title: Stereoselective effects of cis- and trans-cyclopropylbis (dioxopiperazines) related to ICRF-159  on metastases of hamster lung adenocarcinoma.
abstract: The synthesis for cis-4,4' (1,2-cyclopropanediyl)bis(2,6-piperazinedione) (cis-3) is discussed. Stereoselective effects on metastases of cis-3 and the previously reported trans-2 isomer were compared to conformationally mobile ICRF-159 using a Syrian hamster lung adenocarcinoma (LG1002). Whereas ICRF-159 and cis-3 significantly inhibited lung metastases the trans-2 isomer significantly increased the number of metastatic nodules in the lung. Thus, these studies have revealed that, at least in one tumor model, antimetastatic activity can be separated from metastatic potentiating activity by controlling drug geometry.
mesh_terms: D000230:Adenocarcinoma / Q000139:chemically induced / Q000517:prevention & control*; D000818:Animals; D006224:Cricetinae; D008175:Lung Neoplasms / Q000139:chemically induced / Q000517:prevention & control*; D008297:Male; D008647:Mesocricetus; D008968:Molecular Conformation; D009362:Neoplasm Metastasis / Q000139:chemically induced / Q000517:prevention & control*; D009374:Neoplasms, Experimental / Q000188:drug therapy; D010879:Piperazines / Q000627:therapeutic use*; D011929:Razoxane / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use*; D013329:Structure-Activity Relationship
chemical_list: D010879:Piperazines; D011929:Razoxane