Effects Of Retinoic Acid On Prostaglandin Biosynthesis In Guinea-Pig Skin

Ziboh, Vincent A.; Price, Buddy; Fulton, James E.

doi:10.1111/1523-1747.ep12607622

Cited by 25 publications

(5 citation statements)

References 16 publications

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“…The mechanism of action of the variety of substances previously reported to enhance the release of arachidonic acid and/or prostaglandins (McGiff et al, 1972;Ferreira et al, 1973;Ziboh et al, 1975; Su Chen & Levine, 1976) on the phospholipase A activity and now tested in o4r particulate fraction (Table 2) still remains unclear.h-he present results do, however, suggest that the enhancement of phospholipase A2 activity may be a possible mode of action for these substances. Furthermore, the mechanism of the prostaglandin stimulatory effect on skin phospholipase A2 activity as shown in Fig.…”

Section: Discussionmentioning

confidence: 50%

“…Effects of some activators of arachidonic acid and prostaglandin release on the hydrolysis of 1-acyl-2-[1-14C]arachidonoyl-sn-glycero-3-phosphocholine by rat skin 105 OOOg particulate fraction Since the hydrolysis and release from membrane phospholipid is the rate-limiting step that provides precursor fatty acid for the biosynthesis of prostaglandins, we tested the effects of a number of substances on the hydrolysis of ['4C]phosphatidylcholine by skin 105000g particulate fraction. These substances have been reported to enhance the release of arachidonic acid and the formation of prosta- glandins (McGiff et al, 1972;Ferreira et al, 1973;Ziboh et al, 1975). Histamine, bradykinin and retinoic acid at a concentration of 5O,pM effectively stimulated the hydrolysis of the phosphatidylcholine (Table 2).…”

Section: Distributions Of the Hydrolysis Of ['4c]phosphatidylcholine By Rat And Human Skin Subcellular Preparationsmentioning

confidence: 95%

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Phospholipase A activity in the skin. Modulators of arachidonic acid release from phosphatidylcholine

Ziboh¹,

Lord²

1979

Biochemical Journal

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The distribution of the hydrolysis of 1-acyl-2-[1-14C]arachidonoyl-sn-glycero-3-phosphocholine and the simultaneous biosynthesis of prostaglandins by subcellular fractions from human and rat skin membrane preparations were determined. The phospholipase A2 activity was distributed among the subcellular particulate preparations with the highest specific activity in the 105000g particulate fraction. The activity was optimal at pH 7.5 in the presence of 1.0 mM-CaCl2 and was inhibited by EDTA. The hydrolysis of phosphatidylcholine by the skin 105000g particulate fraction was inhibited by cortisol and triamcinolone acetonide and it was stimulated by histamine, bradykinin, retinoic acid and cholera enterotoxin (freeze-dried Vibrio cholerae). Furthermore hydrolysis of phosphatidylcholine by the skin phospholipase A was also enhanced by low concentrations of prostaglandin E2 and prostaglandin F2 alpha. These last results suggest that the amplication of the hydrolysis of phosphatidylcholine by prostaglandin E2 and prostaglandin F2 alpha, with the consequent release of arachidonic acid (the substrate of prostaglandin synthesis) is likely a positive-feedback regulation of the arachidonic acid-prostaglandin cascade.

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Section: Discussionmentioning

confidence: 50%

Section: Distributions Of the Hydrolysis Of ['4c]phosphatidylcholine By Rat And Human Skin Subcellular Preparationsmentioning

confidence: 95%

Phospholipase A activity in the skin. Modulators of arachidonic acid release from phosphatidylcholine

Ziboh¹,

Lord²

1979

Biochemical Journal

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“…In mouse skin, retinoic acid provokes a thickening of the epidermis (21), affects wound healing (22) and facilitates UVinduced carcinogenesis as shown by a significandy more notable tumor incidence and growth (23). In guinea-pig skin, an increase in nucleic acid synthesis (24), disturbance in epidermal differentiation (25) and changes in cyclic AMP content (26) as well as alterations in prostaglandin synthesis were observed under the influence of retinoic acid (27). The latter two effects might be ascribed to the inflammatory action of the compound.…”

Section: The Effect Of Ro 10·1670 and Cytochalasin B On Outgrowth Ofpmentioning

confidence: 99%

Retinoid Stimulates Epidermal Outgrowth of Pig Skin Explants

Aoyagi

Kamigaki

Kato

et al. 1981

The Journal of Dermatology

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Using a pig explant culture system, the effects of retinoids on pig epidermal cells were studied. Ro 10‐9359 slightly stimulated epidermal outgrowth, but this effect was not significant. Ro 10‐1670 (a metabolite of Ro 10‐9359) significantly stimulated epidermal outgrowth. Cytochalasin B and colchicine markedly inhibited the stimulatory effect of Ro 10‐1670, but hydroxyurea or cycloheximide did not completely block this stimulatory effect. During a migratory period, cytochalasin B completely blocked it. Neither Ro 10‐1670 nor Ro 10‐9359 effected a change in mitotic index. Histological studies revealed that Ro 10‐1670‐treated epidermal cells did not form any keratin layers. These results suggest that Ro 10‐1670 stimulated outgrowth, particularly migratory outgrowth, of epidermal cells, resulting in reduced keratin formation.

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“…Phorbol esters elicit a variety of biological responses including the stimulation of prostaglandin biosynthesis due to enhanced arachidonic acid mobilization from phospholipid stores (9). RA has itself been shown to stimulate arachidonic acid release and prostaglandin biosynthesis in cultured MDCK cells (10), guinea pig skin (11), and fetal mouse bone culture, and in vivo in the rat as evidenced by urinary prostanoid levels (12). Prostaglandin H (PGH) synthase is found in virtually all mammalian tissues including skin, kidney medulla, lung, brain, urinary bladder, and other tissues (reviewed in refs 13 and 14).…”

Section: Introductionmentioning

confidence: 99%

Free Radical Oxidation of (E)-Retinoic Acid by Prostaglandin H Synthase

Samokyszyn¹,

Chen²,

Maddipati³

et al. 1995

Chem. Res. Toxicol.

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Cooxidative metabolism of all-trans (E)-retinoic acid (RA) by prostaglandin H synthase was investigated employing ram seminal vesicle microsomes (RSVM) or purified, RSVM-derived enzyme. RA was shown to undergo hydroperoxide [H2O2 or 5-phenyl-4-penten-1-yl hydroperoxide (PPHP)]- or arachidonic acid-dependent cooxidation by microsomal prostaglandin H (PGH) synthase as evidenced by UV spectroscopic analysis of reaction mixtures. Cooxidation of RA by microsomal or purified PGH synthase, using PPHP as substrate, was characterized by uptake of dioxygen which was first order with respect to enzyme concentration. Dioxygen uptake was inhibited by the peroxidase reducing substrate 2-methoxyphenol. In addition, O2 uptake was inhibited by the spin trap nitrosobenzene. ESR spin trapping studies, using alpha-phenyl-N-tert-butylnitrone (PBN) as the spin trap, demonstrated the formation of RA-PBN adducts, characterized by hyperfine coupling constants of alpha H = 3.2 G and alpha N = 15.8 G. Reverse phase HPLC analysis of reaction mixtures demonstrated the formation of 4-hydroxy-RA, 5,6-epoxy-RA, 4-oxo-RA, (13Z)-retinoic acid, and other geometric isomers which were identified on the basis of cochromatography with synthetic standards, UV spectroscopy, and/or mass spectrometry. Mechanisms are proposed for the hydroperoxide-dependent, PGH synthase-catalyzed oxidation of RA that are consistent with these results.

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Effects Of Retinoic Acid On Prostaglandin Biosynthesis In Guinea-Pig Skin

Cited by 25 publications

References 16 publications

Phospholipase A activity in the skin. Modulators of arachidonic acid release from phosphatidylcholine

Phospholipase A activity in the skin. Modulators of arachidonic acid release from phosphatidylcholine

Retinoid Stimulates Epidermal Outgrowth of Pig Skin Explants

Free Radical Oxidation of (E)-Retinoic Acid by Prostaglandin H Synthase

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