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Kwak, Gi-Seop,Kong, Jong-Yun,Kim, Min-Woo,Hyun, Seok-Hee,Kim, Woo-Sik The Polymer Society of Korea 2009 Macromolecular Research Vol.17 No.4
This paper describes the out-of-plane order of a liquid crystalline(LC) methacrylate copolymer(3) comprised of a methacrylate(1) with a 4-styrylpyridine moiety as the photo-cyclodimerizable group and a benzoate moiety as the mesogenic group in the side chain, and another methacrylate(2) with a 4-(4-methoxyphenyl)benzoate moiety as the mesogenic group. The composition of 1 and 2 units in 3 was estimated to have a molar ratio of 54.2:45.8 by $^{1}H$ NMR spectroscopy. The X-ray diffraction study revealed that the copolymer forms a partial bilayer smectic structure. The copolymer gave rise to a high out-of-plane order parameter of about 0.74 in a wide LC temperature range of $110{\sim}160^{\circ}C$ after linearly polarized, UV light irradiation and subsequent annealing. Moreover, the external reflection IR analysis indicated that excess UV-light irradiation makes the out-of-plane LC structure of the copolymer appear in a higher and wider temperature range.
Kim, Myeong Seop,Ryu, HyungChul,Kang, Dong Wook,Cho, Seong-Hee,Seo, Sejin,Park, Young Soo,Kim, Mi-Yeon,Kwak, Eun Joo,Kim, Yong Soo,Bhondwe, Rahul S.,Kim, Ho Shin,Park, Seul-gi,Son, Karam,Choi, Sun,DeA American Chemical Society 2012 Journal of medicinal chemistry Vol.55 No.19
<P>A series of <I>N</I>-(2-amino-6-trifluoromethylpyridin-3-ylmethyl)-2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides were designed combining previously identified pharmacophoric elements and evaluated as hTRPV1 antagonists. The SAR analysis indicated that specific hydrophobic interactions of the 2-amino substituents in the C-region of the ligand were critical for high hTRPV1 binding potency. In particular, compound <B>49</B><I><B>S</B></I> was an excellent TRPV1 antagonist (<I>K</I><SUB>i(CAP)</SUB> = 0.2 nM; IC<SUB>50(pH)</SUB> = 6.3 nM) and was thus approximately 100- and 20-fold more potent, respectively, than the parent compounds <B>2</B> and <B>3</B> for capsaicin antagonism. Furthermore, it demonstrated strong analgesic activity in the rat neuropathic model superior to <B>2</B> with almost no side effects. Compound <B>49</B><I><B>S</B></I> antagonized capsaicin induced hypothermia in mice but showed TRPV1-related hyperthermia. The basis for the high potency of <B>49</B><I><B>S</B></I> compared to <B>2</B> is suggested by docking analysis with our hTRPV1 homology model in which the 4-methylpiperidinyl group in the C-region of <B>49</B><I><B>S</B></I> made additional hydrophobic interactions with the hydrophobic region.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jmcmar/2012/jmcmar.2012.55.issue-19/jm300780p/production/images/medium/jm-2012-00780p_0014.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/jm300780p'>ACS Electronic Supporting Info</A></P>