scholarly journals A new class of organogelators based on triphenylmethyl derivatives of primary alcohols: hydrophobic interactions alone can mediate gelation

2017 ◽  
Vol 13 ◽  
pp. 138-149 ◽  
Author(s):  
Wangkhem P Singh ◽  
Rajkumar S Singh
Keyword(s):  
Hydrophobic Interactions ◽  
Water Soluble ◽  
Protecting Group ◽  
Primary Alcohols ◽  
Alkyl Chains ◽  
New Class ◽  
Group A ◽  
Gelation Concentration ◽  
Xrd Techniques ◽  
Derivatives Of

In the present work, we have explored the use of the triphenylmethyl group, a commonly used protecting group for primary alcohols as a gelling structural component in the design of molecular gelators. We synthesized a small library of triphenylmethyl derivatives of simple primary alcohols and studied their gelation properties in different solvents. Gelation efficiency for some of the derivatives was moderate to excellent with a minimum gelation concentration ranging between 0.5–4.0% w/v and a gel–sol transition temperature range of 31–75 °C. 1,8-Bis(trityloxy)octane, the ditrityl derivative of 1,8-octanediol was the most efficient organogelator. Detailed characterizations of the gel were carried out using scanning electron microscopy, FTIR spectroscopy, rheology and powder XRD techniques. This gel also showed a good absorption profile for a water soluble dye. Given the non-polar nature of this molecule, gel formation is likely to be mediated by hydrophobic interactions between the triphenylmethyl moieties and alkyl chains. Possible self-assembled packing arrangements in the gel state for 1,8-bis(trityloxy)octane and (hexadecyloxymethanetriyl)tribenzene are presented. Results from this study strongly indicate that triphenylmethyl group is a promising gelling structural unit which may be further exploited in the design of small molecule based gelators.

ChemInform Abstract: p-Anisyl Group: A Versatile Protecting Group for Primary Alcohols.

1986 ◽  
Vol 17 (23) ◽  
Author(s):  
T. FUKUYAMA ◽  
A. A. LAIRD ◽  
L. M. HOTCHKISS
Keyword(s):  
Protecting Group ◽  
Primary Alcohols ◽  
Group A

Synthesis, and Some Properties of, Amphiphilic Dinucleoside Phosphate Derivatives of 3′-azido-2′,3′-dideoxythymidine (AZT)

1994 ◽  
Vol 5 (6) ◽  
pp. 387-394 ◽  
Author(s):  
H. Schott ◽  
M. P. Häussler ◽  
P. Gowland ◽  
D. H. Horber ◽  
R. A. Schwendener
Keyword(s):  
Lipid Membranes ◽  
Human Erythrocytes ◽  
Water Soluble ◽  
Lytic Activity ◽  
New Class ◽  
Liposomal Formulations ◽  
Derivatives Of ◽  
Anti Hiv ◽  
Hiv 1

N4-hexadecyl-5′-0-(4-monomethoxytrityl)-2′-deoxycytidine-3′-hydrogenphosphate was reacted with 3′-azido-2′,3′-dideoxythymidine (AZT) according to the hydrogenphosphate method to yield N4-hexadecyl-2′-deoxycytidylyl-(3′-5)-3′-azido-2′,3′-dideoxythymidine. N4-palmitoyl-5′-O-(4-monomethoxytrityl)-2′-deoxycytidine-3′-(2-chlorophenyl)-phosphate was condensed to AZT using the triester method to give N4-palmitoyl-2′-deoxycytidylyl-(3′-5′)-3,-azido-2′,3′-dideoxythymidine. Both dinucleosidephosphates have amphiphilic properties and represent a new class of AZT derivatives in which the polar AZT-5′-monophosphate is masked with lipophilic deoxycytidine residues of variable stability. The AZT derivatives are water soluble, by forming micelles, and as a result of their amphiphilic nature, they can be incorporated into the lipid membranes of liposomes. In contrast to the micellar drug preparations, the liposomal formulations were shown to exert no lytic activity on human erythrocytes. Both AZT derivatives have anti HIV-1 activity in vitro.

p-Anisyl group: A versatile protecting group for primary alcohols

1985 ◽  
Vol 26 (51) ◽  
pp. 6291-6292 ◽  
Author(s):  
Tohru Fukuyama ◽  
Alison A. Laird ◽  
Lia M. Hotchkiss
Keyword(s):  
Protecting Group ◽  
Primary Alcohols ◽  
Group A

NATIVE NAMES OF SHRUBS AND BUSHES IN THE DIALECTS OF NOTHERN EUROPEAN RUSSIA

2019 ◽  
pp. 107-122
Author(s):  
Olga Teush
Keyword(s):  
Word Formation ◽  
Original Version ◽  
Numerous Species ◽  
Abandoned Fields ◽  
European North ◽  
Group A ◽  
Rose Hip ◽  
Russian Dialect ◽  
Descriptive Names ◽  
Derivatives Of

The article is devoted to the names of the shrubs and bushes in the dialects of European North of Russia. The whole complex of lexemes is analyzed in relation to the origin and semantic connections of the words. The article determines the etymological origins of the key lexeme in the group – «a bush» with a reconstructed meaning «to stand, to stick out of the ground» . The research describes dialect derivatives of the root «kust-«. The author identifies contaminated words on the basis of the seme «dense». Northern Russian dialect names of the bush or shrub are considered in the onomasiological, semasiological, and lexical aspects. The article performs analysis of collective forms derived from «vitsa» as a flexible man-made rod, a branch, and «prut» as «a thin broken or cut branch without leaves» with Slavic origin. The active use of Russian roots like «ros- / rost- / rast-» of Indo-European antiquity is noted. Moreover, the article describes numerous species names. The largest number of nominations is discovered for the willow shrub: five roots are involved. The root «iv-« in dialects appears both in the original version and with metathesis (>«vi-«). In Northern Russian dialect zone the most active word formations are derived from the proto-Slavic origin of the root «bred-«. They form an extensive word-formation nest. The author interprets species appellative names of juniper, cherry bush, rose hip, hawthorn, gooseberry, hazel bushes. The article points out a wide use of names used to describe a dense bush with a root «chap- / tsap-» in the dialects of European North of Russia. The article analyzes the lexemes used to name the shrubs growing on the hills. The most numerous words are the names of water-bushes. Secondary names of shrubs and bushes growing on the hills or in the forests and marshlands are more rarely used. Descriptive names of scrup in abandoned fields are used in only one context. Pragmatic and metaphorical names are infrequent.

Potential anticonvulsants: Substituted N-benzylidene derivatives of 10-(4-aminopiperazino)-10,11-dihydrodibenzo[b,f]thiepins

1983 ◽  
Vol 48 (4) ◽  
pp. 1173-1186 ◽  
Author(s):  
Václav Bártl ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Marie Bartošová ◽  
Miroslav Protiva
Keyword(s):  
Acute Toxicity ◽  
Water Soluble ◽  
Hypotensive Activity ◽  
Anticonvulsant Effect ◽  
Maximal Electroshock ◽  
Soluble Salts ◽  
Sleeping Time ◽  
Central Depression ◽  
Derivatives Of ◽  
Electroshock Seizures

Reactions of 10-(4-aminopiperazino)-10,11-dihydrodibenzo[b,f]thiepins XIVa-XIVd with benzaldehyde, 3,4-dimethoxybenzaldehyde, 4-dimethylaminobenzaldehyde, salicylaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 2-(2-dimethylaminoethoxy)benzaldehyde, 3-(2-dimethylaminoethoxy)benzaldehyde and 3-ethoxy-4-(2-dimethylaminoethoxy)benzaldehyde afforded a series of 19 hydrazones IIIa-Xc. Some of them showed the expected anticonvulsant effect but only towards pentetrazole; antagonism of maximal electroshock seizures was not observed. In general, the products have a character of tranquillizers: in higher does they produce central depression, potentiate the thiopental sleeping time, have hypothermic action; in single cases antiamphetamine, antireserpine, antihistamine and cataleptic effects were observed. The water-soluble salts of the basic hydrazones VIIIa, VIIIc, IXc and Xc, administered parenterally, showed a rather high acute toxicity and revealed also adrenolytic and hypotensive activity.

Cleavage of the Epimines of 1,6-Anhydrohexoses with Fluoride Anion

2005 ◽  
Vol 70 (12) ◽  
pp. 2075-2085 ◽  
Author(s):  
Jiří Kroutil ◽  
Klára Jeništová
Keyword(s):  
Fluoride Anion ◽  
Ring Cleavage ◽  
Protecting Group ◽  
Reaction Conditions ◽  
Aziridine Ring ◽  
Cleavage Reactions ◽  
Derivatives Of ◽  
Fluoro Derivatives

Aziridine ring cleavage reactions of five N-nosylepimines (2-6) having D-talo, D-galacto, D-manno, and D-allo configurations with potassium hydrogendifluoride under various reaction conditions have been performed. The cleavage regioselectively afforded diaxial isomers of vicinal amino-fluoro derivatives of 1,6-anhydro-β-D-gluco- and mannopyranose 7-11 in 51-94% yields. Removal of 2-nitrobenzenesulfonyl protecting group with benzenethiol has been attempted in the case of compound 10.

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