J Pharm Pharmacogn Res 3(suppl. 1): S178, 2015
Proceedings of the 4th International Symposium on Pharmacology of Natural Products FAPRONATURA 2015 September 21st-25th, 2015; Cuban Society of Pharmacology. Topes de Collantes, Sancti Spiritus, Cuba.
PISI-85: NATURAL ANTIOXIDANT COUMARINS: QSAR APPROACHES REGARDING THEIR GENOTOXICITY
Guardado E1,2, Molina E1,2, Abreu OA1, Santana L2, Uriarte E2, Matos MJ2.
Introduction: Coumarins are a group of phytochemicals with multiple applications in different fields, such as food and medicine. Many of their benefits are based on the different activities that they display, within which stand antioxidant properties. However, some conflicting evidences suggest the need to clarify or estimate the safety aspects and genotoxicity of this group of compounds. In this sense it has been shown in previous studies that some of them have presented pro-oxidant activity in vitro and clastogenic activity in silico. Therefore, in this paper chemical structures of natural coumarins that come from various natural sources were studied. Material and Methods: This database became topological-structural information, using molecular descriptors from the TOPSMODE approach. A virtual screening was also held that used a model of structure-clastogenic activity relationship, and linear discriminant analysis (LDA) technique. The probability of being active to the presence of hydroxyl and methoxyl groups in the molecules. Results: From a scan for regularities between chemical subclasses, it can be observed that when the scaffold has minimal substitutions, these molecules are inactive, e.i. umbelliferone, psoralen and xanthyletin. The presence of an electron-withdrawing group (carbonyl) an esterified oxygen, saturated and unsaturated aliphatic and aromatic groups, are associated with inactivity of molecules (i.e. ammoresinol, ostruthin, osthole and mammea AB). Methoxyl and hydroxyl radicals cause increased toxicity. Conclusions: It is of particular significance the large number of active molecules from the subclass of pyranocoumarins (angular type), which has been linked to the positive contribution of the fragment that forms the bay region of the pyranocoumarinic system
Citation Format: Guardado E, Molina E, Abreu OA, Santana L, Uriarte E, Matos MJ (2015) Natural antioxidant coumarins: QSAR approaches regarding their genotoxicity. [Abstract]. In: Proceedings of the FAPRONATURA 2015; 2015 Sep 21-25; Topes de Collantes, Sancti Spiritus: CSF. J Pharm Pharmacogn Res 3(Suppl. 1): S178. Abstract nr PISI-85.