Preparation method of melanotan-II

Abstract

The invention discloses a method for preparing menanotan, which includes the following steps: 1) starting from Fmoc-L-Val-OH and amino resin, obtaining Fmoc-L-Val-amino resin; 2) converting Fmoc-L-Val- Val-amino resin adopts solid-phase synthesis method and is coupled one by one according to the sequence of Menanotan polypeptide to obtain Menanotan-amino resin with a free amino group at the N-terminus and containing a side chain protecting group; 3) Acetylation reaction generates a Menanotan-amino resin containing Menanotan-amino resin with side chain protective groups; 4) Use cleavage reagent to cleave Menanotan-amino resin with side chain protective groups, and precipitate with glacial ether to obtain crude peptide; the crude peptide is obtained after purification and freeze-drying Menanotan. The process for preparing menanotan adopted in the present invention has broad application prospects and considerable economic and practical value.

Description

technical field

[0001] The invention belongs to the technical field of pharmacy, and in particular relates to a method for preparing Afamelanotide. Background technique

[0002] Research confirms that skin tanning or skin pigmentation can protect people with photosensitive skin diseases from the sun and ultraviolet rays. Melanocortin peptide hormone alpha-melanocyte stimulating hormone (α-MSH) can make skin melanocytes produce melanin, and plays an important role in the process of light-induced tanning reaction.

[0003] In 1995, US Patent No. 4,457,864 disclosed a series of -MSH analogues including Menanotan. The molecular structural formula of Menanotan is: acetyl-L-seryl-L-tyrosyl-L-seryl-L-norleucyl-L-glutamyl-L-histidyl-D- Phenylalanyl-L-Arginyl-L-Tryptophanyl-Glycyl-L-Lysyl-L-Prolyl-Valinamide. Menanotan is a synthetic -MSH analog originally developed by Arizona University, which has been proven to activate skin pigmentation, promote skin darkening, and relieve vari...

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