85845-09-6Relevant articles and documents
WRINKLING-PREVENTING AND -MODIFYING AGENT
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, (2009/12/07)
The present invention provides an agent for preventing and alleviating wrinkles which has excellent effects of preventing and alleviating wrinkles formed by decreased barrier function of the skin owing to aging or photo aging, that is graphic wrinkles or
FTIR Spectral Study of Intramolecular Hydrogen Bonding in Thromboxane A2 Receptor Antagonist S-145 and Related Compounds. 3. Conformation and Activity of S-145 Analogues
Takasuka, Mamoru,Yamakawa, Masumi,Ohtani, Mitsuaki
, p. 1885 - 1891 (2007/10/02)
S-145, (+/-)-(5Z)-7-bicyclohept-2-exo-yl>heptenoic acid, its chain analogues HO2C(CH2)nNHSO2Ph (n=3-8,10, and 11) 1-8, and (5Z)-9-(phenylsulfonyl)aminonon-5-enoic acid (9) were synthesized in order to elucidate the dependence of the conformation in solution and of the pharmacological activity on the side-chain length.Their FTIR spectra were measured in dilute CCl4 solution.Tor these compounds, intramolecular hydrogen bonds similar to those observed for S-145 were found between the carboxyl and sulfonamido groups.A linear relationship was also found between the percentage (ρ) of the intramolecular hydrogen-bonded molecules and the n value.Compounds 1-9 were examined in vitro for inhibitory concentrations (IC50) against U-46619- and collagen-induced aggregations for rabbit and rat washed platelets (WP), respectively, and U-46619-induced contraction for rat aorta.Three kinds of TXA2 receptor antagonistic potencies showed parabolic correlations with the n value, though the ρ value was in direct proportion to the n value.The log (1/IC50) values for 6 (n=8), which forms a 12-membered ring similar to the one observed for S-145, were found to be maximal values in 1-8 and were comparable to those for BM-13177.In compounds 9 (ρ = 83percent) and S-145 (ρ = 89percent), the IC50 values of 41 and 2.9 nM for rat WP were 10 and 141 times lower than that of 6 (ρ = 52percent), respectively.In these compounds, which form the 12-membered ring, the inhibitory potencies increase as the ρ value increases.