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Synthesis, Structure, and Antiproliferative Activity of Three Gallium(III) Azole Complexes.

Zanias S, Papaefstathiou GS, Raptopoulou CP, Papazisis KT, Vala V, Zambouli D, Kortsaris AH, Kyriakidis DA, Zafiropoulos TF - Bioinorg Chem Appl (2010)

Bottom Line: As part of our interest into the bioinorganic chemistry of gallium, gallium(III) complexes of the azole ligands 2,1,3-benzothiadiazole (btd), 1,2,3-benzotriazole (btaH), and 1-methyl-4,5-diphenylimidazole (L) have been isolated.Reaction of btaH or btd with GaBr(3) or GaCl(3) resulted in the mononuclear complexes [GaBr(3)(btaH)(2)] (1) and [GaCl(3)(btd)(2)] (2), respectively, while treatment of GaCl(3) with L resulted in the anionic complex (LH)(2)[GaCl(4)] (3).All three complexes were characterized by single-crystal X-ray crystallography and IR spectroscopy, while their antiproliferative activities were investigated against a series of human and mouse cancer cell lines.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Patras, 265 04 Patras, Greece.

ABSTRACT
As part of our interest into the bioinorganic chemistry of gallium, gallium(III) complexes of the azole ligands 2,1,3-benzothiadiazole (btd), 1,2,3-benzotriazole (btaH), and 1-methyl-4,5-diphenylimidazole (L) have been isolated. Reaction of btaH or btd with GaBr(3) or GaCl(3) resulted in the mononuclear complexes [GaBr(3)(btaH)(2)] (1) and [GaCl(3)(btd)(2)] (2), respectively, while treatment of GaCl(3) with L resulted in the anionic complex (LH)(2)[GaCl(4)] (3). All three complexes were characterized by single-crystal X-ray crystallography and IR spectroscopy, while their antiproliferative activities were investigated against a series of human and mouse cancer cell lines.

No MeSH data available.


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The stacking of the [GaCl3(btd)2] molecules in 2.
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fig4: The stacking of the [GaCl3(btd)2] molecules in 2.

Mentions: Complex 2 crystallizes in the monoclinic space group C2/c. An ORTEP diagram of 2 is shown in Figure 3, while selected bond distances and angles are listed in Table 3. Its structure consists of monomeric discrete [GaCl3(btd)2] units. The gallium coordination geometry is again trigonalbipyramidal with the choro ligands defining the equatorial plane. There is a two-fold crystallographic axis along the Ga–Cl1 bond. The Ga–Cl bond lengths in complex 2 [2.171(2) and 2.180(1) Å] compare favourably with those of [GaCl3(btaH)2] [2.204(1) and 2.178(2) Å]. The Ga–N bond length in complex 2 [2.201(3) Å] is longer than that of [GaCl3(btaH)2] [2.169(2) Å], but compares well with that of 1 [2.212(3) Å]. The dihedral angle between the best planes of the btd molecules is 52.51 Å and is much larger than that of 1 and [GaCl3(btaH)2] (10.90 and 7.4°, resp.). There appear to be intermolecular stacking interactions between the nearly parallel btd ligands. Those interactions involve both the thiadiazole and the phenyl groups of the btd ligands as shown in Figure 4.


Synthesis, Structure, and Antiproliferative Activity of Three Gallium(III) Azole Complexes.

Zanias S, Papaefstathiou GS, Raptopoulou CP, Papazisis KT, Vala V, Zambouli D, Kortsaris AH, Kyriakidis DA, Zafiropoulos TF - Bioinorg Chem Appl (2010)

The stacking of the [GaCl3(btd)2] molecules in 2.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2913727&req=5

fig4: The stacking of the [GaCl3(btd)2] molecules in 2.
Mentions: Complex 2 crystallizes in the monoclinic space group C2/c. An ORTEP diagram of 2 is shown in Figure 3, while selected bond distances and angles are listed in Table 3. Its structure consists of monomeric discrete [GaCl3(btd)2] units. The gallium coordination geometry is again trigonalbipyramidal with the choro ligands defining the equatorial plane. There is a two-fold crystallographic axis along the Ga–Cl1 bond. The Ga–Cl bond lengths in complex 2 [2.171(2) and 2.180(1) Å] compare favourably with those of [GaCl3(btaH)2] [2.204(1) and 2.178(2) Å]. The Ga–N bond length in complex 2 [2.201(3) Å] is longer than that of [GaCl3(btaH)2] [2.169(2) Å], but compares well with that of 1 [2.212(3) Å]. The dihedral angle between the best planes of the btd molecules is 52.51 Å and is much larger than that of 1 and [GaCl3(btaH)2] (10.90 and 7.4°, resp.). There appear to be intermolecular stacking interactions between the nearly parallel btd ligands. Those interactions involve both the thiadiazole and the phenyl groups of the btd ligands as shown in Figure 4.

Bottom Line: As part of our interest into the bioinorganic chemistry of gallium, gallium(III) complexes of the azole ligands 2,1,3-benzothiadiazole (btd), 1,2,3-benzotriazole (btaH), and 1-methyl-4,5-diphenylimidazole (L) have been isolated.Reaction of btaH or btd with GaBr(3) or GaCl(3) resulted in the mononuclear complexes [GaBr(3)(btaH)(2)] (1) and [GaCl(3)(btd)(2)] (2), respectively, while treatment of GaCl(3) with L resulted in the anionic complex (LH)(2)[GaCl(4)] (3).All three complexes were characterized by single-crystal X-ray crystallography and IR spectroscopy, while their antiproliferative activities were investigated against a series of human and mouse cancer cell lines.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, University of Patras, 265 04 Patras, Greece.

ABSTRACT
As part of our interest into the bioinorganic chemistry of gallium, gallium(III) complexes of the azole ligands 2,1,3-benzothiadiazole (btd), 1,2,3-benzotriazole (btaH), and 1-methyl-4,5-diphenylimidazole (L) have been isolated. Reaction of btaH or btd with GaBr(3) or GaCl(3) resulted in the mononuclear complexes [GaBr(3)(btaH)(2)] (1) and [GaCl(3)(btd)(2)] (2), respectively, while treatment of GaCl(3) with L resulted in the anionic complex (LH)(2)[GaCl(4)] (3). All three complexes were characterized by single-crystal X-ray crystallography and IR spectroscopy, while their antiproliferative activities were investigated against a series of human and mouse cancer cell lines.

No MeSH data available.


Related in: MedlinePlus