Cytotoxic bastadin 24 from the Australian sponge Ianthella quadrangulata.
A new cytotoxic bastadin, bastadin 24 ( 1), and the previously reported bastadins 4, 5, 6, 7, 12, 13, and 21 ( 2- 8) were isolated from a polar extract of the Australian marine sponge Ianthella quadrangulata. The planar structure of bastadin 24 ( 1) was elucidated as the 25-hydroxy derivative of bastadin 6 ( 4) by employing spectroscopic techniques (NMR, MS, UV, and IR). All isolated bastadins were evaluated for their cytotoxicity toward a panel of 36 human tumor cell lines and were found to be moderately cytotoxic. Bastadin 24 ( 1) exhibited selective cytotoxic activity toward five of the 36 investigated tumor cell lines. Bastadins 7 ( 5) and 12 ( 6) significantly inhibited the serum + hEGF-induced (human epithelial growth factor) tubular formation of human umbilical vein endothelial cells (HUVEC) at a concentration of 1 mug/mL.
Greve
Hendrik
H
Institute for Pharmaceutical Biology, University of Bonn, Bonn, Germany.
Kehraus
Stefan
S
Krick
Anja
A
Kelter
Gerhard
G
Maier
Armin
A
Fiebig
Heinz-Herbert
HH
Wright
Anthony D
AD
König
Gabriele M
GM
D020533:Angiogenesis Inhibitors / Q000097:blood / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D001315:Australia; D004354:Drug Screening Assays, Antitumor; D042783:Endothelial Cells / Q000187:drug effects; D004815:Epidermal Growth Factor / Q000378:metabolism; D055768:Halogenated Diphenyl Ethers; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010647:Phenyl Ethers / Q000097:blood / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D014471:Umbilical Veins / Q000166:cytology / Q000187:drug effects
D020533:Angiogenesis Inhibitors; D055768:Halogenated Diphenyl Ethers; D010456:Peptides, Cyclic; D010647:Phenyl Ethers; C528675:bastadin 24; C474669:bastadin 4; D004815:Epidermal Growth Factor