Homoharringtonine
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Non-proprietary name | Omacetaxine mepesuccinate | |||||||||||||||||||||
other names |
1-cephalotaxin-4-methyl [(2 S ) -2-hydroxy-2- (4-hydroxy-4-methylpentyl) butanedioate] |
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Molecular formula | C 29 H 39 NO 9 | |||||||||||||||||||||
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properties | ||||||||||||||||||||||
Molar mass | 545.63 g mol −1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
144-146 ° C |
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Homoharringtonine is an alkaloid from the group of the Cephalotaxus alkaloids .
Occurrence
It comes in the cephalotaxus plants ( Cephalotaxaceae before), for example in Cephalotaxus fortunei , Cephalotaxus hainanensis or Cephalotaxus sinensis .
Extraction and presentation
Homoharringtonine is produced partially synthetically by acylation of cephalotaxine with a tetrahydropyrancarboxylic acid derivative and its subsequent ring opening.
properties
Homoharringtonine shows as well harringtonine antitumor activity. Furthermore, homoharringtonine inhibits the first elongation step in the translation of mRNA . It binds to the ribosomal acceptor site and prevents the correct positioning of the aminoacyl-tRNA .
use
In Chinese folk medicine , alcoholic extracts from the seeds of the Cephalotaxus sinensis were used to treat cancer.
In October 2012, the FDA approved homoharringtonine under the trade name Synribo for the treatment of patients with chronic myeloid leukemia (CML). It is administered subcutaneously .
Finished preparations
Synribo (USA)
Individual evidence
- ↑ a b c d e f Entry on omacetaxine mepesuccinate. In: Römpp Online . Georg Thieme Verlag, accessed on June 3, 2020.
- ↑ a b c Datasheet Homoharringtonine at Sigma-Aldrich , accessed on June 3, 2020 ( PDF ).