Lipophilic Hexadentate Aluminum Complexes of New Phenolate-Derivatized Cyclohexanetriamine Ligands and Their Effect on the Peptide Transport System (PTS-1)

Autor:	Joel T. Mague, James E. Bollinger, William A. Banks, Abba J. Kastin, D. Max Roundhill
Rok vydání:	1995
Předmět:	Schiff base Hexacoordinate chemistry.chemical_element Mass spectrometry Medicinal chemistry Inorganic Chemistry Partition coefficient chemistry.chemical_compound chemistry Salicylaldehyde Aluminium Peptide transport Physical and Theoretical Chemistry Monoclinic crystal system
Zdroj:	Inorganic Chemistry. 34:2143-2152
ISSN:	1520-510X 0020-1669
DOI:	10.1021/ic00112a029
Popis:	The compounds (RsalH&tachH3 (R = H, N02, OMe) have been synthesized by Schiff base condensation between cis-1,3,5-triaminocyclohexane and a substituted salicylaldehyde, followed by reduction with KBI& Reaction of these compounds with aluminum(II1) salts gives uncharged hexacoordinate N303 complexes of type Al(RsalH&tach. The complexes have been characterized by a combination of infrared, 'H and I3C{ 'H} NMR, and mass spectroscopy. Structures of Al(salH2)3tach and Al(N02salH2)3tach have been determined by X-ray crystallography. Al(salH2)stach: monoclinic, P2l/n, a = 15.047(2) A, b = 11.355(1) A, c = 15.201(2) A, ,4 = 93.59(6)", V = 2592(1) A3, Z = 4, R = 0.038, R, = 0.052. Al(NO2salH2)3tach: monoclinic, P2l/n, a = 12.305(1) A, b = 12.072(2) A, c = 20.229(3) A, ,4 = 90.26(1)", V = 3005(1) A3, Z = 4, R = 0.040, R, = 0.047. The partition coefficients between 1-octanol and water for the complexes Al(RsalH2)3tach have the values 33.0, 9.0, and 4.4 for the derivatives with R = H, NOz, and OMe, respectively. We show that (N02salH2)3tachH3 affects the action of aluminum on the peptide transport system (PTS-1).
Databáze:	OpenAIRE
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