Aglafoline - CAS 143901-35-3
Catalog number: 143901-35-3
Category: Inhibitor
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Molecular Formula:
Molecular Weight:
Platelet-activating factor receptor (PAF-R)
Aglafoline, isolated from Aglaia elliptifolia Merr, is a selective PAF-induced platelet aggregation inhibitor. And studies have shown that because aglafoline blocked the high-K+-induced contraction of rat thoracic aorta, it may also possess Ca+- channel b
White to off-white Solid
methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate Aglafoline Methyl rocaglate AGLAFOLIN CHEBI:65374 CMLDBU00002646 143901-35-3 methyl (1R,2R,3S,3aR,8bS)-1,8b-dihydr
Soluble in DMSO
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -54℃ for long term (months to years).
Shelf Life:
2 years
Boiling Point:
622.9±55.0 °C | Condition: Press: 760 Torr
Melting Point:
92-93 °C
1.348±0.06 g/cm3
Canonical SMILES:
1.Insecticidal flavaglines and other compounds from Fijian Aglaia species.
Grege H;Pache T;Brem B;Bacher M;Hofer O Phytochemistry. 2001 May;57(1):57-64.
Bioassays with lipophilic crude extracts of four Fijian Aglaia species against Spodoptera littoralis displayed strong insecticidal activity for A. basiphylla and A. gracilis, whereas A. archboldiana and A. vitiensis did not have any significant effects. The insect toxicity of A. basiphylla was caused by the well known benzofuran flavaglines rocaglamide, desmethylrocaglamide and aglafoline. In contrast, A. gracilis contained four related pyrimidinone derivatives in the root and stem bark, including two new congeners named marikarin and 3'-hydroxymarikarin. Moreover, two new putrescine bisamides, secoodorine and secopiriferine, a new benzopyran flavagline. desacetylaglain A. and a new norsesquiterpene were isolated from the leaves together with three known bisamides and 3-hydroxy-5,7,4'-trimethoxyflavone. The structures of the new compounds were elucidated by spectroscopic methods. Comparative feeding assays within the active pyrimidinone flavaglines showed that the free hydroxy group in aromatic ring A of marikarin diminishes insecticidal activity.
2.Cytotoxic constituents of the twigs and leaves of Aglaia rubiginosa.
Rivero-Cruz JF;Chai HB;Kardono LB;Setyowati FM;Afriatini JJ;Riswan S;Farnsworth NR;Cordell GA;Pezzuto JM;Swanson SM;Kinghorn AD J Nat Prod. 2004 Mar;67(3):343-7.
Activity-guided fractionation of a CHCl(3)-soluble extract of the twigs of Aglaia rubiginosa, using human oral epidermoid carcinoma (KB) cells as a monitor, led to the isolation of a new naturally occurring cyclopenta[b]benzofuran, 1-O-acetylrocaglaol (1), along with seven known compounds, methyl rocaglate (2), rocagloic acid (3), 1-O-acetylmethyl rocaglate (4), desyclamide, eryodictiol, 5-hydroxy-3,7,4'-trimethoxyflavone, and naringenin. A CHCl(3) extract of the leaves of A. rubiginosa yielded the new compound (3S,4R,22R)-cholest-7,24-diene-3,4,22-triol (5), as well as 11 known compounds, including 2 and 4 and cabraleone, dammarelonic acid, (20S,23E)-20,25-dihydroxy-3,4-secodammara-4(28),23-dienoic acid, (20S,23E)-20,25-dihydroxy-3,4-secodammara-4(28),23-dienoic acid methyl ester, (3beta,4beta,22R)-ergosta-5,24(24')-diene-3,4,22-triol, ocotillone, shoreic acid, beta-sitosterol, and beta-sitosterol glycoside. The structures of 1 and 5 were elucidated by spectral and chemical methods. Isolates were evaluated with a human cancer cell panel, and compounds 1-4 were found to exhibit potent cytotoxic activity.
3.Cytotoxic and antiplatelet aggregation principles from Aglaia elliptifolia.
Wu TS;Liou MJ;Kuoh CS;Teng CM;Nagao T;Lee KH J Nat Prod. 1997 Jun;60(6):606-8.
Two related 1H-2,3,3a,8b-tetrahydrocyclopenta[b]benzofurans, aglafolin (1a) and rocaglamide (2), isolated from the stems of Aglaia elliptifolia, showed significant cytotoxicity in six cancer cell lines. Aglafolin (1a) was also found to completely block platelet aggregation caused by arachidonic acid and platelet-activating factor at 100 microM and 2 ng/mL, respectively.
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