Synthesis and anticancer evaluation of spermatinamine analogues.

Abstract

Spermatinamine was isolated from an Australian marine sponge, Pseudoceratina sp. as an inhibitor of isoprenylcysteine carboxyl methyltransferase (Icmt), an attractive and novel anticancer target. Herein, we report the synthesis of spermatinamine analogues and their cytotoxic evaluation against three human cancer cell lines, that is, cervix adenocarcinoma (HeLa), breast adenocarcinoma (MCF-7), and prostate carcinoma (DU145). Analogues 12, 14 and 15 were found to be the most potent against one or more cell lines with the IC50 values in the range of 5-10 μM. The obtained results suggested that longer polyamine linker along with aromatic oxime substitution provided the most potent analogue compounds against cancer cell lines.

• Authors: Basem A Moosa, Sunil Sagar, Song Li, Luke Esau, Mandeep Kaur, Niveen M Khashab
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 26 Issue 6 Pg. 1629-1632 (Mar 15 2016) ISSN: 1464-3405 [Electronic] England
• PMID: 26874403 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2016 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• spermatinamine
• Spermine
• Tyrosine

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Dose-Response Relationship, Drug
• Drug Screening Assays, Antitumor
• Humans
• Molecular Structure
• Spermine (analogs & derivatives, chemical synthesis, chemistry, pharmacology)
• Structure-Activity Relationship
• Tyrosine (analogs & derivatives, chemical synthesis, chemistry, pharmacology)