E0009
Synthesis and Structures of Selenium-based Compounds as
Therapeutic and Chemopreventive Agents: 2-Selenobenzyl-1-benzoic acid and
2-Se-(2-methyl-2-propenyl)-1-benzoic acid. Federico
Martinez-Ramos1, and Manuel Soriano-García2.
1Depto de Química Inorgánica, Escuela Nacional de
Ciencias Biológicas del IPN, Prolongación de Carpio y Plan de
Ayala, D. F. 11340, MÉXICO and 2Instituto de Química,
Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad
Universitaria, México D. F. 04510, MÉXICO.
Selenium is known to be as an important dietary antioxidant
and essential component of the active sites of a number of enzymes, and several
additional mammalian selenoproteins. Dietary selenium deficiency has been linked
to diseases as diverse as cancer, hearth disease, arthritis and AIDS. Thus, the
pharmacology, biology and biochemistry of selenium metabolism have become
subjects of considerable interest, which are spurring efforts to develop
synthetic selenium-containing compounds as possible therapeutic and
chemopreventive agents. We are currently working on the synthesis of
selenium-based compound as chemotherapeutic agents, such as
2-Selenobenzyl-1-benzoic acid (I) and 2-Se-(2-methyl-2-propenyl)-1-benzoic acid
(II). Crystals of compound (I) belong to monoclinic (compound II, triclinic)
system with cell dimensions: a = 8.105(1), b = 5.840(1), c
= 26.030(2) Å and _ = 94.560(5)º, space group
P21/c and Z = 4 (compound II, a = 5.845(1),
b = 8.149(1), c = 11.462(1) Å and _ = 97.05 (1), _ =
90.14(1), γ = 90.12 (1)º, space group
P-1 and Z = 2). Both structures were solved by direct methods and
refined by full-matrix least-squares method. The final R-values for I and II are
0.048 and 0.047, respectively. The conformational analysis of both structures
will be discussed during the presentation.
Institute of Chemistry, UNAM, supported this work.