Month: December 2022

Isidorov, Valery A. published the artcileRapid GC/MS determination of botanical precursors of Eurasian propolis, Category: esters-buliding-blocks, the publication is Food Chemistry (2014), 101-106, database is CAplus and MEDLINE.

In this work, ether extracts of propolises from 11 countries of Europe and Asia together with extracts of the buds of their principal plant precursors were prepared and investigated by gas chromatog.-mass spectrometry. For the first time, chem. compositions of the exudates of aspen, white birch and silver birch buds were determined Basing on the data on the content of individual components and their groups, the method of rapid examination of plant precursors of propolis was developed. This new method is based on the use of a chromatogram for one extracted ion m/z = 219, characteristic for a group of similar substances: phenylpropenoids. The I^T retention indexes of silylated derivatives of 449 substances registered in the buds of 6 species of trees and 37 samples of propolis extracts were calculated These useful anal. parameters (majority of which are absent in the available databases) are attached in Supplementary information.

Food Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Perl Molnar, Ibolya published the artcileEsterification of carboxylic acids with butanol in aqueous solutions for their gas chromatographic analysis, Recommanded Product: Isobutyl palmitate, the publication is Magyar Kemiai Folyoirat (1985), 91(10), 459-73, database is CAplus.

Carboxylic acids (C₁-C₂₀ fatty, C₂-C₇ aliphatic di, and aromatic di- and polycarboxylic acids) were esterified with BuOH/H₂SO₄ and the products analyzed by gas chromatog. The efficiency of the esterification was improved by using anhydrous Na₂SO₄.

Magyar Kemiai Folyoirat published new progress about 110-34-9. 110-34-9 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester, name is Isobutyl palmitate, and the molecular formula is C20H40O2, Recommanded Product: Isobutyl palmitate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Forrest, Robert A. published the artcileThe hydroxyl epimer of doxorubicin controls the rate of formation of cytotoxic anthracycline-DNA adducts, Related Products of esters-buliding-blocks, the publication is Cancer Chemotherapy and Pharmacology (2013), 71(3), 809-816, database is CAplus and MEDLINE.

Epirubicin was developed as a semi-synthetic anthracycline derivative to circumvent the cardiotoxic limitations associated with the use of doxorubicin in the clinic. Anthracycline compounds have been demonstrated to form covalent drug-DNA adducts utilizing endogenous and exogenous sources of formaldehyde; however, previous investigations of the formation of epirubicin-DNA adducts provide conflicting evidence for adduct formation. This work provides evidence that epirubicin acts to form drug-DNA adducts at physiol. relevant concentrations and demonstrates that the rate of formation of epirubicin-DNA adducts is slower than that observed for other anthracycline compounds, explaining why they are only detectable under defined exptl. conditions. Formation of covalent epirubicin-DNA adducts improves the apoptotic profile of epirubicin and provides opportunities to overcome drug resistance and cardiotoxic limitations.

Cancer Chemotherapy and Pharmacology published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Cutts, Suzanne M. published the artcileSequence specificity of adriamycin-DNA adducts in human tumor cells, COA of Formula: C10H18O4, the publication is Molecular Cancer Therapeutics (2003), 2(7), 661-670, database is CAplus and MEDLINE.

The anticancer anthracycline compound Adriamycin is a known topoisomerase II inhibitor but is also capable of exerting other cellular consequences. After intercalation, Adriamycin can form covalent adducts with DNA, and the magnitude of these adducts appears to be limited by the cellular availability of formaldehyde. Adducts produced by Adriamycin in the presence of formaldehyde have been well characterized in cell-free systems but not in cells. In this study, we show that when Adriamycin is used in conjunction with the formaldehyde-releasing prodrug AN-9 in IMR-32 tumor cells, this allows the formation of sufficiently high levels of adducts in genomic DNA to enable detection of their DNA sequence specificity for the first time. The 340-bp α-satellite EcoRI repeat sequence was isolated from drug-treated cells and digested with λ-exonuclease to determine adduct sites at which exonuclease digestion was blocked. The Adriamycin adducts were formed predominantly at 5′-GC and GG sequences and unstable with respect to elevated temperatures and extended times at 37°. The use of three anthracycline derivatives lacking a 3’amino group demonstrated that this amino portion is critical for the formation of anthracycline adducts in cells. The structure of these drug-DNA adducts can therefore be considered to be identical to the Adriamycin adducts, which have been characterized rigorously in cell-free systems by x-ray crystallog., two-dimensional NMR, and mass spectrometry.

Molecular Cancer Therapeutics published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, COA of Formula: C10H18O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Cutts, Suzanne M. published the artcileActivation of clinically used anthracyclines by the formaldehyde-releasing prodrug pivaloyloxymethyl butyrate, Category: esters-buliding-blocks, the publication is Molecular Cancer Therapeutics (2007), 6(4), 1450-1459, database is CAplus and MEDLINE.

The anthracycline group of compounds is extensively used in current cancer chemotherapy regimens and is classified as topoisomerase II inhibitor. However, previous work has shown that doxorubicin can be activated to form DNA adducts in the presence of formaldehyde-releasing prodrugs and that this leads to apoptosis independently of topoisomerase II-mediated damage. To determine which anthracyclines would be useful in combination with formaldehyde-releasing prodrugs, a series of clin. relevant anthracyclines (doxorubicin, daunorubicin, idarubicin, and epirubicin) were examined for their capacity to form DNA adducts in MCF7 and MCF7/Dx (P-glycoprotein overexpressing) cells in the presence of the formaldehyde-releasing drug pivaloyloxymethyl butyrate (AN-9). All anthracyclines, with the exception of epirubicin, efficiently yielded adducts in both sensitive and resistant cell lines, and levels of adducts were similar in mitochondrial and nuclear genomes. Idarubicin was the most active compound in both sensitive and resistant cell lines, whereas adducts formed by doxorubicin and daunorubicin were consistently lower in the resistant compared with sensitive cells. The adducts formed by doxorubicin, daunorubicin, and idarubicin showed the same DNA sequence specificity in sensitive and resistant cells as assessed by λ-exonuclease-based sequencing of α-satellite DNA extracted from drug-treated cells. Growth inhibition assays were used to show that doxorubicin, daunorubicin, and idarubicin were all synergistic in combination with AN-9, whereas the combination of epirubicin with AN-9 was additive. Although apoptosis assays indicated a greater than additive effect for epirubicin/AN-9 combinations, this effect was much more pronounced for doxorubicin/AN-9 combinations. [Mol Cancer Ther 2007;6(4):1450-9].

Molecular Cancer Therapeutics published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Thompson, David H. published the artcileSynthesis of Chiral Diether and Tetraether Phospholipids: Regiospecific Ring Opening of Epoxy Alcohol Intermediates Derived from Asymmetric Epoxidation, Formula: C9H9NO6S, the publication is Journal of Organic Chemistry (1994), 59(11), 2945-55, database is CAplus.

Diether and tetraether glycerophospholipids, e.g. I (R = CH₂CH₂N⁺Me₂, R¹ = C₈H₁₇, n = 16; R¹ = C₁₀H₂₁, n = 20), have been synthesized using chiral epoxy alc. starting materials (e.g. glycidol 3-nitrobenzenesulfonate esters or tert-butyldiphenylsilyl ethers) via regioselective oxirane ring cleavage of epoxides, e.g. II.. These chiral precursors provide control over the stereochem., substitution patterns, and steric properties of the phosphoglycerol backbone. Bolaamphiphiles adopted a U-shaped conformation at the air-water interface.

Journal of Organic Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C7H11N, Formula: C9H9NO6S.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ulriksdotter, J. published the artcileAllergic contact dermatitis caused by dipropylene glycol diacrylate in the Omnipod insulin pump, Application of Trimethylolpropane triacrylate, the publication is British Journal of Dermatology (2022), 186(2), 334-340, database is CAplus and MEDLINE.

Cases of allergic contact dermatitis (ACD) caused by isobornyl acrylate (IBOA) in the Omnipod insulin pump have previously been reported. To present three cases of patients with ACD caused by a new allergen in the pump, and results from chem. analyses. Omnipod pumps from different batches were analyzed by gas chromatog.-mass spectrometry. Aimed testing, with the department’s medical device (MD) series and substances identified in the pump including dipropylene glycol diacrylate (DPGDA) at 0·01% and 0·1% in petrolatum (pet.), was performed. Patch testing also included extracts from the device, the adhesive patch as is, and allergens from baseline series. All patients tested pos. to 0·1% DPGDA in pet., and two patients addnl. to a 0·01% concentration DPGDA was found in extracts of the Omnipod pumps brought by the patients. An Omnipod pump from an earlier batch contained tripropylene glycol diacrylate, IBOA, N,N-dimethylacrylamide, di(ethylene glycol)ethyl ether acrylate (DEGEA) but no DPGDA. One of the patients reacted pos. to all of these allergens except DEGEA, which was not tested. When suspecting ACD to MDs, DPGDA at 0·1% in pet. should be tested. The contents of Omnipod have changed over time. Patch testing with updated test series and relevance assessment of pos. reactions is a delicate task. Children, with lifelong use of MDs, risk contracting many allergies with potential cross-allergies. A question should be raised as to whether these low mol. weight acrylates should be used at all in devices constantly worn on the skin.

British Journal of Dermatology published new progress about 15625-89-5. 15625-89-5 belongs to esters-buliding-blocks, auxiliary class Polymerization Reagents,Crosslinkers, name is Trimethylolpropane triacrylate, and the molecular formula is C10H18O, Application of Trimethylolpropane triacrylate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Attygalle, Athula B. published the artcileGas-Phase Infrared Spectroscopy for Determination of Double Bond Configuration of Monounsaturated Compounds, Formula: C14H26O2, the publication is Analytical Chemistry (1994), 66(10), 1696-703, database is CAplus and MEDLINE.

Gas-phase Fourier-transform IR spectra allow unambiguous determination of the configuration of the double bonds of long-chain unsaturated compounds bearing RCH:CHR’ type bonds. Although the IR absorption at 970-967 cm^-1 has been used previously for the identification of trans bonds, the absorption at 3028-3011 cm^-1 is conventionally considered to be incapable of distinguishing cis and trans isomers. In this paper, the authors present a large number of gas-phase spectra of monounsaturated long-chain acetates which demonstrate that an absorption, highly characteristic for the cis configuration, occurs at 3013-3011 cm^-1, while trans compounds fail to show any bands in this region. However, if a double bond is present at the C-2 or C-3 carbon atoms, this cis :CH stretch absorption shows a hypsochromic shift to 3029-3028 and 3018-3017 cm^-1, resp. Similarly, if a cis double bond is present at the penultimate carbon atom, this band appears at 3022-3021 cm^-1. All the spectra of trans alkenyl acetates showed the expected C-H wag absorption at 968-964 cm^-1. In addition, the spectra of (E)-2-alkenyl acetates show a unique three-peak “fingerprint” pattern which allows the identification of the position and configuration of this bond. Furthermore, by synthesizing and obtaining spectra of appropriate deuteriated compounds, the authors have proved that the 3013-3011 cm^-1 band is representative of the C-H stretching vibration of cis compounds of RCH:CHR’ type.

Analytical Chemistry published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C14H26O2, Formula: C14H26O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hotta, H. published the artcileConvenient preparation of axially chiral 1,1′-binaphthyl-2-carboxylates via the palladium-catalyzed carbonylation of 1,1′-binaphthyl-2-yl triflates, Quality Control of 126613-06-7, the publication is Journal of Molecular Catalysis (1989), 54(2), L5-L7, database is CAplus.

Binaphthylcarboxylates (S)-I (R = H, R¹ = CO₂Me), (R)-I (R = OMe, R¹ = CO₂Me), and (R)-I (R = OSO₂CF₃, R¹ = CO₂Me) were prepared by reaction of the corresponding I (R¹ = OSO₂CF₃) with CO in the presence of a Pd(OAc)₂-1,3-bis(diphenylphosphino)ethane catalyst. Enantiomeric excesses of 100% were attained.

Journal of Molecular Catalysis published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Quality Control of 126613-06-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Uozumi, Yasuhiro published the artcilePreparation of optically active binaphthylmonophosphines (MOP’s) containing various functional groups, COA of Formula: C22H12F6O6S2, the publication is Tetrahedron (1994), 50(15), 4293-302, database is CAplus.

Optically active 2′-diphenylphosphino-1,1′-binaphthyls (I, MOP’s) having various functional groups, cyano, aminomethyl, methoxycarbonyl, carboxy, and hydroxymethyl, at the C2-position were prepared A cyano group was introduced on the MOP skeleton by nickel-catalyzed cyanation of 2-diphenylphosphinyl-2′-trifluoromethanesulfonyloxy-1,1′-binaphthyl which is readily prepared from optically active binaphthol. Preparation of the MOP derivatives bearing carboxylic groups were achieved by palladium-catalyzed monocarbonylation of binaphthyl 2,2′-bis(triflate) followed by phosphinylation of the remaining triflate group.

Tetrahedron published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C14H18BClO4, COA of Formula: C22H12F6O6S2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics