Monanchocidin: a new apoptosis-inducing polycyclic guanidine alkaloid from the marine sponge Monanchora pulchra.
Monanchocidin (1), a guanidine alkaloid with an unprecedented skeleton system derived from a polyketide precursor, (ω-3)-hydroxy fatty acid, and containing a 2-aminoethyl- and 3-aminopropyl-substituted morpholine hemiketal ring, has been isolated from the sponge Monanhora pulchra. The structure of 1 was assigned on the basis of detailed analysis of 1D and 2D NMR spectra, mass spectrometry, and results of chemical transformations. Compound 1 shows pro-apoptotic and cytoxic activities.
Guzii
Alla G
AG
Pacific Institute of Bioorganic Chemistry, the Far-East Branch of the Russian Academy of Sciences, Vladivostok-22, Prospect 100-let Vladivostoku 159, Russia.
Makarieva
Tatyana N
TN
Denisenko
Vladimir A
VA
Dmitrenok
Pavel S
PS
Kuzmich
Alexandra S
AS
Dyshlovoy
Sergey A
SA
Krasokhin
Vladimir B
VB
Stonik
Valentin A
VA
D000818:Animals; D017209:Apoptosis / Q000187:drug effects*; D002460:Cell Line; D019791:Guanidine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011161:Porifera / Q000737:chemistry*
C554301:monanchocidin; D019791:Guanidine