A comprehensive investigation of the partitioning and hydrogen bonding behavior of indole containing derivatives of 1,3,4-thiadiazole and 1,2,4-triazole by means of experimental and calculative approaches

dc.contributor.author	Τσαντίλη - Κακουλίδου, Άννα	el
dc.contributor.author	Βαρβαρέσου, Αθανασία	el
dc.contributor.author	Σιάτρα - Παπασταϊκούδη, Θεοδώρα	el
dc.contributor.author	Raevsky, Oleg A.	en
dc.date.accessioned	2015-04-30T12:53:35Z
dc.date.available	2015-04-30T12:53:35Z
dc.date.issued	2015-04-30
dc.identifier.uri	http://hdl.handle.net/11400/9318
dc.rights	Αναφορά Δημιουργού-Μη Εμπορική Χρήση-Όχι Παράγωγα Έργα 3.0 Ηνωμένες Πολιτείες	*
dc.rights.uri	http://creativecommons.org/licenses/by-nc-nd/3.0/us/	*
dc.source	http://onlinelibrary.wiley.com	en
dc.source	http://onlinelibrary.wiley.com/doi/10.1002/%28SICI%291521-3838%28199911%2918:5%3C482::AID-QSAR482%3E3.0.CO;2-R/abstract	en
dc.subject	Καλλυντικά
dc.subject	Χημικά παρασκευάσματα
dc.subject	Partition coefficients
dc.subject	Cosmetics
dc.subject	Chemical preparations
dc.subject	Συντελεστές κατανομής
dc.title	A comprehensive investigation of the partitioning and hydrogen bonding behavior of indole containing derivatives of 1,3,4-thiadiazole and 1,2,4-triazole by means of experimental and calculative approaches	en
heal.type	journalArticle
heal.classification	Aesthetics
heal.classification	Chemistry
heal.classification	Αισθητική
heal.classification	Χημεία
heal.classificationURI	http://id.loc.gov/authorities/subjects/sh85001441
heal.classificationURI	http://id.loc.gov/authorities/subjects/sh85022986
heal.classificationURI	N/A-Αισθητική
heal.classificationURI	N/A-Χημεία
heal.identifier.secondary	10.1002/(SICI)1521-3838(199911)18:5<482::AID-QSAR482>3.0.CO;2-R
heal.language	en
heal.access	campus
heal.recordProvider	Τεχνολογικό Εκπαιδευτικό Ίδρυμα Αθηνών. Σχολή Επαγγελμάτων Υγείας και Πρόνοιας. Τμήμα Αισθητικής και Κοσμητολογίας	el
heal.publicationDate	1999-11-23
heal.bibliographicCitation	Tsantili-Kakoulidou, A., Varvaresou, A., Siatra-Papastaikoudi, T. and Raevsky, O.A. (1999) A comprehensive investigation of the partitioning and hydrogen bonding behavior of indole containing derivatives of 1,3,4-thiadiazole and 1,2,4-triazole by means of experimental and calculative approaches. "Quantitative Structure-Activity Relationships" 18 (5), p.482-489	en
heal.abstract	The lipophilicity and hydrogen bonding capability of the title compounds was investigated. HPLC lipophilicity indices proved to be appropriate substitutes of directly measured octanol-water partition coefficients and were used to evaluate the predictive power of 7 different calculative approaches. Conformation effects as well as particularities in the way the triazole and thiadiazolyl-amine moieties are treated by the different calculation systems need to be taken into account in order to establish sound correlations with experimental data. Cyclohexane-water partition coefficients were determined and used to derive ΔlogP values as a measure of hydrogen bonding ability. Exploration of the ΔlogP parameter unraveled particular features of the hydrogen bond capability pattern of the compounds. Thermodynamically derived hydrogen bonding parameters Σca and Σcd were used for the analysis of all lipophilicity data. A negative contribution of the hydrogen bond acceptor capability, much stronger in the case of the cyclohexane-water partition coefficients, was found while the hydrogen bond donor factor proved not essential. Similar analysis of the ΔlogP values revealed a more complex nature of that parameter than being a pure hydrogen bond measure.	en
heal.publisher	Wiley	en
heal.journalName	Quantitative Structure-Activity Relationships	en
heal.journalType	peer-reviewed
heal.fullTextAvailability	false