Diplamine cytotoxicity

Diplamine Cytotoxic toward L1210 leukemia cells 0.002 g/ml 189... 

The methyl sulfide-containing alkaloids, varamines A (123) and B (124) were isolated from L. vareau. Their structures were determined by interpretation of NMR spectral data and by comparison with related alkaloids. The varamines were cytotoxic towards L1210 murine leukaemia cells with IC50 values of 0.03 and 0.05 Xg/mL, respectively [138], The varamines (123-124), lissoclins (110-111) and diplamine (112) all contain a methyl sulfide group linked to a pyridoacridine ring system [22],... 

Shermilamines B (37) and C (38) (and also diplamine 46) showed dose-dependent inhibition of proliferation in HCT cells in vitro and inhibited the topoisomerase (TOPO) II-mediated decatenation of kinetoplast DNA (kDNA) in a dose-dependent manner [41]. These results suggest a possible cytotoxicity mechanism for these compounds. Furthermore, shermilamine B also displayed cytotoxicity against KB cells [43] and was reported as a potent regulator of cellular growth and differentiation, affecting cAMP-mediated processes [44]. 

Diplamine CaoH NjOaS, Mr 363.43, orange solid, mp. 202-204°C, cytotoxic. 

Charyulu, G.A., McKee, T.C., and Ireland, C.M. (1989) Diplamine, a cytotoxic polyaromatic alkaloid from the tunicate Diplosoma sp. Tetrahedron Lett., 30, 4201—4202. 

Szczepankiewicz, B.G. and Heathcock, C.H. (1994) Total synthesis of diplamine, a cytotoxic pyridoacridine alkaloid from a Pacific tunicate. J. Org. Chem., 59, 3512-3513. 

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