Month: November 2022

Liu, Yuping published the artcileSynthesis and odor evaluation of five new sulfur-containing ester flavor compounds from 4-ethyloctanoic acid, Category: tetrahydrofurans, the publication is Molecules (2010), 5104-5111, database is CAplus and MEDLINE.

Five sulfur-containing flavor compounds were designed. and the synthesis of the target compounds was achieved using 4-ethyloctanoyl chloride and thiols and alcs. as starting materials. The products thus obtained [i.e., 4-ethyloctanoic acid 3-(methylthio)propyl ester, 4-ethyloctanethioic acid S-(2-furanylmethyl) ester, 4-ethyloctanethioic acid S-(2-methyl-3-furanyl) ester, 4-ethyloctanoic acid 2-(4-methyl-5-thiazolyl)ethyl ester, 4-ethyloctanethioic acid S-(tetrahydro-2-methyl-3-furanyl) ester] are synthetic sulfur-containing ester flavor compounds which all possess a meaty odor and might be used in foods if approved for this purpose.

Molecules published new progress about 57124-87-5. 57124-87-5 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Thiol, name is 2-Methyl-3-tetrahydrofuranthiol, and the molecular formula is C5H10OS, Category: tetrahydrofurans.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Hartman, Guy J. published the artcileVolatile products formed from the thermal degradation of thiamin at high and low moisture levels, Name: 2-Methyl-3-tetrahydrofuranthiol, the publication is Journal of Agricultural and Food Chemistry (1984), 32(5), 1015-18, database is CAplus.

Volatile products formed during the heating (135°) of thiamin  [59-43-8] in water and propylene glycol  [57-55-6] were examined Carbonyls, furans, thiophenes, thiazoles, dioxolanes, and other S-containing compounds were identified. Quant. and qual. greater amounts of compounds were identified in the water system. Qual. comparisons of systems studied were made.

Journal of Agricultural and Food Chemistry published new progress about 57124-87-5. 57124-87-5 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Thiol, name is 2-Methyl-3-tetrahydrofuranthiol, and the molecular formula is C5H10OS, Name: 2-Methyl-3-tetrahydrofuranthiol.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Tao, Zeyu published the artcileDesign, synthesis and in vitro anti-Zika virus evaluation of novel Sinefungin derivatives, Synthetic Route of 1338466-77-5, the publication is European Journal of Medicinal Chemistry (2018), 994-1004, database is CAplus and MEDLINE.

We report herein the design and synthesis of a series of novel Sinefungin (SIN) derivatives, based on the structures of SIN and its analog EPZ004777. Our results reveal that target compounds(I) (R¹ = F, R² = 4-t-Bu-C₆H₄, 4-CF₃-C₆H₄, 3-CF₃-C₆H₄; R¹ = Cl, R² = 4-F-C₆H₄, 4-Me-C₆H₄, 3-CF₃-C₆H₄, tert-Bu, cyclohexyl) show better activity (IC₅₀ = 4.56-20.16 μM) than EPZ004777 (IC₅₀ = 35.19 μM). Surprisingly, SIN was founded to be not as active (IC₅₀ > 50 μM) as we and other research groups predicted. Interestingly, the intermediates (II) and (III) (R¹ = F, Cl) display potent anti-ZIKV potency (IC₅₀ = 6.33-29.98 μM), and compound II (R¹ = F) also exhibits acceptable cytotoxicity (CC₅₀ > 200 μM), suggesting their promising potential to be leads for further development.

European Journal of Medicinal Chemistry published new progress about 1338466-77-5. 1338466-77-5 belongs to tetrahydrofurans, auxiliary class Epigenetics,Histone Methyltransferase, name is 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, and the molecular formula is C28H29NO4, Synthetic Route of 1338466-77-5.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chava, Suresh published the artcileDisruptor of telomeric silencing 1-like promotes ovarian cancer tumor growth by stimulating pro-tumorigenic metabolic pathways and blocking apoptosis, Name: 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, the publication is Oncogenesis (2021), 10(7), 48, database is CAplus and MEDLINE.

Ovarian cancer is the leading cause of gynecol. malignancy-related deaths. Current therapies for ovarian cancer do not provide meaningful and sustainable clin. benefits, highlighting the need for new therapies. We show that the histone H3K79 methyltransferase disruptor of telomeric silencing 1-like (DOT1L) is overexpressed in ovarian cancer and that a higher level of DOT1L expression correlates with shorter progression-free and overall survival (OS). Pharmacol. inhibition of DOT1L (EPZ-5676, EPZ004777, and SGC0946) or genetic inhibition of DOT1L attenuates the growth of ovarian cancer cells in cell culture and in a mouse xenograft model of ovarian cancer. Transcriptome-wide mRNA expression profiling shows that DOT1L inhibition results in the downregulation of genes involved in cellular biosynthesis pathways and the upregulation of proapoptotic genes. Consistent with the results of transcriptome anal., the unbiased large-scale metabolomic anal. showed reduced levels of several metabolites of the amino acid and nucleotide biosynthesis pathways after DOT1L inhibition. DOT1L inhibition also resulted in the upregulation of the NKG2D ligand ULBP1 and subsequent increase in natural killer (NK) cell-mediated ovarian cancer eradication. Collectively, our results demonstrate that DOT1L promotes ovarian cancer tumor growth by regulating apoptotic and metabolic pathways as well as NK cell-mediated eradication of ovarian cancer and identifies DOT1L as a new pharmacol. target for ovarian cancer therapy.

Oncogenesis published new progress about 1338466-77-5. 1338466-77-5 belongs to tetrahydrofurans, auxiliary class Epigenetics,Histone Methyltransferase, name is 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, and the molecular formula is C28H41N7O4, Name: 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Drenichev, Mikhail S. published the artcileSelective cleavage of acyl protecting groups in 3′,5′-O-(tetraisopropyldisiloxane-1,3-diyl)ribonucleosides, Formula: C26H45N5O7Si2, the publication is Collection Symposium Series (2011), 403-404, database is CAplus.

Stability of TIPDS protection in nucleosides in ammonia/amine solutions in MeOH and EtOH was studied. It was found that MeNH₂-EtOH solution is a reagent of choice for selective deacylation of N- and O-acyl protected nucleosides without notable cleavage of 3′,5′-TIPDS group.

Collection Symposium Series published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Formula: C26H45N5O7Si2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Travers, Jon published the artcileTargeting leukemia on the DOT, Product Details of C28H41N7O4, the publication is Nature Chemical Biology (2011), 7(10), 663-665, database is CAplus and MEDLINE.

A review. A combination of chem. and genetic approaches has established a proof of concept in mouse models – with strong mechanistic underpinning – indicating that targeting the aberrantly recruited histone methyltransferase activity of DOT1L has therapeutic potential in aggressive leukemias driven by MLL fusion genes.

Nature Chemical Biology published new progress about 1338466-77-5. 1338466-77-5 belongs to tetrahydrofurans, auxiliary class Epigenetics,Histone Methyltransferase, name is 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, and the molecular formula is C4Br2N2O4S, Product Details of C28H41N7O4.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Sampaio, Karina L. published the artcileComparison of techniques for the isolation of volatiles from cashew apple juice, Synthetic Route of 19444-84-9, the publication is Journal of the Science of Food and Agriculture (2015), 95(2), 299-312, database is CAplus and MEDLINE.

BACKGROUND The aim of this study was to compare the performance of the following techniques on the isolation of volatiles of importance for the aroma/flavor of fresh cashew apple juice: dynamic headspace anal. using PorapakQ as trap, solvent extraction with and without further concentration of the isolate, and solid-phase microextraction (fiber DVB/CAR/PDMS). RESULTS A total of 181 compounds were identified, from which 44 were esters, 20 terpenes, 19 alcs., 17 hydrocarbons, 15 ketones, 14 aldehydes, among others. Sensory evaluation of the gas chromatog. effluents revealed esters (n = 24) and terpenes (n = 10) as the most important aroma compounds CONCLUSIONThe four techniques were efficient in isolating esters, a chem. class of high impact in the cashew aroma/flavor. However, the dynamic headspace methodol. produced an isolate in which the analytes were in greater concentration, which facilitates their identification (gas chromatog.-mass spectrometry) and sensory evaluation in the chromatog. effluents. Solvent extraction (dichloromethane) without further concentration of the isolate was the most efficient methodol. for the isolation of terpenes. Because these two techniques also isolated in greater concentration the volatiles from other chem. classes important to the cashew aroma, such as aldehydes and alcs., they were considered the most advantageous for the study of cashew aroma/flavor. © 2014 Society of Chem. Industry.

Journal of the Science of Food and Agriculture published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Synthetic Route of 19444-84-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Ravindran, Darvin R. published the artcileChemical composition and larvicidal activity of flower extracts from Clitoria ternatea against Aedes (diptera: culicidae), Product Details of C4H6O3, the publication is Journal of Chemistry (2020), 3837207, database is CAplus.

Mosquitoes have always been a human health threat; the major global health problems caused by them are malaria, dengue fever, yellow fever, and Zika as well as several other vector-borne outbreaks. The major problems in controlling these vectors borne diseases are related to resistance to eradication measures. Different classes of insecticides used for controlling public health have raised the concern of resistant problems with mosquitoes and environmental pollution caused by the control measures. Thus, a search for alternative natural compounds is necessary for solving the insecticidal resistance problem using pesticides in the larval stage of vector development as well as creating a chem.-free environment for a healthy society. Hence, the major focus of this study is to identify the larvicidal mechanisms, metabolite, antioxidants, and chem. compounds and elucidate their structures from C. ternatea flower and to test their efficacies against early 4th instar larvae of Aedes aegypti and Aedes albopictus. Clitoria ternatea flowers were collected from the garden of the Faculty of Medicine in International Quest University, Ipoh, Perak, and thence used for crude extraction Further on, the metabolite test, antioxidant test, and chromatog. techniques were conducted to identify the chem. composition of extracts and their chem. structures were identified using GCMS-QP2010 Ultra (Shimadzu). Next, the extracts were evaluated against the early 4th instar larvae of Aedes mosquito vectors following the WHO procedures for larval bioassays. The larvicidal activity of Clitoria ternatea flower extracts evidently affected the early 4th instar larvae of Aedes mosquito vectors. The highest larvicidal activity was observed against the early 4th instar larvae of Aedes aegypti with the LC50 and LC95 values of 1056 and 2491 mg/L, resp. Meanwhile, the larvae bioassay test for Aedes albopictus recorded the LC50 and LC95 values of 1425 and 2753 mg/L. Moreover, the results for nontarget organism test on guppy fish, Poecilia reticulata, showed no mortalities with flower extracts at 2500 mg/L, hence posing no toxic effects on fish. In this study, we have found a total of 16 chem. compounds and 6 chem. compounds have been reported to possess direct insecticidal, larvicidal, and pupicidal effects. Six chems. with insecticidal properties were found to be glycerin, 2-hydroxy-gamma-butyrolactone, neophytadiene, n-hexadecanoic acid, cis-vaccenic acid, and octadecanoic acid with a total of 28.7% efficacy. Clitoria ternatea flower extracts also showed different types of phenols such as anthocyanins, flavonoids, and tannins. Our findings showed that the crude extract of Clitoria ternatea flower bioactive mols. is effective and may be developed as biolarvicide for Aedes mosquito vector control. Furthermore, this study also provided a baseline understanding for future research work in the field of applications of Clitoria ternatea flower extracts for their long-term effects on human health such as a food additive, antioxidant, and cosmetic.

Journal of Chemistry published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Product Details of C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Anadon, Arturo published the artcileScientific opinion on Flavouring Group Evaluation 65 (FGE.65): consideration of sulfur-substituted furan derivatives used as flavouring agents evaluated by JECFA (59^thmeeting) structurally related to a subgroup of substances within the group of “furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14” evaluated by EFSA in FGE.13Rev1 (2009), Application of 2-Methyl-3-tetrahydrofuranthiol, the publication is EFSA Journal (2010), 8(7), 1406, 54 pp., database is CAplus.

The Scientific Panel on Food Contact Materials, Enzymes, Flavorings and Processing Aids has been requested to consider the Joint FAO/WHO Expert Committee on Food Additives (the JECFA) evaluations of flavoring substances assessed since 2000, and to decide whether no further evaluation is necessary, as laid down in Commission Regulation (EC) No 1565/2000. The evaluation deals with 33 substances in the JECFA flavoring group of sulfur-substituted furan derivatives For 24 of the 33 JECFA evaluated sulfur-substituted furan derivatives the Panel agrees with JECFA conclusion ‘No safety concern at estimated levels of intake as flavoring substances’ based on the MSDI approach. They have reservations for nine substances: for eight substances data on the stereoisomeric composition/composition of the mixture has not been specified and for four substances addnl. toxicity data are needed.

EFSA Journal published new progress about 57124-87-5. 57124-87-5 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Thiol, name is 2-Methyl-3-tetrahydrofuranthiol, and the molecular formula is C5H10OS, Application of 2-Methyl-3-tetrahydrofuranthiol.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Grover, Madhuri published the artcilePhytochemical Screening, antioxidant Assay and Cytotoxic Profile for Different Extracts of Chrysopogon zizanioides Roots, Product Details of C4H6O3, the publication is Chemistry & Biodiversity (2021), 18(8), e2100012, database is CAplus and MEDLINE.

The Chrysopogon zizanioides plant possesses multiple traditional uses, especially in therapeutics, but only a few articles have reported its biol. activity. Hence, the present study was planned to explore the phytochem. constituents, cytotoxic potential, radical scavenging activity, and GC/MS (Gas chromatog. & Mass spectrometry) anal. of the vetiver root extracts The roots extracted with different solvents exhibited more significant phytochem. constituents in polar solvents in comparison to non-polar ones, favoring the extraction of a greater number of components in highly polar solvents. All the extracts were tested for their cytotoxicity using SRB (Sulforhodamine B) assay. They confirmed ethanolic extract as a potent extract with GI₅₀ 56±0.5 μg/mL in oral cancer (SCC-29B) along with no cytotoxicity in healthy cells (Vero cells), making it a safer therapeutic option in comparison to standard Adriamycin. This extract was also analyzed for its antioxidant potential by DPPH (1,1-Diphenyl-2-picrylhydrazyl) assay with IC₅₀ value 10.73 μg/mL, which was quite comparable to Ascorbic acid having IC₅₀ value 4.61 μg/mL. The quant. anal. of ethanolic extract exhibited 107 compounds amongst which Khusenic acid, Ascorbic acid, Junipen, gamma-Himachalene, alpha-Guaiene were the majorly occurring compounds that can be explored further for their cytotoxic activity.

Chemistry & Biodiversity published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Product Details of C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem