N-[4-(2-Morpholino­eth­oxy)phen­yl]acetamide monohydrate

In the title compound, C14H20N2O3·H2O, the geometry about the morpholine N atom implies sp 3 hybridization. In the crystal, symmetry-related mol­ecules are linked by inter­molecular N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds, forming infinite chains along the b axis. The chain structure is further stabilized by intra­molecular C—H⋯O inter­actions

Synthesis and antineoplastic activity of some 16- benzylidene substituted steroidal oximes

2126-2137 Novel 16-benzylidine substituted steroidal oximes in the androstene series have been designed, synthesized and evaluated for in vitro antineoplastic activity at NCI, Bethesda, USA against 3-cell lines using one dose primary anticancer assay. Of the compounds tested, 3β-hydroxy derivatives 24 (DPJ-1059), 26 (DPJ-1081), 28 (DPJ-870), 30 (DPJ-818), 32 (DPJ-854) and 3β-acetoxy derivatives 25 (DPJ-1061), 27 (DPJ-1083), 31 (DPJ-817) and 33(DPJ-900) have been found to be quite active.</smarttagtype

Synthesis and QSAR studies of 16-(3-methoxy-4-substituted benzylidene) androstene derivatives as anticancer agents

948-955 In a systematic effort aimed at identifying new steroidal cytotoxic agents with potent antipoliferative activity against cancer cells and developing their QSAR models, a series of 16-(3-methoxy-4-substituted benzylidene)androst-5-ene derivatives have been synthesized. The selected compounds are evaluated for antineoplastic activity against a panel of three human cell lines-breast, CNS and lungs at NCI, Bethesda, USA. The results presented herein indicate that compound 15-18, 21, 22, 25-30 are active anticancer agents. The QSAR investigation with multiple linear regression analysis has been applied to find a correlation between different calculated physicochemical parameters of these compounds and biological activity. Application of datasets by using CODESSA software has led to QSAR equations based on the 3 descriptors. The significant QSAR models have been obtained with R2 values which range from 0.9692-0.8225 and good predictive performance (q2 range: 0.9264-0.7121). These models are expected to be useful for the anticancer screening of androstene derivatives having substitution at position 3,16 and 17 of steroid nucleus. </smarttagtype

Synthesis and biological activity of 16β-morpholinosteroid derivatives

363-367Fusion of morpholine at the 16 position of the steroid nucleus has been carried out to prepare monoquaternary 6,7 and 8 and bisquaternary ammonium compounds 13 and 14. Compounds 13 and 14 partly resemble chandonium iodide in structure. All the compounds have been evaluated for their neuromuscular blocking and ganglion blocking activities. The compounds 3, 4 5, 11 and 12 have been screened for antineoplastic activity at NCI, Bethesda

<i>N</i>-(4-Hydroxyphenyl)-3,4,5-trimethoxybenzamide derivatives as potential memory enhancers: synthesis, biological evaluation and molecular simulation studies

<p>The present paper describes the synthesis, biological evaluation and molecular simulation studies of a series of <i>N</i>-(4-hydroxyphenyl)-3,4,5-trimethoxybenzamide derivatives with <i>N,N</i>-dialkylaminoethoxy/propoxy moiety as potential memory enhancers with acetylcholinesterase-inhibiting activity having IC₅₀ in low micromolar range (4.0–16.5 μM). All the compounds showed a good degree of agreement between <i>in vivo</i> and <i>in vitro</i> results as most of these derivatives showed dose-dependent increase in percent retention. Compound <b>10a</b> showed significant % retention of 84.73 ± 4.51 as compared to piracetam (46.88 ± 5.42) at 3 mg kg⁻¹ and also exhibited a maximal percent inhibition of 97% at 50 μM. Molecular docking, MM-GBSA and molecular simulation studies were performed establishing a correlation between the experimental biology and <i>in silico</i> results. <i>In silico</i> results indicate that all the compounds have better docking scores and predicted binding free energies as compared to cocrystallized ligand with the best potent ligand retaining conserved hydrophobic interactions with residues of catalytic triad (HIS447), catalytic anionic site (CAS) (TRP86, TYR337, PHE338) and peripheral anionic site (PAS) (TYR72, TYR124, TRP286 and TYR341). Root mean square deviation (RMSD = 2.4 Å) and root mean square fluctuations of <b>10a</b>–AChE complex during simulation proved its stable nature in binding toward acetylcholinesterase. The docked conformation of <b>10a</b> and other analogs at the binding site have also been simulated with polar and nonpolar interactions interlining the gorge residues from PAS to catalytic triad.</p