J Pharm Pharmacogn Res 3(suppl. 1): S74, 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.
OC-51: COMPUTATIONAL STUDY OF THE DNA PROTECTIVE EFFECT OF THE 2,6–DISECBUTILPHENOL EXTRACTED FROM THE PLANT Phyllanthus orbicularis KUNTH
Monteserín A1, Pérez Y2, Sánchez A3.
Introduction: The appearance of chronical degenerative diseases has a close relationship with the DNA damage in somatic cells. The damage can be originated by different genotoxic agents, as for example the aromatic amines. At the present, it is considered as possible way to prevent and treat these affections the use of chemoprotective phythocompounds. It has been studied that the total aqueous extract of the cuban specie Phyllanthus orbicularis Kunth reduce significantly the damage induced by the aromatic amines: m-phenilendiamine (m-PDA), 4-aminobiphenyl (4-ABP) y 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and from the total aqueous fractioned extract was isolated and identified the 2,6 – disecbutilphenol (DSBP). However, it is not known how the DSBP protects at a molecular level. Thanks’ to the advances in computational chemistry and modelations tools is possible to study the direct chemical interaction between the DSBP and the aromatic amines as possible genoprotective mechanism. Material and Methods: The starting chemical structures of the DSBP and the three amines: m–PDA, 4 – ABP and PhIP were geometrical and electronically optimized. The different association complexes between the phenol and the aromatic amines were generated by Multiple Minimum Hypersurface (MMH) and optimized with the semiempirical methods AM1 and PM6 – d. The association energies for each complex were obtaining with the program Q3. Finally, the more stable complexes were reoptimized at a DFT level using the B3LYP and M052x functional. Results: The results allowed demonstrated that the association between the phenol and the amines was thermodynamically favored and it can be predicted through this research a genoprotective order for the phenol against each amine and which chemical groups of the amine and the phenol interact. Conclusions: This research work allows us to propose the chemical direct interaction between the phenol and the amines as possible molecular mechanism for the DNA protection.
Citation Format: Monteserín A, Pérez Y, Sánchez A (2015) Computational study of the dna protective effect of the 2,6–disecbutilphenol extracted from the plant Phyllanthus orbicularis Kunth. [Abstract]. In: Proceedings of the FAPRONATURA 2015; 2015 Sep 21-25; Topes de Collantes, Sancti Spiritus: CSF. J Pharm Pharmacogn Res 3(Suppl. 1): S74. Abstract nr OC-51.