The autoxidn. of 9-anthrone (I) [90-44-8] in the presence of excess cysteine Et ester [3411-58-3] was investigated. In addn. to the corresponding 9,10-anthraquinone [84-65-1], an ether-insol. adduct was formed which was shown by spectral anal. to be II [93929-10-3]. The possibility that anthralin (III) [1143-38-0] may undergo an analogous reaction to form 1,8-dihydroxy-10-(2-amino-2-carboxethylthio)-9-anthrone (IV) is discussed; synthesis of the IV-HCl salt [93956-73-1] is given. The relation of these results to the antipsoriatic activity of III is discussed.
Interaction of anthralin with cysteine: a new entry into the chemistry of biologically active anthrones / D'Ischia, Marco; A., Privitera; G. P. R. O. T., A.. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 25:(1984), pp. 4837-4840. [10.1016/S0040-4039(01)81533-1]
Interaction of anthralin with cysteine: a new entry into the chemistry of biologically active anthrones.
D'ISCHIA, MARCO;
1984
Abstract
The autoxidn. of 9-anthrone (I) [90-44-8] in the presence of excess cysteine Et ester [3411-58-3] was investigated. In addn. to the corresponding 9,10-anthraquinone [84-65-1], an ether-insol. adduct was formed which was shown by spectral anal. to be II [93929-10-3]. The possibility that anthralin (III) [1143-38-0] may undergo an analogous reaction to form 1,8-dihydroxy-10-(2-amino-2-carboxethylthio)-9-anthrone (IV) is discussed; synthesis of the IV-HCl salt [93956-73-1] is given. The relation of these results to the antipsoriatic activity of III is discussed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
