Antitumor and antileukemic effects of some steroids and other biologically interesting compounds containing an alkylating agent

Activity of 13β–Hydroxy–13α–amino–13,17-seco– 5α–androstan–17–oic–13,17–lactam–p–bis(2–chloro–ethyl)aminophenoxyacetate (NSC 294859) on Experimental Animal Tumor and Leukemia Systems

“…There is no evidence that binding to steroidal receptor protein is involved. Since unmodified steroidal esters are inactive in at least some of these same tumor systems [9,10], it is possible that incorporation of lactam into tumor pro teins is significant in producing an antitumor effect. There is evidence that the bis(2-chloroethyl)amine de rivative of steroidal lactam reacts in the organism not only as chloroethylamine but as a lactam as well [Catsoulacos, unpubl.…”

In Vivo Interaction Between Steroidal Alkylating Agents and Oestrogen Receptors in Rabbit Uteri

“…1), have been used for the treatment of prostatic and mammary tumours. The selective distribution of these compounds in tumours and the reduction of toxicity have been reported (Wall et al 1969;Carroll et al 1972;Szendröi et al 1973;Müntzing et al 1974).…”

“…1), have been used for the treatment of prostatic and mammary tumours. The selective distribution of these compounds in tumours and the reduction of toxicity have been reported (Wall et al 1969;Carroll et al 1972;Szendröi et al 1973;Müntzing et al 1974).From the report by Kirdani et al (1975) that Estracyt affects the uptake of labelled oestradiol-17/3 (Oe2) or oestriol in the rat or dog prostate, it is prob¬ able that the binding of nitrogen mustard ester of Oeo to specific Oeo receptors may be necessary for the selective distribution of these compounds in target tissues. Moreover, the interaction between these compounds and the oestrogen…”

Design, synthesis and biological evaluation of novel sesquiterpene mustards as potential anticancer agents

“…To increase the efficacy of the therapy, many researchers have focused on changing the carrying parts for nitrogen mustards, such as 2-deoxy-2-fluoro-D-glucose (FDG) [11], steroids [12], distamycin [13,14], polyamine [15], polyazamacrocycles [16] and benzene derivatives [17e19]. In another strategy, the cytotoxic agent is given in its prodrug form, which is safe to normal cells but selectively activated by certain biochemical mechanisms unique to tumor cells, such as active oxygen species (ROS) [20] and hypoxia [17], resulting in localized cytotoxicity in tumor tissues.…”

“…15),10(14),11(13)-triene-5a-hydroxyl-6a,12-guaianolide(2d). Light yellow oil; 17.2 mg (53.1%); 1 H NMR (400 MHz, CDCl 3 ) d 7.96 (2H, d, J ¼ 8.8 Hz), d 6.67 (2H, d, J ¼ 8.8 Hz), d 6.27 (1H, d, J ¼ 3.6 Hz), d 5.96 (1H, t, J ¼ 7.6 Hz), d 5.80 (1H, d, J ¼ 2.0 Hz), d 5.56 (1H, d, J ¼ 2.8 Hz), d 5.53 (1H, d, J ¼ 2.0 Hz), d 5.00 (1H, s), d 4.91 (1H, s), d 4.17 (1H, d, J ¼ 8.8 Hz), d 3.79 (4H, t, J ¼ 6.8 Hz), d 3.64 (4H, t, J ¼ 6.8 Hz), d 3.29 (1H, m), d 2.89 (1H, dd, J ¼ 8.4, 3.2 Hz), d 2.56 (1H, m), d 2.39 (3H, m), d 2.23 (1H, m), d 1.44 (1H, m); 13 C NMR…”