1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp.
1,2-Bis(1H-indol-3-yl)ethane-1,2-dione (1), a bisindole alkaloid, was isolated from the marine sponge Smenospongia sp. The known compounds indole-3-carbaldehyde (2), 6-bromoindole-3-carbaldehyde (3), and tryptamine (4) and mixtures of the (Z/E) isomers of 6-bromo-2'-demethylaplysinopsin (5a/5b) and 6-bromo-3'-deimino-2',4'-bis(demethyl)-3'-oxoaplysinopsin (6a/6b) were also isolated.
McKay
Matthew J
MJ
AstraZeneca R & D, Griffith University, Brisbane, Australia.
Carroll
Anthony R
AR
Quinn
Ronald J
RJ
Hooper
John N A
JN
D000818:Animals; D001315:Australia; D002851:Chromatography, High Pressure Liquid; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry
C457243:1,2-bis(1H-indol-3-yl)ethane-1,2-dione; C457246:6-bromo-3'-deimino-2',4'-bis(demethyl)-3'-oxoaplysinopsin; C457244:6-bromoindole-3-carbaldehyde; D026121:Indole Alkaloids; D007211:Indoles; D014363:Tryptamines; C030820:tryptamine; C012381:indole-3-carbaldehyde