Synthetic Trihydroxy Androst-6-one for Tumor and Neuron Protection

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Solution Overview

Problem

Naturally occurring polyhydric sterones are difficult to purify and synthesize due to their low abundance and complex structures, limiting their applications despite their potential pharmaceutical benefits.

Innovation Solution

The development of 2β,3α,5α-trihydroxy-androst-6-one (YC-10), a novel polyhydric sterone with a simpler structure for easier synthesis, improved bioavailability, and reduced interaction with other substances, which maintains pharmacological effects such as anti-tumor and neuron-protective properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If naturally occurring polyhydric sterones are used, then important physiological functions such as antineoplastic and immunity enhancement effects are achieved, but purification procedures become complicated and time-consuming due to extremely low levels in plants

Engineering Contradiction:
Improvepharmaceutical efficacyVSAvoidpurification time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent creates a simplified copy of naturally occurring polyhydric sterones by removing complex side chains while retaining the core steroid nucleus and key hydroxyl groups. This synthetic analog (2β,3α,5α-trihydroxy-androst-6-one) replicates the essential pharmacological properties without the purification difficulties of natural extraction

Inventive Principle:
Principle #26Copying

Solution Approach 2:

The patent modifies molecular parameters by reducing molecular weight from naturally occurring compounds to the synthetic analog. This parameter change simplifies the molecular structure, making it easier to synthesize and purify while maintaining biological activity

Inventive Principle:
Principle #35Parameter changes

2Reliability

If naturally occurring polyhydric sterones with complex structures are used, then inherent pharmaceutical properties are maintained, but synthesis becomes difficult or impossible

Engineering Contradiction:
Improvepharmaceutical propertiesVSAvoidsynthesis difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent extracts only the essential pharmacophore elements from complex naturally occurring sterones - specifically the steroid nucleus with hydroxyl groups at positions 2β, 3α, and 5α, and a ketone at position 6. By taking out only these critical features and removing complex side chains, the compound becomes synthesizable while retaining pharmaceutical activity

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent segments the complex natural sterone structure into essential and non-essential parts. The core steroid nucleus with specific hydroxyl and ketone groups is retained as the essential segment, while complex side chains are removed as non-essential segments, enabling practical synthesis

Inventive Principle:
Principle #1Segmentation

3Stability of the object's composition

If polyhydric sterones with long side chains are used, then natural structure is preserved, but molecular weight increases and bioavailability decreases

Engineering Contradiction:
Improvestructural integrityVSAvoidmolecular weight
Core Design Contradiction:
Stability of the object's compositionVSWeight of moving object

Solution Approach 1:

The patent removes heavy side chains from naturally occurring sterones, extracting only the essential steroid nucleus with key functional groups. This extraction reduces molecular weight significantly while preserving the core structure responsible for biological activity and improved bioavailability

Inventive Principle:
Principle #2Taking out (Extraction)

Data Source

PatentEP2980096B12 ,3 ,5 -trihydroxy-androst-6-one and preparation methods and use thereof
Publication Date: 2018.08.15 GUANGZHOU CELLPROTEK PHARMA
  • EP2980096B1 patent drawingFigure 1
  • EP2980096B1 patent drawingFigure 2
  • EP2980096B1 patent drawingFigure 3~4

AI summary

The present invention discloses compound 2β,3α,5α-trihydroxy-androst-6-one, having the structure of formula (I). The present invention also discloses a plurality of methods for preparing the compound and a use of the compound.