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Four acetylenic fatty acids [11-octadecen-9-ynoic acid (E) (ximenynic acid), 11-octadecen-9-ynoic acid (Z), 9,11-octadecadiynoic acid and 13-octadecen-9,11-diynoic acid (E) (exocarpic acid)] were found in the seed oil of Curupira tefeensis (Olacaceae) as minor compounds. The mass spectra of the methyl esters (EI and CI mode), picolinyl esters and 4,4-dimethyloxazoline derivatives of these acids are discussed in detail. Furthermore the NMR data of 9,11-octadecadiynoic acid and 13-octadecen-9,11-diynoic acid are presented. Curupira tefeensis II: Vorkommen von Acetylenfettsauren Mittels chemischer und spektroskopischer Methoden wurden vier Acetylenfettsauren [11-Octadecen-9-yn-saure (E) (Ximenynsaure), 11-Octadecen-9-yn-saure (Z), 9,11-Octadecadiyn-saure und 13-Octadecen-9,11-diyn-saure (E) (Exocarpinsaure)] als Minorbestandteile des Samenols von Curupira tefeensis (Olacaceae) gefunden. Die Massenspektren der Methylester (EI und CI), Picolinylester und 4,4-Dimethyloxazolin-Derivate dieser Fettsauren werden diskutiert. Weiterhin werden die NMR-Daten von 9,11-Octadecadiyn-saure und 13-Octadecen-9,11-diyn-saure vorgestellt.

The fatty acid composition of the seed oil of Curupira tefeensis was analysed by capillary GC of their methyl esters. The gaschromatographic assignments were ensured by corresponding mass spectra. The oil is composed to more than 62% of very long chain fatty acids (>C18). Erucic acid is found to be the main component (35%). The position of the double bonds of the monounsaturated fatty acids (MUFAME) was verified after derivatization with dimethyl disulfide and subsequent GC/MS analysis. All identified MUFAME belong to the (n-9-)type. The UV-spectroscopical data show that approx. 1.2% conjugated acetylenic fatty acids occur in the oil. Furthermore IR- and NMR-spectroscopical investigations and the basic analyses of the seed were carried out.

The seed oil of Parinari montana (Chrysobalanaceae) was examined by chemical, spectroscopic and chromatographic methods. α-Eleostearic acid was found to be the main fatty acid (ca. 36%). Its structure was determined by examination of the spectroscopic data of the oil, of the isolated maleic anhydrid adduct and the GC/MS of the oxazoline derivative. Vorkommen von α-Eleostearinsaure im Samenol von Parinari montana (Chrysobalanaceae) Das Samenol von Parinari montana (Chrysobalanaceae) wurde mittels chemischer, spektroskopischer und chromatographischer Methoden untersucht, α-Eleostearinsaure war die Hauptfettsaure (ca. 36%). Ihre Struktur wurde durch Untersuchung der spektroskopischen Daten des Ols, des isolierten Maleinsaureanhydridaddukts und der GC/MS der Oxazolinderivate bestimmt.

An all-cis-1,4-polyisoprene (3.9%) was isolated from the light petroleum extract of the seeds of Curupira tefeensis (Olacaceae). The structure of the compound was elucidated by IR, 1H- and 13C-NMR-spectroscopy. Curupira tefeensis III: Das Vorkommen von all-cis-1,4-Polyisopren Ein all-cis-1,4-Polyisopren (3.9%) wurde aus dem Petroletherextrakt der Samen von Curupira tefeensis (Olacaceae) isoliert. Die Struktur wurde durch IR, 1H- and 13C-NMR-Spektroskopie analysiert.

The mass spectra of the picolinyl derivatives of two natural occurring cyclopropenoid fatty acids (malvalic and sterculic acid) showed, besides the typical peaks for picolinyl derivatives, a characteristic gap of 66 amu between the two allylic positions of the ring system. This phenomenon could be used for the determination of the ring position of this type of fatty acids. Die Massenspektren der Pieolinylesterderivate von Malvalia- und Sterculiasaure Die Massenspektren der Picolinylesterderivate von zwei naturlich vorkommenden Cyclopropensauren (Malvalia- und Sterculiasaure) zeigten, neben den fur die Picolinylderivate typischen Peaks eine charakteristische Massenlucke von 66 amu zwischen den beiden allylischen Positionen des Ringsystems. Dieses Phanomen konnte zur Bestimmung der Ringpoisition dieser Fettsauretypen benutzt werden.