Metal coordinated compositions

a technology of metal coordination and composition, applied in the field of metal coordinated complexes, can solve problems such as difficulties in actual practice, and achieve the effect of further ligation flexibility

Inactive Publication Date: 2006-06-29
SYNTHONICS CALIFORNIA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0005] Chelation is a critical component in the stabilization of a metal coordinated complex. For the s-block metals, this is particularly true for calcium and magnesium. For example, it can be seen that the log Keq of the acetic acid-magnesium complex is 0.47. With the incorporation of a single amino group on the molecule (i.e., glycine) the log Keq increased to 1.34. Magnesium typically prefers chelation with oxygen over nitrogen and this effect can be seen by comparing the log Keq of adenine (log Keq=2.08) with that of 6-hydroxypurine (log Keq=6.65). Magnesium forms particularly strong bonds with oxidized phosphorus, such as phosphates, as is revealed by comparing the log Keq of adenosine (log Keq=0.50) with that of adenosine-5′-monophosphoric acid (log Keq=1.80).
[0009] It is an embodiment of this invention that the active agents that make the best candidates for complexing with zinc and the p-block metals are the same as those with the s-block metals with the additional flexibility that if the active agent has two nitrogens, a nitrogen and a mercaptan or two mercaptans in a proper chelation arrangement, then the presence of a proton on a heteroatom is not necessary to form a stable metal coordinated complex. It is a further embodiment of this invention that transition metals have further ligation flexibility in that chelation is even less required for their covalent coordination complexes if the ligands have at least one nitrogen or mercapto group.

Problems solved by technology

While this goal is easily stated, it is difficult to achieve in actual practice, as the effects of any particular modification is often highly unpredictable.

Method used

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FTIR Analysis of DMSO-Magnesium Complex

[0188] In order to determine which atom of DMSO binds to magnesium and FTIR spectrum was collected of a DMSO-magnesium complex. The FTIR spectrum showed an extra stretch at 954 cm−1, which is indicative of an S═O—Mg stretch. FTIR of T3 complexes were examined for the presence of S═O—Mg, C═O and N—H stretches.

Preparation of Bis(triiodothyroninato)-bis(dimethylsulfoxide)magnesium.

[0189] Triiodothyronine or T3 (218 mg) was dissolved in 4 mL of anhydrous DMSO, after which 0.34 mL of 1 M potassium t-butoxide in t-butanol was added and the solution stirred for 10 minutes. Magnesium chloride (16 mg) was added and the solution stirred overnight. The solution was poured into 10 mL of deionized water to precipitate the product, which was suction filtered and air dried. After an overnight drying under high vacuum the yield was 164 mg of a light beige powder. The product structure was characterized by 1H NMR, FAB-MS and ICP. 1H NMR (DMSO): δ 7.83 (s),...

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Abstract

A metal coordination complex of a biologically active moiety and a metal is disclosed. The complex confers to the biologically active moiety an improved performance which can include potency, stability, absorbability, targeted delivery, and combinations thereof.

Description

[0001] This application claims priority from provisional application 60 / 621,747, filed Oct. 25, 2004.FIELD OF THE INVENTION [0002] This invention relates to novel metal coordinated complexes of biologically active molecules. BACKGROUND OF THE INVENTION [0003] It is desirable to improve the properties of known, biologically active molecules by modifying their structures. The goal of such modifications is a molecule that is improved in some way, such as potency, stability, reduced side effects, or targeted delivery. This improvement is achieved without sacrificing the molecule's desirable properties. While this goal is easily stated, it is difficult to achieve in actual practice, as the effects of any particular modification is often highly unpredictable. SUMMARY OF THE INVENTION [0004] According to the current invention, the structure of known biologically active molecules is modified to result in new molecules known as metal coordinated complexes. These new molecules have unexpected...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A61K9/50
CPCA61K47/48076A61K47/481A61K47/48115C07F3/003C07F3/06C07H21/02C07F3/02A61K47/52A61K47/547A61K47/55A61K47/552A61P1/04A61P1/08A61P11/06A61P11/08A61P13/04A61P17/06A61P19/00A61P25/00A61P25/04A61P25/06A61P25/10A61P25/12A61P25/16A61P25/18A61P25/22A61P25/24A61P27/02A61P29/00A61P31/04A61P31/12A61P35/00A61P37/06A61P43/00A61P5/14A61P7/02A61P7/06A61P7/10A61P9/12A61P3/10
Inventor PICCARIELLO, THOMAS
Owner SYNTHONICS CALIFORNIA
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