26954-85-8Relevant articles and documents
Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins
Chen,Zhu,Liu,Lu,Xie,Ling
, p. 4001 - 4010 (2007/10/03)
Insulin-like growth factors (IGF-I and II) play an important role in metabolic and mitogenic activities through stimulation of the IGF-I receptor on the cell surface. Although the concentration of IGF in blood and cerebrospinal fluid is quite high (>100 nM) this large pool of IGF is biologically inactive because of its association with six distinct binding proteins which form high-affinity complexes with IGF. Thus, inhibitors of IGF-binding proteins (IGFBPs), especially IGFBP-3, could potentially alter the distribution between the "free" and "bound" forms of IGF and thereby elevate biologically active IGF-I to exert a beneficial effect on those patients with diseases that respond to the application of exogenous IGF-I. Whereas IGF-I peptide variants which bind to IGFBPs but not the IGF-I receptor have been shown to be potent IGF/IGFBP inhibitors small molecule nonpeptide IGF/IGFBP inhibitors have the potential advantages of oral bioavailability and flexible dosing regimen. Here we report the discovery of several isoquinoline analogues, exemplified by 1 and 2, which bind IGFBP-3 as well as other IGFBPs at low nanomolar concentrations. More importantly, both compounds were shown to be able to release biologically active IGF-I from the IGF-I/IGFBP-3 complex. These results point to the feasibility of developing orally active therapeutics to treat IGF-responsive diseases by optimization of the lead molecules 1 and 2.
Synthesis of isoquinolines from 2-phenylethylamines, amides, nitriles and carboxylic acids in polyphosphoric acid
Venkov, Atanas P.,Ivanov, Ilian I.
, p. 12299 - 12308 (2007/10/03)
A convenient one pot synthesis of 1-, 1.3-substituted 3,4-dihydroisoquinolines 5 enamines 10 and 3-oxo-2,3-dihydroisoquinolines 18 as well as of enamides 22 of isoquinoline from 2-phenyl-, 1,2-diphenylethylamines, phenylacetamides, phenylacetonitriles, N-acylphenylethylamines and carboxylic acids in nonaqueous media has been accomplished.
BENZOPHENANTHRADINES. VII. SYNTHESIS OF BENZOPHENANTHRIDINES WITH A QUINONOID RING C. 5-METHYL- AND 5,6-DIMETHYL-5-HYDROXY-2,3,9,10-TETRAMETHOXY-5,6-DIHYDROBENZOPHENANTHRIDINE-7-12-DIONES
Sladkov, V. I.,Medzhitov, D. R.,Khokhlov, V. A.,Suvorov, N. N.
, p. 774 - 779 (2007/10/02)
Representatives of a new type of quinonoid benzophenanthradine, i.e., 6-methyl- and 5,6-dimethyl-5-hydroxy-2,3,9,10-tetramethoxy-5,6-dihydrobenzophenanthridine-7,12-diones, were synthesized from 6,7-dimethoxy-3-(3,4-dimethoxyphenyl)-2-methylamino-1,
BENZOPHENANTHRIDINES. I. SYNTHESIS OF 7,12-DIACETOXY-2,3,9,10-TETRAMETHOXY-5,6-DIMETHYLBENZOPHENANTHRIDINIUM PERCHLORATE
Khokhlov, V. A.,Sladkov, V. I.,Kurkovskaya, L. N.,Kuleshova, E. F.,Suvorov, N. N.
, p. 538 - 543 (2007/10/02)
The synthesis of a structural isomer of the highly active antileukemia benzophenathridine alkaloids, i.e., 7,12-diacetoxy-2,3,9,10-tetramethoxy-5,6-dimethylbenzophenanthridinium perchlorate, was realized from 2-hydroxy-3-(3,4-dimethoxyphenyl)-6,7-di
Synthesis of some 3-arylisochromene, 3-arilisoquinoline, 6H-5-oxachrysene, and benzophenanthridine analogs of some naturally occuring alkaloids
Carty, Antoine,Elliott, I. Wesley,Lenior, Grefonda M.
, p. 2435 - 2439 (2007/10/02)
A 2-benzopyrylium perchlorate 6 was prepared from the keto ester 5.Reduction of 6 followed by dilute HCl affords 6H-5-oxachrysene 10.Reaction of 6 with ammonia solution gives the isoquinoline acid 13.By a short series of steps 13 is cyclized to the dihydrobenzophenanthridine 16.
Dibenzocycloalkanones: Part III - Synthesis of 2,3,8,9-Tetramethoxydibenzocyclooctene; a Degradation Product of Argemonine
Nizamuddin, S.,Ghosal, M.
, p. 431 - 432 (2007/10/02)
Self-condensation of homoveratric acid leads to the formation of the dione (VIII), which on reduction affords the diol (IX).IX on dehydration gives 2,3,8,9-tetramethoxydibenzocyclooctene (1), a nitrogen free degradation product of the alkaloid argemo
