- A special o-dialdehyde fluorescent probe simultaneously sensing Hcy, GSH and its application in living cells and zebrafish imaging
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The development of fluorescent probes enabling to distinguish Cys, Hcy and GSH has always been a considerable challenge, in particular the distinction of Hcy and other two biothiols, because Hcy has a very similar structure with Cys and a relatively lower concentration in living organisms. In this work, a special o-dialdehyde fluorescent probe, quinoline-2,3-dicarboxaldehyde (QDA), has been synthesized and demonstrated superior performance in differentiating detection of Hcy and GSH, which is different from the previous reported o-dialdehyde probes specifically detecting GSH. Furthermore, the probe can selectively distinguish Hcy and GSH from different signal channels in living cells and zebrafish, meaning it has great potential in biological applications. This finding will provide a novel idea for the design of fluorescent probes to distinguish biothiols.
- Zhang, Yongbin,Zhang, Yu,Yue, Yongkang,Chao, Jianbin,Huo, Fangjun,Yin, Caixia
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- Intramolecular Homolytic Substitution Enabled by Photoredox Catalysis: Sulfur, Phosphorus, and Silicon Heterocycle Synthesis from Aryl Halides
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Aryl radical generation and manipulation constitutes a long-standing challenge in organic synthesis. Photocatalytic single-electron reduction of aryl halides has been established as a premier activation pathway to reach these intermediates. The current st
- Garrido-Castro, Alberto F.,Salaverri, Noelia,Maestro, M. Carmen,Alemán, José
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supporting information
p. 5295 - 5300
(2019/07/03)
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- Synthesis of indolizinoquinolinones through three- and four-component domino Knoevenagel / hetero-Diels–Alder reactions: novel access to (+)-camptothecin
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[Figure not available: see fulltext.] The fused heterocyclic indolizinoquinolinone system is a key structural feature of several highly bioactive alkaloids, including camptothecin. Camptothecin has been efficiently obtained by a three- or four-component domino Knoevenagel / hetero-Diels–Alder reaction of aldehyde, Meldrum's acid, and enol ether in the presence or absence of alcohol, followed by reductive cleavage of the amine protecting group. The obtained products were further transformed along several different routes leading to camptothecin.
- Tietze, Lutz F.,Bischoff, Matthias,Khan, Taukeer A.,Liu, Deshan
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p. 434 - 445
(2017/07/07)
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- A concise and convergent synthesis of luotonin B and E
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A concise and highly convergent practical synthesis of topoisomerase 1 inhibitor luotonin B was developed in a one-pot process in excellent yields. The C and D rings of luotonin B was constructed by cascade cyclizations of 2-cyanoquinoline-3-aldehyde or 2
- Wagh, Manoj Balu,Shankar,Kumar, U. K. Syam,Gill
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- Multicomponent approach for the synthesis of phenanthridine and acridine ring systems via the coupling of fischer carbene complexes with hetero-aromatic o-alkynyl carbonyl derivatives
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A one-pot multicomponent synthesis of phenanthridine and acridine derivatives is described. This method includes the in situ generation of furo[3,4-c]isoquinoline and furo[3,4-b]quinoline intermediates by the coupling of heteroaromatic o-alkynyl carbonyl derivatives with Fischer carbene complexes and subsequent trapping of these intermediates by suitable dienophiles. Georg Thieme Verlag Stuttgart - New York.
- Jana, Gouranga P.,Mukherjee, Soumita,Ghorai, Binay K.
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experimental part
p. 3179 - 3187
(2010/10/21)
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- Preparation of quinoline-substituted carbonate and carbamate derivatives
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The invention relates to a process for preparing quinoline-substituted carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or (II) or a substrate that can be reduced to obtain the same.
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- Vinyl isocyanates in alkaloid synthesis. Camptothecin model studies
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Model studies directed toward camptothecin employing a vinyl isocyanateenamine cyclocondensation as the key synthetic step are reported.
- Rigby, James H.,Danca, Diana M.
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p. 4969 - 4972
(2007/10/03)
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- Methods and intermediates for the assymmetric synthesis of camptothecin and camptothecin analogs
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Processes for making compounds of Formulae XIV, XV, and XVII STR1 wherein R6 is lower alkyl, R7 is lower alkyl, R is lower alkyl, Y is H, F or Cl, R8 is a moiety of Formula XVIII STR2 wherein n is 1, 2, or 3, R11 is C1 -C4 alkyl and R12 is the same as R11, or R11 and R12 together form cyclopentane or cyclohexane, and R13 is: (a) phenyl substituted 1 to 5 times with C3 -C7 secondary alkyl or C4 -C7 tertiary alkyl, or (b) selected from the group consisting of naphthyl, anthryl, and phenanthryl optionally substituted 1 to 5 times with C3 -C7 secondary alkyl or C4 -C7 tertiary alkyl groups, R10 is C6 -C10 alkyl, aryl or alkyl aryl, and Y is H, F or Cl, are disclosed. These processes can be used to make optically enhanced and optically pure forms of the compounds, which are useful in the making of camptothecin and analogs thereof.
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- Intermediates and method of making camptothecin and camptothecin analogs
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Compounds of Formula I STR1 are made in accordance with the following scheme: STR2 wherein R may be loweralkyl; R1 may be H, loweralkyl, loweralkoxy, or halo; R2, R3, R4, and R5 may each independently be H, amino, hydroxy, loweralkyl, loweralkoxy, loweralkylthio, di(loweralkyl)amino, cyano, methylenedioxy, formyl, nitro, halo, trifluoromethyl, aminomethyl, azido, amido, hydrazino, or any of the twenty standard amino acids bonded to the A ring via the amino-nitrogen atom; Y is H and W and X are halogen. Also disclosed are novel processes for making starting materials for the scheme given above, and novel intermediates employed in these processes.
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- A Versatile New Synthesis of Quinolines and Related Fused Pyridines. Part 9. Synthetic Application of the 2-Chloroquinoline-3-carbaldehydes
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The 2-chloro-groups of the title compounds have been replaced by H, I, OH, SR, Li, CO2H, CHO, Ph, piperidine, and N3 (giving a tetrazole).The aldehyde group has also been converted into oxime, hydrazone, and acrylic acid derivatives.From these and related
- Meth-Cohn, Otto,Narine, Bramha,Tarnowski, Brian,Hayes, Roy,Keyzad, Amitis,at al.
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p. 2509 - 2517
(2007/10/02)
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