Melting points were taken on a Kofler hot stage and are uncorrected. Infrared spectra were determined in KBr disks with a Perkin-Elmer Model 21 spectrophotometer and ultraviolet spectra were determined in ethanol with a Carey Model 17 spectrophotometer. Nuclear magnetic resonance spectra were recorded on a Varían A-60A spectrometer using tetramethylsilane as internal reference and CDCI3 as solvent unless otherwise indicated. Mass spectra were determined by Morgan-Schaffer Corp., Montreal, on a Hitachi Perkin-Elmer RMU-6D spectrometer equipped with a direct inlet system at 190°and ionizing potential of 70 eV. Microanalyses were carried out by Dr. F. Pascher, Bonn. Silica gel (0.05-0.2 mm) was used for column chromatography and plates, 20 X 20 cm2, coated with a 2-mm layer of silica gel containing fluorescent indicator, UV 254 (Brinkman Instruments, Inc., New York, N. Y.), were used for preparative thin layer chromatography. Petroleum ether had a boiling range of 60-80°. (23) K.

Sylvaticin (I), a new tetrahydroxy annonaceous acetogenin with nonadjacent tetrahydrofuran rings, has been isolated from the dried fruits of Rollinia sylvatica St. Hil. (Annonaceae). This compound is extremely cytotoxic to human tumor cells and shows promising insect control properties.

The seed oil of Trewia nudiflora is known to contain glycerides of c~-kamlolenic (18-hydroxy-cis-9,trans-ll,trans-13-octadecatrienoic) acid. We have shown that a large part of these glycerides contain estotides in which the hydroxyl group of a-kamlolenic acid is esterified to a molecule of another acid, either a hydroxy acid or an ordinary fatty acid. By preparative thin layer chromatography, we isolated a series of tri-, tetra-, penta-and hexaacyl glycerols. By lipolysis and gas chromatography-mass spectrometry, we i~lated and characterized estolide-linked fatty acids containing two acid moieties.

The seed lipids of Rapanea laetevirens (Myrsinaceae) were found to contain a series of 5-alkylresorcinols. Some of these alkylresorcinols have been reported previously in other plant families, but never before in the Myrsinaceae. The various homologs were shown by mass spectrometry to have alkyl side chains that included C11 and C 13 saturated as well as Ell , C13 , and C15 monoenoic substituents. This is the first report of the natural occurrence of tridecenylresorcinol, the homolog with the Cl3 monoenoic side chain. The positions of the double bonds in the side chains were determined by mass spectrometry of their methoxy trimethylsilyloxy derivatives. Also found were embelin and rapanone, benzoquinone pigments which occur commonly in the Myrsinaceae. The fatty acid composition of Rapanea seed triglycerides was not unusual, consisting mainly of 16:0 (27%), 18:1 (22%), and 18:2 (44%).

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