Pyrro-quinoline quinine sodium salt derivative and preparation method thereof

Abstract

The invention relates to a pyrro-quinoline quinine (PQQ) sodium salt derivative and a preparation method thereof, belonging to the field of pharmacy. In the preparation method, PQQ is used as a raw material, and an acid-base neutralization reaction with PQQ is carried out in a basic solvent of sodium hydroxide to prepare the PQQ sodium salt derivative represented in the structural formula (I), wherein R1, R2 and R3 can be identical or different and respectively represents H, ammonium ion (NH3), potassium ion, sodium ion, magnesium ion, calcium ion or zinc ion, and at least one of R1, R2 and R3 is sodium ion. The invention has mild reaction conditions, easy product refining and purification, simple preparation steps and high yield more than 80%. The PQQ sodium salt derivative has the functions of inhibiting GSK-3 activity, reducing senile pigment formation in a transgenic mouse brain, reducing tau protein phosphorylation and the like. Thus, the PQQ sodium salt derivative can be medically used for treating senile dementia and other diseases.

Description

technical field The invention belongs to the field of pharmacy, and in particular relates to pyrroloquinoline quinone sodium salt derivatives and a preparation method thereof. Background technique The prior art discloses that pyrroloquinoline quinone (PQQ) is a new B vitamin that participates in the metabolism of lysine in organisms (Nature 2003; 422:832). Pyrroloquinoline quinone has a molecular weight of 330 and was first discovered from microorganisms. Studies have shown that PQQ also exists in higher eukaryotic organisms. Its crystal structure and chemical synthesis are shown in the figure below. Pyrroloquinoline quinone is the prosthetic group of many important enzymes, and can affect the function of the respiratory chain and the level of free radicals in the body. In the study, it was found that mice lacking PQQ grew slowly, had poor reproductive ability, and were prone to joint inflammation. Therefore, PQQ was considered to be an essential vitamin and nutrient in ...

AI Technical Summary

Problems solved by technology

However, research practice shows that PQQ is difficult to dissolve in both water and common organic solvents, which brings difficulties to pharmaceutical preparations, which affects the popularization and use of PQQ.

Images