Chemistry of the Coccoidea. IX. Pigments from the lac insect Austrotachardia acaciae (Hemiptera) and associated synthetic work

1981 ◽  
Vol 34 (11) ◽  
pp. 2481 ◽  
Author(s):  
DW Cameron ◽  
GI Feutrill ◽  
RL Karge ◽  
AF Patti

Minor pigments of the lacciferid Austrotachardia acaciae Maskell include isoerythrolaccin and the new 7-hydroxyerythrolaccin whose structure was confirmed by synthesis. Severe treatment of certain derivatives of 1,3-dihydroxyanthraquinone with aluminium chloride has resulted in novel deoxygenation to the 1-hydroxy series. The 1,2-dimethyl anthraquinones, 3,6,8-trihydroxy-1,2-dimethylanthraquinone and 3,6,7,8-tetrahydroxy-1,2-dimethylanthraquinone, have been synthesized. Oxidation of the methyl groups has been explored as a possible route to the synthesis of the major pigment from A. acaciae, xantholaccaic acid B.

2020 ◽  
Vol 36 (05) ◽  
pp. 976-979
Author(s):  
Neeta Sinha

The derivatives of 3-ferrocenyl isocoumarin were synthesized by the condensation of substituted homothphalic anhydride with ferrocene using phosphoric acid or anhydrous aluminium chloride as cyclising agent. Substituted homophthalic acid did not condense with ferrocene so homophthalic acids were converted into their anhydride and then allowed to react with ferrocene in the presence of polyphosphoric acid or in the presence of anhydrous aluminium chloride using dichloromethane as the solvent to give 3-ferrocenyl isocoumarins. 7-Methoxy, 6-methyl, 5,7-dihydroxy, 6,7-dimethoxy and 5,7-dimethoxy derivatives of 3-ferrocenyl isocoumarin were synthesized. All the compounds were characterised by melting point determination, elemental and spectral analysis.


1949 ◽  
Vol 2 (2) ◽  
pp. 272 ◽  
Author(s):  
JR Price

Melicopine, melicopidine, and melicopicine are each oxidized by nitric acid to the same acid, C11H9O3N. Decarboxylation gives 1-methyl-4-quinolone (I) and the acid is shown to be 1-methyl-4-quinolone-3-carboxylic acid (II). The 3- and 6- mononitro-, 3,6-dinitro-, and 2-hydroxy-3,6-dinitro- derivatives of 1-methyl-4-quinolone have been prepared and the orientation of the substituents established by oxidation of the hydroxydinitro- compound to 5-nitro-N-methylanthranilic acid. 1-Methy1-4-quinolone-3-carboxylic acid is readily converted to a tetrahydro- derivative. The carboxyl groups in II and in the tetrahydro- acid are reduced by zinc and hydrochloric acid to methyl groups.


1965 ◽  
Vol 43 (5) ◽  
pp. 1454-1459 ◽  
Author(s):  
D. W. Woolley ◽  
T. Van Der Hoeven

A series of compounds related to 1,2-dichloro-4-benzenesulfonamido-5-nitrobenzene has been synthesized. These included derivatives in which ionizable groups had been placed in the para position of the benzenesulfonamido portion to confer on the compounds water solubility at physiological pH. Thus, carboxyl and quaternary ammonium groupings were introduced in this position. Water solubility was also conferred by introduction at the same position of non-ionizable groups such as polyhydroxyalkylamido groups. Additional relatives of the parent compound in which the chlorine atoms were replaced by methyl groups, and in which para-substituted benzenesulfonamido groups replaced those in the 4 and 5 positions, were synthesized. These compounds were tested for their ability to cure permanently the spontaneous mammary cancers of two strains of mice. All compounds were tested in combination with 1,2-dimethyl-4-(p-carboxyphenylazo)-5-hydroxybenzene. The most active substance found was 1,2-dichloro-4-(p-carboxybenzenesulfonamido)-5-nitrobenzene.


1974 ◽  
Vol 52 (7) ◽  
pp. 1165-1170 ◽  
Author(s):  
Howard Charles Clark ◽  
Leo Ernest Manzer ◽  
John Edward Henry Ward

Data derived from the 13C n.m.r. spectra of seven neutral cis-dimethylplatinum(II) derivatives of the type cis-(CH3)2PtL2 and cis-(CH3)2Pt(L—L) (where L and L—L are neutral donors) are discussed and compared with data derived from the 1H n.m.r. spectra of the complexes. Simultaneous variations in L or L—L reveal that the n.m.r. trans-influence rather than the n.m.r. cis-influence is dominant. The suggestion that the n.m.r. cis- and trans-influences may be additive is discussed. In contrast with data obtained by other workers, it is shown that the 1JCH values of the platinum methyl groups are essentially insensitive to variations in the remaining ligands.


2007 ◽  
Vol 72 (9) ◽  
pp. 1219-1228 ◽  
Author(s):  
Maksim A. Kolosov ◽  
Valeriy D. Orlov ◽  
Valeriy V. Vashchenko ◽  
Svetlana V. Shishkina ◽  
Oleg V. Shishkin

Several 5-cinnamoyl- and 5-(ethoxycarbonyl)-6-styryl derivatives of 4-aryl-3,4-dihydropyrimidin-2(1H)-ones were obtained and their physicochemical properties were investigated. The introduction of alkyl substituent in position 1 of dihydropyrimidine ring was shown to promote the Claisen-Schmidt reaction on acetyl group only; without the alkyl both acetyl and 6-methyl groups participate in the reaction.


2011 ◽  
Vol 7 ◽  
pp. 1304-1309 ◽  
Author(s):  
Stephen P Fletcher ◽  
Jordi Solà ◽  
Dean Holt ◽  
Robert A Brown ◽  
Jonathan Clayden

The method of Kouklovsky and coworkers for the enantioselective alkylation of cyclic N-naphthoyl derivatives of amino acids was used to introduce a 13C label into one of the two enantiotopic methyl groups of 2-aminoisobutyric acid (Aib) by retentive alkylation of L-alanine with 13CH3I. Conditions were identified for optimization of yield and enantiomeric purity, and the absolute configuration of the labelled product was established.


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