The skin tumor-promoting ability of 1,8-dihydroxy-3-methyl-9-anthrone (chrysarobin) was compared with that of 12-O-tetradecanoylphorbol-13-acetate (TPA) and 1,8-dihydroxy-9-anthrone (anthralin) in SENCAR mice. Although dose-response comparisons indicated that chrysarobin was several orders of magnitude less potent than TPA for promoting papilloma formation, this anthrone was 1.5 to 2 times more...

The structure and phase sequence of liquid-mercury-supported Langmuir films (LFs) of anthrone and anthralin were studied by surface tensiometry and surface-specific synchrotron X-ray diffraction. In the low-coverage phase the molecules are both side-lying, rather than the flat-lying orientation found for anthracene and anthraquinone. In the high-coverage phase, the molecules are either standing...

Treatment of 10-bromoanthralin (1) with several thiophenols (2) gave the corresponding 10-arylthioanthralins (3) in high yields. Oxidation of thioanthralins (3a-c) and (3k-m) using an excess of m-chloroperbenzoic acid gave the corresponding sulfones (4a-c) and (4k-m) in good yields. Oxidation of thioanthralins (3d-f) gave a mixture of the corresponding sulfones (4d-f) and anthralin-10,10'-d...

The skin tumor-promoting ability of 1,8-dihydroxy-3-methyl-9anthrone (chrysarobin) was compared with that of 12-O-tetradecanoylphorbol-13-acetate(TPA)and 1,8-dihydroxy-9-anthrone (anthralin) in SENCAR mice. Although dose-response compari sons indicated that chrysarobin was several orders of magnitude less potent than TPA for promoting papilloma formation, this anthrone was 1.5 to 2 times more p...

Reductive Claisen rearrangement of 1-allyloxy-8-methoxy-9, 10-anthraquinone followed by demethylation and reduction, and of 1,8-bisallyloxy-9,lO-anthraquinone followed by reduction provides regiospecific syntheses of 2-propyl- and 2,7-dipropyl anthralin