Tag: 200-300

Identification and simultaneous quantification of five alkaloids in Piper longum L. by HPLC-ESI-MSⁿ and UFLC-ESI-MS/MS and their application to Piper nigrum L. was written by Liu, Hao-Long;Luo, Rong;Chen, Xiao-Qing;Ba, Yin-Ying;Zheng, Li;Guo, Wei-Wei;Wu, Xia. And the article was included in Food Chemistry in 2015.Reference of 18836-52-7 The following contents are mentioned in the article:

A simple, effective and suitable UFLC-ESI-MS/MS method was developed for simultaneous determination of 5 characteristic alkaloids (piperine, piperlonguminine, Δα,β-dihydropiperlonguminine, pellitorine, piperanine) in Piper longum and Piper nigrum. The MS detection was carried out in multiple reaction monitoring scan mode. The method had good specificity, linearity (R² >0.995), stability (RSD <2.53%), repeatability (RSD <2.58%), and recovery (90.0-103.5%). The limits of detection and quantification of the 5 alkaloids ranged 0.02-0.03 and 0.05-0.10 ng/mL, resp. The intra-day and inter-day precision was less than 9.30 and 9.55%, resp. The validation results confirmed that the method could simultaneously determine the target alkaloids in the samples. The alkaloid identities were verified by HPLC-ESI-MS/MS. Compared with P. nigrum, P. longum had lower piperine content but was richer in the other four alkaloids. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Reference of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Reference of 18836-52-7

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

Increasing the selectivity of biologically active tetranuclear arene ruthenium assemblies was written by Gupta, Gajendra;Nowak-Sliwinska, Patrycja;Herrero, Noelia;Dyson, Paul J.;Therrien, Bruno. And the article was included in Journal of Organometallic Chemistry in 2015.Name: N1,N2-Di(pyridin-4-yl)oxalamide The following contents are mentioned in the article:

A series of arene ruthenium metalla-rectangles of general formula [(η⁶-p-cymene)₄Ru₄(μ₄-embelin)₂(μ₂-N-N)₂](CF₃SO₃)₄ was prepared from the embelin-derived metalla-clip (η⁶-p-cymene)₂Ru₂(μ₄-embelin)Cl₂ (1), silver triflate and several linear ditopic N-ligands (N-N); pyrazine (prz), 4,4′-bipyridine (bpy), 1,2-bis(4-pyridyl)ethylene (bpe), 4,4′-azopyridine (azp) and di(pyridin-4-yl)oxalamide (bpo). The antiproliferative activity of these multinuclear arene ruthenium metalla-rectangles was evaluated in vitro on the human ovarian cancer cells A2780 and A2780cisR and on the noncancerous cell line HEK-293. Among these complexes, two rectangles, [(η⁶-p-cymene)₄Ru₄(μ₄-embelin)₂(μ₂-bpy)₂](CF₃SO₃)₄ and [(η⁶-p-cymene)₄Ru₄(μ₄-embelin)₂(μ₂-bpo)₂](CF₃SO₃)₄, display excellent activity and selectivity for cancer cells. This study involved multiple reactions and reactants, such as N1,N2-Di(pyridin-4-yl)oxalamide (cas: 53118-43-7Name: N1,N2-Di(pyridin-4-yl)oxalamide).

N1,N2-Di(pyridin-4-yl)oxalamide (cas: 53118-43-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Name: N1,N2-Di(pyridin-4-yl)oxalamide

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

Search for glioma direct binding site of alkaloid using protein-ligand ant system was written by Rifai, Yusnita. And the article was included in Asian Journal of Pharmaceutical and Clinical Research in 2018.Reference of 18836-52-7 The following contents are mentioned in the article:

This research aims to know the best affinity and the best chem. conformation of anticancer compounds from alkaloid groups that have closed direction to Glioma-associated oncogene using protein-ligand ant system (PLANTS). The interaction energy and hydrogen bond are included as evaluated targets. In this research, 27 ligands with root mean square deviation score at 1.614 Å and cyclopamine as native ligand are used. Meanwhile, staurosporinone acts as gliomas directed-binding-site-internal-control. Each ligand is docked in GLI with Protein Data Bank code 2GLI using two methods, GLI contains water and without water. PLANTS score for native ligand in the first and the second method is -73.9002 and -73.2700, resp. Pancracristine, homoharringtonine, and sanguinarine showed PLANTS score closed to the cyclopamine score result, but their hydrogen bond interaction differed from native ligan interaction. Evodiamine ligand has a good score and hydrogen bond to the same amino acid of protein GLI, which are GLU 175 and THR 173. This result indicated that evodiamine has the same identical mechanism as staurosporinone. The evodiamine is determined to have the same working mechanism as a GLI inhibitor. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Reference of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Reference of 18836-52-7

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

Alkaloids from Black Pepper (Piper nigrum L.) Exhibit Anti-Inflammatory Activity in Murine Macrophages by Inhibiting Activation of NF-κB Pathway was written by Pei, Heying;Xue, Linlin;Tang, Minghai;Tang, Huan;Kuang, Shuang;Wang, Lun;Ma, Xu;Cai, Xiaoying;Li, Yan;Zhao, Min;Peng, Aihua;Ye, Haoyu;Chen, Lijuan. And the article was included in Journal of Agricultural and Food Chemistry in 2020.SDS of cas: 18836-52-7 The following contents are mentioned in the article:

Black pepper (Piper nigrum L.) has been commonly utilized in food preparation and traditional medicine in several countries. Seven new amide alkaloids, pipernigramides A-G (3, 10, 38, and 41-44), a new piperic ester, pipernigrester A (48), along with 47 known compounds were isolated from the EtOH extract of P. nigrum. The inhibitory effects on nitric oxide (NO) of all compounds were then evaluated. Among the tested compounds, three of them (42-44) significantly inhibited inducible nitric oxide synthase (iNOS)-mediated NO (IC₅₀ = 4.74 ± 0.18, 4.08 ± 0.19, and 3.71 ± 0.32 μM, resp.), and IL-1β, IL-6, TNF-α, and PGE₂ release in RAW 264.7 cells stimulated by lipopolysaccharide. Moreover, 42-44 suppressed IκB degradation and further inhibited the cytosol-nucleus translocation of the p65 subunit by targeting IKK-β. In the carrageenan-induced paw edema test, 42-44 demonstrated anti-inflammatory effects as well. These results indicate that all three compounds from P.nigrum have the potential anti-inflammatory effects. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7SDS of cas: 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.SDS of cas: 18836-52-7

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

Anti-inflammatory activity and cytotoxicity against ovarian cancer cell lines by amide alkaloids and piperic esters isolated from Piper longum fruits: In vitro assessments and molecular docking simulation was written by Viet Phong, Nguyen;Thi Nguyet Anh, Dinh;Yeong Chae, Ha;Young Yang, Seo;Jeong Kwon, Mi;Sun Min, Byung;Ah Kim, Jeong. And the article was included in Bioorganic Chemistry in 2022.Related Products of 18836-52-7 The following contents are mentioned in the article:

Three new amide alkaloids, piperlongumamides D-F (14, 19, and 32); a new piperic ester, piperlongumester A (45); and two new natural compounds, Me (2E,4Z)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoate (46) and trans-piperolein B ester (47), along with 41 known compounds were isolated from the fruits of Piper longum L. Their structures were identified by analyzing spectroscopic data, including mass spectrometry, 1D, and 2D NMR data. The anti-inflammatory and cytotoxic activities of all isolated compounds (1-47) were evaluated. Compounds 3, 6, and 19 inhibited nitric oxide production with IC₅₀ values of 16.1 ± 0.94, 14.5 ± 0.57, and 27.3 ± 1.11 μM, resp., whereas compound 1 exhibited strong cytotoxic activity toward three ovarian cancer cell lines A2780, TOV-112D, and SK-OV3, with IC₅₀ values of 6.7 ± 0.77, 5.8 ± 0.29, and 48.3 ± 0.40 μM, resp. Mol. docking simulations were performed to identify the interaction and binding mechanisms of these active metabolites with proteins related to inflammation and cancer. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Related Products of 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Related Products of 18836-52-7

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

New amides from the fruits of Piper retrofractum was written by Muharini, Rini;Liu, Zhen;Lin, Wenhan;Proksch, Peter. And the article was included in Tetrahedron Letters in 2015.Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

Three new amides, (2E,14Z)-N-isobutyleicosa-2,14-dienamide (1), dipiperamides F and G (2 and 3), together with 30 known compounds were isolated from the fruits of Piper retrofractum. Their structures were elucidated by extensive spectroscopic analyses including 1D and 2D NMR as well as MS, and by comparison with the literature. A plausible biosynthetic pathway leading to the amides isolated in this study is discussed. All isolated compounds were screened for their antifungal and cytotoxic activities. Piperanine (9) showed growth inhibition against the fungus Cladosporium cladosporioides, while dipiperamides F and G (2 and 3), chabamide (30), nigramide R (31), dehydropipernonaline (24), pipernonaline (25), guineensine (22), brachystamide B (23), retrofractamide C (20), pellitorine (13), and pipericine (14) exhibited considerable cytotoxicity against L5178Y mouse lymphoma cells with IC₅₀ values of 10.0, 13.9, 11.6, 9.3, 8.9, 17.0, 17.0, 16.4, 13.4, 28.3, and 24.2 μM, resp. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Safety of (2E,4E)-N-Isobutyldeca-2,4-dienamide

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

Toxicity of extracts and isobutyl amides from Piper tuberculatum: potent compounds with potential for the control of the velvetbean caterpillar, Anticarsia gemmatalis was written by Navickiene, Hosana M. Debonsi;Miranda, Jose E.;Bortoli, Sergio A.;Kato, Massuo J.;Bolzani, Vanderlan S.;Furlan, Maysa. And the article was included in Pest Management Science in 2007.SDS of cas: 18836-52-7 The following contents are mentioned in the article:

The iso-Bu amides pellitorine (compound 1) and 4,5-dihydropiperlonguminine (compound 2) were extracted from the seeds of Piper tuberculatum Jacq. (Piperaceae) in yields of 6.10 and 4.45% resp. The acute toxicities to the velvetbean caterpillar, Anticarsia gemmatalis (Hubner) (Lepidoptera: Noctuidae), of extracts of seeds, leaves and stems of P. tuberculatum, and of compounds 1 and 2, were evaluated by means of contact bioassays. The extracts caused 80% mortality when doses higher than 800.00 μg insect^-1 of extract of seeds, leaves and stems were administered to the velvetbean caterpillars. Compounds 1 and 2 showed 100% mortality at doses of 200 and 700 μg insect^-1 resp. The LD₅₀ and LD₉₀ values were resp. 31.3 and 104.5 μg insect^-1 for compound 1, and 122.3 and 381.0 μg insect^-1 for compound 2. The potential value of extracts and amides derived from P. tuberculatum as efficient insecticides against velvetbean caterpillars is discussed. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7SDS of cas: 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.SDS of cas: 18836-52-7

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

Syntheses and characterization of the vanadium trimer (V₃(μ₃-O)O₂)(μ₂-O₂P(CH₂C₆H₅)₂)₆(4,4′-bipyridine) and the vanadium hexamer [(V₃(μ₃-O)O₂)(μ₂-O₂P(CH₂C₆H₅)₂)₆]₂(μ₂-N¹,N²-di(pyridin-4-yl)oxalamide) was written by Maass, John S.;Chen, Zhichao;Zeller, Matthias;Luck, Rudy L.. And the article was included in Journal of Coordination Chemistry in 2016.SDS of cas: 53118-43-7 The following contents are mentioned in the article:

Reacting VO(acac)₂ with six equivalent of dibenzylphosphinic acid in the presence of 4,4′-bipyridine or μ₂-N¹,N²-di(pyridin-4-yl)oxalamide leads to trimeric (V₃(μ₃-O)O₂)(μ₂-O₂P(CH₂C₆H₅)₂)₆(4,4′-bipyridine) or the hexamer [(V₃(μ₃-O)O₂)(μ₂-O₂P(CH₂C₆H₅)₂)₆]₂(μ₂-N¹,N²-di(pyridin-4-yl)oxalamide). The complexes were characterized by spectroscopic (FTIR and ¹H NMR spectroscopies), TGA, and by single crystal x-ray diffraction measurements. The structures consist of a planar central core where three vanadium ions are arranged as a quasi-isosceles triangle and contain an interstitial O which is multiply bonded to one V and weakly interacting at different bond distances to the remaining two V ions. This study involved multiple reactions and reactants, such as N1,N2-Di(pyridin-4-yl)oxalamide (cas: 53118-43-7SDS of cas: 53118-43-7).

N1,N2-Di(pyridin-4-yl)oxalamide (cas: 53118-43-7) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.SDS of cas: 53118-43-7

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

Characterization of volatile and non-volatile fractions of spices using evolved gas analysis and multi-shot analytical pyrolysis was written by Mattonai, Marco;Watanabe, Atsushi;Ribechini, Erika. And the article was included in Microchemical Journal in 2020.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

In the present work, evolved gas anal.-mass spectrometry (EGA-MS) and anal. pyrolysis coupled with gas chromatog./mass spectrometry (Py-GC/MS) were used to characterize both the volatile and non-volatile fractions of six com. available spices. Anal. of spices is usually performed through the study of their headspace composition by solid phase microextraction (SPME). In this new approach, EGA-MS was used to establish thermal degradation regions, and Py-GC/MS was used to obtain compositional information on each region sep. using double-shot pyrolysis. This study demonstrates that EGA-MS and Py-GC/MS provide the same advantages of solid-phase micro extraction and increase the range of detectable products by performing high-temperature desorption and degradation of the non-volatile fraction of spices. Our approach provided both qual. and semi-quant. data that could be used in the future to improve authentication studies by considering the results not only of headspace composition, but also on the pyrolytic behavior of the lignocellulosic matrix. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide

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

Inhibitory effects of metabolites isolated from Artemisia dracunculus L. against the human carbonic anhydrase I (hCA I) and II (hCA II) was written by Aydin, Tuba;Yurtvermez, Bayram;Senturk, Murat;Kazaz, Cavit;Cakir, Ahmet. And the article was included in Records of Natural Products in 2019.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide The following contents are mentioned in the article:

Tarragon or Dragon′s-wort (Artemisia dracunculus L.) is widely used as spice and in traditional medicine in various regions of the world. Inhibitory effects of the n-hexane, dichloromethane, ethanol and methanol extracts of the leaves of tarragon on the human carbonic anhydrase (hCA) I and II enzymes were investigated. Dichloromethane extract exhibited the strongest activity with lowest IC50 value (0.020 and 0.031 μg/mL, resp.). The chromatog. studies on the dichloromethane extract of tarragon allowed the isolation of six known strong inhibitors of hCA isoenzymes as trans-anethole, stigmasterol, herniarin, (2E,4E)-N-isobutylundeca-2,4-dien-8,10- diynamide, (2E,4E)-1-(piperidin-1-yl)undeca-2,4-diene-8,10-diyn-1-one and 1-(4′-methoxyphenyl)-1,2,3- trihydroxypropane. The compound, 1-(4′-methoxyphenyl)-1,2,3-trihydroxypropane was isolated from tarragon for the first time in this study. Among the tested compounds, 1-(4′-methoxyphenyl)-1,2,3-trihydroxypropane showed the highest inhibitiory impact on both hCA isoenzymes. Also its IC50 values were found lower than pos. control, acetazolamide. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Application In Synthesis of (2E,4E)-N-Isobutyldeca-2,4-dienamide

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