Oceanalin A, a hybrid alpha,omega-bifunctionalized sphingoid tetrahydroisoquinoline beta-glycoside from the marine sponge Oceanapia sp.
[reaction: see text] The novel antifungal compound oceanalin A, an unprecedented "hybrid sphingolipid", was isolated from the marine sponge Oceanapia sp. The structure was elucidated using NMR and MS spectral analysis and chemical degradation. Oceanalin A exhibits in vitro antifungal activity against Candida glabrata with an MIC of 30 mug/mL.
Pacific Institute of Bioorganic Chemistry of the Russian Academy of Sciences, Vladivostok.
Tatyana N
TN
Makarieva
Vladimir A
VA
Denisenko
Pavel S
PS
Dmitrenok
Alla G
AG
Guzii
Elena A
EA
Santalova
Valentin A
VA
Stonik
John B
JB
Macmillan
Tadeusz F
TF
Molinski
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D041221:Candida glabrata / Q000187:drug effects; D006027:Glycosides / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000302:isolation & purification*
D000935:Antifungal Agents; D006027:Glycosides; D044005:Tetrahydroisoquinolines; C509573:oceanalin A