Details

Autor(en) / Beteiligte

• Gopal, Sanganamoni Chinna
• Kaki, Shiva Shanker
• Bhamidipati. V. S. K. Rao
• Poornachandra, Yedla
• Kumar, Chityal Ganesh
• Prasad, Rachapudi Badari Narayana

Titel

Synthesis of Novel Lipoamino Acid Conjugates of Sapienic Acid and Evaluation of Their Cytotoxicity Activities

Ist Teil von

• Journal of Oleo Science, 2014, Vol.63(7), pp.717-722

Ort / Verlag

Japan: Japan Oil Chemists' Society

Erscheinungsjahr

2014

Quelle

MEDLINE

Beschreibungen/Notizen

• Novel lipoamino acids were prepared with the coupling of sapienic acid [(Z)-6-hexadecenoic acid] with α - amino group of amino acids and the resulting N-sapienoyl amino acids were tested for their cytotoxicity activities against four cancer based cell lines. Initially, sapienic acid was synthesized by the Wittig coupling of triphenylphosphonium bromide salt of 6-bromohexanoic acid and decanal with a Z specific reagent. The prepared sapienic acid was subsequently converted to its acid chloride which was further coupled with amino acids by the Schotten-Baumann reaction to form N-sapienoyl amino acid conjugates. Structural characterization of the prepared N-sapienoyl amino acid derivatives was done by spectral data (IR, mass spectra and NMR). These lipoamino acid derivatives were screened for in vitro cytotoxicity evaluation. Cytotoxicity evaluation against four cancer cell lines showed that N-sapienoyl isoleucine was active against three cell lines whereas other derivatives either showed activity against only one or two cell lines with very moderate activity and two derivatives were observed to be inactive against the tested cell lines.