Structures and aldose reductase inhibitory effects of bromophenols from the red alga Symphyocladia latiuscula.
Three new bromophenols, 2,2',3,6,6'-pentabromo-3',4,4',5-tetrahydroxydibenzyl ether (1), bis(2,3,6-tribromo-4,5-dihydroxyphenyl)methane (2), and 2,2',3,5',6-pentabromo-3',4,4',5-tetrahydroxydiphenylmethane (3), were isolated from the red alga Symphyocladia latiuscula. Two bromophenols, 2,3,6-tribromo-4,5-dihydroxymethylbenzene (4) and 2,3,6-tribromo-4,5-dihydroxybenzaldehyde (5), were also reported for the first time as natural products. Their structures were elucidated on the basis of chemical and spectroscopic methods including HREIMS, HRFABMS, and 1D and 2D NMR spectral techniques. Compounds 1-5 exhibited significant aldose reductase inhibitory activity.
Wang
Wei
W
Institute of Materia Medica, Jilin Province Academy of Traditional Chinese Medicine and Materia Medica, Changchun 130021, People's Republic of China.
Okada
Yoshihito
Y
Shi
Haibo
H
Wang
Yongqi
Y
Okuyama
Toru
T
D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D002681:China; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000461:Rhodophyta / Q000737:chemistry*
D004791:Enzyme Inhibitors; D006842:Hydrocarbons, Brominated; D010636:Phenols; D000449:Aldehyde Reductase