Category: 18836-52-7

Chemistry and in Vitro Antioxidant Activity of Volatile Oil and Oleoresins of Black Pepper (Piper nigrum) was written by Kapoor, I. P. S.;Singh, Bandana;Singh, Gurdip;De Heluani, Carola S.;De Lampasona, M. P.;Catalan, Cesar A. N.. And the article was included in Journal of Agricultural and Food Chemistry in 2009.Computed Properties of C14H25NO The following contents are mentioned in the article:

Essential oil and oleoresins (ethanol and Et acetate) of Piper nigrum were extracted by using Clevenger and Soxhlet apparatus, resp. GC-MS anal. of pepper essential oil showed the presence of 54 components representing about 96.6% of the total weight β-Caryophylline (29.9%) was found as the major component along with limonene (13.2%), β-pinene (7.9%), sabinene (5.9%), and several other minor components. The major component of both ethanol and Et acetate oleoresins was found to contain piperine (63.9% and 39.0%), with many other components in lesser amounts The antioxidant activities of essential oil and oleoresins were evaluated against mustard oil by peroxide, p-anisidine, and thiobarbituric acid. Both the oil and oleoresins showed strong antioxidant activity in comparison with butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) but lower than that of Pr gallate (PG). In addition, their inhibitory action by FTC method, scavenging capacity by DPPH (2,2′-diphenyl-1-picrylhydrazyl radical), and reducing power were also determined, proving the strong antioxidant capacity of both the essential oil and oleoresins of pepper. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Computed Properties of C14H25NO).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. 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.Computed Properties of C14H25NO

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

Validation of the (Q)SAR combination approach for mutagenicity prediction of flavor chemicals was written by Ono, Atsushi;Takahashi, Mika;Hirose, Akihiko;Kamata, Eiichi;Kawamura, Tomoko;Yamazaki, Takeshi;Sato, Kyoko;Yamada, Masami;Fukumoto, Takayuki;Okamura, Hiroyuki;Mirokuji, Yoshiharu;Honma, Masamitsu. And the article was included in Food and Chemical Toxicology in 2012.Category: amides-buliding-blocks The following contents are mentioned in the article:

Most exposure levels of flavor in food are considered to be extremely low. If at all, genotoxic properties should be taken into account in safety evaluations. We have recently established a (quant.) structure-activity relationship, (Q)SAR, combination system, which is composed of three individual models of mutagenicity prediction for industrial chems. A decision on mutagenicity is defined as the combination of predictive results from the three models. To validate the utility of our (Q)SAR system for flavor evaluation, we assessed 367 flavor chems. that had been evaluated mainly by JECFA and for which Ames test results were available. When two or more models gave a pos. evaluation, the sensitivity was low (19.4%). In contrast, when one or more models gave a pos. evaluation, the sensitivity increased to 47.2%. The contribution of this increased sensitivity was mainly due to the result of the prediction by Derek for Windows, which is a knowledge-based model. Structural anal. of false negatives indicated some common sub-structures. The approach of improving sub-structural alerts could effectively contribute to increasing the predictability of the mutagenicity of flavors, because many flavors possess categorically similar functional sub-structures or are composed of a series of derivatives This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Category: amides-buliding-blocks).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Category: amides-buliding-blocks

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

Chemistry, Antioxidant and Antimicrobial Potentials of White Pepper (Piper nigrum L.) Essential Oil and Oleoresins was written by Singh, Sunita;Kapoor, I. P. S.;Singh, Gurdip;Schuff, Carola;Lampasona, M. P.;Catalan, Cesar A. N.. And the article was included in Proceedings of the National Academy of Sciences in 2013.Formula: C14H25NO The following contents are mentioned in the article:

The antioxidant and antimicrobial potentials of volatile oil and oleoresins of white pepper (Piper nigrum L.) was investigated in the present study. The white pepper essential oil has shown strong activity for the inhibition of primary and secondary oxidation products in mustard oil added at 0.02 % concentration which was evaluated using peroxide value and thiobarbituric acid value. Moreover it was further supported by complementary antioxidant assays such as ferric thiocyanate method in linoleic acid system, chelating and scavenging effects on 1,1′-diphenyl-2-picrylhydrazyl radical. In antimicrobial investigations, using inverted petriplate and food poison techniques, white pepper essential oil showed strong inhibition for Fusarium graminearum and Penicillium viridicatum. The white pepper ethanol and n-hexane oleoresin showed moderate inhibition for all tested fungal strains. Gas chromatog.-Mass spectrometry (GC-MS) technique was used to analyze 40 different components constituting approx. 97.7 % of the volatile oil. Among them β-caryophyllene (16.0 %), sabinene (12.6 %), limonene (11.9 %) and torreyol (9.3 %) were the major components with many minor components. Both ethanol and n-hexane oleoresins comprise of 26 components having piperine, as the major component. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Formula: C14H25NO).

(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. 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.Formula: C14H25NO

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

Antiprotozoal activity of Achillea ptarmica (Asteraceae) and its main alkamide constituents was written by Althaus, Julia B.;Kaiser, Marcel;Brun, Reto;Schmidt, Thomas J.. And the article was included in Molecules in 2014.Reference of 18836-52-7 The following contents are mentioned in the article:

In the course of our ongoing screening of plants of the family Asteraceae for antiprotozoal activity, a CH2Cl2-extract from the flowering aerial parts of Achillea ptarmica L. (sneezewort yarrow) was found to be active in vitro against Trypanosoma brucei rhodesiense (IC50 = 0.67 μg/mL) and Plasmodium falciparum (IC50 = 6.6 μg/mL). Bioassay guided fractionation led to the isolation and identification of five alkamides from the most active fractions. Pellitorine and 8,9-Z-dehyropellitorine are the main components of the extract Beside these olefinic acid amides, four alkamides with diene-diyne structures were isolated. All alkamides were tested for antiprotozoal activity in vitro. Pellitorine was the most active compound so far within this study against P. falciparum (IC50 = 3.3 μg/mL), while 8,9-Z-dehydropellitorine was most active against T. b. rhodesiense (IC50 = 2.0 μg/mL). The activity of pure pellitorine against Plasmodium is higher than that of the crude extract and thus explains the activity of the latter. None of the isolated alkamides, however, was as active against T. b. rhodesiense as the crude extract whose antitrypanosomal activity must therfore be due to a synergistic effect of the isolated compounds or to more active yet to be identified constituents. 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Reference of 18836-52-7

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

Quantitative transdermal behavior of pellitorine from Anacyclus pyrethrum extract was written by Veryser, Lieselotte;Taevernier, Lien;Roche, Nathalie;Peremans, Kathelijne;Burvenich, Christian;De Spiegeleer, Bart. And the article was included in Phytomedicine in 2014.Related Products of 18836-52-7 The following contents are mentioned in the article:

The plant Anacyclus pyrethrum (AP) consists of several N-alkylamides with pellitorine as main constituent. AP extracts are known to be biol. active and some products for topical administration containing AP plant extracts are already com. available with functional cosmeceutical claims. However, no transdermal data for pellitorine are currently available. Therefore, our general goal was to investigate the local skin pharmacokinetics of the plant N-alkylamide pellitorine using a Franz diffusion cell set-up. Two different forms were applied on human skin: purified pellitorine and the AP extract Our study demonstrated that pellitorine is able to cross the stratum corneum and the subsequent skin layers. A significantly higher permeability coefficient was observed when the AP extract (K_p = 2.3 × 10^-4 cm/h) was administered, compared to purified pellitorine (K_p = 1.1 × 10^-4 cm/h). With the obtained pellitorine concentrations in the skin layers and the receptor fluid, it is concluded that local and systemic effects can be expected after topical application. Due to these findings and as a regulatory consequence, products containing reasonable concentrations of pellitorine are recommended to be classified as a medicinal product. 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. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Related Products of 18836-52-7

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

Simultaneous determination of bioactive compounds in Piper nigrum L. and a species comparison study using HPLC-PDA was written by Rao, Vidadala Rama Subba;Raju, Sagi Satyanarayana;Sarma, Vanka Umamaheswara;Sabine, Fouriner;Babu, Kothapalli Hari;Babu, Katragadda Suresh;Rao, Janaswamy Madhusudana. And the article was included in Natural Product Research in 2011.Recommanded Product: 18836-52-7 The following contents are mentioned in the article:

Piper nigrum L. is a traditional medicine widely used in India for illnesses such as constipation, diarrhea, earache, gangrene, heart disease, hernia, hoarseness, indigestion, insect bites, insomnia, joint pain, liver problems, lung disease, oral abscesses, sunburn, tooth decay and toothaches. In this study, six bioactive compounds, namely piperine (1), pellitorine (2), guineensine (3), pipnoohine (4), trichostachine (5) and piperonal (6) were quantified in different extracts of P. nigrum L. and compared with those of P. longum L. and P. chaba Hunter. To evaluate the quality of P. nigrum, a simple, accurate and precise HPLC-PDA method was developed for the simultaneous determination of the above-mentioned six compounds The separation was achieved by Phenomenex Luna RP C₁₈ column (150 × 4.6 mm, 5 μm, Phenomenex Inc, CA, USA) with a binary gradient solvent system of water-acetonitrile, at a flow rate of 1.0 mL min^-1 and detected at 210, 232, 262 and 343 nm. All six calibration curves showed good linearity (R ² > 0.9966). The method was reproducible with intra- and inter-day variations of less than 2% and 5%, resp. The results demonstrated that this method is simple, reliable and suitable for the quality control of these plants. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Recommanded Product: 18836-52-7).

(2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. 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.Recommanded Product: 18836-52-7

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

Overview of the anticancer potential of the “king of spices” Piper nigrum and its main constituent piperine was written by Turrini, Eleonora;Sestili, Piero;Fimognari, Carmela. And the article was included in Toxins in 2020.Synthetic Route of C14H25NO The following contents are mentioned in the article:

A review. The main limits of current anticancer therapy are relapses, chemoresistance, and toxic effects resulting from its poor selectivity towards cancer cells that severely impair a patient’s quality of life. Therefore, the discovery of new anticancer drugs remains an urgent challenge. Natural products represent an excellent opportunity due to their ability to target heterogenous populations of cancer cells and regulate several key pathways involved in cancer development, and their favorable toxicol. profile. Piper nigrum is one of the most popular spices in the world, with growing fame as a source of bioactive mols. with pharmacol. properties. The present review aims to provide a comprehensive overview of the anticancer potential of Piper nigrum and its major active constituents-not limited to the well-known piperine-whose undeniable anticancer properties have been reported for different cancer cell lines and animal models. Moreover, the chemosensitizing effects of Piper nigrum in association with traditional anticancer drugs are depicted and its toxicol. profile is outlined. Despite the promising results, human studies are missing, which are crucial for supporting the efficacy and safety of Piper nigrum and its single components in cancer patients. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Synthetic Route of C14H25NO).

(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.Synthetic Route of C14H25NO

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

Improving anti-trypanosomal activity of alkamides isolated from Achillea fragrantissima was written by Skaf, Joseph;Hamarsheh, Omar;Berninger, Michael;Balasubramanian, Srikkanth;Oelschlaeger, Tobias A.;Holzgrabe, Ulrike. And the article was included in Fitoterapia in 2018.HPLC of Formula: 18836-52-7 The following contents are mentioned in the article:

In previous studies the aerial parts of Achillea fragrantissima were found to have substantial antileishmanial and antitrypanosomal activity. A bioassay-guided fractionation of a dichloromethane extract yielded the isolation of the essential anti-trypanosomal compounds of the plant. Seven sesquiterpene lactones (including Achillolide-A), two flavonoids, chrysosplenol-D and chrysosplenetine, and four alkamides (including pellitorine) were identified. This is the first report for the isolation of the sesquiterpene lactones 3 and 4, chrysosplenetine and the group of alkamides from this plant. Bioevaluation against Trypanosoma brucei brucei TC221 (T.b brucei) using the Alamar-Blue assay revealed the novel alkamide 13 to have an IC₅₀ value of 40.37μM. A compound library, derived from the alkamide pellitorine (10), was synthesized and bioevaluated in order to find even more active substances. The most active compounds 26 and 27 showed activities in submicromolar concentrations and selectivity indexes of 20.1 and 45.6, resp., towards macrophage cell line J774.1. Toxicity of 26 and 27 was assessed using the greater wax moth Galleria mellonella larvae as an in vivo model. No significant toxicity was observed for the concentration range of 1.25-20 mM. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7HPLC of Formula: 18836-52-7).

(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 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.HPLC of Formula: 18836-52-7

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

Antithrombotic activities of pellitorine in vitro and in vivo was written by Ku, Sae-Kwang;Lee, In-Chul;Kim, Jeong Ah;Bae, Jong-Sup. And the article was included in Fitoterapia in 2013.SDS of cas: 18836-52-7 The following contents are mentioned in the article:

Pellitorine (PLT), an active amide compound, is well known to possess insecticidal, antibacterial and anticancer properties. However, the anti-coagulant functions of PLT are not studied yet. Here, the anticoagulant activities of PLT were examined by monitoring activated partial thromboplastin time (aPTT), prothrombin time (PT), and the activities of cell-based thrombin and activated factor X (FXa). Furthermore, the effects of PLT on the expressions of plasminogen activator inhibitor type 1 (PAI-1) and tissue-type plasminogen activator (t-PA) were tested in tumor necrosis factor (TNF)-α activated human umbilical vein endothelial cells (HUVECs). Treatment with PLT resulted in prolonged aPTT and PT and inhibition of the activities of thrombin and FXa, and PLT inhibited production of thrombin and FXa in HUVECs. And PLT inhibited thrombin-catalyzed fibrin polymerization and platelet aggregation. In accordance with these anticoagulant activities, PLT elicited anticoagulant effects in mouse. In addition, treatment with PLT resulted in the inhibition of TNF-α-induced production of PAI-1 and in the significant reduction of the PAI-1 to t-PA ratio. Collectively, PLT possesses antithrombotic activities and offers bases for development of a novel anticoagulant. 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. 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. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.SDS of cas: 18836-52-7

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

Alkaloids analysis using off-line two-dimensional supercritical fluid chromatography × ultra-high performance liquid chromatography was written by Li, Kuiyong;Fu, Qing;Xin, Huaxia;Ke, Yanxiong;Jin, Yu;Liang, Xinmiao. And the article was included in Analyst (Cambridge, United Kingdom) in 2014.Formula: C14H25NO The following contents are mentioned in the article:

An off-line two-dimensional (2-D) supercritical fluid chromatog. (SFC) × ultra-HPLC (UHPLC) method with high orthogonality was developed for the anal. of the practical amide alkaloids fraction from P. longum L. The effects of SFC parameters such as column type, organic modifier, temperature and back-pressure on separation were systematically evaluated. Different selectivity was observed for different columns (BEH, BEH 2-EP, XAmide and CSH FP). A study was then carried out of the orthogonality of different columns and systems following a geometric approach with a set of amide alkaloid samples. The orthogonality between a CSH FP column and a BEH column reached 50.79%, which was much higher than that for the other columns. While the orthogonality between SFC and UHPLC based on an XAmide column and an HSS T3 column reached 69.84%, which was the highest of all the combinations. At last, the practical amide alkaloids fraction was analyzed with an off-line 2-D chromatog. SFC × UHPLC system. In total, at least 340 peaks were detected by this method. Rapid separation in these two dimensions and easy post treatment of SFC facilitated this 2-D system for the separation of complex samples. This study involved multiple reactions and reactants, such as (2E,4E)-N-Isobutyldeca-2,4-dienamide (cas: 18836-52-7Formula: C14H25NO).

(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. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Formula: C14H25NO

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