Category: 69778-83-2

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Two-step synthesis of the bipyrrole precursor of prodigiosins

The key intermediate in the synthesis of prodigiosins, 4-methoxy-2, 2?-bipyrrole-5-carboxaldehyde, has been prepared in two steps and 65% overall yield from the commercially available 4-methoxy-3-pyrrolin-2-one.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application of 69778-83-2, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 69778-83-2, molcular formula is C5H7NO2, introducing its new discovery.

Stereochemistry and Mechanism of Undecylprodigiosin Oxidative Carbocyclization to Streptorubin B by the Rieske Oxygenase RedG

The prodiginines are a group of specialized metabolites that share a 4-methoxypyrrolyldipyrromethene core structure. Streptorubin B is a structurally remarkable member of the prodiginine group produced by Streptomyces coelicolor A3(2) and other actinobacteria. It is biosynthesized from undecylprodigiosin by an oxidative carbocyclization catalyzed by the Rieske oxygenase-like enzyme RedG. Undecylprodigiosin derives from the RedH-catalyzed condensation of 2-undecylpyrrole and 4-methoxy-2, 2?-bipyrrole-5-carboxaldehyde (MBC). To probe the mechanism of the RedG-catalyzed reaction, we synthesized 2-(5-pentoxypentyl)-pyrrole, an analogue of 2-undecylpyrrole with an oxygen atom next to the site of C-C bond formation, and fed it, along with synthetic MBC, to Streptomyces albus expressing redH and redG. This resulted in the production of the 6?-oxa analogue of undecylprodigiosin. In addition, a small amount of a derivative of this analogue lacking the n-pentyl group was produced, consistent with a RedG catalytic mechanism involving hydrogen abstraction from the alkyl chain of undecylprodigiosin prior to pyrrole functionalization. To investigate the stereochemistry of the RedG-catalyzed oxidative carbocyclization, [7?-2H](7?R)-2-undecylpyrrole and [7?-2H](7?S)-2-undecylpyrrole were synthesized and fed separately, along with MBC, to S. albus expressing redH and redG. Analysis of the extent of deuterium incorporation into the streptorubin B produced in these experiments showed that the pro-R hydrogen atom is abstracted from C-7? of undecylprodigiosin and that the reaction proceeds with inversion of configuration at C-7?. This contrasts sharply with oxidative heterocyclization reactions catalyzed by other nonheme iron-dependent oxygenase-like enzymes, such as isopenicillin N synthase and clavaminate synthase, which proceed with retention of configuration at the carbon center undergoing functionalization. (Chemical Equation Presented).

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 69778-83-2 is helpful to your research. Application of 69778-83-2

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Synthetic Route of 69778-83-2, 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.69778-83-2, Name is 4-Methoxy-1H-pyrrol-2(5H)-one, molecular formula is C5H7NO2. In a article£¬once mentioned of 69778-83-2

Novel benzopyranylpyrrolinone derivatives

Compounds of the formula STR1 wherein: R1 is cyano or nitro; R2 and R3 are independently hydrogen or lower alkyl; and R4 is alkyl; alkenyl; optionally substituted phenyl or phenyl lower alkyl; –(CH2)m OR2 or –(CH2)m N(R2)2 ; wherein m is an integer of 1-5 and R2 is as defined above; or a pharmaceutically acceptable ester thereof; are smooth muscle relaxants, particularly useful in the treatment of hypertension.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application of 69778-83-2, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.69778-83-2, Name is 4-Methoxy-1H-pyrrol-2(5H)-one, molecular formula is C5H7NO2. In a Article£¬once mentioned of 69778-83-2

Metal-Free and Versatile Synthetic Routes to Natural and Synthetic Prodiginines from Boron Dipyrrin

Prodiginines, as a family of bacterial alkaloids, possess a number of interesting biological activities. New, concise synthetic routes for the facile preparation of both synthetic and natural prodiginines in good yields have been developed, which use BODIPY functionalization reactions, such as condensation, nucleophilic substitution, and BF2 deprotection. This new metal-free synthetic method opens the door toward a wide variety of C-ring functionalized prodiginines, including those that are not possible to obtain through current synthetic methods, for their advanced biological activities.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Safety of 4-Methoxy-1H-pyrrol-2(5H)-one. Introducing a new discovery about 69778-83-2, Name is 4-Methoxy-1H-pyrrol-2(5H)-one

Total Synthesis and Biological Evaluation of Hybrubin A

Here, we report the first total synthesis of hybrubin A, a bipyrrole tetramic acid alkaloid representing a new carbon framework derived from convergent (truncated red cluster and exogenous hbn cluster) biosynthetic pathways. A highly convergent synthesis was developed, employing 4-methoxy-1,5-dihydro-2H-pyrrol-2-one (13) as a single starting material to provide hybrubin A in three steps from 13 and 20.8% overall yield. As no biological activity was prescribed to hybrubin A except for a lack of cytotoxicity, we further profiled this unique alkaloid across panels of discrete molecular targets. Interestingly, hybrubin A was found to be a ligand for a variety of GPCRs with a propensity for potent binding across therapeutically relevant adenosine receptors (A1, A2a, and A3) as well as a potent activity at a kinase, FLT3. This pattern of biological activity is distinct from other related prodigiosin natural and unnatural products and is even more intriguing in the absence of cytotoxicity.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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METHODS FOR TREATING ARTHRITIS USING TRIHETEROCYCLIC COMPOUNDS

The present invention relates to methods for treating or preventing arthritis comprising administering a Triheterocyclic Compound. In one embodiment, the present invention relates to methods of using Triheterocyclic Compounds for treating or preventing rheumatoid arthritis comprising administering a Triheterocyclic Compound.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Chemistry is traditionally divided into organic and inorganic chemistry. category: pyrrolines, The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 69778-83-2

Dipeptide analogues containing 4-ethoxy-3-pyrrolin-2-ones

Pyrrolidine-2,4-diones (1) are naturally occurring analogues of amino acids. We herein present a facile synthesis of N-acylated, O-alkylated pyrrolin-2-ones (2) in high yield and excellent enantiopurity. Molecular mechanics calculations suggest that the resulting dipeptide analogues adopt a linear, extended conformation.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Process for the preparation of 2,2′-bipyrrolyl-pyrromethene (prodigiosins) derivatives

The present invention is related to a process for the preparation of 5-?2H-pyrrol-2-ylidene)methyl!-2,2′-bi-1H-pyrrole compounds and an intermediate compound.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Total Synthesis and Structural Refinement of the Cyclic Tripyrrole Pigment Nonylprodigiosin

The first total synthesis of the cyclic prodigiosin derivative 4 is described, which constitutes a potential lead compound for the development of immunosuppressive agents. The key steps of this approach comprise a palladium-catalyzed Suzuki cross coupling reaction of the rather unstable pyrrole boronic acid derivative 17 with the electron rich pyrrolyl triflate 15 followed by a ring-closing metathesis reaction (RCM) of the resulting diene to form the macrocyclic ring of the target molecule. This transformation is best achieved by using the ruthenium indenylidene complex 21 as precatalyst. X-ray data of product 18¡¤HCl thus formed suggest that the tautomeric form B properly describes the electron distribution within the heteroaromatic segment of this alkaloid, in which the central ring constitutes the azafulvene unit of the pyrrolylpyrromethene chromophore.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application of 69778-83-2, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.69778-83-2, Name is 4-Methoxy-1H-pyrrol-2(5H)-one, molecular formula is C5H7NO2. In a Article£¬once mentioned of 69778-83-2

Isomalyngamide A, A-1 and their analogs suppress cancer cell migration in vitro

Isomalyngamide A (1) and A-1 (2) were isolated from the Taiwanese Lyngbya majuscule and the latter structure was elucidated by a combination of NMR spectroscopic analysis and HRESIMS measurement. We report the isolation of isomalyngamide A (1), discovery of isomalyngamide A-1 (2) and their synthetic analogs (3-9), which are further demonstrated to have therapeutic potential against tumor cell migration at the level of nanomolar to micromolar ranges, perhaps, by inactivating the expression of p-FAK, FAK, p-Akt and Akt through beta1 integrin-mediated antimetastatic pathway.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem