Oxidized Phospholipid Capsule Formulation Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Oxidized phospholipids, such as VB-201, are challenging to formulate into traditional dosage forms due to their sticky and hygroscopic nature, leading to instability and inhomogeneity in liquid-fill capsules, which results in leakage and cracking.

Innovation Solution

The development of pharmaceutical compositions comprising oxidized phospholipids with a thermosoftening carrier and an anti-adherent agent, where the oxidized phospholipid is mixed with the anti-adherent agent before contacting the thermosoftening carrier, creating a stable solid or semi-solid matrix that prevents leakage and enhances homogeneity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If oxidized phospholipids are formulated into liquid-fill capsules, then oral administration is achieved, but the sticky and hygroscopic nature causes inhomogeneity and instability

Engineering Contradiction:
Improveoral administrationVSAvoidformulation stability
Core Design Contradiction:
Ease of operationVSStability of the object's composition

Solution Approach 1:

The patent changes the physical state parameter of the carrier from solid to liquid by heating above its melting point, enabling capsule filling. The carrier then solidifies upon cooling to provide stability. This parameter change resolves the contradiction by allowing oral administration in capsule form while maintaining formulation stability through temperature-controlled phase transitions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite fill composition combining oxidized phospholipids (active ingredient) with a thermosoftening carrier (e.g., poloxamer or polyethylene glycol). This composite material leverages the carrier's solvating power to dissolve the sticky phospholipids while providing a stable matrix that prevents inhomogeneity and instability upon cooling.

Inventive Principle:
Principle #40Composite materials

2Quantity of substance

If oxidized phospholipids are dissolved in solvent mixture for soft capsules, then solubilization is achieved, but the solvent volume required is too large for economically acceptable capsule sizes

Engineering Contradiction:
Improvesolvent volumeVSAvoidcapsule size economics
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent changes the temperature parameter to above the carrier's melting point, transforming it from a solid to a liquid state. This enables the carrier to dissolve the oxidized phospholipids efficiently, achieving adequate solubilization in a smaller volume that results in economically acceptable capsule sizes while maintaining manufacturing feasibility.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If the fill composition is made liquid for easy filling, then filling process is simplified, but leakage and cracking occur due to instability

Engineering Contradiction:
Improvefilling processVSAvoidcapsule integrity
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent employs a dynamic system where the carrier's physical state changes with temperature. During filling, the carrier is heated to become liquid for easy pouring into capsules. After filling, the carrier solidifies upon cooling to provide structural integrity, preventing leakage and cracking. This dynamic phase transition resolves the contradiction between ease of filling and capsule reliability.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent utilizes the phase transition of the thermosoftening carrier from solid to liquid at elevated temperatures and back to solid upon cooling. This phase transition enables liquid-fill processing during manufacturing while ensuring solid-state stability in the final product, thereby preventing leakage and cracking while simplifying the filling process.

Inventive Principle:
Principle #36Phase transitions

4Device complexity

If oxidized phospholipids are mixed directly with thermosoftening carrier, then formulation is simplified, but inhomogeneity occurs due to adherent properties

Engineering Contradiction:
Improveformulation processVSAvoidhomogeneity
Core Design Contradiction:
Device complexityVSStability of the object's composition

Solution Approach 1:

The patent applies preliminary action by pre-mixing the oxidized phospholipids with an anti-adherent agent before contacting with the thermosoftening carrier. This preliminary step prevents the sticky phospholipids from adhering to equipment surfaces and ensures uniform distribution, achieving homogeneity without significantly complicating the overall formulation process.

Inventive Principle:
Principle #10Preliminary action

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

The solution stabilizes the oxidized phospholipid formulation, preventing leakage and cracking, and significantly improves the homogeneity of the final product, ensuring consistent dosing and extended stability.

Implementation Method 1

the carrier has a melting point in a range from about 40 °C to about 100 °C, and the mixing is performed above the melting point

Methodology Applied
Scientific EffectPhase transition: Phase Change

Implementation Method 2

contacting the oxidized phospholipid with the thermosoftening carrier, to thereby obtain the liquid-fill composition

Methodology Applied
Scientific EffectMelting: Melting

Data Source

PatentEP2750668B1Formulations and dosage forms of oxidized phospholipids
Publication Date: 2019.12.11 VASCULAR BIOGENICS
  • EP2750668B1 patent drawingFigure 1A
  • EP2750668B1 patent drawingFigure 1B
  • EP2750668B1 patent drawingFigure 2

AI summary

The current disclosure provides pharmaceutical compositions containing an oxidized phospholipid, such as l-hexadecyl-2-(4'-carboxybutyl)-glycero-3-phosphocholine (VB-201) and a thermosoftening carrier, e.g., a poloxamer. The pharmaceutical compositions may further comprise an anti-adherent agent, such as talc and/or a thixotropic agent. The current disclosure further provides processes for preparing the pharmaceutical compositions. The disclosure further provides capsules containing the pharmaceutical compositions. Uses of such pharmaceutical compositions and capsules in treating inflammatory disorders are also disclosed.