Open AccessAdditional antitumor ecteinascidins from a Caribbean tunicate: crystal structures and activities in vivo.
Author(s) -
Ryuichi Sakai,
Kenneth L. Rinehart,
Yue Guan,
Andrew H.-J. Wang
Publication year - 1992
Publication title -
proceedings of the national academy of sciences of the united states of america
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.011
H-Index - 771
eISSN - 1091-6490
pISSN - 0027-8424
DOI - 10.1073/pnas.89.23.11456
Subject(s) - tunicate , lewis lung carcinoma , in vivo , sarcoma , melanoma , chemistry , stereochemistry , tetrahydroisoquinoline , cancer research , biology , microbiology and biotechnology , cancer , medicine , genetics , pathology , ecology , metastasis
Ecteinascidins (Ets), isolated from the Caribbean tunicate Ecteinascidia turbinata, protect mice in vivo against P388 lymphoma, B16 melanoma, M5076 ovarian sarcoma, Lewis lung carcinoma, and the LX-1 human lung and MX-1 human mammary carcinoma xenografts. Crystal structures of two tris(tetrahydroisoquinoline) Ets were investigated with single crystals of the 21-O-methyl-N12-formyl derivative of Et 729 and the natural N12-oxide of Et 743. Representatives of an additional class of Ets, Et 722 and Et 736, isolated from the same organism, were assigned tetrahydro-beta-carboline-substituted bis(tetrahydroisoquinoline) structures by NMR and fast atom bombardment MS spectra.