Naslov
Quantitative Modeling (QSPR) of Flavonoids from Croatian Propolis

Autori
Medić-Šarić, Marica ; Smolčić-Bubalo, Asja ; Mornar, Ana ; Jasprica, Ivona

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
..... : knjiga sažetaka ; u: Periodicum biologorum 106 (2004) (S) / - , 2004, 114-114

Mjesto i datum
,

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
QSPR; Flavonoids

Sažetak
Phenolic acids and flavonoids, with various biological activities, are considered to be main compounds in Croatian propolis - a natural product produced by the honeybee whose composition depends on its geographic origin. Flavonoids are a group of plant phytochemicals that cannot be synthesized by humans. They are benzo-γ -pyrone derivatives which resemble coumarine and are divided in six groups (flavanols, flavones, flavonols, flavanons, isoflavons and anthocyanidins) according to the substituents on the main ring. Many studies have been made confirming their antiseptic, antifungal, antibacterial, antiviral, anti-inflamatory and antioxydant properties. The QSPR models are simply approximations of real systems primarily developed and used in scientific work to represent, predict or estimate phenomena of interest. In QSPR approach, molecular structure is described by a number which can be calculated from molecular topology, e. g. topological indices. We investigated correlation between some topological indices (Wiener index, Connectivity index, Balaban index, Shultz index and Shannon index) and properties such as molecular weight, Van der Waals volume, melting point and log P. List and structures of investigated compounds are given in Figure 1. All indices used in the modeling procedure were calculated by the TAM program for personal computer. We have investigated topological indices which are applicable to QSPR studies of phenolic acids' and flavonoids' properties. Log P values, which were not available from literature, were calculated using ALOGPs program (for phenolic acids) and KowWin program (for flavonoids). We have investigated linear, nonlinear and multivariate relationships between topological indices and properties of flavonoids. Different properties were best modeld with different regressions and different indices. The best models of examined physicochemical properties are based on linear regression with the Wiener index (plot of Wiener index vs. molecular weight is given in Figure 2), Connectivity index (0) and Connectivity index (1) (plots of Connectivity indices vs. Van der Waals volume are given in Figures 3 and 4), and polynomial regression with the Shultz index (plot of Shultz index vs. Van der Waals volume is given in Figure 5). In conclusion, molecular weight and van der Waals volume are shown to be useful parameters for structure-property analysis and could be used in further estimation of structure-activity relationships because these parameters can be easily calculated for wide variety of moleculs (e. g. phenolic acids and flavonoids).

Izvorni jezik
Engleski

Znanstvena područja
Farmacija

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