared in 《European Journal of Applied Physiology》. They have made some progress in their research.Name: N-Vanillylnonanamide The article mentions the following:

Purpose: Topical application of nonivamide-nicoboxil cream to resting legs has been shown to enhance the level of oxygenated Hb in leg muscles 15 min later. Here, we examined whether such application improves the performance of experienced cyclists in a subsequent 4-km time-trial. Methods: Nine male cyclists [26 ± 8 years; 176 ± 9 cm; 73.5 ± 12.8 kg; peak oxygen uptake: 50.7 ± 4.0 mL min^-1 kg^-1 (mean ± SD)] performed three 4-km time-trials on an ergometer with either topical application of nonivamide-nicoboxil cream (CREAM) or cream without active components (SHAM) to both their thigh muscles or no application (CONTROL). Results: Only the skin temperature immediately before and after the time-trial was higher with cream than SHAM and CONTROL (best p < 0.001, best d = 1.16). All other parameters evaluated, i.e., the average power output during the time-trial (p > 0.05, best d = 0.08), the tissue saturation index of the m. vastus lateralis (p > 0.05, best d = 0.57), cardiac output, heart rate, oxygen uptake, blood lactate concentration, and perceived exertion (p > 0.05, best d = 1.1) were similar under all three conditions. Conclusions: Our present findings reveal that topical application of cream containing nonivamide and nicoboxil to the thighs of cyclists prior to a 4-km time-trial does not improve their power output, saturation of the m. vastus lateralis with oxygen, oxygen uptake, heart rate, cardiac parameters, or perceived level of exertion. The experimental procedure involved many compounds, such as N-Vanillylnonanamide (cas: 2444-46-4) .

N-Vanillylnonanamide(cas:2444-46-4) is also called pelargonic acid vanillylamide or PAVA.Name: N-Vanillylnonanamide Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Product Details of 2444-46-4《Direct arene C-H fluorination with ¹⁸F^– via organic photoredox catalysis》 was published in 2019. The authors were Chen, Wei;Huang, Zeng;Tay, Nicholas E. S.;Giglio, Benjamin;Wang, Mengzhe;Wang, Hui;Wu, Zhanhong;Nicewicz, David A.;Li, Zibo, and the article was included in《Science (Washington, DC, United States)》. The author mentioned the following in the article:

Positron emission tomog. (PET) is a widely used imaging technique for medical diagnostics and pharmaceutical development. As the name implies, it requires tracers that emit positrons, typically through labeling with fluorine or carbon radioisotopes. W. Chen et al. devised a versatile technique to incorporate radioactive fluoride into aromatic rings. The metal-free photochem. method directly substitutes aryl carbon-hydrogen bonds with [¹⁸F]fluoride and so is particularly well suited to late-stage transformation of complex mols. into tracers. Science, this issue p. 1170. To complete the study, the researchers used N-Vanillylnonanamide (cas: 2444-46-4) .

N-Vanillylnonanamide(cas:2444-46-4) is also called pelargonic acid vanillylamide or PAVA.Product Details of 2444-46-4 Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Oyedemi, Blessing O. M.;Kotsia, E. M.;Stapleton, Paul D.;Gibbons, Simon published 《Capsaicin and gingerol analogues inhibit the growth of efflux-multidrug resistant bacteria and R-plasmids conjugal transfer》 in 2019. The article was appeared in 《Journal of Ethnopharmacology》. They have made some progress in their research.Recommanded Product: 2444-46-4 The article mentions the following:

Capsicum and ginger are used widely in human diets and in folklore medicines. Chem., gingerol is a relative of capsaicin and both classes of compounds are notable for their spiciness and characteristic pungent aroma. Previous studies have demonstrated that these compounds contain antimicrobial compounds with robust pharmacol. importance. The present study evaluated the in vitro antibacterial activities of capsaicinoids and gingerols against a panel of clin. MRSA strains and their inhibitory effect on the conjugal transfer of R-plasmids harboured in E. coli.Crude methanol extract of C. annum was fractionated using solid phase extraction (SPE) and screened for R-plasmid transfer inhibition: TP114, PUB 307, PKM 101, R6K and R7K. The bio-guided assay led to the isolation of bioactive compounds with strong R-plasmid transfer inhibition. The compounds were identified using NMR (NMR) and Mass spectroscopy (MS). Capsaicin analogs nonivamide, 6-gingerol, 6-shogaol, capsaicin and dihydrocapsaicin were screened for antimicrobial activity against a panel of methicillin-resistant Staphylococcus aureus (MRSA) and Gram-neg. bacteria strains using microdilution method while the plasmid transfer inhibition assay of the compounds was determined by broth mating method. The bioactive fraction Ca-11 showed good inhibition rates (8.57-25.52%) against three R-plasmids PUB307, PKM 101, TP114 followed by the crude extract of C. annum (8.59%) resp. leading to the bioassay-guided isolation of capsaicin and dihydrocapsaicin as the bioactive principles. The antiplasmid effect of pure capsaicin and dihydrocapsaicin were broad and within active ranges (5.03-31.76%) against the various antibiotic resistance-conferring plasmids including R6K, R7K. Capsaicin, 6-gingerol and 6-shogaol had good broad antibacterial activity with MIC values ranging from 8 to 256 mg/L against effluxing MRSA strains SA1199B (NorA), XU212 (TetK) and RN4220 (MsrA). While they exhibited moderate antibacterial activity (128-512 mg/L) against the Gram-neg. bacteria. The effect of 6-gingerol, 6-shogaol and nonivamide on the plasmids were very active on PKM 101 (6.24-22.16%), PUB 307 (1.22-45.63%) and TP114 (0.1-7.19%) comparative to the pos. control plumbagin (5.70-31.76%). These results are suggestive that the R-plasmids could possess substrate for capsaicinoids-like compounds and for their ability to inhibit the plasmid conjugation processes. Plant natural products possess the potential value of antibacterial and mechanistic antiplasmid activity as demonstrated by the compounds and should be evaluated in developing antimicrobial leads to novel mechanism against multidrug-resistant bacteria.N-Vanillylnonanamide (cas: 2444-46-4) were involved in the experimental procedure.

N-Vanillylnonanamide(cas:2444-46-4) has antifouling properties.Recommanded Product: 2444-46-4 It acts as an nicotinamide adenine dinucleotide phosphate (NADPH) inhibitor.N-Vanillylnonanamide has been used for the preparation of spicules.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

SDS of cas: 2444-46-4In 2019, Calvo, Roxan;Zhang, Kun;Passera, Alessandro;Katayev, Dmitry published 《Facile access to nitroarenes and nitroheteroarenes using N-nitrosaccharin》. 《Nature Communications》published the findings. The article contains the following contents:

Nitroaroms. and nitroheteroaroms. serve as key building blocks and intermediates in synthesis, and form the core scaffold of a vast number of materials, dyes, explosives, agrochems. and pharmaceuticals. However, their synthesis relies on harsh methodologies involving excess mineral acids, which present a number of critical drawbacks in terms of functional group compatibility and environmental impact. Modern, alternative strategies still suffer from significant limitations in terms of practicality, and a general protocol amenable to the direct C-H functionalization of a broad range of aromatics has remained elusive. Herein, author introduces a bench-stable, inexpensive, easy to synthesize and recyclable nitrating reagent based on saccharin. This reagent acts as a controllable source of the nitronium ion, allowing mild and practical nitration of both arenes and heteroarenes displaying an exceptional functional group tolerance. And N-Vanillylnonanamide (cas: 2444-46-4) was used in the research process.

N-Vanillylnonanamide(cas:2444-46-4) is also called pelargonic acid vanillylamide or PAVA.SDS of cas: 2444-46-4 Similar to capsaicin, nonivamide can activate the TRPV1 receptor, thus, stimulate the firing rate of dopaminergic neurons in the ventral tegmental area of the brain and to increase the expression of the serotonin receptor gene HTR2A.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Sang, Dayong;Tian, Juan;Tu, Xiaodong;He, Zhoujun;Yao, Ming published 《Cleavage of Catechol Monoalkyl Ethers by Aluminum Triiodide-Dimethyl Sulfoxide》. The research results were published in《Synthesis》 in 2019.Application of 2444-46-4 The article conveys some information:

Using eugenol and vanillin as model substrates, a practical method is developed for the cleavage o-hydroxyphenyl alkyl ethers. Aluminum oxide iodide (O=AlI), generated in situ from aluminum triiodide and DMSO, is the reactive ether cleaving species. The method is applicable to catechol monoalkyl ethers as well as normal Ph alkyl ethers for the removal of Me, Et, iso-Pr, and benzyl groups. A variety of functional groups such as alkenyl, allyl, amide, cyano, formyl, keto, nitro, and halogen are well tolerated under the optimum conditions. Partial hydrodebromination was observed during the demethylation of 4-bromoguaiacol, and was resolved using excess DMSO as an acid scavenger. This convenient and efficient procedure would be a practical tool for the preparation of catechols. And N-Vanillylnonanamide (cas: 2444-46-4) was used in the research process.

N-Vanillylnonanamide(cas:2444-46-4) is a capsaicin analog that has been used to study the effects of capsaicin on energy metabolism and bowel disease.Application of 2444-46-4 It has been shown to be effective in the treatment of bowel disease, by inhibiting the production of proinflammatory cytokines and prostaglandins.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics