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Enantioselective synthesis of stephacidin B

We describe an enantioselective synthetic route to the antiproliferative alkaloid stephacidin B (1) proceeding in 18 steps and 4.0% yield from 4,4-(ethylenedioxy)-2,2-dimethylcyclohexanone (3). Key features of the synthetic sequence include the use of the Corey-Bakshi-Shibata (CBS) reduction to introduce asymmetry early in the synthetic route, use of the novel electrophile N-(tert-butoxycarbonyl)-5-(isopropylsulfonyloxymethyl)-2,3-dihydropyrrole in a stereoselective enolate alkylation, a diastereoselective Strecker-type addition of hydrogen cyanide to an N-Boc enamine substrate in the solvent hexafluoroisopropanol, platinum-catalyzed nitrile hydrolysis under neutral conditions, cyclization of an acylamino radical intermediate to form the diketopiperazine core of stephacidin B, and implementation of a convergent procedure for introduction of the key 3-alkylidene-3H-indole 1-oxide functional group in the final stage of the route to prepare the structure 2, previously proposed to be the fungal metabolite avrainvillamide (17 steps, 4.2% yield). We observed that synthetic (-)-2 dimerized in the presence of triethylamine to form (+)-stephacidin B (>95%). We also obtained evidence that 2 can form 1 under mild conditions, and that 2 reacts with nucleophiles, such as methanol, by conjugate addition. Copyright

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Some scientific research about 25021-08-3

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Photo-labile compounds, their synthesis and use as fluorophores

STR1 Compounds of formulae (I), (II) wherein X is an optionally substituted benzyl group which carries an NO2 group in the ortho-position, Z is a group of formula alpha or beta, R, R’ and Y are each optionally substituted groups, R” is hydrogen or alkyl, m and n are each integers of from 1 to 6, and q is an integer of from 1 to 20, and salts thereof. These protected or caged organic compounds, based on the dyes fluorescein (I) and rhodamine (II), can be introduced into biological systems and there released by means of light radiation. They are suitable, for example, for use in the labelling of proteins or lipophilic structures. Processes for the preparation of the compounds are also described.

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A noncatalytic approach to hetaryl-annulated 1,2,4-thiadiazine-1,1-dioxides

A set of synthetic procedures was developed to yield functionalized pyrido-, pyrimido-, and thiazo-annulated thiadiazine-1,1-dioxides on a preparative scale. In all cases the thiadiazine-1,1-dioxide ring closure was carried out through a reaction of hetaryl-sulfonyl chlorides with amidines under mild noncatalytic conditions. In the case of 2-chloropyridine-3-sulfonyl chloride derivatives and 2,4-dichlorothiazole-5-sulfonyl chloride open-chain sulfonylated amidine intermediates were isolated and then subjected to the cyclization step. The reaction with 2,4-dichloropyrimidine-5-sulfonyl chloride gave rise to the corresponding thiadiazine-1,1-dioxides in one-pot. Similarly, a reaction of 2-chloropyridine-3-sulfonamide with lactime ethers proceeded in one-pot readily giving the corresponding thiadiazine-1,1-dioxides. Remaining chlorine atoms on the prepared hetaryl-annulated benzothiadiazine-1,1-dioxides readily undergo aromatic nucleophilic displacement reactions serving thus as additional variation points for the design of biologically potent compounds.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Quality Control of 1-(4-Methoxyphenyl)-1H-pyrrole-2,5-dione, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 1081-17-0, Name is 1-(4-Methoxyphenyl)-1H-pyrrole-2,5-dione, molecular formula is C11H9NO3

Systematic exploration of Astragalus membranaceus and Panax ginseng as immune regulators: Insights from the comparative biological and computational analysis

Background: Immune system plays a decisive role for defending various pathogenic microorganisms. Astragalus membranaceus (AM) and Panax ginseng (PG) are two tonic herbs used in traditional Chinese medicine (TCM) as immune booster and help to control diseases with their healthy synergistic effect on immune system. Purpose: This study was aimed to investigate the promote effect and molecular mechanisms of AM and PG on immune system as booster and to control the target diseases using animal and computational systematic study. Methods: Computational models including absorption, distribution, metabolism, and elimination (ADME) with weighted ensemble similarity (WES) algorithm-based models and ClueGo network analysis were used to find the potential bioactive compounds targets and pathways, which were responsible for immune regulation. Viscera index analysis, proliferation activity of splenic lymphocytes and cytotoxic activity of NK cells assays were performed to validate the effect of AM and PG on immune system of long-term administrated mice. Metabonomic study of mice plasma was conducted to investigate effect of AM and PG on the endogenous metabolic perturbations, together with correlation analysis. Results: AM and PG simultaneously showed the ability to strengthen the immune system function including enhancement of spleen and thymus index, proliferation of splenic lymphocytes and cytotoxic activity of NK cells. Besides, the different molecular mechanisms of AM and PG on immune regulation were also investigated by analyzing the potential bioactive compounds, enzymes actions and pathways. Quercetin, formononetin and kaempferol were the main immune-related compounds in AM, while ginsenoside Ra1, ginsenoside Rh1 and kaempferol in PG. About 10 target proteins were found close to immune regulation, including acetylcholinesterase (ACHE, common target in AM and PG), sphingosine kinase 1(SPHK1), cytidine deaminase (CDA), and Choline O-acetyltransferase (CHAT). Glycerophospholipid metabolism was regulated in both AM and PG groups. Pyrimidine metabolism and sphingolipid metabolism were considered as the special pathway in AM groups. Energy metabolism and glycerolipid metabolism were the special pathways in PG groups. Conclusion: A novel comprehensive molecular mechanism analysis method was established and applied to clarify the scientific connotation of AM and PG as immune regulation, with similar herbal tonic effect provided in clinical practice of TCM, which can provide a new line of research for drug development (immune booster) using AM and PG.

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NOVEL ANTIVIRAL COMPOUNDS

The present invention relates to compounds of formula (A), as further defined herein, having antiviral activity, morespecifically HIV (Human Immunodeficiency Virus) replication inhibiting 5 properties. The invention also relates to pharmaceutical compositions comprising an effective amount of such compounds as active ingredients. The invention further relates to the use of such compounds, optionally combined with one or more other drugs having antiviral activity, for the treatment of animals suffering from viral infections, in particular HIV infection

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Synthesis of granulatimide positional analogues.

The Stille coupling reaction of the stannylindole 13 with the 5-iodoimidazole derivative 14 (or 27) in the presence of PdCl(2)(PPh(3))(2) gave the corresponding indole-imidazole coupling product 15 (or 28), thereby affording a synthetic approach to 10-methylgranulatimide (7), 15-methylgranulatimide (11), and 10, 15-dimethylgranulatimide (12), as well as 10-methylisogranulatimide B (5).

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 69778-83-2, name is 4-Methoxy-1H-pyrrol-2(5H)-one, introducing its new discovery. Application In Synthesis of 4-Methoxy-1H-pyrrol-2(5H)-one

Synthetic routes to pyrrolizine-1,5-dione derivatives by flash vacuum pyrolysis of amidomethylene derivatives of Meldrum’s acid

Methoxymethylene Meldrum’s acid 1 reacts with 5- and 6-membered lactams in refluxing acetonitrile to give the N-substituted products 9-15. If the reactions are continued for extended times, the Meldrum’s acid derivatives decompose to provide enamidoesters e.g.22-24. Flash vacuum pyrolysis of the 5-membered ring products 9-13 provides reasonable yields of the fused pyrrolones 31-35. The constitution of the products is supported by X-ray crystal structures of 10, 12, 19, 32 and 34. The Royal Society of Chemistry 2009.

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Related Products of 5264-35-7, Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, and a compound is mentioned, 5264-35-7, 5-Methoxy-3,4-dihydro-2H-pyrrole, introducing its new discovery.

Synthesis and antimuscarinic activity of some N-(4-dimethylaminomethyl- 2-phenyl-[1,3]dioxolan-2-ylmethyl)lactam methiodides

A series of 1,3-dioxolane-based ligands, having a lactam function were synthesized and tested as potential muscarinic antagonists. The compounds display moderate affinity for the three receptor subtypes M1-M3, with significant selectivity for the M1-M3 over the M2 subtype.

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Pyrroline – Wikipedia,
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1122-10-7, Name is 3,4-Dibromo-1H-pyrrole-2,5-dione, belongs to pyrrolines compound, is a common compound. Computed Properties of C4HBr2NO2In an article, once mentioned the new application about 1122-10-7.

Photocycloadditions of thiomaleimides

Thiomaleimides, generated by the addition of bromomaleimides to thiols including cysteine, undergo highly efficient [2+2] photocycloadditions.

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Synthetic Route of 1081-17-0, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.1081-17-0, Name is 1-(4-Methoxyphenyl)-1H-pyrrole-2,5-dione, molecular formula is C11H9NO3. In a article£¬once mentioned of 1081-17-0

Isoquinoline Alkaloids from Fumaria officinalis L. and Their Biological Activities Related to Alzheimer’s Disease

Two new isoquinoline alkaloids, named fumaranine (2) and fumarostrejdine (10), along with 18 known alkaloids were isolated from aerial parts of Fumaria officinalis. The structures of the isolated compounds were elucidated on the basis of spectroscopic analyses and by comparison with literature data. The absolute configuration of the new compound 2 was determined by comparing its circular dichroism spectra with those of known analogs. Compounds isolated in sufficient amounts were evaluated for their acetylcholinesterase, butyrylcholinesterase, prolyl oligopeptidase (POP), and glycogen synthase kinase-3beta inhibitory activities. Parfumidine (8) and sinactine (15) exhibited potent POP inhibition activities (IC50 99¡À5 and 53¡À2 muM, resp.).

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem