Dimorphecolic Acid—A Unique Hydroxydienoid Fatty Acid<sup>2</sup>

Smith, C. R.; Wilson, T. L.; Melvin, Eugene H.; Wolff, I. A.

doi:10.1021/ja01491a034

Cited by 112 publications

(30 citation statements)

References 1 publication

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“…Dimorphecolic acid is dehydrated by heating xvith acetic acid to give a product having conjugated triene absorption, as observed by Smith and co-workers (11). The product (not characterized by Smith) was found in our experiinents to consist only partly of the expected A8*loJ2 trienoic acid.…”

Section: Delzydration Of Dimorphecolic Acidsupporting

confidence: 78%

Occurrence in Seed Oils of Some Fatty Acids With Conjugated Unsaturation

Hopkins¹,

Chisholm²

1965

Can. J. Chem.

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Section: Delzydration Of Dimorphecolic Acidsupporting

confidence: 78%

Occurrence in Seed Oils of Some Fatty Acids With Conjugated Unsaturation

Hopkins¹,

Chisholm²

1965

Can. J. Chem.

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“…Methyl 9-D-hydroxyoctadecanoate was obtained from hydrogenated oil of Dimorphotheca aurantiaca (9,10). The specific rotation in methanol solution is shown in Table I and is very similar to that reported previously (5).…”

supporting

confidence: 81%

Absolute configurations of 13-hydroxydocosanoic and 17-hydroxyoctadecanoic acids

Tulloch¹

1968

Can. J. Chem.

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Methyl 13-D-and 13-L-hydroxydocosanoates have been synthesized from 9-0-and 9-L-hydroxyoctadecanoic acids. Comparison of these esters with the methyl ester of 13-hydroxydocosanoic acid, produced by Candida bogoriensis, shows that the natural product has the L-configuration. The known 2-D-octadecanol has been prepared from 17-hydroxyoctadecanoic acid, produced by Tor~rlopsis apicola, showing that this acid also has the L-configuration. Most naturally occurring long-chain hydroxy acids, however, have the D-configuration.

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“…The generic delimitation still poses problems, however, the most problematic S Norlindh 1977) genus being Osteospermum. calendic acid in one group of genera (Calendula, Chrysanthemoides, Osteospermum) and dimorphecolic acid in another (Dimorphotheca) (Smith et al 1960;Barclay and Earle 1965). Osteospermum sect.…”

Section: Garcibarrigoa Cuatrecmentioning

confidence: 99%