np6b01079_si_001.pdf (4.56 MB)
Unguiculin A and Ptilomycalins E–H, Antimalarial Guanidine Alkaloids from the Marine Sponge Monanchora unguiculata
journal contribution
posted on 2017-04-03, 14:19 authored by Pierre-Eric Campos, Jean-Luc Wolfender, Emerson F. Queiroz, Laurence Marcourt, Ali Al-Mourabit, Michel Frederich, Annélise Bordignon, Nicole De Voogd, Bertrand Illien, Anne Gauvin-BialeckiChemical study of the CH2Cl2–MeOH
(1:1) extract from the sponge Monanchora unguiculata collected in Madagascar highlighted five new compounds, one acyclic
guanidine alkaloid, unguiculin A (1) and four pentacyclic
alkaloids, ptilomycalins E–H (2–5), along with four known compounds: crambescidin 800 (6) and crambescidin 359 (7), crambescidic acid (8), and fromiamycalin (9). Their structures were
elucidated by 1D and 2D NMR spectra and HRESIMS data. All compounds
were evaluated for their cytotoxicity against KB cells and their antiplasmodial
activity. The new ptilomycalin E (2) and the mixture
of the new ptilomycalins G (4) and H (5)
showed promising cytotoxicity against KB cells with IC50 values of 0.85 and 0.92 μM, respectively. Ptilomycalin F (3) and fromiamycalin (9) exhibited promising
activity against Plasmodium falciparum with IC50 values of 0.23 and 0.24 μM, respectively.