02645nas a2200289   4500008004100000022001400041245018900055210006900244260007300313300001000386490000800396520149100404653003101895653001401926653003601940653004601976653002502022653002402047100001802071700002102089700002702110700002402137700001702161700002402178700002502202856012802227       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<p>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.</p>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.  uhttps://library.ncl.res.in/content/vitamin-k-3-family-members-part-ii-single-crystal-x-ray-structures-temperature-induced-002009nas a2200277   4500008004100000022001400041245011400055210006900169260007300238300001200311490000900323520098100332653002201313653004401335653002301379653004001402653001601442100002201458700001801480700002401498700002101522700002001543700002101563700001801584856012901602       2011                        eng d  a0022-286000aAzide derivatized anticancer agents of vitamin K-3: X-ray structural, DSC, resonance spectral and API studies0 aAzide derivatized anticancer agents of vitamin K3 Xray structura  aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcDEC  a288-2960 v10063 a<p>Compound 1 [1-imino (acetyl hydrazino)-Vitamin K-3], displays valence tautomerically related electronic isomers as Form land Form II. Form I exhibits 2D packing fragment with 1D ribbon chains of N-H center dot center dot center dot O hydrogen bonds and shows EPR silent features. While Form II is EPR active and exhibits biradical nature with double quantum transitions at g = 2.0040. H-1 NMR of compound 2, [1-imino (hydrazino carboxylate)-Vitamin K-3] and Form II exhibit pi delocalization via resonance assisted H-bonding [RAHB] effect compared to Form I. Molecular interactions in Form I and II are visualized by DSC. The electronic structures of compounds 1 and 2 have been correlated to their API values by measuring anticancer activities, mitochondrial potentials and DNA shearing patterns. Form II and compound 2 indicate mitochondria mediated apoptosis (similar to 75% cell death) while Form I causes 35% cell death. (C) 2011 Elsevier B.V. All rights reserved.</p>10aAnticancer agents10aAPI (Active Pharmaceutical Ingredients)10aElectronic isomers10aRAHB (resonance assisted H-bonding)10aVitamin K-31 aBadave, Kirti, D.1 aPatil, Yogesh1 aGonnade, Rajesh, G.1 aSrinivas, Darbha1 aDasgupta, Rajan1 aKhan, Ayesha, A.1 aRane, Sandhya  uhttps://library.ncl.res.in/content/azide-derivatized-anticancer-agents-vitamin-k-3-x-ray-structural-dsc-resonance-spectral-0