Characterizationf of autoxidation products of retinoic acid
Retinoic acid underwent autoxidation in 90% ethanol at 25–85.5 °C to give epoxides, dioxetanes, an endoperoxide, and double-bond cleavage products.
References (16)
- et al.
Bull. Chim. Soc. Fr.
(1970) - et al.
Recl. Trav. Chim. Pays-Bas
(1979) - et al.
Adv. Ther.
(1984)et al.J. Am. Med Assoc.
(1988) - et al.
Chem. Pharm. Bull.
(1979)et al.Zhurn. Org. Khim.
(1978)et al.Zhurn. Org. Khim.
(1978)et al.Int. J. Chem. Kin.
(1984)et al.Zhurn. Org. Khim.
(1981)et al.Zhurn. Org. Khim.
(1984)et al.J. Label. Compd. and Radiopharm.
(1978)et al.J. Chromatogr.
(1980)et al.Gebiete Lebensm. Hyg.
(1982)et al.Tetrahedron
(1970)et al.Biochem. J.
(1986)et al.J. Org. Chem.
(1974) J. Chem. Ed.
(1981)Acc. Chem. Res.
(1969)Acc. Chem. Res.
(1986)et al.J. Org. Chem.
(1988)Acc. Chem. Res.
(1968)- et al.
Tetrahedron Lett.
(1981)et al.Tetrahedron Lett.
(1980)et al.J. Am. Chem. Soc.
(1976)et al.Bull. Chem. Soc. Jpn.
(1987)et al.J. Heterocyclic Chem.
(1986)et al.J. Am. Chem. Soc.
(1978)et al.J. Am. Chem. Soc.
(1986)et al.J. Org. Chem.
(1986)et al.J. Am. Chem. Soc.
(1978)et al.Aust. J. Chem.
(1978) - et al.
J. Pharm. Sci.
(1987)
Cited by (37)
Synthesis of α-tocohexaenol (α-T6) a fluorescent, oxidatively sensitive polyene analogue of α-tocopherol
2010, Bioorganic and Medicinal ChemistryMass balance in rapamycin autoxidation
2008, Journal of Pharmaceutical and Biomedical AnalysisSynthesis and preliminary biological evaluation of β-carotene and retinoic acid oxidation products
2006, Bioorganic and Medicinal ChemistryCitation Excerpt :They also exhibit anti-inflammatory properties20 and suppress cytokine-induced production of NO in several cell types.21 Oxidation of RA has led to the formation of number of oxygenation products including epoxides, dioxetanes, endoperoxides, and double bond cleavage products.22 However, their biological actions have not been investigated.
Study of retinoic acid polymorphism
2006, Journal of Pharmaceutical SciencesCitation Excerpt :Form II sealed in ampoules under N2 atmosphere and stored in a freezer is stable for more than 2 years. This behavior denotes the sensitivity of the form II to the oxidation of the cyclohexene ring.41,42 A proton NMR study10 reported a less restricted motion of the ring in the triclinic phase (II) that could be related to this polymorph's greater chemical reactivity to oxygen.
Development of a gas chromatography method for the determination of isotretinoin and its degradation products in pharmaceuticals
2005, Journal of Pharmaceutical and Biomedical AnalysisThe photochemical oxidation of A2E results in the formation of a 5,8,5′,8′-bis-furanoid oxide
2004, Experimental Eye Research