Constantinou-Kokotou V, Magrioti V.
Synthesis and use of N,N-di-Boc-glutamate γ-semialdehydes and related aldehydes. Amino Acids. 2003;24(3):231-243.
Abstract This review article focuses on the synthesis and reactions of N,N-di-Boc glutamate and aspartate semialdehydes as well as related aldehydes. These building blocks are prepared according to various strategies from glutamic and aspartic acids and find interesting synthetic applications. In the first part, the methods for the synthesis of N,N-di-Boc-amino aldehydes are summarized. The applications of these chiral synthons for the synthesis of unnatural amino acids and other bioactive compounds are discussed in the second section.
Magrioti V, Hadjipavlou-Litina D, Constantinou-Kokotou V.
Synthesis and in vivo anti-inflammatory activity of long-chain 2-amino-alcohols. Bioorganic and Medicinal Chemistry Letters. 2003;13(3):375-377.
Abstract
The synthesis of optically pure long-chain 2-amino-alcohols and 1-O-dodecyl-2-deoxy-2-amino-sn-glycerol was carried out starting from l- or d-Boc-Ser(OBn)-ol by oxidation and consecutive Wittig reaction or etherification reaction. 2-Amino-oleyl alcohol was synthesized by reduction of the corresponding 2-amino-oleic acid. All the long chain amino-alcohols presented interesting inhibition of carrageenin-induced paw edema in rats (ED50 from 0.017 to 0.010 mmol/kg). The synthesis, anti-inflammatory and analgesic activity of long-chain 2-amino-alcohols is reported.
