New mycalolides from the marine sponge Mycale magellanica and their interconversion.
Three new macrolides, 30-hydroxymycalolide A (4), 32-hydroxymycalolide A (5), and 38-hydroxymycalolide B (6), were isolated from the marine sponge Mycale magellanica. Their structures were assigned on the basis of spectroscopic data. They were cytotoxic against L1210 cells with IC50 values of 0.019, 0.013, and 0.015 microg/mL, respectively. Chemical interconversion of the known mycalolides A-C (1-3) with 4-6 established their stereochemical relationships.
Matsunaga
S
S
Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.
Sugawara
T
T
Fusetani
N
N
D000818:Animals; D000970:Antineoplastic Agents / Q000302:isolation & purification / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D007939:Leukemia L1210 / Q000188:drug therapy; D018942:Macrolides / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013237:Stereoisomerism
C115547:30-hydroxymycalolide A; C115548:32-hydroxymycalolide A; C115549:38-hydroxymycalolide A; D000970:Antineoplastic Agents; D018942:Macrolides