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- W2894645211 abstract "Two previously undescribed furanyl compounds, characterized as 5-(7-(5-ethyl-3,4-dimethoxycyclooctyl) benzofuran-6-yl)-7-methyl-3,4,7,8-tetrahydro-2H-oxocin-2-one (compound 1) and 2-(3-ethyl-9-(2-methoxyethoxy)-1-oxo-2,3,4,9-tetrahydro1H-xanthen-2-yl)ethyl-5-hydroxy-9-methoxy-7,8-dimethyl-8-(5-methylfuran-2-yl) nona-3,6-dienoate (compound 2) werederived from the ethyl acetate–methanol (EtOAc:MeOH) crude extract of red seaweed Gracilaria opuntia. The isolatedcompounds are the first furanyl natural products featuring methoxycyclooctyl benzofuran with tetrahydro-2H-oxocinframework and tetrahydro-1H-xanthenyl methoxy methylfuran skeletons. These compounds were assessed for antiinflammatoryactivities against pro-inflammatory cyclooxygenase-2/5-lipoxygenase (COX-1, 2, and 5-LOX) andantioxidative effects in various in vitro models. The methylfuran derivative exhibited comparable inhibitory activitiestowards 5 LOX (IC50 0.209 × 10−2 M) with synthetic non-steroidal anti-inflammatory drugs (NSAID) ibuprofen (IC500.451 × 10−2 M, P < 0.05), which indicated its potential anti-inflammatory properties. The antioxidative properties of thefuranyl derivatives as resolved by 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2ʹ-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid (ABTS) free radical scavenging activities were found to be significantly greater (IC50 ~0.051–0.055 × 10−2 M)than those exhibited by α-tocopherol (IC50 > 0.146 × 10−2 M), and were similar to those displayed by the syntheticantioxidants (butylated hydroxytoluene (BHT)/ butylated hydroxyanisole (BHA) (IC50 ~0.144–0.189 × 10−2 M, P < 0.05).The anti-inflammatory selectivity indices of the isolated compounds recorded significantly greater values (SI: anti-COX1IC50/anti-COX-2IC50~1.08–1.09) than NSAIDs (aspirin, and ibuprofen, SI: 0.02 and 0.44, respectively, P < 0.05), andconsequently, appeared to be safer. The isolated compounds showed significant anti-diabetic properties as determined by α-amylase/α-glucosidase (IC50 < 0.052 × 10−2 M) and dipeptidyl peptidase-4 (DPP-4, IC50 < 0.002 × 10−2 M) inhibitoryactivities. The angiotensin converting enzyme-I (ACE-I) inhibitory activity of the compounds (IC50 0.023–0.024 × 10−2 M)was found to be comparable with that recorded by commercial ACE inhibitor, captopril (IC50 0.037 × 10−2 M)." @default.
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- W2894645211 date "2018-01-01" @default.
- W2894645211 modified "2023-09-26" @default.
- W2894645211 title "Novel furanyl derivatives from thered seaweed Gracilaria opuntia withpharmacological activities using different invitro models" @default.
- W2894645211 hasPublicationYear "2018" @default.
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