228266-41-9

Upstream product

• 76-05-1 trifluoroacetic acid 
• 228266-39-5 N-(tert-butoxycarbonyl)-N,β,β-trimethyl-L-phenylalanine-N-[(3S,4E)-6-ethoxy-2,5-dimethyl-6-oxohexa-4-ene-3-yl]-N,3-dimethyl-L-valinamide 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 
• 2173-69-5 2-methyl-2-phenyl-propan-1-ol 
• 826-55-1 2-methyl-2-phenylpropionic acid 
• 228266-38-4 N-(tert-butoxycarbonyl)-N,β,β-trimethyl-L-phenylalanine 
• 187345-37-5 ethyl (S,E)-4-((S)-2-((tert-butoxycarbonyl)amino)-N,3,3-trimethylbutanamido)-2,5-dimethylhex-2-enoate 
• 62965-35-9 N-tert-butyloxycarbonyl-L-tert-leucine 
• 591750-17-3 (6S,9S,12S,E)-9-tert-butyl-12-isopropyl-2,2,5,11,14-pentamethyl-4,7,10-trioxo-6-(2-phenylpropan-2-yl)-3-oxa-5,8,11-triazapentadec-13-en-15-oic acid 

Relevant academic research and scientific papers

Expeditious Total Synthesis of Hemiasterlin through a Convergent Multicomponent Strategy and Its Use in Targeted Cancer Therapeutics

Hemiasterlin is an antimitotic marine natural product with reported sub-nanomolar potency against several cancer cell lines. Herein, we describe an expeditious total synthesis of hemiasterlin featuring a four-component Ugi reaction (Ugi-4CR) as the key st

HEMIASTERLIN ANALOGS

This invention provides analogs of hemiasterlin, methods of synthesis of the analogs and use of the analogs as a cytotoxic anti-mitotic agents.

Synthesis and antimitotic/cytotoxic activity of hemiasterlin analogues

The antimitotic sponge tripeptide hemiasterlin (1) and a number of structural analogues have been synthesized and evaluated in cell-based assays for both cytotoxic and antimitotic activity in order to explore the SAR for this promising anticancer drug lead. One synthetic analogue, SPA110 (8), showed more potent in vitro cytotoxicty and antimitotic activity than the natural product hemiasterlin (1), and consequently it has been subjected to thorough preclinical evaluation and targeted for clinical evaluation. The details of the synthesis of hemiasterlin (1) and the analogues and a discussion of how their biological activities vary with their structures are presented in this paper.