Bioactive peptide, preparation thereof and application thereof

Abstract

The invention relates to a biological bioactive peptide, and the molecular formula thereof is C42H67N7O10. When in preparation, tetrapeptide fragment N-(t-butoxycarbonyl)-L-isoleucine-N-methyl-D-phenylalanine-L-proline methyl ester is firstly prepared (t-butoxycarbonyl: BOC); then N-(9-fluorenylmethyloxycarbonyl)-N-methyl-glutamine is prepared (fluorenylmethyloxycarbonyl: Fmoc); then dipeptide fragment L-2-hydroxyl-3-methyl phocenic acid-O-benzyl salicylate-leucine is prepared; finally, the tetrapeptide fragment is detached from protecting groups and goes through condensation with N-(9-Fmoc)-N-methyl-glutamine, thus obtaining pentapeptide fragment N-(9-Fmoc)-N-methyl-glutamine-L-isoleucine-N-methyl-D-phenylalanine-L-proline methyl ester which goes through condensation after the dipeptide fragment and the pentapeptide fragment are detached from protecting groups. The biological bioactive peptide can provide sufficient raw materials and effective synthetic routes for the research of anti-tumor medicines and has a simple and convenient preparation method and easily controllable conditions.

Description

technical field [0001] The invention relates to a bioactive peptide, its preparation method and its application in antitumor. The bioactive peptide is a chain heptapeptide from the sea and has antitumor activity. Background technique [0002] Marine bioactive peptides are mostly derived from sponges, sea squirts, seaweeds and sea hares, etc. Their novel structures and remarkable biological activities have aroused great interest of synthetic chemists and medicinal chemists. However, active peptides from marine sources are mostly rich in N-methyl amino acids and other highly variable amino acids, which pose great challenges to synthetic chemists. [0003] Tasiamide is a structure isolated from the marine cyanobacterium Symploca sp. by the Moore group (Williams, P.G.; Yoshida, W.Y.; Moore, R.E.; Paul, V.J., J.Nat.Prod., 2002, 65, 1336-1339) Novel chain heptapeptide, its IC on KB and LoVo cells 50 The values ​​were 0.48 and 3.47 μg / mL, respectively, and the Moore team initiall...

AI Technical Summary

Problems solved by technology

In addition, due to the small amount of natural products, it is difficult to purify, separate, and identify, which greatly limits the progress of research on the activity of marine bioactive peptides.

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