IP Library Granted Patent US 10,502,729
Granted Patent B2
US 10,502,729 · App. 15/548,854 · Granted Dec 10, 2019

Diagnostic methods, therapeutic agents and uses thereof

Inventors: Luke Miller (Bahama, NC); Klaus Peter Adam (Cary, NC); Michael V. Milburn (Cary, NC); Jeffery E. Cobb (Chapel Hill, NC); Anne M. Evans (Cary, NC); Qibo Zhang (Cary, NC)
Assignee: Metabolon, Inc.
G01N33/50C07D307/33C07K16/44G01N33/5008C07K2317/56C07K2319/00G01N2800/042G01N2800/52
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Quick Facts
Patent No.
US 10,502,729
App. No.
15/548,854
Granted
Dec 10, 2019
Kind
B2
Abstract

The present invention provides a method for diagnosing a disease or disorder selected from the group consisting of insulin resistance, a metabolic disorder, diabetes and pre-diabetes in a subject. The method comprises the step of determining the level of a compound represented by structural formula (VI): or a salt thereof. Compositions and method of making thereof are also described.

Claims (11)

1. A method of preparing a compound represented by the following formula:

or a salt thereof, comprising the steps of:

(1) isolating a compound of formula 3 from Ailanthus triphysa

(2) reacting the compound of formula 3 with an oxidizing reagent to give a compound of formula 4:

(3) reacting the compound of formula 4 with a reducing reagent to give a compound of formula 5:

(4) reacting the compound of formula 5 with sulfuric acid to give the compound of formula (VII).

2. The method of claim 1 , wherein the compound of formula 3 is isolated by extracting the resins of Ailanthus triphysa with an organic solvent.

3. The method of claim 2 , wherein the organic solvent is hexane.

4. The method of claim 1 , wherein the oxidizing reagent is PCC.

5. The method of claim 1 , wherein the reducing reagent is LiAlH 4 or NaBH 4 .

6. The method of claim 1 , wherein the compound of formula (VII) is labeled.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR'S NAME FROM " PERCEPTIVE CREDIT HOLDINGS ILL, LP" TO "PERCEPTIVE CREDIT HOLDINGS III, LP" PREVIOUSLY RECORDED AT REEL: 66971 FRAME: 0054. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE OF SECURITY INTEREST. Recorded Apr 4, 2024
From: PERCEPTIVE CREDIT HOLDINGS III, LP
To: METABOLON, INC.
Reel/Frame 067019/0662 →
RELEASE OF SECURITY INTEREST Recorded Apr 1, 2024
From: PERCEPTIVE CREDIT HOLDINGS ILL, LP
To: METABOLON, INC.
Reel/Frame 066971/0054 →
SECURITY AGREEMENT Recorded Jul 24, 2020
From: METABOLON, INC.
To: PERCEPTIVE CREDIT HOLDINGS III, LP
Reel/Frame 053313/0406 →
RELEASE OF SECURITY INTEREST Recorded Jul 23, 2020
From: INNOVATUS LIFE SCIENCES LENDING FUND I, LP
To: METABOLON, INC.
Reel/Frame 053290/0441 →
SECURITY INTEREST Recorded Jun 10, 2020
From: METABOLON, INC.
To: INNOVATUS LIFE SCIENCES LENDING FUND I, LP
Reel/Frame 052902/0736 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2017
From: MILLER, LUKE; ADAM, KLAUS PETER; MILBURN, MICHAEL V.; COBB, JEFFERY E.; EVANS, ANNE M.; ZHANG, QIBO
To: METABOLON, INC.
Reel/Frame 044472/0884 →