- In silico design and synthesis of N-arylalkanyl 2-naphthamides as a new class of non-purine xanthine oxidase inhibitors
-
A series of N-arylalkanyl 2-naphthamides (Xa~e), which were predicted from virtual molecular docking on a built xanthine oxidase template as potential inhibitors, were synthesized. Their inhibitory activity against xanthine oxidase was assayed. Among these prepared, compounds Xb (IC50 13.6?μM), Xc (IC50 13.1?μM), and Xd (IC50 12.5?μM) showed comparable inhibitory activity to allopurinol (IC50 22.1?μM). The in vitro assay result correlated well with molecular docking scores, ΔG?=??16.99, ?17.66, and ?17.13 Kcal/mol, respectively. On the potassium oxonate-induced hyperuricemic mice model, oral administration of Xc-Ac (40 mg/ Kg), the per-O-acetylated Xc, could reduce the blood uric acid level by 60% in comparison to the normal control group and is statistically significant (p .01) while compared with the hyperuricemic mice group.
- Ho, Sheau Ling,Lin, Ching-Ting,Lee, Shoei-Sheng
-
p. 789 - 801
(2021/01/12)
-
- A conjugated system of curcumin analogs increase and its preparation method and application
-
The invention discloses a curcumin analogue with an enlarged conjugated system and a preparation method and application thereof. The structural feature of the curcumin analogue is shown in the general formula (I), wherein R1 is hydrogen and methoxyl, R2 is hydrogen, hydroxy and methoxyl, and two naphthalene nucleuses are connected through a 1,6-heptadiene-3,5-diketone joining chain. The naphthol is used as a raw material, the naphthalene nucleus curcumin analogue with the superior activity for hepatoma carcinoma cell HepG2 cell proliferation is synthesized, and the activity of the curcumin analogue is superior to that of natural curcumin. The curcumin analogue with the enlarged conjugated system has the great significance in guiding discovery of prodrugs and designing lead compounds.
- -
-
-
- Synthesis of selective SRPK-1 inhibitors: Novel tricyclic quinoxaline derivatives
-
SR protein-specific kinase-1 (SRPK-1) has been identified as a validated target for hepatitis B virus (HBV). A series of novel tricyclic quinoxaline derivatives was designed and synthesised as potential kinase inhibitory antiviral agents and was found to be active and selective for SRPK-1 kinase. Most of these novel compounds have drug-like properties according to experimentally determined Log P and Log S values.
- Szekelyhidi, Zsolt,Pato, Janos,Waczek, Frigyes,Banhegyi, Peter,Hegymegi-Barakonyi, Balint,Eros, Daniel,Meszaros, Gyoergy,Hollosy, Ferenc,Hafenbradl, Doris,Obert, Sabine,Klebl, Bert,Keri, Gyoergy,Orfi, Laszlo
-
p. 3241 - 3246
(2007/10/03)
-
- A Concise Synthesis of 2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol ('6,7-ADTN') from Naphthalene-2,3-diol
-
2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol (2; 6,7-ADTN) was synthesized starting from naphthalene-2,3-diol in seven steps and with an overall yield of 44%. Methylation of naphthalene-2,3-diol with dimethyl sulfate, followed by Friedel-Crafts acylatio
- Goeksu, Sueleyman,Kazaz, Cavit,Suetbeyaz, Yasar,Secen, Hasan
-
p. 3310 - 3313
(2007/10/03)
-
- NAPTHTHALENE DERIVATIVES WHICH INHIBIT THE CYTOKINE OR BIOLOGICAL ACTIVITY OF MACROPHAGE MIGRATION INHIBITORY FACTOR (MIF)
-
Where Y, R1-R8 and R101-R108 are as defined in the specification. Compounds of formula (II) and methods of inhibiting the cytokine or biological activity of Macrophage Migrating Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as part of a combination therapy.
- -
-
-
- Quantitative structure-activity relationship of catechol derivatives inhibiting 5-lipoxygenase
-
Various catechol derivatives (β-substituted 3,4-dihydroxystyrenes, 1-substituted 3,4-dihydroxybenzenes, and 6-substituted 2,3-dihydroxynaphthalenes) were synthesized and their inhibition of 5-lipoxygenase was assayed. Their structure-activity relationships were examined quantitatively with substituent and structural parameters and regression analysis. The variations in the inhibitory activity were explained in bilinear hydrophobic parameter (log P) terms, and steric (molecular thickness) and electronic (proton nuclear magnetic resonance (1H-NMR) chemical shift of the proton adjacent to the catechol group) parameter terms. The hydrophobicity of the inhibitor molecule was important, and the optimum value of log P was about 4.3-4.6, beyond which inhibition did not increase further. A low electron density of the aromatic ring containing the catechol group and the greater thickness of the lipophilic side chains were unfavorable to the activity. The results added a physicochemical basis for the selection of candidate compounds for developmental studies.
- Naito,Sugiura,Yamaura,Fukaya,Yokoyama,Nakagawa,Ikeda,Senda,Fujita
-
p. 1736 - 1745
(2007/10/02)
-
- Anomalous 5-endo-trig reversals: general reactions of 7-oxabicycloheptenes and heptanes
-
Two general reversals of 7-oxabicycloheptanes are described and discussed.The reverse-Michael reaction occurs with the aldehyde, ketone, ester, and nitrile derivatives while the reverse aldol readtion catalysed by acid is confined to the aldehydes and ketones.The properties of the title compounds are rationalized in terms of the geometric alignments of the bonding and antibonding orbitals of the bridging oxygen atom and its neighboring carbons.New isobenzofuran and cyclohexadiene syntheses form a part of the report.
- Keay, B. A.,Rajapaksa, D,Rodrigo, R.
-
p. 1093 - 1098
(2007/10/02)
-
- A NEW METHOD FOR THE GENERATION OF ISOBENZOFURANS: A SIMPLE ENTRY TO SUBSTITUTED NAPHTHALENES.
-
5,6-Dimethoxy isobenzofuran is generated in situ from the dimethylacetal of 6-hydroxymethyl veratraldehyde and intercepted by a variety of dienophiles to produce the expected oxygen-bridged adducts in good yield.Many of the latter are easily aromatised to
- Keay, B. A.,Lee, D. K. W.,Rodrigo, R.
-
p. 3663 - 3666
(2007/10/02)
-