Tag: M.W=250-300

Rushworth, James L.; Montgomery, Katherine S.; Cao, Benjamin; Brown, Robert; Dibb, Nick J.; Nilsson, Susan K.; Chiefari, John; Fuchter, Matthew J. published the artcile< Glycosylated Nanoparticles Derived from RAFT Polymerization for Effective Drug Delivery to Macrophages>, Synthetic Route of 4064-06-6, the main research area is macrophage targeting drug carrier polymer; CD206; drug delivery; glycopolymers; macrophages; mannose; tumor-associated macrophages.

The functional group tolerance and simplicity of reversible addition fragmentation chain transfer (RAFT) polymerization enable its use in the preparation of a wide range of functional polymer architectures for a variety of applications, including drug delivery. Given the role of tumor-associated macrophages (TAMs) in cancer and their dependence on the tyrosine kinase receptor FMS (CSF-1R), the key aim of this work was to achieve effective delivery of an FMS inhibitor to cells using a polymer delivery system. Such a system has the potential to exploit biol. features specific to macrophages and therefore provide enhanced selectivity. Building on our prior work, we have prepared RAFT polymers based on a poly(Bu methacrylate-co-methacrylic acid) diblock, which were extended with a hydrophilic block, a cross-linker, and a mannose-based monomer scaffold, exploiting the abundance of macrophage mannose receptors (MMRs, CD206) on the surface of macrophages. We demonstrate that the prepared polymers can be assembled into nanoparticles and are successfully internalized into macrophages, in part, via the MMR (CD206). Finally, we showcase the developed nanoparticles in the delivery of an FMS inhibitor to cells, resulting in inhibition of the FMS receptor. As such, this study lays the groundwork for further drug-delivery studies aimed at specifically targeting TAMs with molecularly targeted therapeutics.

ACS Applied Bio Materials published new progress about Biological uptake. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Synthetic Route of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Vezse, Panna; Benda, Bianka; Fekete, Andras; Golcs, Adam; Toth, Tunde; Huszthy, Peter published the artcile< Covalently Immobilizable Tris(Pyridino)-Crown Ether for Separation of Amines Based on Their Degree of Substitution>, Name: Triphenylmethanol, the main research area is amine separation trispyridinocrown ether mol recognition; biogenic amine; crown ether; molecular recognition; separation.

A great number of biol. active compounds contain at least one amine function. Appropriate selectivity can only be accomplished in a few cases upon the substitution of these groups, thus functionalization of amines generally results in a mixture of them. The separation of these derivatives with very similar characteristics can only be performed on a preparative scale or by applying pre-optimized HPLC methods. A tris(pyridino)-crown ether was designed and synthesized for overcoming these limitations at a mol. level. It is demonstrated, that this selector mol. is able to distinguish protonated primary, secondary and tertiary amines by the formation of reversible complexes with different stabilities. This degree of substitution-specific mol. recognition of amines opens the door to develop separation processes primarily focusing on the purification of biol. active compounds in a nanomolar scale.

Molecules published new progress about Crown ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Name: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Santana, Andres G.; Montalvillo-Jimenez, Laura; Diaz-Casado, Laura; Mann, Enrique; Jimenez-Barbero, Jesus; Gomez, Ana M.; Asensio, Juan Luis published the artcile< Single-Step Glycosylations with 13C-Labelled Sulfoxide Donors: A Low-Temperature NMR Cartography of the Distinguishing Mechanistic Intermediates>, Related Products of 4064-06-6, the main research area is NMR glycosylation cartog glycosyl sulfoxide donor intermediate detection monitoring; NMR spectroscopy; carbohydrates; glycosylation; isotopic labelling; reaction mechanisms.

Glycosyl sulfoxides have gained recognition in the total synthesis of complex oligosaccharides and as model substrates for dissecting the mechanisms involved. Reactions of these donors are usually performed under pre-activation conditions, but an exptl. more convenient single-step protocol has also been reported, whereby activation is performed in the presence of the acceptor alc.; yet, the nature and prevalence of the reaction intermediates formed in this more complex scenario have comparatively received minimal attention. Herein, a systematic NMR-based study employing both 13C-labeled and unlabeled glycosyl sulfoxide donors for the detection and monitoring of marginally populated intermediates is reported. The results conclusively show that glycosyl triflates play a key role in these glycosylations despite the presence of the acceptor alc. Importantly, the formation of covalent donor/acceptor sulfonium adducts was identified as the main competing reaction, and thus a non-productive consumption of the acceptor that could limit the reaction yield was revealed.

Chemistry – A European Journal published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lutz, Marius D. R.; Gasser, Valentina C. M.; Morandi, Bill published the artcile< Shuttle arylation by Rh(I) catalyzed reversible carbon-carbon bond activation of unstrained alcohols>, Electric Literature of 76-84-6, the main research area is tertiary alc green preparation crystal structure mol; triaryl alc ketone bond activation rhodium catalyst.

Herein, a rhodium(I)-catalyzed shuttle arylation cleaving the C(sp2)-C(sp3) bond in unstrained triaryl alcs. via a redox-neutral β-carbon elimination mechanism was reported. A selective transfer hydrocarbylation of substituted (hetero)aryl groups from tertiary alcs. to ketones was realized, employing benign alcs. as latent C-nucleophiles. All preliminary mechanistic experiments support a reversible β-carbon elimination/migratory insertion mechanism. In a broader context, this novel reactivity offers a new platform for the manipulation of tertiary alcs. in catalysis.

Chem published new progress about Bond activation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Electric Literature of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Isilar, Ozer; Bulut, Adnan; Sahin Yaglioglu, Ayse; Demirtas, Ibrahim; Arat, Esra; Turk, Mustafa published the artcile< Synthesis and biological evaluation of novel urea, thiourea and squaramide diastereomers possessing sugar backbone>, Formula: C12H20O6, the main research area is antiproliferative antitumor aminoglycoside disaccharide preparation; aminoglycoside disaccharide preparation urea thiourea squaramide human; Antiproliferative activity; Cytotoxicity; Squaramide; Sugar; Thiourea; Urea.

A series of novel chiral 14 urea, thiourea and squaramide stereoisomers possessing carbohydrate backbones as well as amide functional groups was synthesized and characterized by their, 1H NMR, 13C NMR, FT-IR, HRMS, optical rotation, and m.ps. Their antiproliferative activities were investigated against HeLa and PC3 cell lines. Aminoglycosides I (X = S, O) showed better activities at 25μM against PC3 cell line with respect to the standard 5-fluorouracil (5-FU). Especially, the compounds 9 and 11 showed higher activities than the standard 5-FU even at low concentration (5μM) against HeLa cell line. IC50 results also confirm these activities. The compounds I (X = S, O) have the IC50 values of 1.10μM and 1.02μM, resp. while 5-FU has 2.51μM.

Carbohydrate Research published new progress about Aminoglycosides Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Vezse, Panna; Benda, Bianka; Fekete, Andras; Golcs, Adam; Toth, Tunde; Huszthy, Peter published the artcile< Covalently Immobilizable Tris(Pyridino)-Crown Ether for Separation of Amines Based on Their Degree of Substitution>, Name: Triphenylmethanol, the main research area is amine separation trispyridinocrown ether mol recognition; biogenic amine; crown ether; molecular recognition; separation.

A great number of biol. active compounds contain at least one amine function. Appropriate selectivity can only be accomplished in a few cases upon the substitution of these groups, thus functionalization of amines generally results in a mixture of them. The separation of these derivatives with very similar characteristics can only be performed on a preparative scale or by applying pre-optimized HPLC methods. A tris(pyridino)-crown ether was designed and synthesized for overcoming these limitations at a mol. level. It is demonstrated, that this selector mol. is able to distinguish protonated primary, secondary and tertiary amines by the formation of reversible complexes with different stabilities. This degree of substitution-specific mol. recognition of amines opens the door to develop separation processes primarily focusing on the purification of biol. active compounds in a nanomolar scale.

Molecules published new progress about Crown ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Name: Triphenylmethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Santana, Andres G.; Montalvillo-Jimenez, Laura; Diaz-Casado, Laura; Mann, Enrique; Jimenez-Barbero, Jesus; Gomez, Ana M.; Asensio, Juan Luis published the artcile< Single-Step Glycosylations with 13C-Labelled Sulfoxide Donors: A Low-Temperature NMR Cartography of the Distinguishing Mechanistic Intermediates>, Related Products of 4064-06-6, the main research area is NMR glycosylation cartog glycosyl sulfoxide donor intermediate detection monitoring; NMR spectroscopy; carbohydrates; glycosylation; isotopic labelling; reaction mechanisms.

Glycosyl sulfoxides have gained recognition in the total synthesis of complex oligosaccharides and as model substrates for dissecting the mechanisms involved. Reactions of these donors are usually performed under pre-activation conditions, but an exptl. more convenient single-step protocol has also been reported, whereby activation is performed in the presence of the acceptor alc.; yet, the nature and prevalence of the reaction intermediates formed in this more complex scenario have comparatively received minimal attention. Herein, a systematic NMR-based study employing both 13C-labeled and unlabeled glycosyl sulfoxide donors for the detection and monitoring of marginally populated intermediates is reported. The results conclusively show that glycosyl triflates play a key role in these glycosylations despite the presence of the acceptor alc. Importantly, the formation of covalent donor/acceptor sulfonium adducts was identified as the main competing reaction, and thus a non-productive consumption of the acceptor that could limit the reaction yield was revealed.

Chemistry – A European Journal published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lutz, Marius D. R.; Gasser, Valentina C. M.; Morandi, Bill published the artcile< Shuttle arylation by Rh(I) catalyzed reversible carbon-carbon bond activation of unstrained alcohols>, Electric Literature of 76-84-6, the main research area is tertiary alc green preparation crystal structure mol; triaryl alc ketone bond activation rhodium catalyst.

Herein, a rhodium(I)-catalyzed shuttle arylation cleaving the C(sp2)-C(sp3) bond in unstrained triaryl alcs. via a redox-neutral β-carbon elimination mechanism was reported. A selective transfer hydrocarbylation of substituted (hetero)aryl groups from tertiary alcs. to ketones was realized, employing benign alcs. as latent C-nucleophiles. All preliminary mechanistic experiments support a reversible β-carbon elimination/migratory insertion mechanism. In a broader context, this novel reactivity offers a new platform for the manipulation of tertiary alcs. in catalysis.

Chem published new progress about Bond activation. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Electric Literature of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Isilar, Ozer; Bulut, Adnan; Sahin Yaglioglu, Ayse; Demirtas, Ibrahim; Arat, Esra; Turk, Mustafa published the artcile< Synthesis and biological evaluation of novel urea, thiourea and squaramide diastereomers possessing sugar backbone>, Formula: C12H20O6, the main research area is antiproliferative antitumor aminoglycoside disaccharide preparation; aminoglycoside disaccharide preparation urea thiourea squaramide human; Antiproliferative activity; Cytotoxicity; Squaramide; Sugar; Thiourea; Urea.

A series of novel chiral 14 urea, thiourea and squaramide stereoisomers possessing carbohydrate backbones as well as amide functional groups was synthesized and characterized by their, 1H NMR, 13C NMR, FT-IR, HRMS, optical rotation, and m.ps. Their antiproliferative activities were investigated against HeLa and PC3 cell lines. Aminoglycosides I (X = S, O) showed better activities at 25μM against PC3 cell line with respect to the standard 5-fluorouracil (5-FU). Especially, the compounds 9 and 11 showed higher activities than the standard 5-FU even at low concentration (5μM) against HeLa cell line. IC50 results also confirm these activities. The compounds I (X = S, O) have the IC50 values of 1.10μM and 1.02μM, resp. while 5-FU has 2.51μM.

Carbohydrate Research published new progress about Aminoglycosides Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Formula: C12H20O6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Yunqin; He, Haiqing; Chen, Zixi; Huang, Yingying; Xiang, Guisheng; Li, Penghua; Yang, Xingkuan; Lu, Gang; Xiao, Guozhi published the artcile< Merging Reagent Modulation and Remote Anchimeric Assistance for Glycosylation: Highly Stereoselective Synthesis of α-Glycans up to a 30-mer>, SDS of cas: 4064-06-6, the main research area is branched oligosaccharide preparation glycosylation reagent modulation anchimeric assistance; 1,2-cis glycosylation; reagent modulation; remote anchimeric assistance; structure elucidation; synthetic methods.

The efficient synthesis of long, branched, and complex carbohydrates containing multiple 1,2-cis glycosidic linkages is a long-standing challenge. Here, we report a merging reagent modulation and 6-O-levulinoyl remote anchimeric assistance glycosylation strategy, which is successfully applied to the first highly stereoselective synthesis of the branched Dendrobium Huoshanense glycans and the linear Longan glycans containing up to 30 contiguous 1,2-cis glucosidic bonds. DFT calculations shed light on the origin of the much higher stereoselectivities of 1,2-cis glucosylation with 6-O-levulinoyl group than 6-O-acetyl or 6-O-benzoyl groups. Orthogonal one-pot glycosylation strategy based on glycosyl ortho-alkynylbenzoates and ortho-(1-phenylvinyl)benzoates has been demonstrated in the efficient synthesis of complex glycans, precluding such issues as aglycon transfer inherent to orthogonal one-pot synthesis based on thioglycosides.

Angewandte Chemie, International Edition published new progress about Dendrobium catenatum. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, SDS of cas: 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts