Category: esters-buliding-blocks

Volatile oils from Psidium guineense Swartz leaves: Chemical seasonality, antimicrobial, and larvicidal activities was written by Abrao, Fernando Yano;da Costa, Henrique Marques;Fiuza, Tatiana de Sousa;Ramada, Marcelo Henrique Soller;Santos, Adelair Helena dos;Romano, Camila Aline;da Cunha, Luiz Carlos;Neto, Jeronimo Raimundo de Oliveira;Borges, Leonardo Luiz;Ferreira, Heleno Dias;de Paula, Jose Realino. And the article was included in South African Journal of Botany in 2022.Safety of (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate This article mentions the following:

Psidium guineense Swartz is a shrub used in urinary tract diseases, diarrhea, and dysentery. The aims of this study were to analyze the seasonal chem. variability of the volatile oils of P. guineense leaves for 12 mo, to evaluate the antimicrobial activity against bacteria and fungus, and the larvicidal activity against third-instar Aedes aegypti larvae. The identification of the volatile oil components was performed by gas chromatog. coupled with mass spectrometry (GC-MS). The antimicrobial and larvicidal activities were assessed by in vitro methodologies. The majority compounds of the volatile oil were (2Z,6E)-farnesol (15.1-51.2%), α-copaene (5.9-24.6%) and muurola-4,10(14)-dien-1β-ol (2.7-9.6%). The composition varied according to rainfall occurrence: Cluster I (volatile oils from leaves collected in Apr., June, July, August, Sept., Oct., and Dec.- low precipitation months), Cluster II (volatile oils from leaves collected in Jan., Feb., March, May, and Nov. – higher precipitation levels). Cluster I and Cluster II showed strong to moderate activity against Cryptococcus neoformans (MIC = 32-64μg/mL) and Micrococcus luteus (MIC = 16-32μg/mL) while promising larvicidal activity was observed against Ae. aegypti (LC50 20.5-36.4μg/mL; LC90 47.5-70.1μg/mL). This is the first report describing the seasonal variability of P. guineense volatile oils, antifungal activity against yeasts, and larvicidal activity over Ae. aegypti. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3Safety of (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Safety of (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate

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

Design and synthesis of novel protease inhibitors. Tripeptide α’,β’-epoxyketones as nanomolar inactivators of the proteasome was written by Spaltenstein, Andrew;Leban, Johann J.;Huang, Jim J.;Reinhardt, Kelli R.;Viveros, O. Humberto;Sigafoos, Jim;Crouch, Ronald. And the article was included in Tetrahedron Letters in 1996.Product Details of 87694-53-9 This article mentions the following:

Tripeptide epoxy ketones I and II (Z = PhCH₂O₂C) were prepared stereospecifically starting from N-tert-butoxycarbonyl-L-phenylalanine. Diastereomer I inhibited the chymotrypsin-like activity of porcine endothelial cell derived proteasome at low nanomolar concentrations In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Product Details of 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Product Details of 87694-53-9

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

Degraded polysaccharides from Porphyra haitanensis: purification, physico-chemical properties, antioxidant and immunomodulatory activities was written by Huo, Yun-Feng;Li, Yin-Ting;Xia, Wei;Wang, Chong;Xie, Yuan-Yuan;Wang, Yan-Bo;Zhou, Tao;Fu, Ling-Lin. And the article was included in Glycoconjugate Journal in 2021.COA of Formula: C16H22O11 This article mentions the following:

Abstract: To explore effect of the structural properties of porphyra haitanensis polysaccharide on its biol. activity, degraded porphyra polysaccharides were separated and purified by Cellulose DEAE-52 and Sephadex G-100 chromatog., obtaining three purified components (P1, P2 and P3). All the three components were sulfate polysaccharides containing the repeating units of → 3 β-D-galactose 3,6-anhydro-α-L-galactose 1 →, and → 3 β-D-galactose 1 → 4 α-L-galactose-6-S 1 →, and → 3 6-O-methyl-β-D-galactose 1 → 4 3,6-anhydro-α-L-galactose 1 →. The mol. weight of the three fractions was measured to be 300.3, 130.4 and 115.1 kDa, resp. Their antioxidant activity was investigated by the determination of the free radical scavenging effect and ferric reducing power. It was found that P1, P2 and P3 possessed marked antioxidant activity. It was also found that they appreciably enhanced the proliferation, phagocytic ability and nitric oxide secretion in RAW264.7 cells. Lower mol. weight and higher sulfate content were beneficial to bioactivities of P. haitanensis polysaccharides. Overall, P2 and P3 possess superior immuno-modulatory activity to that of P1 and PHP. Thus, the current work will provide the basis for the better utilization of P. haitanensis to develop the related functional foods. Graphical abstract: [graphic not available: see fulltext]. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4COA of Formula: C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. COA of Formula: C16H22O11

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

Ruthenium Catalyzed Rearrangement of Ene-cyclopropenes. Divergent Reaction Pathways was written by Lopez-Rodriguez, Alberto;Dominguez, Gema;Perez-Castells, Javier. And the article was included in Journal of Organic Chemistry in 2019.HPLC of Formula: 17920-23-9 This article mentions the following:

The reaction of ene-cyclopropenes with Cp*RuCl(cod) leads to alkenyl bicyclo[3.1.0]hexanes, bicyclo[4.1.0]heptanes, and bicyclo[5.1.0]octanes. This reaction involves a reverse regioselectivity in the cyclopropene opening than with gold chlorides. With gem-disubstituted cyclopropenes, a novel cycloisomerization based on ring-opening nucleophilic attack and rearrangement is observed Alternatively, some gem-disubstituted cyclopropenes give dimerizations of the intermediate carbene. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9HPLC of Formula: 17920-23-9).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.HPLC of Formula: 17920-23-9

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

Discrimination and Characterization of the Volatile Organic Compounds in Schizonepetae Spica from Six Regions of China Using HS-GC-IMS and HS-SPME-GC-MS was written by Li, Chao;Wan, Huiying;Wu, Xinlong;Yin, Jiaxin;Zhu, Limin;Chen, Hanjiang;Song, Xinbo;Han, Lifeng;Yang, Wenzhi;Yu, Heshui;Li, Zheng. And the article was included in Molecules in 2022.Application In Synthesis of Isopentyl 3-methylbutanoate This article mentions the following:

Volatile organic compounds (VOCs) are the main chem. components of Schizonepetae Spica (SS), which have pos. effects on the quality evaluation of SS. In this study, HS-SPME-GC-MS (headspace solid-phase microextraction-gas chromatog.-mass spectrometry) and HS-GC-IMS (headspace-gas chromatog.-ion mobility spectrometry) were performed to characterize the VOCs of SS from six different regions. A total of 82 VOCs were identified. In addition, this work compared the suitability of two instruments to distinguish SS from different habitats. The regional classification using orthogonal partial least squares discriminant anal. (OPLS-DA) shows that the HS-GC-IMS method can classify samples better than the HS-SPME-GC-MS. This study provided a reference method for identification of the SS from different origins. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1Application In Synthesis of Isopentyl 3-methylbutanoate).

Isopentyl 3-methylbutanoate (cas: 659-70-1) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Application In Synthesis of Isopentyl 3-methylbutanoate

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

Subtlety of the Structure-Affinity and Structure-Efficacy Relationships around a Nonpeptide Oxytocin Receptor Agonist was written by Frantz, Marie-Celine;Rodrigo, Jordi;Boudier, Laure;Durroux, Thierry;Mouillac, Bernard;Hibert, Marcel. And the article was included in Journal of Medicinal Chemistry in 2010.Category: esters-buliding-blocks This article mentions the following:

Very few nonpeptide oxytocin agonists have currently been reported, and none of them seem suitable for the in vivo investigation of the oxytocin mediated functions. In an attempt to rationalize the design of better tools, we have systematically studied the structural determinants of the affinity and efficacy of representative ligands of the V_1a, V₂, and OT receptor subtypes. Despite apparently obvious similarity between the ligand structures on one hand, and between the receptor subtypes on the other hand, the binding affinity and the functional activity profiles of truncated and hybrid ligands highlight the subtlety of ligand-receptor interactions for obtaining nonpeptide OT receptor agonists. In the experiment, the researchers used many compounds, for example, Methyl 4-fluoro-3-methylbenzoate (cas: 180636-50-4Category: esters-buliding-blocks).

Methyl 4-fluoro-3-methylbenzoate (cas: 180636-50-4) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Category: esters-buliding-blocks

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

Progress against Escherichia coli with the Oxazolidinone Class of Antibacterials: Test Case for a General Approach To Improving Whole-Cell Gram-Negative Activity was written by Takrouri, Khuloud;Cooper, Harold D.;Spaulding, Adnrew;Zucchi, Paula;Koleva, Bilyana;Cleary, Dillon C.;Tear, Westley;Beuning, Penny J.;Hirsch, Elizabeth B.;Aggen, James B.. And the article was included in ACS Infectious Diseases in 2016.COA of Formula: C18H28BNO4 This article mentions the following:

Novel antibacterials with activity against the Gram-neg. bacteria associated with nosocomial infections, including Escherichia coli and other Enterobacteriaceae, are urgently needed due to the increasing prevalence of multidrug-resistant strains. A major obstacle that has stalled progress on nearly all small-mol. classes with potential for activity against these species has been achieving sufficient whole-cell activity, a difficult challenge due to the formidable outer membrane and efflux barriers intrinsic to these species. Using a set of compound design principles derived from available information relating physicochem. properties to Gram-neg. entry or activity, we synthesized and evaluated a focused library of oxazolidinone analogs, a currently narrow spectrum class of antibacterials active only against Gram-pos. bacteria. In this series, we have explored the effectiveness for improving Gram-neg. activity by identifying and combining beneficial structural modifications in the C-ring region. We have found polar and/or charge-carrying modifications that, when combined in hybrid C-ring analogs, appear to largely overcome the efflux and/or permeability barriers, resulting in improved Gram-neg. activity. In particular, those analogs least effected by efflux and the permeation barrier had significant zwitterionic character. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylcarbamate (cas: 330794-35-9COA of Formula: C18H28BNO4).

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylcarbamate (cas: 330794-35-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.COA of Formula: C18H28BNO4

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

The Search for Histamine H₄ Receptor Ligands with Anticancer Activity among Novel (Thio)urea Derivatives was written by Dominguez-Alvarez, Enrique;Lazewska, Dorota;Szabo, Zsanett;Hagenow, Stefanie;Reiner, David;Gajdacs, Mario;Spengler, Gabriella;Stark, Holger;Handzlik, Jadwiga;Kiec-Kononowicz, Katarzyna. And the article was included in ChemistrySelect in 2019.HPLC of Formula: 16413-26-6 This article mentions the following:

A series of (thio)urea-containing compounds I [R = Ph, Bn, 4-PhC₆H₄, etc.; X = O, S] and II [A = 1,4-phenylene, 1,3-xylylene, 4,4′-methylenebis(phenyl)] were initially designed and synthesized as potential ligands for the histamine H4 receptor (H4R). Considering the structural analogy of these thioureas to previously described seleno/thiourea compounds with anticancer and/or reversal multidrug resistance action in cancer cells, selected thioureas were evaluated in in-vitro cytotoxicity- and cancer multidrug resistance assays. The thiourea derivatives showed a good cytotoxic activity, being the compound II [R = 4-PhC₆H₄; X = S] the most active (IC₅₀ = 11.9 μM). They also enhanced the cytotoxicity of the topoisomerase inhibitors topotecan and doxorubicin in a checkerboard combination assay. Compound I [R = 4-PhC₆H₄; X = S] showed the strongest synergistic effect on topotecan activity, whereas I [R = 4-MeC₆H₄; X = S] was the best in combination with doxorubicin. These results could be a good starting point to design more potent and effective (thio)urea derivatives with anticancer activity. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6HPLC of Formula: 16413-26-6).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. HPLC of Formula: 16413-26-6

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

Synthesis of rigid-rod linkers to anchor chromophores to semiconductor nanoparticles was written by Wang, Dong;Schlegel, James M.;Galoppini, Elena. And the article was included in Tetrahedron in 2002.SDS of cas: 313648-56-5 This article mentions the following:

Four rigid-rod sensitizers, made of a phenylethynyl spacer substituted with a chromophore and two COOR binding groups, were prepared to study dynamics of electron injection at the interface of metal oxide semiconductor nanoparticles. Di-Me Ru(bpy)₂((5-(5-1,10-phenanthrolinyl)ethynyl)isophthalate)²⁺, di-Me Ru(bpy)₂(5-(4-(2,2′-bipyridinyl)ethynyl)isophthalate)²⁺, di-Me 5-(1-pyrenylethynyl)isophthalate, and di-Me 5-(9-anthracenylethynyl)isophthalate were synthesized and characterized. Their absorption spectra, emission spectra, and electrochem. properties have been studied in acetonitrile and hexane solutions at room temperature In the experiment, the researchers used many compounds, for example, Dimethyl 5-ethynylisophthalate (cas: 313648-56-5SDS of cas: 313648-56-5).

Dimethyl 5-ethynylisophthalate (cas: 313648-56-5) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.SDS of cas: 313648-56-5

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

The effect of monosaccharides on self-assembly of benzenetricarboxamides was written by Wang, Jue;Qi, Wenjing;Chen, Guosong. And the article was included in Chinese Chemical Letters in 2019.Formula: C16H22O11 This article mentions the following:

The interaction between monosaccharides exhibits an important role in the assembly of monosaccharide-containing mols. In this work, three common monosaccharides, glucose, galactose and mannose, are employed to investigate the effect of monosaccharide on the self-assembly of benzenetricarboxamide (BTA) core-containing mols. In the presence of monosaccharides, three benzenetricarboxamide derivatives aggregate into different ordered structures. When alanine linkers are introduced to these mols. between the core and the monosacchride, morphologies of three types of monosaccharide BTAs turned to disordered, meanwhile their structures become similar with the increase of the length of alanine linkers, indicating the disappearance of the monosaccharide effects. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Formula: C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Formula: C16H22O11

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