Über die Spaltprodukte des Rizinolsäure‐ozonids

Matthes, Hermann; Kürschner, Otto Heinz

doi:10.1002/ardp.19312690507

Cited by 4 publications

(2 citation statements)

References 2 publications

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“…RGOT OIL, THE GLYCERIDE oil present in the sclerotia of Claviceps purpurea, normally contains about 35% of a hydroxy acid. Matthes and Kfirscher (1) considered this acid to be identical with ricinoleic acid, which is D-( +)-]2-hydroxy-cis-9-octadecenoic acid, and this structure was unequivocally confirmed by Bharueha and Gunstone (2). Marqu6s and Rodrfguez (3) concluded from aeetyl values and optical rotations before and after hydrolysis of the oil and from vacuum distillation results that a proportion of the ricinoleic acid is further acylated at the hydroxyl group.…”

Section: Introduction Ementioning

confidence: 95%

The structure of the glycerides of ergot oils

Morris

Hall

1966

Lipids

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The oils from sclerotia or from suitable mycelial cultures ofClaviceps purpurea (ergot) contain up to 44% of ricinoleic acid but no free hydroxyl groups. This is due to the presence of, besides normal triglycerides, tetra-acid, penta-acid and hexa-acid triglycerides. These contain respectively one, two and three ricinoleic acids esterified to glycerol, these in turn being acylated at their hydroxy groups with normal long-chain fatty acids. By suitable complementary use of TLC, GLC and lipase hydrolysis techniques, the proportions, compositions and structures of these novel triglyceride classes were determined. Four types of positional specificities in fatty acid combinations could be shown by our procedures. These are discussed and, on the basis of our results, some tentative proposals as to possible biosynthetic mechanisms are advanced.

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Section: Introduction Ementioning

confidence: 95%

The structure of the glycerides of ergot oils

Morris

Hall

1966

Lipids

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“…Ricinoleic acid also occurs in ergot oil, the oil derived from the sclerotia of the fungus, Claviceps purpurea (Matthes & Kiurscher, 1931; Bharucha & Gunstone, 1957). Morris & Hall (1966) demonstrated that these glycerides possess a unique structure in that, unlike castor oil, the hydroxyl groups of the ricinoleic acid are not free but are esterified with a variety of long-chain fatty acids.…”

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confidence: 99%

The Biosynthesis of Ricinoleic Acid by Claviceps purpurea

Morris¹,

Hall²,

James³

1966

Biochemical Journal

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The oxidation of monoethenoid fatty acids and esters. The preparation and catalytic autoxidation of ricinoleic acid

Gulbekian

Skellon

1959

J. Appl. Chem.

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A solvent extraction process using light petroleum has been adopted for preparation of pure ricinoleic acid from castor oil.The non‐catalytic and catalytic autoxidation of ricinoleic acid by gaseous oxygen at 120° has been studied in relation to the type and concentration of catalyst, and complex changes occurring have been investigated.The products of autoxidation at 120° using uranium and cobalt soap catalysts have been examined and the mechanism of the reaction is discussed in relation to the end products.Ricinoleic acid forms hydroperoxides which yield scisson products on decomposition. At 120° degradation of the molecule occurs with evolution of carbon dioxide and water and it is probable that rupture occurs at the ethenoid linkage and at hydroperoxide groups. Complex, oily components of high molecular weight are formed by recombination of scisson products. In the absence of oxygen, ricinoleic acid esterifies but does not dehydrate at 120°.

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Über die Spaltprodukte des Rizinolsäure‐ozonids

Cited by 4 publications

References 2 publications

The structure of the glycerides of ergot oils

The structure of the glycerides of ergot oils

The Biosynthesis of Ricinoleic Acid by Claviceps purpurea

The oxidation of monoethenoid fatty acids and esters. The preparation and catalytic autoxidation of ricinoleic acid

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