Application of Chromatographic Data in QSAR Studies of 3-[ω-(4-Arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-one Derivatives as 5-HT1A Receptor Ligands
The activity of several 3-[ω-(4-arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-ones (LCAPs) with well-defined serotonin 1A (5-HT1A) receptor affinity was described by using chromatographic and calculated physicochemical parameters in quantitative structure–activity relationship analysis. Nor...
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| Published in: | Journal of chromatographic science Vol. 52; no. 7; pp. 596 - 603 |
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| Abstract | The activity of several 3-[ω-(4-arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-ones (LCAPs) with well-defined serotonin 1A (5-HT1A) receptor affinity was described by using chromatographic and calculated physicochemical parameters in quantitative structure–activity relationship analysis. Normal-phase thin-layer chromatography plates impregnated with solutions of L-aspartic acid, L-serine, L-phenylalanine, L-tryptophan, L-tyrosine, L-asparagine, L-threonine and their mixtures (denoted as S1–S11 biochromatographic models) were used with two mobile phases as a model of the interaction between LCAP and 5-HT1A receptors. Molecular descriptors for the investigated compounds were calculated by using HyperChem and ACD/Labs programs. The significant relationship explains that 82% of the variance was successfully validated by leave-one-out and leave-many-out tests. The results demonstrated that this model has significant predictive ability and can be used for the preliminary screening of newly synthesized potential 5-HT1A receptor ligands. |
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| AbstractList | The activity of several 3-[ω-(4-arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-ones (LCAPs) with well-defined serotonin 1A (5-HT1A) receptor affinity was described by using chromatographic and calculated physicochemical parameters in quantitative structure–activity relationship analysis. Normal-phase thin-layer chromatography plates impregnated with solutions of L-aspartic acid, L-serine, L-phenylalanine, L-tryptophan, L-tyrosine, L-asparagine, L-threonine and their mixtures (denoted as S1–S11 biochromatographic models) were used with two mobile phases as a model of the interaction between LCAP and 5-HT1A receptors. Molecular descriptors for the investigated compounds were calculated by using HyperChem and ACD/Labs programs. The significant relationship explains that 82% of the variance was successfully validated by leave-one-out and leave-many-out tests. The results demonstrated that this model has significant predictive ability and can be used for the preliminary screening of newly synthesized potential 5-HT1A receptor ligands. |
| Author | Stańczak, Andrzej Lewgowd, Wiesława Brzezińska, Elżbieta Żydek, Grażyna |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/23804019$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1016/j.ejmech.2011.04.060 10.1021/jm048999e 10.1002/pmic.200400973 10.1002/bmc.1130090509 10.1016/0021-9673(95)00523-4 10.1016/S0165-022X(01)00190-7 10.1038/sj.bjp.0702723 10.1016/S0021-9673(00)98504-2 10.1016/S1093-3263(01)00125-5 10.1016/S0091-3057(01)00746-8 10.1002/minf.201000061 10.1016/S1093-3263(01)00123-1 10.1126/science.289.5480.739 10.1002/qsar.19910100302 10.1111/j.2042-7158.1997.tb06095.x 10.1016/0006-3002(50)90049-7 10.1002/qsar.200390007 10.1021/jm00023a001 10.1021/jm000930t 10.1016/j.chroma.2007.03.108 10.1016/S0021-9258(19)84729-4 10.1021/jm00401a007 10.1016/S0021-9258(19)81509-0 10.1016/j.bmc.2005.12.023 10.1002/bmc.1130090504 10.1002/qsar.200610151 10.1016/S0028-3908(99)00010-6 10.1016/S0021-9673(01)89289-X 10.1016/S0014-2999(98)00634-7 10.1590/S0103-50532009000400021 10.1021/cr078224o 10.1021/cr068412z 10.1016/S0065-7743(08)60401-7 10.1021/jm050826h 10.1038/329075a0 |
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| Snippet | The activity of several 3-[ω-(4-arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-ones (LCAPs) with well-defined serotonin 1A (5-HT1A) receptor affinity... |
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| SubjectTerms | Amino Acids - chemistry Amino Acids - metabolism Chromatography, Thin Layer - methods Drug Discovery Ligands Linear Models Models, Chemical Piperazines - analysis Piperazines - chemistry Piperazines - metabolism Quantitative Structure-Activity Relationship Receptor, Serotonin, 5-HT1A Reproducibility of Results |
| Title | Application of Chromatographic Data in QSAR Studies of 3-[ω-(4-Arylpiperazin-1-yl)alkyl]pyrimido[5,4-c]quinolin-4(3H)-one Derivatives as 5-HT1A Receptor Ligands |
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