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Synthesis of novel 10,11-methylenedioxy-camptothecin glycoside derivatives and investigation of their anti-tumor effects in vivo

10,11-Methylenedioxy-camptothecin (FL118) is a novel camptothecin analogue that possesses exceptional antitumor efficacy in human tumor xenograft models. The aim of the current study was to develop novel 20-substituted FL118 derivatives coupled with glycosyl-succinic acid esters with improved antitumor efficacy. These FL118 glycoside derivatives were designed, synthesized and their cytotoxicity evaluated in three tumor cell lines (A-549, MDA-MB-231 and RM-1). All of the derivatives showed superior in vitro cytotoxic activity and were more potent than irinotecan in A549 and MDA-MB-231 cells. In mouse prostate cancer cells RM-1, 10,11-methylenedioxy-camptothecin rhamnoside 11b displayed significant activities with IC50 of 48.27 nM. Western blot analysis demonstrated that 11b inhibited survivin expression and induced cancer cells apoptosis. Further cell cycle analyses clearly showed 11b induced G2/M phase cell cycle arrest. Molecule docking studies suggested that the binding mode of 11b was different from that of the crystal complex of ligand topotecan in Top1/DNA. Importantly, 11b showed high in vivo antitumor efficacy in the RM-1 mouse model with transplantation of prostate cancer (TGI = 44.9%) at dose of 9 mg kg?1 without apparent toxicity.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.name: 2,3,4,6-Tetra-o-acetyl-D-glucopyranose. In my other articles, you can also check out more blogs about 10343-06-3

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 10343-06-3, Name is 2,3,4,6-Tetra-o-acetyl-D-glucopyranose, molecular formula is C14H20O10. In a Article£¬once mentioned of 10343-06-3, name: 2,3,4,6-Tetra-o-acetyl-D-glucopyranose

Synthesis of glycosyl chlorides using catalytic Appel conditions

The stereoselective synthesis of glycosyl chlorides using catalytic Appel conditions is described. Good yields of alpha-glycosyl chlorides were obtained using a range of glycosyl hemiacetals, oxalyl chloride and 5 mol% Ph3PO. For 2-deoxysugars treatment of the corresponding hemiacetals with oxalyl chloride without phosphine oxide catalyst also gave good yields of glycosyl chloride. The method is operationaly simple and the 5 mol% phosphine oxide by-product can be removed easily. Alternatively a one-pot, multi-catalyst glycosylation can be carried out to transform the glycosyl hemiacetal directly to a glycoside.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Synthesis of cyclosal-(glycopyranosyl-6)-phosphates as activated sugar phosphates

The synthesis of cycloSal-masked glycopyranosyl phosphates demands suitably protected precursors. A highly regioselective strategy for the preparation of cycloSal-(1,2,3,4-tetra-O-acetylglycopyranosyl-6)-phosphates was developed. Intermediate introduction of the Fmoc-group allowed the isolation of the 1,2,3,4-tetra-O-acetyl glycopyranoses to be skipped, thus, no isomerization occurred. Glycopyranoses were first converted into the 6-O-TBDMS-1,2,3,4-tetra- O-acetyl derivatives then, in a one-pot reaction, the silyl ether was cleaved and the resulting 1,2,3,4-tetra-O-acetyl glycopyranoses were trapped with Fmoc-chloride. In this exchange of protecting groups no acetyl group migration occurred. The 6-O-Fmoc-protected intermediates were selectively converted into the cycloSal-masked glycopyranosyl phosphates in a one-pot reaction. Finally, the reactivity of these activated glycopyranosyl-6-phosphates was demonstrated in the synthesis of 1,6-diglycopyranosyl-phosphates. The preparation of 6-Fmoc-protected glycopyranoses succeeded with up to 83 % yield starting from the corresponding glycopyranoses. With this strategy, the migration of acetyl groups can be avoided and the acceptor-substituted cycloSal phosphate triesters were prepared regioselectively. These activated glycopyranosyl-6-phosphates can be used in coupling reactions with nucleophiles. Copyright

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Design, synthesis and in vitro evaluation of d-glucose-based cationic glycolipids for gene delivery

A cationic lipid consists of a hydrophilic headgroup, backbone and hydrophobic tails which have an immense influence on the transfection efficiency of the lipid. In this paper, two novel series of cationic cyclic glycolipids with a quaternary ammonium headgroup and different-length hydrophobic tails (dodecyl, tetradecyl, hexadecyl) have been designed and synthesized for gene delivery. One contains lipids 1-3 with two hydrophobic alkyl chains linked to the glucose ring directly via an ether link. The other contains lipids 4-6 with two hydrophobic chains on the positively charged nitrogen atoms. All of the lipids were characterized for their ability to bind to DNA, size, zeta-potential, and toxicity. Atomic force microscopy showed that the lipids and DNA-lipid complexes were sphere-like forms. The lipids were used to transfer enhanced green fluorescent protein (EGFP-C3) to HEK293 cells without a helper lipid, the results indicated that lipids 4-6 have better transfection efficiency, in particular lipids 5-6 have similar or better efficiency, compared with the commercial transfection reagent lipofectamine 2000.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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10343-06-3, Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn’t involve a screen. 10343-06-3, C14H20O10. A document type is Article, introducing its new discovery.

Design, synthesis and in vitro evaluation of d-glucose-based cationic glycolipids for gene delivery

A cationic lipid consists of a hydrophilic headgroup, backbone and hydrophobic tails which have an immense influence on the transfection efficiency of the lipid. In this paper, two novel series of cationic cyclic glycolipids with a quaternary ammonium headgroup and different-length hydrophobic tails (dodecyl, tetradecyl, hexadecyl) have been designed and synthesized for gene delivery. One contains lipids 1-3 with two hydrophobic alkyl chains linked to the glucose ring directly via an ether link. The other contains lipids 4-6 with two hydrophobic chains on the positively charged nitrogen atoms. All of the lipids were characterized for their ability to bind to DNA, size, zeta-potential, and toxicity. Atomic force microscopy showed that the lipids and DNA-lipid complexes were sphere-like forms. The lipids were used to transfer enhanced green fluorescent protein (EGFP-C3) to HEK293 cells without a helper lipid, the results indicated that lipids 4-6 have better transfection efficiency, in particular lipids 5-6 have similar or better efficiency, compared with the commercial transfection reagent lipofectamine 2000.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 10343-06-3 is helpful to your research., 10343-06-3

10343-06-3, Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. 10343-06-3, Name is 2,3,4,6-Tetra-o-acetyl-D-glucopyranose, molecular formula is C14H20O10. In a Article£¬once mentioned of 10343-06-3

Synthesis of cyclosal-(glycopyranosyl-6)-phosphates as activated sugar phosphates

The synthesis of cycloSal-masked glycopyranosyl phosphates demands suitably protected precursors. A highly regioselective strategy for the preparation of cycloSal-(1,2,3,4-tetra-O-acetylglycopyranosyl-6)-phosphates was developed. Intermediate introduction of the Fmoc-group allowed the isolation of the 1,2,3,4-tetra-O-acetyl glycopyranoses to be skipped, thus, no isomerization occurred. Glycopyranoses were first converted into the 6-O-TBDMS-1,2,3,4-tetra- O-acetyl derivatives then, in a one-pot reaction, the silyl ether was cleaved and the resulting 1,2,3,4-tetra-O-acetyl glycopyranoses were trapped with Fmoc-chloride. In this exchange of protecting groups no acetyl group migration occurred. The 6-O-Fmoc-protected intermediates were selectively converted into the cycloSal-masked glycopyranosyl phosphates in a one-pot reaction. Finally, the reactivity of these activated glycopyranosyl-6-phosphates was demonstrated in the synthesis of 1,6-diglycopyranosyl-phosphates. The preparation of 6-Fmoc-protected glycopyranoses succeeded with up to 83 % yield starting from the corresponding glycopyranoses. With this strategy, the migration of acetyl groups can be avoided and the acceptor-substituted cycloSal phosphate triesters were prepared regioselectively. These activated glycopyranosyl-6-phosphates can be used in coupling reactions with nucleophiles. Copyright

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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10343-06-3, Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn¡¯t involve a screen. 10343-06-3, C14H20O10. A document type is Article, introducing its new discovery.

Direct anomeric O-arylation and O-hetarylation of glucose electron deficient aromatic and hetaromatic compounds in aryl and hetaryl glycoside synthesis

Anomeric O-arylation and O-hctarylation of tetra-O-bcnzyl-, tetra-O-acctyl-, and O-unprotected glucose (1a-c) can be directly performed with electron dcficienl aromatic and hctcroaromatic systems having fluoro- (2A-2F) or phenylsulfonyl (3B, 3G-3K), respectively, as leaving groups. The reactions were carried out in DMF as solvent at room temperature with NaH as the base; they led in the products 4 to an exchange of the leaving group by the glucopyranosyloxy moicly; mainly beta-products were obtained.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Each elementary reaction can be described in terms of its molecularity, the number of molecules that collide in that step. The slowest step in a reaction mechanism is the rate-determining step.you can also check out more blogs about 10343-06-3, 10343-06-3

10343-06-3, Name is 2,3,4,6-Tetra-o-acetyl-D-glucopyranose, molecular formula is C14H20O10, belongs to Tetrahydropyrans compound, is a common compound. In a patnet, assignee is FONTANA, Angelo10343-06-3, once mentioned the new application about 10343-06-3

BETA-GLYCOLIPIDS FOR USE AS ADJUVANTS

The present invention relates to beta-glycolipid derivatives, their preparation and use as adjuvants in vaccines, as being suitable for being co-administered with antigens for vaccine prophylaxis and therapy. In certain embodiments, the beta-glycolipid derivatives of the invention also in their salified or complex form, are suitable for being co-administered with antigens for both therapeutic and prophylactic purposes or for vaccine prophylaxis and therapy.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans

Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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The reactant in an enzyme-catalyzed reaction is called a substrate. 10343-06-3 Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction.I hope my blog about 10343-06-3 is helpful to your research.

10343-06-3, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.10343-06-3, Name is 2,3,4,6-Tetra-o-acetyl-D-glucopyranose, molecular formula is C14H20O10. In a Patent, authors is Zhu, Weiming£¬once mentioned of 10343-06-3

Double-indole maleic imide derivative and its preparation and use (by machine translation)

Provides a double-indole maleic imide derivative and its preparation and use. The double-indole maleic imide derivatives have good alpha – glucosidase inhibiting activity, can be used for the prevention and treatment of diabetes. (by machine translation)

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics