Polar alkaloids from the Caribbean marine sponge Niphates digitalis.
A method involving flash chromatography, semi-preparative phenylhexyl RP HPLC-DAD-ELSD combined with analytic polar-RP HPLC-DAD, was applied to separate and purify six highly nitrogenated bases and a bicyclic amidine alkaloid, the major components of the marine sponge Niphates digitalis. Their structures were identified as 1,8-diazabicyclo[5.4.0]undec-7-ene (1), deoxycytidine (2), phenylalanine (3), adenosine (4), deoxyguanosine (5), adenine (6) and thymidine (7) on the basis of spectroscopic data analyses. This is the first report of these compounds in a marine sponge belonging to the Niphates genus and the first evidence of the presence of 1 from a natural source.
Regalado
Erik L
EL
Department of Chemistry, Center of Marine Bioproducts (CEBIMAR), Loma y 37, Alturas del Vedado, C.P. 10400 Havana, Cuba. erikluis18@gmail.com
Mendiola
Judith
J
Laguna
Abilio
A
Nogueiras
Clara
C
Thomas
Olivier P
OP
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D017691:Caribbean Region; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D010962:Plasmodium berghei / Q000187:drug effects; D011161:Porifera / Q000737:chemistry*
D000470:Alkaloids