Cannabinoid-Glucosamine Complexes for Aqueous Solubility

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Solution Overview

Problem

Cannabinoids, particularly acidic cannabinoids, face challenges with decarboxylation and low water solubility, which limits their bioavailability and stability in aqueous solutions.

Innovation Solution

The formation of complexes between cannabinoids and glucosamine, achieved by reacting cannabinoids with a glucosamine base, enhances the solubility and stability of cannabinoids in water without the need for micelles or particle suspensions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If cannabinoids are used in their natural form, then they maintain their original chemical structure and biological activity, but they exhibit low water solubility and poor bioavailability

Engineering Contradiction:
Improvebiological activityVSAvoidwater solubility
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent applies composite materials by combining cannabinoids with hydrophilic carriers such as cyclodextrins, phospholipids, or proteins to form complex structures. This composite approach allows the lipophilic cannabinoid core to retain its biological activity while the hydrophilic outer layer provides water solubility, thus resolving the contradiction between maintaining original chemical structure and improving water solubility.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent uses hydrophilic carriers as intermediary substances that mediate between the lipophilic cannabinoid and the aqueous environment. These intermediaries (cyclodextrins, phospholipids, proteins) form inclusion complexes or micellar structures that shield the hydrophobic cannabinoid from water while exposing hydrophilic surfaces, thereby enabling water solubility without compromising the cannabinoid's biological activity.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Quantity of substance

If acidic cannabinoids are stored in aqueous solutions, then bioavailability is improved, but decarboxylation occurs leading to loss of biological activity

Engineering Contradiction:
ImprovebioavailabilityVSAvoidstability against decarboxylation
Core Design Contradiction:
Quantity of substanceVSStability of the object's composition

Solution Approach 1:

The patent applies beforehand cushioning by incorporating antioxidants and stabilizing agents into the formulation before the decarboxylation process can occur. These protective substances are added in advance to prevent or slow down the spontaneous decarboxylation of acidic cannabinoids in aqueous solutions, thereby maintaining their biological activity while still achieving improved bioavailability through enhanced water solubility.

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

Solution Approach 2:

The patent creates an inert environment by using controlled packaging and storage conditions that minimize exposure to heat, light, and oxygen - the three main factors that accelerate decarboxylation. By formulating the aqueous solution with appropriate pH buffers and storing it under controlled conditions, the patent creates a protective environment that slows down spontaneous decarboxylation while maintaining the acidic cannabinoid's bioavailability.

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

These complexes demonstrate improved solubility in water, with solubility levels ranging from 15 mg/L to 110 mg/L, and increased stability against decarboxylation, particularly for acidic cannabinoids.

Implementation Method 1

glucosamine interacts with the cannabinoid molecule by forming intermolecular bonds

Methodology Applied
Scientific EffectIntermolecular bonding: Chemical Bonding

Implementation Method 2

decarboxylation, a spontaneous, non-enzymatic process

Methodology Applied
Scientific EffectDecarboxylation: Decomposition (biological)

Data Source

PatentUS20250197437A1Cannabinoid complexes with improved properties
Publication Date: 2025.06.19 KEMIJSKI INST
  • US20250197437A1 patent drawing
  • US20250197437A1 patent drawing
  • US20250197437A1 patent drawing

AI summary

The present invention generally relates to new cannabinoid formulations, and more specifically to complexes comprising a cannabinoid and glucosamine. The complexes of the present invention can be specifically characterized in that they have improved stability and/or solubility in water. The present invention further pertains to processes for the preparation of complexes of the present invention as well as compositions comprising them.