Transformations and research of new Fischer base bis-analogues

Author: marina trapaidze
Co-authors: Sophiko Kvinikadze
Keywords: Dipyrrolonaphtodiazepine, dipyrrolobenzoquinoxaline, spirochromene, photochromic properties
Annotation:

Transformations and research of new bis-analogues of the Fisher base Marina Trapaidze, Sophiko Kvinikadze marina.trapaidze@tsu.ge Department of Chemistry, The Faculty of Exact and Natural Sciences, Tbilisi State University, #3 Chavchavadze Av, Tbilisi The creation of new, more efficient and less toxic drugs are one of the main tasks of the modern chemical and pharmaceutical research. The world experience points to the fact that the most part of the active ingredients of medicinal products belong to heterocyclic compounds. It is interesting the combination of two or more different heterocyclic fragments in one molecule that enables the creation of new substrates with a wide range of physiological activity. The compounds containing quinoxaline and diazepine nuclei are psychoactive substances that impact on the central nervous system. Dipyrollonaphtodiazepine methyl base because of multilateral reaction ability is extremely interesting and perspective in future, in the field of synthesis of wide spectrum biologically active compounds. The proposed work is to produce new bis-spiropyrans on a base of fisher base bis-analogues dipyrrolonaphtodiazepine and dipyrrolobenzoquinoxaline. Four new bis-spirochromenes were obtained by condensation of bis-analogues of Fischer bases with 3-chloro-5-nitro-, 3,5-dibromo-, 5-nitrosalicylic aldehydes and β-oxinaphthaldehyde. The structure of the synthesized new spiro compounds established by spectral methods. The photochromic properties of spiro compounds are studied by the study of electronic spectra. Their presumed bioactivity was studied by PASS Online program. Electrophilic substitution reactions were carried out in bis-analogues of Fischer bases — nitrosation and formylation. The study of reaction products continues. 1. Sh.A.Samsoniya, M.V.Trapaidze, N.N. Nikoleishvili, K.G.Japaridze, J.P.Maisuradze, and U. Kazmaier. Chemistry of Heterocyclic Compounds, 2010, Vol. 46, No. 8, p. 1016-1019. 2. Sh.A.Samsoniya, M.V.Trapaidze, N.N. Nikoleishvili, K.G.Japaridze, J.P.Maisuradze and u. Kazmaier. Chemistry of Heterocyclic Compounds, 2011, Vol. 47, No. 9, p. 1098-1104. 3. Ш.А.Самсония, М.В.Трапаидзе, Н.Н.Николеишвили. Интернациональный журнал - Химия Гетероциклических Соединений, 2013, № 4, c. 580-584