101382-55-2Relevant articles and documents
Synthesis and verification of fluorescent pH probes based on 2-Quinolone platform
Lee, Seok Beom,Lee, Nam-Geol,Jung, Ye Rim,Kim, Darong,Hong, Ki Bum,Choi, Sungwook
, p. 433 - 435 (2018)
Intracellular pH plays an important role in biological events, including cell metabolism, signal transduction, cell growth, apoptosis, and endocytosis. The development of simple and robust proton-recognizing fluorescent probes has been a research field of high interest. In this work, we describe the design and synthesis of a 2-quinolone Schiff base as a novel acidic fluorescent probe. The design strategy of the probe is based on non-classical hydrogen bonding in the form of an intramolecular three-centered hydrogen bond (THB). pH titrations at pH levels 2 and 7 indicate that there is enhancement of fluorescence with increasing proton concentration. Additionally, no interference of metal ions like Cu2+, Fe3+, Hg2+, Zn2+, Co2+, Cd2+, and Pb2+ ions were detected during these titrations.
Cysteine driven decomposition and quenching of a fluorescent metalloreceptor: Optical detection and mechanistic insight
Asthana, Sharad Kumar,Kumar, Ajit
, (2022/01/13)
We herein devised a fluorescent metalloreceptor (ZNQ) for selective recognition of cysteine (Cys) via fluorescence suppression. The metalloreceptor, ZNQ is a Zn2+ complex of Quinolineimines based ligand (CMO). The surgical action of Cys over metalloreceptor (ZNQ) finishes in three steps viz. demetallation, hydrolysis of schiff base (CMO) i.e. ligand itself and finally cyclization of aldehyde. Interestingly this type of synergistic mechanistic approach have never been reported in the literature for the detection of any thiols. The structure of metalloreceptor ZNQ was confirmed by single crystal X-ray diffraction and its interaction with Cys have been explored through various spectroscopic studies. The bioimaging of Zn2+ and Cys were also carried out in the living HeLa cell.
QUINOLONES AS INHIBITORS OF CLASS IV BROMODOMAIN PROTEINS
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, (2016/03/19)
The present invention provides compounds of formula (I) as described herein and pharmaceutically acceptable salts, hydrates and solvates thereof for use in medicine, for example in the treatment of acute myeloid leukaemia:
BICYCLIC HETEROCYCLIC DERIVATIVES AS BROMODOMAIN INHIBITORS
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, (2017/04/04)
The present disclosure provides bicyclic heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as bromodomain inhibitors; (I), in which R1, R2, R3, R4, L1, L2, Cy1, Cy2, X, n, and dotted line have the same meaning given in the specification, and pharmaceutically acceptable salts or pharmaceutically acceptable stereoisomers thereof that are useful in the treatment and prevention of diseases or disorders, in particular their use in diseases or disorders associated as bromodomain inhibitors. The present disclosure also provides preparation of compounds and pharmaceutical formulations comprising at least one of bicyclic heterocyclic derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent, or excipient.
BICYCLIC HETEROCYCLIC DERIVATIVES AS BROMODOMAIN INHIBITORS
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, (2015/07/23)
The present invention provides bicyclic heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as bromodomain inhibitors; (I), in which R1, R2, R3, R4, L1, L2, Cy1, Cy2, X, n and dotted line are have the same meaning given in the specification, and pharmaceutically acceptable salts or pharmaceutically acceptable stereoisomers thereof that are useful in the treatment and prevention of diseases or disorder, in particular their use in diseases or disorder associated as bromodomain inhibitors. The present invention also provides preparation of the compounds and pharmaceutical formulations comprising at least one of bicyclic heterocyclic derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent or excipient therefor.
Assessment of mycobacterium tuberculosis pantothenate kinase vulnerability through target knockdown and mechanistically diverse inhibitors
Reddy, B. K. Kishore,Landge, Sudhir,Ravishankar, Sudha,Patil, Vikas,Shinde, Vikas,Tantry, Subramanyam,Kale, Manoj,Raichurkar, Anandkumar,Menasinakai, Sreenivasaiah,Mudugal, Naina Vinay,Ambady, Anisha,Ghosh, Anirban,Tunduguru, Ragadeepthi,Kaur, Parvinder,Singh, Ragini,Kumar, Naveen,Bharath, Sowmya,Sundaram, Aishwarya,Bhat, Jyothi,Sambandamurthy, Vasan K.,Bj?rkelid, Christofer,Jones, T. Alwyn,Das, Kaveri,Bandodkar, Balachandra,Malolanarasimhan, Krishnan,Mukherjee, Kakoli,Ramachandran, Vasanthi
, p. 3312 - 3326 (2014/06/09)
Pantothenate kinase (PanK) catalyzes the phosphorylation of pantothenate, the first committed and rate-limiting step toward coenzyme A (CoA) biosynthesis. In our earlier reports, we had established that the type I isoform encoded by the coaA gene is an essential pantothenate kinase in Mycobacterium tuberculosis, and this vital information was then exploited to screen large libraries for identification of mechanistically different classes of PanK inhibitors. The present report summarizes the synthesis and expansion efforts to understand the structure-Activity relationships leading to the optimization of enzyme inhibition along with antimycobacterial activity. Additionally, we report the progression of two distinct classes of inhibitors, the triazoles, which are ATP competitors, and the biaryl acetic acids, with a mixed mode of inhibition. Cocrystallization studies provided evidence of these inhibitors binding to the enzyme. This was further substantiated with the biaryl acids having MIC against the wild-type M. tuberculosis strain and the subsequent establishment of a target link with an upshift in MIC in a strain overexpressing PanK. On the other hand, the ATP competitors had cellular activity only in a M. tuberculosis knockdown strain with reduced PanK expression levels. Additionally, in vitro and in vivo survival kinetic studies performed with a M. tuberculosis PanK (MtPanK) knockdown strain indicated that the target levels have to be significantly reduced to bring in growth inhibition. The dual approaches employed here thus established the poor vulnerability of PanK in M. tuberculosis.
Synthesis of some new pyrano[2,3-b]quinolines from 2-chloro-3-formylquinolones and Meldrum's acid
Guenfoud, Fatiha,Boulcina, Raouf,Laabassi, Mohammed,Mosset, Paul
, p. 736 - 742 (2015/04/14)
A new series of functionalized pyrano[2,3-b]quinolines have been prepared in three steps from first condensation of 3-formyl-2-quinolones with Meldrum's acid, then the corresponding olefins have been alkylated using methyl magnesium iodide, and finally the target compounds have been obtained in good yields after hydrolysis.
Synthesis of diastereomeric 2,4-disubstituted pyrano[2,3-b]quinolines from 3-formyl-2-quinolones through O-C bond formation via intramolecular electrophilic cyclization
Singh, Mrityunjay K.,Chandra, Atish,Singh, Bhawana,Singh, Radhey M.
, p. 5987 - 5990 (2008/02/10)
A number of 3-homoallyl-2-quinolones have been synthesized from 3-formyl-2-quinolones by reaction with allylindium bromide in aqueous DMF. Intramolecular electrophilic cyclization of these quinolones with iodine afforded either exclusively, or predominantly, racemic cis-diastereoisomers. Nucleophilic substitution reactions at the iodomethyl group afforded a mixture of tetracyclic products and unreacted racemic trans-diastereoisomer.
New syntheses of selenolo(2,3-b)quinoline-2-carboxylic ethyl esters
Nithyadevi,Rajendran
, p. 2623 - 2634 (2007/10/03)
The compounds selenolo(2, 3-b)quinoline-2-carboxylic ethyl esters were synthesized in varying yields by the reaction of (i) 3-(2-chloro-3-quinolyl) acrylic acids, (ii) 3-(2-chloro-3-quinolyl)acryloyl chlorides, and (iii) 2-chloro-3-(1,2-dibromo-3-quinolyl)acrylic ethyl esters with sodium diselenide in ethanol under a nitrogen atmosphere. Copyright Taylor & Francis Group, LLC.
