Novel acyclic ligands for metal cations based on the adjacent bistetrahydrofuran as analogs of natural Annonaceous acetogenins
✍ Scribed by Shigeki Sasaki; Katsunori Maruta; Hiroyuki Naito; Rie Maemura; Eiji Kawahara; Minoru Maeda
- Book ID
- 104208331
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 756 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
The acyclic ligands with an adjacent bistetrahydrofuran (THF) skeleton have been synthesized as analogs of bullatacin, a representative natural product in a family of Annonaceous acetogenins, and their binding properties toward metal cations have been investigated. The dihydroxyl bis-THF ligands with alkyl chains showed specific binding toward Ca 2+, and those with acetamido groups exhibited potent binding with Ca 2÷ and Mg 2+. The ligand with ether chains showed higher affinity toward Mg 2÷. These binding properties which depend on the nature of side chains and their stereochemistry have been analyzed by molecular modeling.