Antineoplastic agents. 535. Isolation and structure of plakorstatins 1 and 2 from the Indo-Pacific sponge Plakortis nigra.
Two new cancer cell growth inhibiting cyclic peroxides, plakorstatins 1 (1) and 2 (2), were isolated from the Indonesian marine sponge Plakortis nigra. The structures of plakorstatins 1 and 2 including relative configuration were elucidated on the basis of mass and 2D NMR spectroscopic interpretations. These are the first plakortides with an epoxy group in the side chain. Plakorstatin 2 was found to differ from plakorstatin 1 only in the configuration of the epoxide group. Both exhibited moderate cancer cell growth inhibition against the murine P388 lymphocytic leukemia cell line with ED(50) values of 1.1 and 0.91 microg/mL, respectively, for peroxides 1 and 2.
Pettit
George R
GR
Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, Tempe, Arizona 85287-2404, USA. bpettit@asu.edu
Nogawa
Toshihiko
T
Knight
John C
JC
Doubek
Dennis L
DL
Hooper
J N A
JN
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D007214:Indonesia; D007941:Leukemia P388; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010545:Peroxides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D010545:Peroxides; C493144:plakorstatin 1; C493145:plakorstatin 2