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.
Makarieva
Tatyana N
TN
Pacific Institute of Bioorganic Chemistry of the Russian Academy of Sciences, Vladivostok.
Denisenko
Vladimir A
VA
Dmitrenok
Pavel S
PS
Guzii
Alla G
AG
Santalova
Elena A
EA
Stonik
Valentin A
VA
Macmillan
John B
JB
Molinski
Tadeusz F
TF
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