02644nas a2200289 4500008004100000022001400041245018900055210006900244260007300313300001000386490000800396520149100404653003101895653001401926653003601940653004601976653002502022653002402047100001802071700002102089700002702110700002402137700001702161700002402178700002502202856012702227 2008 eng d a0022-286000aVitamin K-3 family members - Part II: Single crystal X-ray structures, temperature-induced packing polymorphism, magneto-structural correlations and probable anti-oncogenic candidature0 aVitamin K3 family members Part II Single crystal Xray structures aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcDEC a74-830 v8923 a

Temperature-induced packing polymorphism is observed for vitamin K-3 (menadione, 3-methyl-1,4-naphthoquinone, 1). Form la crystallizes at 300 K and 1b at 277 K both in the same space group P2(1)/c. Form 1b contains one molecule per asymmetric unit, performing anisotropy in g-factor viz. g(z) = 2.0082, g(y) = 2.0055 and g(x) = 2.0025, whereas form 1a contains two molecules in its asymmetric unit. Vitamin K-3 family members 2, [2-hydroxy vitamin K-3] and 3, [2-hydroxy-1-oximino vitamin K-3] also perform intrinsic neutral active naphthosemiquinone valence tautomers even in dark having spin concentrations due to hydrogen bonding and aromatic stacking interactions which are compared to vitamin K-3. The significant lateral C-H center dot center dot center dot O and O-H center dot center dot center dot pi bifurcated or pi-pi(center dot) interactions are discussed for molecular associations and radical formations. X-ray structure of 3 revealed pi-pi(center dot) stack dimers as radicals signatured in PR as triplet with five hyperfine splits [(A) over bar(N-14) = 11.9 G]. The centrosymmetric biradicals in 3 show diamagnetism at high temperature but below 10 K it shows paramagnetism with mu(eff) as 0.19 B.M. Vitamin K-3 and its family members inhibit biological activities of acid phosphatase (APase), which are proportional to their spin concentrations. This may relate to their probable anti-oncogenic candidature in future. (C) 2008 Elsevier B.V. All rights reserved.

10aAnti-oncogenic candidature10aH-bonding10aMagneto-structural correlations10aNaphthosemiquinones in vitamin K-3 family10aPacking polymorphism10aSpin concentrations1 aRane, Sandhya1 aAhmed, Khursheed1 aSalunke-Gawali, Sunita1 aZaware, Santosh, B.1 aSrinivas, D.1 aGonnade, Rajesh, G.1 aBhadbhade, Mohan, M. uhttp://library.ncl.res.in/content/vitamin-k-3-family-members-part-ii-single-crystal-x-ray-structures-temperature-induced-002625nas a2200253 4500008004100000022001400041245013800055210006900193260007300262300001200335490000900347520163800356653002501994653002102019653000802040653001902048653006002067653002502127653001902152100002702171700002102198700002602219856012602245 2012 eng d a0022-286000aMOF with hydroxynaphthoquinone as organic linker: molecular structure of [Zn(Chlorolawsone)(2)(H2O)(2)] and thermogravimetric studies0 aMOF with hydroxynaphthoquinone as organic linker molecular struc aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcAUG a189-1960 v10223 a

Zinc complexes as MOF with hydroxynaphthoquinone as organic linkers are synthesized and characterized. The complexes Zn-1; [Zn(lawsone)(2)(H2O)(2)]center dot 3H(2)O and Zn-2; [Zn(chlorolawsone)(2)(H2O)(2)]center dot H2O, where lawsone is 2-hydroxy-1,4-naphthoquinone and chlorolawsone is 3-chloro-2-hydroxy-1,4-naphthoquinone, serve as hosts for adsorbed water molecules. nu(c=O) shows shift towards lower frequencies similar to 25 cm(-1) in Zn-1 and similar to 35 cm(-1) in Zn-2 in FTIR spectra. (HNMR)-H-1 shows upfield shift in Zn-1 and downfield shift in Zn-2 to the benzenoid ring protons. Bathochromic shift has been observed to the charge transfer band in UV-visible spectra of both complexes. The mass loss of adsorbed water molecules have been observed <100 degrees C in thermogravimetric (TG) studies. Three adsorbed water molecules are present in Zn-1, while one in Zn-2. X-ray diffraction studies of Zn-2 show, distorted octahedral geometry around Zn(II). The two chlorolawsone ligands are in plane with the metal, while water molecules are trans to this plane. Formation of MOF has been observed in the synthesis of Zn-2 with chlorolawsone as organic linkers. The structure is stabilized by O-H center dot center dot center dot O, C-H center dot center dot center dot O hydrogen bonding H-bonding along with Cl center dot center dot center dot pi interactions to form a beautiful MOF architecture. Zn(II) atoms along with organic ligand form a tetramer via O-H center dot O interactions. The shortest Zn center dot center dot center dot Zn distance is 5.04 angstrom. (C) 2012 Elsevier B.V. All rights reserved.

10a3-Chloro-2-hydroxy-110a4-naphthoquinone10aMOF10aNaphthoquinone10aO-H center dot center dot center dot O hydrogen bonding10aVapochromic behavior10aZinc complexes1 aSalunke-Gawali, Sunita1 aKathawate, Laxmi1 aPuranik, Vedavati, G. uhttp://library.ncl.res.in/content/mof-hydroxynaphthoquinone-organic-linker-molecular-structure-znchlorolawsone2h2o2-and-002051nas a2200265 4500008004100000022001400041245015900055210006900214260007300283300001000356490000900366520105300375653001601428653002001444653000801464653002101472653001201493653003201505100002701537700002101564700001901585700002601604700002601630856012901656 2012 eng d a0022-286000aSingle crystal X-ray structure of lawsone anion: evidence for coordination of alkali metal ions and formation of naphthosemiquinone radical in basic media0 aSingle crystal Xray structure of lawsone anion evidence for coor aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcFEB a38-450 v10103 a

2-hydroxy-1,4-naphthoquinone; Lawsone (Lw) is a natural compound found in henna leaves. The reaction of lawsone with `Na' metal (Lw-1), CH3COONa (Lw-2), NaOH (Lw-3), KOH (Lw-4), K2CO3 (Lw-5) and Tris(hydroxymethyl)aminomethane (Lw-6) were studied. Red orange solids obtained for Lw-1 to Lw-6 are characterized by Elemental Analysis, FTIR, (HNMR)-H-1 and EPR studies. The results reveal the coordination of alkali metals `Na' and `K' to lawsone anion. The single crystal X-ray structure of Lw-6 was solved and it crystallizes in triclinic space group P-1 with extensive hydrogen bonding network of C-H center dot center dot center dot O, N-H center dot center dot center dot O and O-H center dot center dot center dot O between cations and anions. Polycrystalline powder X-band EPR spectra of Lw-1 to Lw-5 shows signals similar to 2.004 at 133 K, while Lw-6 is EPR silent. The naphthosemiquinone (NSQ) radical formed in Lw-2 to Lw-5, is due to disproportion reaction of catechol and naphthoquinone. (C) 2011 Elsevier B.V. All rights reserved.

10a2-Hydroxy-110a4-naphthoquione10aEPR10ahydrogen bonding10aLawsone10aNaphthosemiquinone radicals1 aSalunke-Gawali, Sunita1 aKathawate, Laxmi1 aShinde, Yogesh1 aPuranik, Vedavati, G.1 aWeyhermueller, Thomas uhttp://library.ncl.res.in/content/single-crystal-x-ray-structure-lawsone-anion-evidence-coordination-alkali-metal-ions-and-002296nas a2200289 4500008004100000022001400041245009400055210006900149260007300218300001200291490000900303520131100312653002101623653001901644653001401663653002301677653001601700653001701716100002101733700002201754700001701776700001901793700002301812700002601835700002701861856011801888 2013 eng d a0022-286000aSynthesis and molecular structure of a zinc complex of the vitamin K-3 analogue phthiocol0 aSynthesis and molecular structure of a zinc complex of the vitam aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcSEP a223-2290 v10483 a

The complex [Zn(phthiocol)(2)(H2O)(2)]; 1, where phthiocol is 2-hydroxy-3-methyl-1,4-naphthoquinone, has been synthesized and characterized by elemental analysis, FT-IR, H-1 NMR, UV-vis spectroscopy, thermogravimetric (TG) analysis, electrochemical and single crystal X-ray diffraction studies. The v(C=O) stretch shifts to lower frequencies upon complexation of phthiocol to Zn2+. H-1 NMR spectra show an upfield shift of the benzenoid ring protons in 1. There is a bathochromic shift of the LMCT band in the UV-vis spectra of 1. Single crystal X-ray structure of 1 show distorted octahedral geometry around Zn2+. Two phthiocol ligands are in plane with the metal, while water molecules are trans to this plane. Coordination of deprotonated phthiocol ligands is `trans, trans' to Zn2+. Intra as well as intermolecular interactions are observed in 1. Molecules of 1 show three dimensional network through C-H center dot center dot center dot O and O-H center dot center dot center dot O interactions. Additional anodic peaks are observed in cyclic voltammogram of phthiocol ligand due to oxidation of reduced species formed during reduction. One-electron reduction of 1 is shown to be reversible and DFT studies define this redox event as ligand-centered. (c) 2013 Elsevier B.V. All rights reserved.

10ahydrogen bonding10aNaphthoquinone10aPhthiocol10aTrans coordination10aVitamin K-310aZinc complex1 aKathawate, Laxmi1 aSproules, Stephen1 aPawar, Omkar1 aMarkad, Ganesh1 aHaram, Santosh, K.1 aPuranik, Vedavati, G.1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/synthesis-and-molecular-structure-zinc-complex-vitamin-k-3-analogue-phthiocol-002831nas a2200289 4500008004100000022001400041245013800055210006900193260007300262300001000335490000900345520178500354653002402139653002402163653000902187653002302196653001902219100001702238700002102255700002102276700002102297700002302318700001902341700002602360700002702386856012802413 2014 eng d a0022-286000aMolecular structures and biological evaluation of 2-chloro-3-(n-alkylamino)-1,4-napthoquinone derivatives as potent antifungal agents0 aMolecular structures and biological evaluation of 2chloro3nalkyl aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcFEB a68-740 v10593 a

Derivatives of 2-chloro-3-(n-alkylamino)-1,4-naphthoquinone (1-alkyl: methyl; L-1, ethyl; L-2, propyl; L-3 and butyl; L-4) have been synthesized and characterized by elemental analysis, FT-IR, H-1 NMR, UV-visible spectroscopy, LC-MS and single crystal X-ray diffraction studies. Antifungal activity of L-1 to L-4 has been evaluated against Candida tropicalis, Candida albicans and Cladosporium herbarum. The intramolecular hydrogen bonding affects the N-H vibrational frequency in L-2 (3273 cm(-1)). The single crystal X-ray structure reveal that L-1 and L-3 crystallizes in triclinic P-1, whereas L-2 crystallizes in orthorhombic Pca2(1), space group. An extensive intra and intermolecular hydrogen bonding interactions were observed in L-1 to L-3 which leads to molecular association. Intramolecular N-H center dot center dot center dot O hydrogen bonding were observed in L-1 to L-3. Moreover pi-pi stacking interactions were observed between the quinonoid rings of L-1 and L-3, however no such interactions were observed in L-2. An electrochemical study showed molecular association of L-1 to L-4 in DMSO solution. Compounds L-1 to L-4 were found to be potent antifungal agents against all the three strains, especially against C. tropicalis. Amongst these promising antifungal candidates, L-1 showed better activity compared to the clinically administered antifungal drug Amphotericin B and Nitrofurantoin with MIC = 1.25 mu g ml(-1) and MIC = 0.025 mu g ml(-1) respectively against C. albicans. Structure and activity relationship (SAR) study suggest a LogP value of similar to 2.0 and the cyclic voltammetry studies reveals additional chemical processes for L-1, which exhibits maximum activity against all fungal strains. (C) 2013 Elsevier B.V. All rights reserved.

10aAminonaphthoquinone10aAntifungal activity10aLogP10aNaphthosemiquinone10api-pi stacking1 aPawar, Omkar1 aPatekar, Ashwini1 aKhan, Ayesha, A.1 aKathawate, Laxmi1 aHaram, Santosh, K.1 aMarkad, Ganesh1 aPuranik, Vedavati, G.1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/molecular-structures-and-biological-evaluation-2-chloro-3-n-alkylamino-14-napthoquinone-002935nas a2200313 4500008004100000022001400041245013900055210006900194260007300263300001200336490000900348520175800357653002402115653001602139653002802155653005502183653001202238653003102250100002102281700002202302700002302324700001702347700002002364700002602384700002602410700002802436700002702464856013002491 2014 eng d a0022-286000aReaction between lawsone and aminophenol derivatives: synthesis, characterization, molecular structures and antiproliferative activity0 aReaction between lawsone and aminophenol derivatives synthesis c aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcOCT a397-4050 v10753 a

Reaction between two bioreductive reactants lawsone (2-hydroxy-1,4-napthoquinone) and derivatives 2-aminophenol without catalyst is reported. The reaction between lawsone and 4-chloro-2-aminophenol leads to formation of red colored major product 1A:[2-[(5-chloro-hydroxyphenyl)amino]naphthalene-1,4-dione] and fluorescent orange colored minor compound 1B:[10-chloro-benzo[alpha]phenoxazine-5-one]. Molecular structure of 1A and 1B were determined by single crystal X-ray diffraction. Two mechanisms were proposed to the formation of red 1A and 1B. `Ortho-para' tautomeric equilibrium was observed in DMSO-d(6) solution in 1A, which was revealed by H-1, C-13 NMR and LC-MS studies. Molecules of 1A formed dimers via N-H center dot center dot center dot O interaction and polymeric chain of dimers was formed by OH center dot center dot center dot O interactions. Cl center dot center dot center dot Cl interactions were observed between the polymeric chains of dimers in 1A. Molecules of 1B show Cl center dot center dot center dot N interaction. Antiproliferative properties is studied for 1A-5A compounds (obtained by the reaction of lawsone with 2-amino-4-methylpheno1;2A, 2-aminopheno1;3A, 3-aminophenol;4A and 4-aminophenol;5A) and evaluated against two cancer cell lines, THP1 (human monocytic leukemia cells) and COLO205 (colorectal adenocarcinoma) and one normal cell line, HEK293T (human embryonic kidney). The values of 50% inhibitory concentration (IC50) of compounds 1A-5A was determined using XTT assay. The cytotoxic effects of compounds 2A and 3A were observed against COLO205 and compounds 4A and 5A on THP1 were observed to be higher in comparison to their effect on HEK293T cell lines. (C) 2014 Elsevier B.V. All rights reserved.

10aAminonaphthoquinone10aAminophenol10aBenzo[alpha]phenoxazine10aCl center dot center dot center dot N interactions10aLawsone10api-pi stacking interaction1 aKathawate, Laxmi1 aJoshi, Pranya, V.1 aDash, Tapan, Kumar1 aPal, Sanjima1 aNikalje, Milind1 aWeyhermueller, Thomas1 aPuranik, Vedavati, G.1 aKonkimalla, Badireenath1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/reaction-between-lawsone-and-aminophenol-derivatives-synthesis-characterization-molecular-002518nas a2200301 4500008004100000022001400041245012600055210006900181260007300250300001100323490000900334520145600343653000601799653001601805653002101821653002401842653002101866653002101887653001901908100002701927700001701954700002001971700002101991700002602012700002602038700002802064856012402092 2014 eng d a0022-286000aSynthesis, characterization and molecular structures of homologated analogs of 2-bromo-3-(n-alkylamino)-1,4-napthoquinone0 aSynthesis characterization and molecular structures of homologat aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcJAN a97-1030 v10563 a

Four analogues of 2-bromo-3-(n-alkylamino)-1,4-napthoquinone (where n-alkyl is methyl in L-1Br, ethyl in L-2Br, propyl in L-3Br and butyl in L-4Br) are synthesized and characterized. A reaction mechanism is proposed for the formation of L-1 Br to L-4Br from the starting material 2,3-dibromo-1,4-naphthoquinone. The v(N-H) frequency in the FT-IR spectra is affected by the intramolecular hydrogen bonding in L-1Br to L-4Br and is observed similar to 3267 cm(-1) in L-2Br. A shift of similar to 25 cm(-1) is observed in the v(C-Br) frequency in all the compounds as compared to 2,3-dibromo-1,4-naphthoquinone (627 cm(-1)). A broad charge transfer band is observed between 400 and 600 nm in the UV-Vis spectra, which imparts red colour to all the compounds. Molecular structures of L-2Br and L-3Br were studied by single crystal X-ray diffraction studies. Molecules of L-2Br crystallize in Pca2(1), whereas the molecule L-3Br crystallizes in the P-1 space group. Molecules of L-2Br forms a polymeric chain through N-H...O interaction and forms beautiful butterfly like arrangement of molecules when viewed down the `a' axis. Ladder like polymeric chain of molecules is observed in L-3Br via C-H...O and N-H...O interactions. Every alternating neighbouring chains of L-3Br, show pi-pi stacking interactions between the quinonoid rings of the molecules, however this interaction is not observed in L-2Br. (C) 2013 Elsevier B.V. All rights reserved.

10a210a3-Dibromo-110a4-naphthoquinone10aAminonaphthoquinone10ahydrogen bonding10aMichael addition10api-pi stacking1 aSalunke-Gawali, Sunita1 aPawar, Omkar1 aNikalje, Milind1 aPatil, Rishikesh1 aWeyhermueller, Thomas1 aPuranik, Vedavati, G.1 aKonkimalla, Badireenath uhttp://library.ncl.res.in/content/synthesis-characterization-and-molecular-structures-homologated-analogs-2-bromo-3-n-002214nas a2200277 4500008004100000022001400041245010800055210006900163260007300232300001000305490000900315520124800324653001301572653000801585653002101593653002301614653001401637653001501651100002101666700002401687700002201711700002301733700002601756700002701782856012701809 2015 eng d a0022-286000aFirst naphthosemiquinone complex of K+ with vitamin K3 analog: experiment and density functional theory0 aFirst naphthosemiquinone complex of K with vitamin K3 analog exp aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcMAY a56-630 v10883 a

Synthesis and characterization of potassium complex of 2-hydroxy-3-methyl-1,4-naphthoquinone (phthiocol), the vitamin K3 analog, has been carried out using FT-IR, UV-Vis, H-1 and C-13 NMR, EPR, cyclic voltammetry and single crystal X-ray diffraction experiments combined with the density functional theory. It has been observed that naphthosemiquinone binds to two K+ ions extending the polymeric chain through bridging oxygens O(2) and O(3). The crystal network possesses hydrogen bonding interactions from coordinated water molecules showing water channels along the c-axis. C-13 NMR spectra revealed that the complexation of phthiocol with potassium ion engenders deshielding of C(2) signals, which appear at delta = similar to 14.6 ppm whereas those of C(3) exhibit up-field signals near delta similar to 6.9 ppm. These inferences are supported by the M06-2x based density functional theory. Electrochemical experiments further suggest that reduction of naphthosemiquinone results in only a cathodic peak from catechol. A triplet state arising from interactions between neighboring phthiocol anion lead to a half field signal at g = 4.1 in the polycrystalline X-band EPR spectra at 133 K. (C) 2015 Elsevier B.V. All rights reserved.

10aC-13 NMR10aDFT10ahydrogen bonding10aNaphthosemiquinone10aPhthiocol10aVitamin K31 aKathawate, Laxmi1 aGejji, Shridhar, P.1 aYeole, Sachin, D.1 aVerma, Prakash, L.1 aPuranik, Vedavati, G.1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/first-naphthosemiquinone-complex-k-vitamin-k3-analog-experiment-and-density-functional-002236nas a2200229 4500008004100000022001400041245010600055210006900161260011000230300001600340490000600356520134200362100001701704700002801721700002101749700002001770700002401790700002601814700002601840700002701866856011301893 2015 eng d a2046-206900aTargeting a chemorefractory COLO205 (BRAF V600E) cell line using substituted benzo[alpha]phenoxazines0 aTargeting a chemorefractory COLO205 BRAF V600E cell line using s aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcSEP a82549-825630 v53 a

Mutational activations of the oncogene BRAF (especially BRAF V600E) result in a poor prognosis for colon cancer patients and are associated with chemoresistance rendering them refractory to treatment. The development of novel bioactive compounds with specific targeting abilities under such conditions is an urgent need in drug discovery. In this report we synthesize and characterize three fluorescent benzo[alpha]phenoxazine compounds (10R-benzo[alpha]phenoxazine-5-one, 1B; R = Cl, 2B; R = CH3, 3B; R = H) and their anticancer activities are evaluated in a COLO205 cell line. All three compounds with a log P value around 2 were cell permeable. However, 2B and 3B showed specific cytotoxicity in a malignant COLO205 cell line with a BRAF mutation (V600E) in comparison to a non-malignant wild-type BRAF HEK293T cell line. From further cell-based assays (cell cycle analysis, DNA fragmentation and caspase activation), we conclude that 2B and 3B treatment-induced selective cell death by inducing cell cycle arrest at the G0/G1 phase and caspase-mediated apoptosis (activation of the intrinsic and extrinsic pathways) are present only in BRAF V600E COLO205 cells. Further studies in the drug discovery pipeline might help develop these benzo[alpha]phenoxazines as promising chemotherapeutics for such refractory mutated cancers.

1 aPal, Sanjima1 aKonkimalla, Badireenath1 aKathawate, Laxmi1 aRao, Soniya, S.1 aGejji, Shridhar, P.1 aPuranik, Vedavati, G.1 aWeyhermueller, Thomas1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/targeting-chemorefractory-colo205-braf-v600e-cell-line-using-substituted-002697nas a2200289 4500008004100000022001400041245016000055210006900215260007300284300001200357490000900369520162800378653002402006653001602030653002102046653001902067653001902086653001102105100001602116700002002132700001702152700003102169700002402200700002502224700002702249856013102276 2016 eng d a0022-286000aNaphthoquinone based chemosensor 2-(2 `-aminoethylpyridine)-3-chloro-1,4-naphthoquinone: detection of metal ions, X-ray -crystal structures and DFT studies0 aNaphthoquinone based chemosensor 22 aminoethylpyridine3chloro14n aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcJUN a132-1430 v11143 a

Naphthoquinone based Chemosensor 2; 2-(2'-aminoethylpyridine)-3-chloro-1,4-napthoquinone have been synthesized and characterized. Chemosensor 2 crystallizes in the orthorhombic space group Pbcn and shows extensive intramolecular as well as intermolecular hydrogen bonding interactions. Each molecule of Chemosensor 2 showed interaction with five neighboring molecules via C-H center dot center dot center dot N, N-H center dot center dot center dot N, C-H center dot center dot center dot Cl and C-H center dot center dot center dot O interactions. Slipped pi-pi stacking interaction was observed in adjacent quinonoid and benzenoid rings. Chemosensor abilities of Chemosensor 2 ligand have been evaluated with metal ions viz. Cu2+, Ni2+, Zn2+, Co2+, Fe3+, Mn2+, Cr3+, Hg2+, La3+ and Cd2+ in methanol, methanol-water mixture and in presence of mild base triethylamine. Stoichiometry of Chemosensor 2 with metal ions such as Cu2+, Ni2+, Zn2+ and Co2+ ions was determined by Jobs method in methanol and were found as 1:1 for Cu2+ and 2:1 for Ni2+, Zn2+ Co2+. The variation in the metal ligand ratio is observed in aqueous media for Cu2+. Chemosensor 2 can be used selectively for naked eye detection of Cu2+ ions. The association constant obtained in methanol shows the trend Cu2+>Ni2+>Co2+. Cu2+ and two (Ni-1 and Ni-2) Ni2+ complexes were synthesized. Ni-2 complex showed coordination of Chemosensor 2 ligands was through pyridine nitrogen's only. The Chemosensor 2 and its deprotonated forms in methanol, water and triethylamine were also studied by TD-DFT studies. (C) 2016 Elsevier B.V. All rights reserved.

10aAminonaphthoquinone10aChemosensor10ahydrogen bonding10aNaphthoquinone10api-pi stacking10aTD-DFT1 aPatil, Amit1 aWare, Anuja, P.1 aBhand, Sujit1 aChakravarty, Debamitra, K.1 aGonnade, Rajesh, G.1 aPingale, Subhash, S.1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/naphthoquinone-based-chemosensor-2-2-aminoethylpyridine-3-chloro-14-naphthoquinone-detection02920nas a2200409 4500008004100000022001400041245010200055210006900157260000800226490000900234520164900243653004501892653001801937653002101955653001601976653002301992653001102015653001602026653000802042653003002050653002102080653001902101653001902120653001602139653001202155100001602167700002202183700002002205700002602225700002702251700002002278700001702298700001802315700002102333700002702354856012902381 2017 eng d a0022-286000aBinding selectivity of vitamin K3 based chemosensors towards nickel(II) and copper(II) metal ions0 aBinding selectivity of vitamin K3 based chemosensors towards nic cSEP0 v11433 a

The vitamin K3 derivatives 2-methyl-3-[(pyridin-2-ylmethyl)-amino]-1,4-naphthoquinone (M-1), 2-methyl-3-[(pyridin-2-ylethyl)-amino]-1,4-naphthoquinone (M-2), 2-methyl-3-((2-(thiophen-2-yl) methyl)amino)naphthalene-1,4-dione (M-3) and 2-methyl-3-((2-(thiophen-2-yl)ethyl)amino)naphthalene-1,4-dione (M-4) have been synthesized, characterized and studied for their chemosensor abilities towards transition metal ions. Crystal structures of M-1 to M-4 revealed a variety of N-H center dot center dot O, C-H center dot center dot center dot O, C-H center dot center dot center dot pi and pi center dot center dot center dot pi interactions. Minor variations in such interactions by chemical stimuli such as metal ions, results in change in color that can be visualized by naked eyes. It has been shown that electronic structure and H-1 NMR, vibrational as well as electronic spectra from the density functional theory agree well with the experiments. The metal ion binding in ethanol, ethanol-water and in mild base triethylamine brings forth recognizing ability of M-1 toward Ni2+ whereas M-2 exhibits large sensing ability for Cu2+ ion. Interestingly M-1 display varying metal ion binding specificity in different solvents with the association constant in ethanol being 11,786 M-1 for Ni2+ compared to 9462 M-1 for the Cu2+. A reversal in preferential binding of M-2 with the respective association constants being 4190 M-1 and 6370 M-1 is discernible. (C) 2017 Elsevier B.V. All rights reserved.

10aAminonaphthoquinone Molecular-structures10aAnthraquinone10aAqueous-solution10aChemosensor10aCrystal-structures10aCu(II)10aDerivatives10aDFT10aFluorometric Chemosensors10ahydrogen bonding10aNaphthoquinone10api-pi stacking10aRecognition10asensors1 aPatil, Amit1 aLande, Dipali, N.1 aNalkar, Archana1 aGejji, Shridhar, P. (1 aChakrovorty, Debamitra1 aGonnade, Rajesh1 aMoniz, Tania1 aRangel, Maria1 aPereira, Eulalia1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/binding-selectivity-vitamin-k3-based-chemosensors-towards-nickelii-and-copperii-metal-ions01146nas a2200301 4500008004100000022001400041245010100055210006900156260000900225300001100234490000800245520016600253653000600419653001900425653001600444653002300460653002200483653002400505100001700529700002200546700002100568700002400589700002600613700002700639700002600666700002700692856012500719 2019 eng d a0277-538700aAmphiphilic polypyridyl ruthenium complexes: synthesis, characterization and aggregation studies0 aAmphiphilic polypyridyl ruthenium complexes synthesis characteri cMAY  a96-1070 v1643 a

{Synthesis and characterization of five amphiphilic ruthenium(11) complexes of the type [Ru(Cn)(3)]center dot(PF6)(2) (Cn = 4,4'-dialkyl-2,2'-bipyridine

10a210a2 `-bipyridine10aAggregation10aAmphiphilic ligand10aMetallosurfactant10aRuthenium complexes1 aBhand, Sujit1 aLande, Dipali, N.1 aPereira, Eulalia1 aGejji, Shridhar, P.1 aWeyhermueller, Thomas1 aChakravarty, Debamitra1 aPuranik, Vedavati, G.1 aSalunke-Gawali, Sunita uhttp://library.ncl.res.in/content/amphiphilic-polypyridyl-ruthenium-complexes-synthesis-characterization-and-aggregation02004nas a2200253 4500008004100000022001400041245007700055210006900132260000900201300001400210490000700224520117700231100002201408700002701430700002701457700002201484700002201506700002401528700002401552700002101576700002601597700002001623856010701643 2020 eng d a1144-054600aSynthesis and biological activity of imidazole based 1,4-naphthoquinones0 aSynthesis and biological activity of imidazole based 14naphthoqu cMAY  a6889-69010 v443 a

Design and development of drugs in multi-drug resistant (MDR) infections have been of growing interest. We report the syntheses, and antibacterial and antifungal activities of imidazole-based 1,4-naphthoquinones (I-1 to I-4; 1-alkyl-2-methyl-1H-naphtho[2,3-d]imidazole-4,9-dione (alkyl = methyl to butyl)) and their precursors (B-3; N-(3-chloro-1,-dioxo-1,4-dihydronaphthalen-2-yl)acetamide) and A-1 to A-4; N-(3-(alkylamino)-1,4-dioxo-1,4-dihydronaphthalen-2-yl)acetamide (alkyl = methyl to butyl). Crystal structures of B-3, A-1 to A-3 and I-2 to I-4 were obtained through single crystal X-ray diffraction experiments. Electronic structure and charge distribution have further been characterized with the use of Density Functional Theory. Seven of these derivatives display a broad spectrum of antibacterial activity against few selected bacterial strains (Gram-positive and Gram-negative). As demonstrated MIC values with B-2 and B-3 against bacterial isolates were 8-64 mu g ml(-1) and those against pathogenic yeast, C. albicans, were observed in the range of 128-256 mu g ml(-1). MIC data of these derivatives suggest them to be promising against pathogens.

1 aChoudhari, Dinkar1 aSalunke-Gawali, Sunita1 aChakravarty, Debamitra1 aShaikh, Samir, R.1 aLande, Dipali, N.1 aGejji, Shridhar, P.1 aRao, Pradeep, Kumar1 aSatpute, Surekha1 aPuranik, Vedavati, G.1 aGonnade, Rajesh uhttp://library.ncl.res.in/content/synthesis-and-biological-activity-imidazole-based-14-naphthoquinones04102nas a2200253 4500008004100000022001400041245015900055210006900214260000800283300001000291490000700301520318700308100002003495700002703515700002403542700002003566700002703586700002303613700002803636700002003664700001903684700002603703856011903729 2021 eng d a2576-989800aReactions of 2,3-dibromonaphthalene-1,4-dione and pyridyl amines: X-ray structures, DFT investigations, and selective detection of the Hg2+ and Ni2+ ions0 aReactions of 23dibromonaphthalene14dione and pyridyl amines Xray cFEB a78-930 v143 a

In this work, the products formed by the reaction between 2,3-dibromonaphthalene-1,4-dione with (pyridine-2-yl)methanamine and (pyridine-4-yl)methanamine are discussed in detial. The products 2-amino-3-bromonaphthalene-1,4-dione (A) and 2-aminonaphthalene-1,4-dione (B(1)) obtained are characterized through 1H and 13C-NMR, FTIR, mass spectrometry, single-crystal X-ray diffraction experiments, which are in conjunction with wB97X based density functional theory. compound A can effectively and selectively detect Hg2+ and Ni2+ ions, and proposes a potential mechanism of action.

1 aAggrwal, Gunjan1 aSalunke-Gawali, Sunita1 aGejji, Shridhar, P.1 aNikalje, Milind1 aChakravarty, Debamitra1 aVerma, Prakash, L.1 aGosavi-Mirkute, Prajkta1 aHarihar, Shital1 aJadhav, Mahesh1 aPuranik, Vedavati, G. uhttp://library.ncl.res.in/content/reactions-23-dibromonaphthalene-14-dione-and-pyridyl-amines-x-ray-structures-dft