- Synthesis and mesomorphic characterization of some novel steroidal mesogens: A structure–property correlation
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The steroidal derivatives are found to be extremely good mesogens since their inception. Because of their inherent chirality, they have the potential to induce a wide variety of liquid crystalline phases, including frustrated phases depending upon the structure of the steroidal skeleton and the substituents attached. In this report, a series of novel monoalkoxy and dialkoxy benzoate derivatives of ergosterol and a few monoalkoxy derivatives of stigmasterol have been synthesized and their mesomorphic property has been investigated. The derivatives exhibited various mesophases including SmA, SmC*, N*, TGB and blue phases. Also, the gelation ability of some of these derivatives with various organic solvents has been examined. Furthermore, the mesomorphism of these derivatives has been compared with the analogous cholesteryl counterparts.
- Bhat S, Vanishree,Kumar, Sandeep,Raghunathan, V. A.
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- Synthesis and anticonvulsant activity evaluation of 4-butyl-5-(4- alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones
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A series of 4-butyl-5-(4-alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones (6a-6u) was designed and synthesized. The anticonvulsant effects and neurotoxicity of the compounds were evaluated with maximal electroshock test and rotarod test. Among the synthetic compounds, 4-butyl-5-(4-(2-fluorinebenzyl)phenyl)-2H-1,2,4- triazole-3 (4H)-one (6k) was the most potent with ED50 value of 27.4 mg/kg and protective index (PI = TD50/ED50) value of 12.0. Besides the anti-MES efficacy, the potency of compound 6k against seizures induced by pentylenetetrazole (PTZ), 3-mercaptopropionic acid (3-MP), and bicuculline (BIC) was also established, which suggested that the mechanisms of action including enhancing of GABAergic activity might be involved in its anticonvulsant activity.
- Zhu, Zi-Shi,Wang, Shi-Ben,Deng, Xian-Qing,Liu, Da-Chuan,Quan, Zhe-Shan
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p. 628 - 635
(2014/05/20)
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- Oxime Carbamate-Discovery of a series of novel FAAH inhibitors
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A series of novel oxime carbamates have been identified as potent inhibitors of the key regulatory enzyme of the endocannabinoid signaling system, fatty acid amide hydrolase (FAAH). In this Letter, the rationale behind the discovery and the biological evaluations of this novel class of FAAH inhibitors are presented. Both in vitro and in vivo results of selected targets are discussed, along with inhibition kinetics and molecular modeling studies.1.
- Sit,Conway, Charles M.,Xie, Kai,Bertekap, Robert,Bourin, Clotilde,Burris, Kevin D.
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supporting information; experimental part
p. 1272 - 1277
(2010/06/17)
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- Hydrogen bonding versus van der waals interactions: Competitive influence of noncovalent interactions on 2d self-assembly at the liquid-solid interface
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The structures of the self-assembled monolayers of various 4-alkoxybenzoic acids physisorbed at the liquid-solid interface were established by employing scanning tunnelling microscopy (STM). This study has been essentially undertaken to explore the competitive influence of van der Waals and hydrogen-bonding interactions on the process of two-dimensional self-assembly. These acid derivatives form hydrogen-bonded dimers as expected; however, the dimers organise themselves in the form of relatively complex lamellae. The characteristic feature of these lamellae is the presence of regular discommensurations or kinks along the lamella propagation direction. The formation of kinked lamellae is discussed in light of the registry mechanism of the alkyl chains with the underlying graphite substrate. The location of the kinks along a lamella depends on the number (odd or even) of carbon atoms in the alkyl chain. This result indicates that concerted van der Waals interactions of the alkyl chain units introduce the odd/even chain-length effect on the surface-assembled supramolecular patterns. The odd/even effects are retained even upon complexation with a hydrogen-bond acceptor. However, as the solvent is changed from 1-phenyloctane to 1-octanoic acid, the kinked lamellae as well as the odd/even effects disappear. This solvent-induced convergence of supramolecular patterns is attained by means of co-crystallisation of octanoic acid molecules in the 2D crystal lattice, which is evident from high-resolution STM images. The solvent co-adsorption phenomenon is discussed in terms of competing van der Waals and hydrogen-bonding interactions. Discontinuous but ordered: Noncovalent interactions play an exceedingly decisive role in the process of self-assembly. To gain better insight into the role of noncovalent interactions, the competitive influence of hydrogen-bonding and van der Waals interactions was explored in the monolayers formed by simple 4-alkoxybenzoic acids at the liquid-solid interface (see image). Copyright
- Mali, Kunal S.,Lava, Kathleen,Binnemans, Koen,Defeyter, Steven
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supporting information; experimental part
p. 14447 - 14458
(2011/03/21)
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- Synthesis and gelation behavior of 4′-propyl-1,1′- bi(cyclohexyl)-4-one 4-alkoxybenzoylhydrazone
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A series of new alkoxybenzoylhydrazones of 4′-propyl-1,1′- bi(cyclohexyl)-4-one were prepared as novel low molecular weight organogelators (LMOGs). Their gelation behaviors in 10 solvents were tested. Some of the compounds could form stable gels in bulk o
- Li, Juan,Chen, Pei,Chen, Xinbing,An, Zhongwei,Li, Yan
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scheme or table
p. 1329 - 1330
(2011/02/17)
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- Self-assembly of highly luminescent bi-1,3,4-oxadiazole derivatives through electron donor-acceptor interactions in three-dimensional crystals, two-dimensional layers and mesophases
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We report on the synthesis and self-assembly of a new series of highly luminescent bi-1,3,4-oxadiazole derivatives [2,2′-bis(4-alkoyphenyl)-bi-1, 3,4-oxadiazole, BOXD-n, n = 1, 3, 4, 5, 6, 7, 10, 16]. Fully conjugated conformations were demonstrated either by computer simulation or in a single-crystal state. Well-defined 3D donor-acceptor (DA) architectures with strong face-to-face and edge-to-edge donor-acceptor interactions were observed in the single-crystal structure of BOXD-1. Highly oriented face-on two-dimensional DA layered structures due to edge-to-edge donor-acceptor interactions were observed on highly oriented pyrolytic graphite (HOPG) in BOXD-7 and BOXD-16. Nematic phase, smectic C phase with large tilted angle ( ≈ 50°) and relatively large transition enthalpic values and a highly ordered smectic X phase were demonstrated in BOXD-n (n = 5, 6, 7, 8, 10, 16) through tailing the terminal chains and relatively large scale monodomains were prepared in the smectic X phase of BOXD-5 even without any surface treatment. Strong blue fluorescent emissions were observed in BOXD-6 either in cyclohexane (ΦF ≈ 92%) or in solid state (ΦF ≈ 57%). The donor-acceptor interactions between alkyoxyphenylene rings and 1,3,4-oxadiazole rings were thought to be the driving force for the molecules to self-assemble into a large angle tilted layered structure.
- Qu, Songnan,Chen, Xiaofang,Shao, Xiang,Li, Fan,Zhang, Hongyu,Wang, Haitao,Zhang, Peng,Yu, Zhixin,Wu, Kai,Wang, Yue,Li, Min
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scheme or table
p. 3954 - 3964
(2010/02/28)
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- Study of activation energy and order of reaction of some liquid crystals
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Liquid crystals of the type p-phenylene-di-p-n-alkoxy benzoate have been prepared. Kissinger isothermal decomposition method has been used for determination of activation energy values of liquid crystals. Kissinger's assessment for shape index of DTA peaks is used to find the order of reaction. There is no direct relationship between the carbon atoms in terminal methylene groups and Ea values. Order of reaction value decreases with increase in heating rate upto carbon atoms 10 in the terminal methylene group but beyond this the order increases or decreases.
- Mundhe
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p. 246 - 249
(2007/10/03)
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