Semi-synthetic preparation of the rare, cytotoxic, deep-sea sourced sponge metabolites discorhabdins P and U.
Semi-synthetic routes to the enzyme inhibitory and potently anti-proliferative marine natural products discorhabdins P and U were developed by one-step methylation reactions of discorhabdins C and B, respectively. Two novel semi-synthetic derivatives of discorhabdin U were also prepared, one of which (6) exhibited significant anti-proliferative activity.
Grkovic
Tanja
T
Department of Chemistry, The University of Auckland, Private Bag 92019, Auckland, New Zealand.
Kaur
Balwinder
B
Webb
Victoria L
VL
Copp
Brent R
BR
D000818:Animals; D004354:Drug Screening Assays, Antitumor; D007941:Leukemia P388 / Q000473:pathology; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry
D011758:Pyrroles; D011809:Quinones; D013141:Spiro Compounds; D013841:Thiazepines; C117505:discorhabdin P; C482820:discorhabdin U