Abstract

MARRERO DELANGE, David; CORA MEDINA, Miriam; LAGUNA GRANJA, Abilio  and  GONZALEZ CANAVACIOLO, Victor L. Spectroscopic characterization of D-003 obtained from the sugar cane (Saccharum officinarum L.) wax. Rev Cubana Farm [online]. 2013, vol.47, n.3, pp.389-399. ISSN 0034-7515.

Introduction: D-003, an active pharmaceutical ingredient (API) purified from sugar cane (Saccharum officinarum L.) wax with cholesterol-lowering and antioxidant effects, is composed of a mixture of free saturated very long chain fatty acids (VLCFAs), each within specific relative concentration ranges as determined by the gas chromatography (GC). However, the spectroscopic characterization of D-003 had not been previously reported. Objective: to characterize the active pharmaceutical ingredient named D003 in accordance to its ultraviolet (UV), infrared (FTIR), nuclear magnetic resonance (NMR) and mass (MS) spectra. Methods: samples of six batches of D-003 (CNIC, Cuba) were evaluated by UV, FTIR, NMR-¹H, NMR-¹³C, and GC-MS techniques. For obtaining the mass spectra of D-003 acids, methyl (FAME) and trimethylsilyl ester derivatives were used. Quantification of free very long chain saturated fatty acids , analyzed as methyl ester derivatives, was made by GC with flame ionisation detector (FID). Results: UV, FTIR, and ¹H-NMR, ¹³C-NMR spectra showed that active pharmaceutical ingredient D-003 was composed of a mixture of free very long chain fatty acids, whereas the GC-MS and GC-FID techniques allowed ensuring the occurrence of 13 VLCFAs in set proportions: C24:0 (0.2-0.6 %), C25:0 (0.4-0.9 %), C26:0 (2.0-3.1 %), C27:0 (2.1-2.7 %), C28:0 (30.0-37.5 %), C29:0 (1.5-1.7 %), C30:0 (17.0-18.6 %), C31:0 (0.9-1.2 %), C32:0 (6.9-8.9 %), C33:0 (0.9-1.3 %), C34:0 (7.2-11.1 %), C35:0 (0.3-0.6 %) and C36:0 (2.2-3.8 %). Conclusions: evidences from the UV, FTIR, NMR and GC-MS spectroscopic techniques prove that D-003 is composed of 13 saturated very long chain fatty acids, including octacosanoic acid as the most abundant one.

Keywords : 003; Saccharum officinarum L; sugar cane; very long chain fatty acids; GC-MS; FTIR; NMR.

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