title: Synthesis, Surface Active Properties and Cytotoxicity of Sodium N-Acyl Prolines.
abstract: Sodium N-acyl prolines (NaNAPro) were synthesized using mixture of fatty acids obtained from coconut, palm, karanja, Sterculia foetida and high oleic sunflower oils via Schotten-Baumann reaction in 58-75% yields to study the synergetic effect of mixture of hydrophobic fatty acyl functionalities like saturation, unsaturation and cyclopropene fatty acids with different chain lengths and aliphatic hetero cyclic proline head group on their surface and cytotoxicity activities. The products were characterized by chromatographic and spectral techniques. The synthesized products were evaluated for their surface active properties such as surface tension, wetting power, foaming characteristics, emulsion stability, calcium tolerance, critical micelle concentration (CMC) and thermodynamic properties. The results revealed that all the products exhibited superior surface active properties like CMC, calcium tolerance and emulsion stability as compared to the standard surfactant, sodium lauryl sulphate (SLS). In addition, palm, Sterculia foetida and high oleic sunflower fatty N-acyl prolines exhibited promising cytotoxicity against different tumor cell lines.
authors.affiliation: Centre for Lipid Research, CSIR-Indian Institute of Chemical Technology (CSIR-IICT).
authors.forename: Madhumanchi
authors.initials: M
authors.lastname: Sreenu
authors.forename: Rachapudi Badari
authors.initials: RB
authors.lastname: Narayana Prasad
authors.forename: Pombala
authors.initials: P
authors.lastname: Sujitha
authors.forename: Chityal Ganesh
authors.initials: CG
authors.lastname: Kumar
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic; D045744:Cell Line, Tumor; D000074263:Coconut Oil; D004355:Drug Stability; D004655:Emulsions; D005227:Fatty Acids / Q000737:chemistry* / Q000302:isolation & purification; D006801:Humans; D055666:Lipopeptides / Q000138:chemical synthesis* / Q000494:pharmacology*; D051379:Mice; D008823:Micelles; D000073878:Palm Oil; D010938:Plant Oils / Q000737:chemistry; D052596:Pongamia / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D012967:Sodium Dodecyl Sulfate; D032361:Sterculia / Q000737:chemistry; D000074242:Sunflower Oil; D013500:Surface Tension; D013501:Surface-Active Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D013816:Thermodynamics
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004655:Emulsions; D005227:Fatty Acids; D055666:Lipopeptides; D008823:Micelles; D010938:Plant Oils; D000074242:Sunflower Oil; D013501:Surface-Active Agents; D012967:Sodium Dodecyl Sulfate; D000073878:Palm Oil; D011392:Proline; D000074263:Coconut Oil