Granaticin B Form A Crystalline Polymorph Production

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Solution Overview

Problem

The current process for producing granaticin B is inefficient, involving multiple steps and leading to undesirable yields and product degradation, necessitating a more feasible large-scale production method.

Innovation Solution

A stable crystalline polymorph of granaticin B, named Form A, is discovered and characterized through techniques like x-ray powder diffraction and differential scanning calorimetry, which can be prepared via evaporative crystallization from chloroform/methanol or methanol/acetone, enabling large-scale production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If traditional fermentation and purification process is used, then granaticin B can be obtained, but the yield is low and product degradation occurs

Engineering Contradiction:
ImproveyieldVSAvoidproduct degradation
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies parameter changes by optimizing fermentation conditions including pH (adjusted to 2.0-3.0 with HCl), temperature (25-30°C), and incubation time (72-96 hours) to maximize granaticin B production and stability, thereby improving yield and preventing degradation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes phase transitions through extraction processes where granaticin B is transferred from aqueous fermentation broth to organic solvents (ethyl acetate, n-butanol), and subsequently purified through chromatography and crystallization phases to enhance yield and product integrity

Inventive Principle:
Principle #36Phase transitions

2Manufacturing precision

If multiple purification steps are used, then granaticin B can be isolated, but the process complexity increases

Engineering Contradiction:
ImprovepurificationVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent segments the purification process into distinct stages: filtration to remove mycelium, extraction with organic solvents, and chromatography purification. This segmentation allows each step to be optimized independently while maintaining overall process manageability and effectiveness

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses intermediary substances including organic solvents (ethyl acetate, n-butanol) for extraction and silica gel or C18 reverse phase resin for chromatography as intermediate media to facilitate the separation and purification of granaticin B from fermentation broth

Inventive Principle:
Principle #24Intermediary (Mediator)

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

Form A provides improved stability and solubility, reducing degradation and facilitating large-scale production, making it suitable for clinical and research applications in treating bacterial infections and proliferative diseases.

Implementation Method 1

the methods involve evaporative crystallization from chloroform/methanol or methanol/acetone

Methodology Applied
Scientific EffectEvaporative crystallization: Evaporation

Data Source

PatentEP3237066B1Polymorph of granaticin b
Publication Date: 2020.10.21 SLOAN KETTERING INST FOR CANCER RES
  • EP3237066B1 patent drawingFigure 1
  • EP3237066B1 patent drawingFigure 2
  • EP3237066B1 patent drawingFigure 3

AI summary

The present invention provides a crystalline Form A of Compound 1, also referred to as Granaticin B, and pharmaceutically compositions thereof. The present invention also provides methods of treating a microbial infection, or a disease, disorder, or condition associated with abnormal cellular proliferation, using crystalline Form A of Compound 1 or pharmaceutical compositions thereof.