C-prostaglandins

C. Prostaglandins can be synthesized from arachidonic acid (which requires the essential fatty acid, linoleate, for its synthesis). They cannot be synthesized from glucose, so they cannot be made from acetyl CoA or oleic acid. Although leukotrienes are derived from arachidonic acid, they are not precursors of prostaglandins. 

Suh YJ, Yoon SH, Sampson AP, et al Specific immunoglobulin E for staphylococcal enterotoxins in nasal polyps from patients with aspirin-intolerant asthma. Clin Exp Allergy 2004 34 1270-1275. Perez-Novo CA, Watelet JB, Claeys C, van Cauwenberge P, Bachert C Prostaglandin, leukotriene, and lipoxin balance in chronic rhinosinusitis with and without nasal polyposis. J Allergy Clin Immunol 2005 115 1189-1196. 

Samuelsson B, Goldyne M, Granstrom E, Hamberg M, Hammarstrom S, Malmsten C Prostaglandins and thromboxanes. Ann Rev Biochem 47 997-1029, 1978. 

Advances in Prostaglandin Research, ed. S.M.M. Karin (MTP Press, Lancaster) (a) Prostaglandins and Reproduction (1975) (b) Prostaglandins Chemical and Biochemical Aspects (1976) (c) Prostaglandins Physiological Pharmacological and Pathological Aspects (1976). 

Manku, M. S., Oka, M., and Horrobin, D. F., 1979, Differential regulation of the formation of prostaglandins and related substances from arachidonic acid and from dihomogammalinolenic acid. II. Effects of vitamin C, Prostaglandins Med. 3 129-137. 

Kitahara N, Haruyama H, Hata T, Takahashi S (1983) The Structures of Thielavins A, B and C. Prostaglandin Synthetase Inhibitors from Fungi. J Antibiotics 36 599... 

Propose a mechanism for the conversion of 40 41 that does not rely on an intermolecular S 2 reaction at C. (Prostaglandins-6)... 

Figure 1. Fatty acid nomenclature - A. Arachidonic acid 20 4a>6 5-c, 8-c , 11-cis, 14-c -eicosatetraenoic acid. B. 10, ll(12)-H pH 10-hydroxy-ll(12)-epoxy-8-lriiifs-heptadecanoic acid. C. Prostaglandin B2 (PGB2) 15a-hydroxy-9-ketoprosta-5 tf-8(12), 13-lra t5-trienoic acid.

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