Intern.Conference "Molecular Complexity in Modern Chemistry" (MCMC-2014) Moscow, Sept. 13 - 19, 2014

SUPRAMOLECULAR INTERACTION OF CAFFEINE MOLECULES WITH

EACH OTHER, WATER MOLECULES AND OXYGEN ATOMS OF

TETRAOXIDOANIONS IN THE NEW COMPOUND

COBALT HEXAHYDRATE DIPERRHENATE CAFFEINE

K.E. German1, M.S. Grigoriev

1, G.V. Kolesnikov

2, Yu.A. Ustynyuk

2, O.I. Slyusar

3,

Ya.A. Obruchnikova3, O.S. Kryzhovets

3, M.N. Glazkova

3

1 - 1 - A.N. Frumkin Institute of Physical Chemistry and Electrochemistry RAS 31, Leninsky

prospekt, Moscow, 119071, Russia. 2 – Medical Institute REAVIZ, Krasnobogatyrskaya str. 2,

Moscow, Russia

2 - Lomonosov Moscow State University, Leninskie gory , 1, Moscow - Russia

3 - Medical Institute REAVIZ, Krasnobogatyrskaya str. 2, Moscow, Russia

guerman_k@mail.ru

Recently the antitumor and radiosensitizing drugs being caffeine derivatives that penetrate easily

through blood brain barrier have been developed [1]. They are effective with radiation and

chemotherapy treatment for cases of brain tumors. Results of these studies has shown the caffeine

derivatives as perspective source for receiving therapeutic agents to be used in a combined therapy

for primary and metastatic brain tumors. Anyhow the mechanism of caffeine interaction was not

clear. To provide the proper understanding of caffeine action the precise structural data are

necessary. To increase the accuracy of the structural date and to simulate the interaction of caffeine

with tetraoxidoanion and hydration water molecules the synthesis of caffeine cobalt hexahydrate

perrhenate was carried out from saturated water solutions and the single crystal thus obtained were

subjected to X-ray structural study at Bruker KAPPA APEX II diffractometer.

Supramolecular interactions of caffeine molecules with each other, water molecules

and oxygen atoms of tetraoxidoanions as in a new compound of Co(H2O)6[ReO4]2 .

caffeine are analyzed in these study through comparison of the new precise structural

data with quantum chemical analyses. The reasons for alterable orientation of

caffeine molecules to each other and for the H-bonds network formation has been

evaluated.

1. Vartanyan L.P., Kolesova M.B., Gornaeva G.F., Pustovalov Yu.I. Caffeine derivatives —

perspective method of the search for anticancer and radiomodifying drugs in combined

therapy for malignant brain tumors // Psychopharmacol. Biol. Narcol. — 2005. — Vol. 5, N

4. — P. 1093–1095. Central Research Institute of Roentgenology and Radiology, Saint

Petersburg.