3,7-Dimethylguanine, a new purine from a Philippine sponge Zyzzya fuliginosa.
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).
Tasdemir
D
D
Department of Medicinal Chemistry, University of Utah, Salt Lake City 84112, USA. cireland@deans.pharma.utah.edu
Mangalindan
G C
GC
Concepción
G P
GP
Harper
M K
MK
Ireland
C M
CM
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006147:Guanine / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D014407:Tumor Cells, Cultured
C454671:3,7-dimethylguanine; D000970:Antineoplastic Agents; D007202:Indicators and Reagents; D006147:Guanine