Month: December 2022

Gomez-Cruz, Irene published the artcileCombined Extraction and Ethanol Organosolv Fractionation of Exhausted Olive Pomace for Bioactive Compounds, Formula: C9H10O4, the publication is Advanced Sustainable Systems (2022), 6(4), 2100361, database is CAplus.

The olive pomace oil extracting industry generates large amounts of exhausted olive pomace (EOP), a lignocellulosic waste that needs to be managed according to sustainable criteria. The aim of this work is to devise an integrated strategy to valorize EOP by applying two-step extraction, and to evaluate the effect of an ethanol organosolv pretreatment on the delignification and enzymic hydrolysis of the extracted EOP. Once the extraction and organosolv pretreatment conditions are selected, solubilized lignin is recovered from the pretreatment liquor using different methods. In addition to those organosolv lignin samples, a lignin-rich solid is obtained after enzymic saccharification of the pretreated solid. All the lignin samples are fully characterized aiming at further valorization. The selected two-step aqueous extraction (85 °C, 90 min, 10% biomass) removes 89% of the extractives content in raw EOP and achieves the full recovery of phenols and mannitol content in that fraction, 4.7 mg gallic acid equivalent per g EOP and 4.5 mg g^-1 EOP, resp. The organosolv pretreatment (50% ethanol catalyzed with 1% H₂SO₄, 140 °C, 60 min, 15% biomass) results in a delignified solid with 81% of enzymic digestibility and a high purity organosolv lignin (>71%), rich in guaiacyl units.

Advanced Sustainable Systems published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Formula: C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhang, Yuan published the artcileTotal Synthesis of Brevenal, Name: (+)-B-Methoxydiisopinocampheylborane, the publication is Journal of the American Chemical Society (2011), 133(9), 3208-3216, database is CAplus and MEDLINE.

This Article describes the total synthesis of the marine ladder toxin brevenal (I) utilizing a convergent synthetic strategy. Critical to the success of this work was the use of olefinic-ester cyclization reactions and the utilization of glycal epoxides as precursors to C-C and C-H bonds.

Journal of the American Chemical Society published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C7H5ClN2S, Name: (+)-B-Methoxydiisopinocampheylborane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tao, Zhonglin published the artcileEnantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes, Product Details of C10H14O, the publication is Journal of the American Chemical Society (2018), 140(10), 3569-3573, database is CAplus and MEDLINE.

A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alc. as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol (I) and (+)-hinokiol (II).

Journal of the American Chemical Society published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C6H6N2O, Product Details of C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Furuya, Takeru published the artcileFluorination of Boronic Acids Mediated by Silver(I) Triflate, Computed Properties of 929626-18-6, the publication is Organic Letters (2009), 11(13), 2860-2863, database is CAplus and MEDLINE.

A regiospecific Ag-mediated fluorination reaction of aryl- and alkenylboronic acids and esters is reported. The fluorination reaction uses com. available reagents, does not require the addition of exogenous ligands, and can be performed on a multigram scale. This report discloses the first practical reaction sequence from arylboronic acid to aryl fluorides.

Organic Letters published new progress about 929626-18-6. 929626-18-6 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ester,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (3-(Methoxycarbonyl)-5-methylphenyl)boronic acid, and the molecular formula is C9H11BO4, Computed Properties of 929626-18-6.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Qu, Hongchang published the artcileNew analogs of the clinical complement inhibitor compstatin with subnanomolar affinity and enhanced pharmacokinetic properties, Category: ethers-buliding-blocks, the publication is Immunobiology (2013), 218(4), 496-505, database is CAplus and MEDLINE.

Therapeutic modulation of the complement system has become increasingly important in line with the growing recognition of the role of complement in numerous diseases. Compstatin, a peptidic inhibitor that acts at the central level of the complement cascade, is currently in clin. evaluation but routes to improve its efficacy have not yet been fully explored. Here, we report improvements in both the inhibitory potency and pharmacokinetic parameters of compstatin that broaden its clin. applications. Selective modification of the compstatin N-terminus with non-proteinogenic amino acids resulted in the first analog with subnanomolar binding affinity (K_D = 0.5 nM) and other similarly potent derivatives with improved solubility in clin. relevant solvents. Detailed structure-activity relationship studies based on biophys. and computational methods revealed key structural determinants for the observed improvements. Importantly, pharmacokinetic evaluation in non-human primates revealed target-driven elimination kinetics with plasma half-life values exceeding expectations for peptidic drugs (close to 12 h). This successful optimization strategy is expected to pave the way for systemic administration of compstatin in a range of clin. conditions.

Immunobiology published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Stasse, Margot published the artcileElaboration of double emulsion-based polymeric capsules for fragrance, Category: ethers-buliding-blocks, the publication is Colloid and Polymer Science (2021), 299(2), 179-191, database is CAplus.

Abstract: We aim at encapsulating fragrances made of a variety of lipophilic species to slow down their diffusion. Our strategy is to develop capsules by polymerizing the water intermediate phase of an oil-in-water-in-oil double emulsion. In other terms, our system consists in a direct emulsion of fragrance (O1) in a water phase (W) containing monomer, initiator, and cross-linker. To obtain the double emulsion, this direct emulsion, stabilized by a hydrophilic surfactant, is itself dispersed in an external lipophilic solvent used in perfumery (O2) and stabilized by a lipophilic surfactant. Polymerization of the intermediate water phase aims at obtaining a 3D network. Differently from nowadays-proposed capsules, this strategy allows polymerization only taking place in the water phase rather in the phase containing the fragrance. Moreover, the obtained 3D network is supposed to play the role of an effective barrier limiting the diffusion of the inner lipophilic species towards either the external solvent or air. Such an approach implies the combination of a formulation step to elaborate the double emulsion using two antagonistic surfactants, a hydrophilic one and a lipophilic one, and of the polymerization of the intermediate phase. Insertion of the polymerizable species in the double emulsion shall not destabilize it. Some monomers exhibiting interfacial affinity and interfering with the formulation of the double emulsion have to be avoided. By varying the nature of the monomers and the cross-linker to monomer ratio, capsules with high encapsulation efficiencies and with various mech. properties have been obtained.

Colloid and Polymer Science published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C8H8N2OS, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Koecher, Steffen published the artcileTailored Ahp-cyclodepsipeptides as Potent Non-covalent Serine Protease Inhibitors, Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Angewandte Chemie, International Edition (2017), 56(29), 8555-8558, database is CAplus and MEDLINE.

The S1 serine protease family is one of the largest and most biol. important protease families. Despite their biomedical significance, generic approaches to generate potent, class-specific, bioactive non-covalent inhibitors for these enzymes are still limited. In this work, we demonstrate that Ahp-cyclodepsipeptides represent a suitable scaffold for generating target-tailored inhibitors of serine proteases. For efficient synthetic access, we developed a practical mixed solid- and solution-phase synthesis that we validated through performing the first chem. synthesis of the two natural products Tasipeptin A and B. The suitability of the Ahp-cyclodepsipeptide scaffold for tailored inhibitor synthesis is showcased by the generation of the most potent human HTRA protease inhibitors to date. We anticipate that our approach may also be applied to other serine proteases, thus opening new avenues for a systematic discovery of serine protease inhibitors.

Angewandte Chemie, International Edition published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Gao, Xuguang published the artcileTotal synthesis of the putative structure of the proposed Banyasin A, COA of Formula: C21H37BO, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2015), 1-7, database is CAplus and MEDLINE.

The first total synthesis of four possible isomers of a mol. possessing the configuration proposed for Banyasin A is described. The structure synthesized appears to be different from that of the natural product.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, COA of Formula: C21H37BO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Grolik, Jaroslaw published the artcileRegioselective synthesis of the 4,5-dialkoxy-2-nitroanilines bearing two different alkoxy substituents, Computed Properties of 91-16-7, the publication is Tetrahedron Letters (2022), 153830, database is CAplus.

This article reported the regioselective and chemoselective synthesis of 4,5-dialkoxy-2-nitroanilines I [R¹ = Me, Et, i-Bu, etc.; R² = Me, i-Pr, n-Bu, etc.] substituted with two alkoxys at C-4 and C-5. Here the optimization protocol of the transetherification reaction used to synthesize 20 new compounds with good to excellent yields (50-92%) was showed. A simple and efficient one-step procedure was described that could be applied to obtain a significant number of pharmacol. active compounds, including antimalarial drug Primaquine analogs.

Tetrahedron Letters published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 91-16-7.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wipf, Peter published the artcileSynthesis and Biological Evaluation of Structurally Highly Modified Analogues of the Antimitotic Natural Product Curacin A, Computed Properties of 99438-28-5, the publication is Journal of Medicinal Chemistry (2002), 45(9), 1901-1917, database is CAplus and MEDLINE.

Structure-activity relationship anal. of synthetic analogs of curacin A revealed the lack of activity of traditional heterocyclic replacements of the thiazoline ring or cyclopropyl analogs of the core diene segment. The significance of the C(3)-C(4)-(Z)-alkene geometry was established, and a novel oxime analog was designed that displays biol. properties that are a close match of the natural product lead. The much less lipophilic, structurally simplified oxime I was only slightly weaker at inhibiting the growth of cultured human tumor cells than the natural product and was found to be more potent than curacin A at inhibiting the assembly of purified tubulin. Accordingly, the oxime moiety is likely to serve as a novel bioisostere of the (Z)-alkene group.

Journal of Medicinal Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C3H6O2, Computed Properties of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem