Suvanine sesterterpenes and deacyl irciniasulfonic acids from a tropical Coscinoderma sp. sponge.
The suvanines, a new suvanine salt, five new (2, 4-8) and two known sesterterpenes from the same structural class, and two new modified lipids (9 and 10) were isolated from a Coscinoderma sp. sponge collected from Chuuk Island, Micronesia. On the basis of the results of combined spectroscopic and chemical analyses, a new suvanine salt was determined to be the suvanine N,N-dimethyl-1,3-dimethylherbipoline salt (2) and suvanine-lactam derivatives (4-8) formed by condensations between an oxidized furan moiety and amino acids. The lipid metabolites were found to be new derivatives of the taurine-containing deacyl irciniasulfonic acid class. The suvanines exhibited moderate cytotoxicities against the K562 and A549 cell lines, while the new suvanine salt (2) had significant antibacterial activity.
Natural Products Research Institute, College of Pharmacy, Seoul National University , San 56-1, Sillim, Gwanak, Seoul 151-742, Korea.
Chang-Kwon
CK
Kim
Inn-Hye
IH
Song
Ha Young
HY
Park
Yeon-Ju
YJ
Lee
Hyi-Seung
HS
Lee
Chung J
CJ
Sim
Dong-Chan
DC
Oh
Ki-Bong
KB
Oh
Jongheon
J
Shin
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D008826:Microbial Sensitivity Tests; D008849:Micronesia; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013451:Sulfonic Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D054830:Sesterterpenes; D013451:Sulfonic Acids; C582927:suvanine