Subject(s)
Acridines/chemistry , Antineoplastic Agents/chemistry , Porifera/chemistry , Acridines/pharmacology , Animals , Antineoplastic Agents/pharmacology , CHO Cells , Cricetinae , DNA Damage , Humans , Magnetic Resonance Spectroscopy , Mass Spectrometry , Phenanthrolines , Tumor Cells, CulturedABSTRACT
A new purine 3,7-dimethylguanine (1) has been isolated from the marine sponge Zyzzya fuliginosa, along with the known metabolites, makaluvamines A, C, K (2--4), 4-hydroxyphenylacetic acid (5), methyl ester of 4-hydroxyphenylacetic acid (6), 4-hydroxyphenethyl alcohol (7), L-phenylalanine (8) and L-tryptophan (9). The structure of 3,7-dimethylguanine (1) was elucidated by analysis of 1D and 2D (one- and two-dimensional) NMR [HMQC (heteronuclear multiple quantum coherence), gHMBC (heteronuclear multiple bond connectivity), 1H-15N gHMBC] data, mass spectroscopy data, and by comparison with 3,7-dimethylisoguanine (10).
Subject(s)
Antineoplastic Agents/chemistry , Guanine/chemistry , Porifera/chemistry , Animals , Antineoplastic Agents/isolation & purification , Antineoplastic Agents/pharmacology , Guanine/analogs & derivatives , Guanine/isolation & purification , Guanine/pharmacology , Indicators and Reagents , Magnetic Resonance Spectroscopy , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, Ultraviolet , Tumor Cells, CulturedABSTRACT
Marine sponge samples were collected in Baler, Aurora, Philippines, and extracts were tested for in vitro antituberculosis activity. An orange Agelas sp. sponge yielded the known compound, agelasine F, which inhibited some drug resistant strains of Mycobacterium tuberculosis in vitro at concentrations as low as 3.13 micrograms/ml. Activity against M. tuberculosis residing within macrophages required concentrations of 13-22 micrograms/ml which was below the IC50 for Vero cells (34 micrograms/ml).