Katarzyna Bober-Majnusz, E. Bębenek, E. Chrobak, Monika Kadela-Tomanek
{"title":"化学计量学方法测定五环三萜衍生物的亲脂性","authors":"Katarzyna Bober-Majnusz, E. Bębenek, E. Chrobak, Monika Kadela-Tomanek","doi":"10.32383/appdr/156084","DOIUrl":null,"url":null,"abstract":"Chemometric analysis is often used in many fields of science. One of the most popular are cluster analysis and principal component analysis. The presented work considers those methods to evaluate the lipophilicity of groups of pentacyclic triterpene derivatives. They are newly synthesized compounds with biological activity, so they can be used in the future as drugs and lipophilicity is an essential parameter. The experimental values of lipophilicity were determined using thin-layer chromatography. The plates were precoated with silica gel, and a mixture of 1,4-dioxane and acetate buffer was applied as the mobile phase. The experimental values of lipophilicity for investigated compounds were correlated with lipophilicity taken from freely available databases (ALOGPs, KowWin, XLOGP2, XLOGP3, miLogP, AClogP, ALOGP, MLOGP, iLOGP, WLOGP and SILICOS-IT). Those experimental values were also correlated with physicochemical properties such as molecular weight, the topological polar surface of the molecule, the number of rotatable bonds, and the number of donor and acceptor sites for hydrogen bonds. Some correlation equations could be formed for the correlation obtained. The cluster and principal component analysis were done based on the data obtained. All the experimental lipophilicity data correlate well with those theoretically calculated based on the structural formula. Almost all dependencies can be described by the correlation equation, with a high correlation coefficient. Thus, it is possible to infer the lipophilicity values of triterpene derivatives without any laboratory work. The physicochemical properties turned out to be less valuable and, apart from the compounds' molar mass, not helpful.","PeriodicalId":7147,"journal":{"name":"Acta poloniae pharmaceutica","volume":" ","pages":""},"PeriodicalIF":0.4000,"publicationDate":"2023-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Application of chemometric methods for determination the lipophilicity of pentacyclic triterpene derivatives\",\"authors\":\"Katarzyna Bober-Majnusz, E. Bębenek, E. Chrobak, Monika Kadela-Tomanek\",\"doi\":\"10.32383/appdr/156084\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Chemometric analysis is often used in many fields of science. One of the most popular are cluster analysis and principal component analysis. The presented work considers those methods to evaluate the lipophilicity of groups of pentacyclic triterpene derivatives. They are newly synthesized compounds with biological activity, so they can be used in the future as drugs and lipophilicity is an essential parameter. The experimental values of lipophilicity were determined using thin-layer chromatography. The plates were precoated with silica gel, and a mixture of 1,4-dioxane and acetate buffer was applied as the mobile phase. The experimental values of lipophilicity for investigated compounds were correlated with lipophilicity taken from freely available databases (ALOGPs, KowWin, XLOGP2, XLOGP3, miLogP, AClogP, ALOGP, MLOGP, iLOGP, WLOGP and SILICOS-IT). Those experimental values were also correlated with physicochemical properties such as molecular weight, the topological polar surface of the molecule, the number of rotatable bonds, and the number of donor and acceptor sites for hydrogen bonds. Some correlation equations could be formed for the correlation obtained. The cluster and principal component analysis were done based on the data obtained. All the experimental lipophilicity data correlate well with those theoretically calculated based on the structural formula. Almost all dependencies can be described by the correlation equation, with a high correlation coefficient. Thus, it is possible to infer the lipophilicity values of triterpene derivatives without any laboratory work. 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Application of chemometric methods for determination the lipophilicity of pentacyclic triterpene derivatives
Chemometric analysis is often used in many fields of science. One of the most popular are cluster analysis and principal component analysis. The presented work considers those methods to evaluate the lipophilicity of groups of pentacyclic triterpene derivatives. They are newly synthesized compounds with biological activity, so they can be used in the future as drugs and lipophilicity is an essential parameter. The experimental values of lipophilicity were determined using thin-layer chromatography. The plates were precoated with silica gel, and a mixture of 1,4-dioxane and acetate buffer was applied as the mobile phase. The experimental values of lipophilicity for investigated compounds were correlated with lipophilicity taken from freely available databases (ALOGPs, KowWin, XLOGP2, XLOGP3, miLogP, AClogP, ALOGP, MLOGP, iLOGP, WLOGP and SILICOS-IT). Those experimental values were also correlated with physicochemical properties such as molecular weight, the topological polar surface of the molecule, the number of rotatable bonds, and the number of donor and acceptor sites for hydrogen bonds. Some correlation equations could be formed for the correlation obtained. The cluster and principal component analysis were done based on the data obtained. All the experimental lipophilicity data correlate well with those theoretically calculated based on the structural formula. Almost all dependencies can be described by the correlation equation, with a high correlation coefficient. Thus, it is possible to infer the lipophilicity values of triterpene derivatives without any laboratory work. The physicochemical properties turned out to be less valuable and, apart from the compounds' molar mass, not helpful.
期刊介绍:
The international journal of the Polish Pharmaceutical Society is published in 6 issues a year. The journal offers Open Access publication of original research papers, short communications and reviews written in English, in all areas of pharmaceutical sciences. The following areas of pharmaceutical sciences are covered: Analysis, Biopharmacy, Drug Biochemistry, Drug Synthesis, Natural Drugs, Pharmaceutical Technology, Pharmacology and General.
A bimonthly appearing in English since 1994, which continues “Acta Poloniae Pharmaceutica”, whose first issue appeared in December 1937. The war halted the activity of the journal’s creators. Issuance of “Acta Poloniae Pharmaceutica” was resumed in 1947. From 1947 the journal appeared irregularly, initially as a quarterly, then a bimonthly. In the years 1963 – 1973 alongside the Polish version appeared the English edition of the journal. Starting from 1974 only works in English are published in the journal. Since 1995 the journal has been appearing very regularly in two-month intervals (six books a year). The journal publishes original works from all fields of pharmacy, summaries of postdoctoral dissertations and laboratory notes.