Heterocyclic Building Blocks-Tetrahydrofuran

Zhi, Xiao-yan published the artcileNatural product-based semisynthesis and biological evaluation of thiol/amino-Michael adducts of xanthatin derived from Xanthium strumarium as potential pesticidal agents, Category: tetrahydrofurans, the publication is Bioorganic Chemistry (2020), 103696, database is CAplus and MEDLINE.

Xanthatin, a natural sesquiterpene lactone, occurs as one of the major constituents of Xanthium plants (Compositae) and exhibits many important biol. properties. To discover natural products-based pesticides, forty-nine Michael-type thiol/amino adducts of xanthatin were synthesized and characterized, while their pesticidal activities were investigated. Among them, compounds 2c, 2h, 2i, and 2t exhibited more potent antifungal activity against Botrytis cinerea (IC₅₀ = 0.96, 0.38, 6.33, and 7.21μg/mL, resp.) than xanthatin and the two com. fungicides. Compounds 2t and 2u displayed broad-spectrum and excellent antifungal effects against all tested phytopathogenic fungi, while their IC₅₀ values ranged from 7.21 to 75.88μg/mL. Compounds 2a, 2f, 2l, 2m, 2v, 7c, 7e, 7h, 7i, and 7j showed moderate larvicidal activity against Plutella xylostella Linnaeus. Furthermore, compounds 2b, 7g, and 7h demonstrated significant ovicidal activity against P. xylostella with the LC₅₀ values of 14.04, 10.00, and 11.95 mg/L, resp. These findings suggest that thiol/amino appended in the C-13 position of xanthatin may improve antifungal and ovicidal activities for the derivatives It was also noticed that the exocyclic double bond of xanthatin is crucial for its larvicidal activity. This work also provides some important hints for further design, synthesis, and structural modification of the xanthanolides sesquiterpene lactones toward development of the new environmentally friendly pesticides for sustainable agricultural production

Bioorganic 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 C13H10F2, Category: tetrahydrofurans.

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

Chen, Haitao published the artcileFormula structure of liquid beef flavor, COA of Formula: C5H10OS, the publication is Shipin Gongye Keji (2009), 30(12), 326-331, database is CAplus.

The formula structure of flavors is instructive to flavoring. The volatile constituents of 11 liquid beef flavor samples from the market were analyzed by headspace-single drop condensation (HS-SDC) and GC/MS. The framework of liquid beef flavor was summarized by analyzing the type of the detected materials. It was proved that non-meat elements were absolutely necessary in the framework of beef flavor. A good beef flavor should be a great combination of meat flavor material and various types of non-meat elements. One liquid beef flavor was developed based on this research.

Shipin Gongye Keji 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, COA of Formula: C5H10OS.

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

Vichi, Stefania published the artcileDetermination of volatile thiols in roasted coffee by derivatization and liquid chromatography-high resolution mass spectrometric analysis, Related Products of tetrahydrofurans, the publication is Food Research International (2014), 610-617, database is CAplus and MEDLINE.

A fast derivatization/extraction method followed by LC-ESI-HRMS was optimized for the determination of volatile thiols in roasted coffee powder, using ebselen as the derivatization agent. The anal. conditions were optimized on real coffee matrix, which was spiked with representative volatile thiols. The method sensitivity, precision, accuracy and selectivity were evaluated by using representative standard thiols. Estimated LOQs were between 0.02 and 14.8 ng/kg for the thiols evaluated. Recoveries and intra-day and inter-day RSD values obtained in coffee matrix were in general around 40% and between 11 and 30%, resp. The optimized and validated method was applied to real coffee samples. According to the established identification criteria, target thiols were identified and quantified in coffee powder samples. Among them, 4-mercapto-1-butanol and 2-methyl-3-tetrahydrofuranthiol were identified and quantified for the first time in roasted coffee. Moreover, an approach based on the formation of a diagnostic product ion was applied to detect non-target thiols, allowing the detection of nineteen thiol derivatives, fourteen of them were tentatively identified on the basis of their mol. formula. Some of them, such as methanethiol and 3-mercapto-3-methylbutyl acetate were known to be present in coffee volatile fraction, while the rest were not previously described in this product.

Food Research International 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 C17H16O2, Related Products of tetrahydrofurans.

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

Hirao, Ichiro published the artcileSynthesis of nonadeca- and octadecaribonucleotides using the solid-phase phosphotriester with tetrahydropyranyl groups as the 2′-hydroxyl-protecting group, Category: tetrahydrofurans, the publication is Bulletin of the Chemical Society of Japan (1989), 62(6), 1995-2001, database is CAplus.

Nonadeca- and octadecaribonucleotides corresponding to the D-loop of tRNA^Phe from yeast and the leader sequence of phage f1 coat protein mRNA were synthesized by the activated phosphotriester method. Coupling yield in the synthesis of oligoribonucleotides depended on the extent of nucleosides loaded on controlled pore glass beads (CPG). N-Acyl-5′-O-dimethoxytrityl-2′-O-tetrahydropyranyl derivatives were used as fully protected ribonucleotide monomer units. The 18mer and 19mer corresponding to the D-loop did not serve as substrates for tRNA (guanosine-2′-)methyltransferase from Thermus thermophilus, but inhibited methylation of the 5′-half fragment of tRNA^Phe. This indicates that both fragments possess some affinity with the enzyme.

Bulletin of the Chemical Society of Japan 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, Category: tetrahydrofurans.

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

Takaku, Hiroshi published the artcileSynthesis of oligoribonucleotides by using 2′-O-(1-methyl-1-methoxy)ethyl nucleosides, HPLC of Formula: 87865-78-9, the publication is Chemistry Letters (1987), 1787-90, database is CAplus.

3′,5′-O-Tetraisopropyldisiloxanylnucleosides I (R = benzoyladenine, uridine, R¹ = H) smoothly react with 2-methoxypropene to give I [R¹ = C(OMe)Me₂] in high yields without formation of diastereoisomers. These nucleosides were used as intermediates for oligonucleotide synthesis by the phosphotriester method. The (1-methyl-1-methoxy)ethyl group was removed rapidly from oligonucleotides by acid treatment.

Chemistry Letters 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 C12H9N3O4, HPLC of Formula: 87865-78-9.

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

James-Okoro, Paula-Peace O. published the artcilePhytochemical and in vitro antioxidant assessment of Yoyo bitters, Formula: C4H6O3, the publication is World News of Natural Sciences (2021), 1-17, database is CAplus.

In this paper, herbal bitters are widely used due to their numerous acclaimed health benefits in many Nigerian homes; however, many have not been subjected to scientific scrutiny. The aim of this study was to determine the phytochem. composition and antioxidant capacity of a non-alc. polyherbal formulation, Yoyo bitters, towards validating its broad pharmacol. claims. The phytochem. components of Yoyo bitters were ascertained by phytochem. screening assays and gas chromatog.-mass spectrometry (GC-MS). The antioxidant activity was investigated in vitro using 2,2-diphenyl-1-picryhydrazyl (DPPH) radical, hydrogen peroxide (H₂O₂) scavenging activity, total antioxidant capacity (TAC) and ferric reducing antioxidant power (FRAP) assays. Qual. phytochem. anal. of Yoyo bitters showed the presence of saponins, tannins, flavonoids, terpenoids, cardiac glycosides and anthocyanins. The total phenols, flavonoids, flavanols, tannins and carotenoids content were 14.741 ± 0.64 mg GAE/mL, 0.152 ± 0.01 mg RE/mL, 0.437 ± 0.02 mg RE/mL, 0.368 ± 0.04 mg TAE/mL and 0.016 ± 0.00 mg CAE/mL resp. GC-MS chromatogram revealed the presence of forty-three (43) phytochem. compounds with D-allose (41.81%), 1,6-anhydro-beta-D-glucofuranose (24.15%), 5-hydroxymethylfurfural (8.02%) and Z-6-pentadecen-1-ol acetate (3.50%) as the most abundant constituents. Yoyo bitters demonstrated effective antioxidant activity against DPPH and H₂O₂ with IC₅₀ values of 0.492 mg/mL and 0.629 mg/mL resp. compared to ascorbic acid of 0.161 mg/mL and 0.130 mg/mL resp. Total antioxidant capacity and ferric reducing antioxidant power of Yoyo bitters were 0.432 mg AAE/mL and 2.236 mg AAE/mL resp. This study validates the antioxidant capacity of Yoyo bitters and provides chem. basis for its acclaimed pharmacol. actions.

World News of Natural Sciences 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, Formula: C4H6O3.

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

Xu, Huan published the artcileStereocontrolled Entanglement-Directed Self-Alignment of Poly(lactic acid) Cylindrites, Category: tetrahydrofurans, the publication is Macromolecular Chemistry and Physics (2016), 217(23), 2567-2575, database is CAplus.

The concept of stereocontrolled entanglements, in which the tunable H-bonded chiral pairs serve as crosslinks to create topol. constraints on the local chain dynamics, is introduced to tailor the crystalline morphol. of stereocomplex poly(lactic acid). For the entanglements to be interconnected and activated, poly(D-lactic acid) with statistical branched architecture is incorporated, enabling the construction of 3D association with linear poly(L-lactic acid) chains. With thermodynamically graded disentanglement relaxation for the blends, the profound influence of entanglements on the crystalline morphol. is revealed during isothermal crystallization Orderly aligned cylindrites some with an exceptional length of over 500 μm, resembling the structural features of the classical shish-kebab superstructure, are observed in the blends penetrated with dense entanglement constraints. By contrast, only dendritic spherulites are formed in the highly disentangled blends. The selectively suppressed homo-crystallization by the entanglements offers insights into the contribution of constraints. This bottom-up strategy opens up pathways to engender oriented crystals of long-range order under quiescent conditions, which has potential implications for other chiral polymers.

Macromolecular Chemistry and Physics 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 C15H14O, Category: tetrahydrofurans.

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

Ogawa, Takashi published the artcileSolid-phase synthesis of oligoribonucleotides using 5′-9-fluorenylmethoxycarbonyl and 2′-1-(isopropoxyl)ethyl protection, Synthetic Route of 87865-78-9, the publication is Chemistry Letters (1991), 1169-72, database is CAplus.

The 1-(isopropoxy)ethyl group has been employed for the protection of the 2′-hydroxy groups of ribonucleoside residues in the synthesis of oligoribonucleotides by the phosphoramidite approach on a solid support, using a base-labile 5′-9-fluorenylmethoxycarbonyl group.

Chemistry Letters 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, Synthetic Route of 87865-78-9.

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

Timoshchuk, Victor A. published the artcileImproved and Reliable Synthesis of 3′-Azido-2′,3′-dideoxyguanosine Derivatives, COA of Formula: C26H45N5O7Si2, the publication is Nucleosides, Nucleotides & Nucleic Acids (2004), 23(1 & 2), 171-181, database is CAplus and MEDLINE.

An improved synthesis of N²-protected-3′-azido-2′,3′-dideoxyguanosine is described. Deoxygenation of 2′-O-alkyl (and/or aryl) sulfonyl-5′-dimethoxytritylguanosine coupled with [1,2]-hydride shift rearrangement gave protected 9-(2-deoxythreo-pentofuranosyl)guanines. This rearrangement was accomplished in high yield with a high degree of stereoselectivity using lithium triisobutylborohydride (L-Selectride). The resulting 2-deoxythreo-pentofuranosyl derivatives were transformed into 3′-O-mesylates, which can be used for 3′-substitution. The 3′-azido nucleosides were obtained by treatment of the 3′-O-mesylates with lithium azide. This procedure is reproducible with a good overall yield.

Nucleosides, Nucleotides & Nucleic Acids 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 C17H18N2O6, COA of Formula: C26H45N5O7Si2.

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

Groenewold, Gary S. published the artcileSignatures of Biologically Driven Hemicellulose Modification Quantified by Analytical Pyrolysis Coupled with Multidimensional Gas Chromatography Mass Spectrometry, Safety of 3-Hydroxydihydrofuran-2(3H)-one, the publication is ACS Sustainable Chemistry & Engineering (2020), 8(4), 1989-1997, database is CAplus.

Biomass storage conditions are a major source of feedstock quality variability that impact downstream preprocessing, feeding, handling and conversion into biofuels, chems. and products. Microbial activity in the stored biomass can result in heating that can modify or degrade the cell walls of the biomass, changing its characteristics. Anal. pyrolysis has been used to characterize biomass, but at temperatures typically used (∼600°C), differentiation of samples having different storage histories is subtle or non-existent. In this study, lower-temperature (400°C) pyrolysis was used to show large differences in corn stover samples that had experienced different biol. heating histories, indicated by pyrolysis products that were identified, and in several cases quantified using two-dimensional gas chromatog. / mass spectrometry. Pyrolysis of the samples originating from biomass that had experienced biol. heating during storage generated small oxygenates such as furfural, 5-Me furfural and 2-(5H)-furanone with efficiencies that were as much as ten times greater than those measured for samples that were not significantly heated. Most of the pyrolysis products with enhanced efficiencies were C5 oxygenates, suggesting formation from hemicellulosic precursor polymers in the corn stover. The findings suggest that biol. heating is disrupting the cell wall structure, fragmenting the hemicellulose or cellulose chains, and generating more polymer termini that have higher efficiency for generating the oxygenates at lower temperatures Further, anal. pyrolysis conducted at lower temperatures may be a beneficial strategy for improved biomass cell wall characterization, and for providing insights to understand and manage the feedstock variability to inform harvest and storage best management practices.

ACS Sustainable Chemistry & Engineering 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, Safety of 3-Hydroxydihydrofuran-2(3H)-one.

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