1994
DOI: 10.1007/bf02541352
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Identification of nine acetylenic fatty acids, 9‐hydroxystearic acid and 9,10‐epoxystearic acid in the seed oil ofJodina rhombifolia hook et arn. (Santalaceae)

Abstract: In addition to some usual fatty adds, the seed oil of Jodina rhombifolia (Santalaceae) contains nine acetylenic fatty acids [9-octadecynoic acid (stearolic acid) (1.1%), trans-10heptadecen-8-ynoic acid (pyrulic acid) (20.1%), 7-hydroxytrans-l(~heptadecen-8,ynoic acid (2.3%), trans-10,16-heptadecadien-8-ynoic acid (0.7%), 7-hydroxy-trans-10,16-hepta-decadien~-ynoic acid (0.1%), trans~ll~actadecen-~ynoic acid (ximenynic acid) (20.3%), 8-hydroxy-trans-ll-octadecen-~ ynoic acid (12.2%), trans-ll,17-octadecadien-9-… Show more

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Cited by 24 publications
(30 citation statements)
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“…The monoacetylene 5A had been isolated from a single Pyrularia species (Santalaceae) during a survey of the genus [62], as well as Exocarpos cupressiformis [63], and Stericulia foetida [64]. Recent reports have shown it to be more widely distributed at low levels in members of the families Santalaceae (Jodina rhombifolia) [65] and Olacaceae (Ochanostachys amentacea [66]). A preponderance of trans-alkenes is peculiar to compounds derived from 5A, including 5B-K. Leaves of Nanodea muscosa, a Patigonian herb used in folk medicine, contained the atypical acetylenic fatty acids 5L and (13E)-octadecen-11-yneoic acid (5M), with known ene-diynoic acid 5D [67].…”
Section: Steariolic and Tariricmentioning
confidence: 99%
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“…The monoacetylene 5A had been isolated from a single Pyrularia species (Santalaceae) during a survey of the genus [62], as well as Exocarpos cupressiformis [63], and Stericulia foetida [64]. Recent reports have shown it to be more widely distributed at low levels in members of the families Santalaceae (Jodina rhombifolia) [65] and Olacaceae (Ochanostachys amentacea [66]). A preponderance of trans-alkenes is peculiar to compounds derived from 5A, including 5B-K. Leaves of Nanodea muscosa, a Patigonian herb used in folk medicine, contained the atypical acetylenic fatty acids 5L and (13E)-octadecen-11-yneoic acid (5M), with known ene-diynoic acid 5D [67].…”
Section: Steariolic and Tariricmentioning
confidence: 99%
“…7B, although other hydrogen atom donor/acceptor pairs may be involved including tyrosyl radicals or iron-oxo species. In each of three more recent studies, a variety of more highly unsaturated metabolites presumably derived from stearolate were quantified (e.g., 5J and 5K from J. rhombifolia and 5H, 5I, and 5M from Heisteria sylvanii) [65,69,70].…”
Section: Steariolic and Tariricmentioning
confidence: 99%
“…Due to the now widely available high-resolution spectrometers, the immense improvement of computer power, and the introduction of new pulse sequences, the technique was recently also applied with great success to mixtures, such as seed oils. [28] 2220 (weak) conjugated diacetylene [65] 958/987 conjugated cis-trans-trans double bonds [65] 1960 allene [15] 955 conjugated acetylenic-trans system [3] 1852/1010 cyclopropene [28] 952/985 conjugated cis-trans-double bonds [65] 1720 α-β unsaturated carboxyl [64] 910 terminal vinyl [3] 1705 chain keto [68] 848/826 epoxy [5] 1235/1370/1050 α-acetoacetates [44] 820 cis-double bond in α-β unsaturated carboxyl [64] …”
Section: Nuclear Magnetic Resonance Spectroscopy Of Seed Oilsmentioning
confidence: 99%
“…As only a relatively small number of signals (> 9) can be observed, the information impact of 1 H NMR spectra is limited in comparison with that of 13 C NMR spectra (see 4.2.2). Nevertheless, the detection of a number of functional groups in seed oils, such as allenes [15,69], conjugated double bonds [8,15,70,71], conjugated double-triple bonds [3,10,11,72], cyclopropane [73] and cyclopropene rings [74], cyclopentene [75], epoxy [5], hydroxy [14,76], and terminal vinyl groups [3] is possible by their characteristic 1 H NMR signals. The methylene groups adjacent to a keto group show similar shift values as those adjacent to the carboxyl group when located remote from the carboxyl or other functional groups.…”
Section: H Nuclear Magnetic Resonance Spectroscopymentioning
confidence: 99%
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