5-Hydroxyindole-type alkaloids, as Candida albicans isocitrate lyase inhibitors, from the tropical sponge Hyrtios sp.
Chemical investigations of the tropical marine sponge Hyrtios sp. have resulted in the isolation of a new alkaloid, 1-carboxy-6-hydroxy-3,4-dihydro-beta-carboline (1) together with the known metabolites, 6-hydroxy-3,4-dihydro-1-oxo-beta-carboline (2), 5-hydroxy-1H-indole-3-carboxylic acid methyl ester (3), serotonin (4), hyrtiosin A (5), 5-hydroxyindole-3-carbaldehyde (6), and hyrtiosin B (7). Their structures were elucidated on the basis of mass spectrometry and detailed 2D NMR spectroscopic data. Hyrtiosin B (7) displayed a potent inhibitory activity against isocitrate lyase (ICL) of Candida albicans with an IC(50) value of 89.0 microM.
Lee
Hyi-Seung
HS
Marine Natural Products Laboratory, Korea Ocean Research and Development Institute, Ansan, PO Box 29, Seoul 425-600, Republic of Korea.
Yoon
Kyung-Mi
KM
Han
Yu-Ri
YR
Lee
Kyung Jin
KJ
Chung
Soon-Chun
SC
Kim
Tae-Im
TI
Lee
So-Hyoung
SH
Shin
Jongheon
J
Oh
Ki-Bong
KB
D000818:Animals; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002176:Candida albicans / Q000201:enzymology*; D002243:Carbolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007522:Isocitrate Lyase / Q000037:antagonists & inhibitors*; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*
C538701:1-carboxy-6-hydroxy-3,4-dihydro-beta-carboline; C466377:5-hydroxyindole-3-carbaldehyde; D000935:Antifungal Agents; D002243:Carbolines; D026121:Indole Alkaloids; D007522:Isocitrate Lyase