18549-16-1

Upstream product

• 530-53-0 deoxyvasicinone 
• 100-52-7 benzaldehyde 
• 118-92-3 anthranilic acid 
• 60941-84-6 Sulfinamide Anhydride of Anthranilic Acid 

Relevant academic research and scientific papers

Synthesis of 9-arylidene derivatives of deoxyvasicinone

A simple method has been developed for obtaining 9-arylidenedeoxyvasicinones by condensing deoxyvasicinone with aromatic aldehydes in the presence of glacial acetic acid. The yields of reaction products amount to 69-95%.

Inhibition of leukocyte functions by the alkaloid isaindigotone from Isatis indigotica and some new synthetic derivatives

The alkaloid isaindigotone (1a) and seven derivatives have been synthesized to study their influence on several leukocyte functions and the generation of inflammatory mediators. Isaindigotone (1a) was found to be a scavenger of superoxide generated either

A convenient divergent approach to the alkaloids isaindigotone and luotonin A

Deoxyvasicinone has been used as the key intermediate to prepare the alkaloids isaindigotone and luotonin A. This intermediate is directly converted into isaindigotone by condensation with 4-acetoxy-3,5-dimethoxybenzaldehyde; alternatively oxidation with SeO2 afforded the pyrrolo[2,1-b]quinazoline-3,9-dione, a putative precursor of the luotonin A.

Design, synthesis and evaluation of arylidene pyrrolo and pyrido fused quinazolones as antimicrobial agents

Keeping in view the potential of heterocyclic fused quinazolones and arylidene linked heterocycles , hybrid molecules of these functionalities were designed and synthesised. All the synthesised molecules were characterized by spectroscopic techniques and evaluated for antimicrobial activity against 2 Gram positive bacterial strains; Staphylococcus aureus (MTCC 96) and Bacillus subtilis (MTCC 2451), 3 Gram negative bacterial strains; Escherichia coli (MTCC 82), Pseudomonas aeruginosa (MTCC 2642) and Salmonella typhimurium (MTCC 1251) and 2 fungal strains; Saccharomyces cerevisiae (MTCC 2799) and Candida albicans (MTCC 3018). Among the synthesised molecules, arylidene pyrrolo fused quinazolones displayed significant antimicrobial activity in comparison to arylidene pyrido fused quinazolones. The influence of the electronic factors linked with the arylidene ring was also observed on the antimicrobial potential. Thus the present study highlights the potential of such hybrid molecules as a new class of antimicrobials.

Structure activity relationship of arylidene pyrrolo and pyrido [2,1-b] quinazolones as cytotoxic agents: Synthesis, SAR studies, biological evaluation and docking studies

Tubulin is the one of the most useful and strategic molecular targets for anticancer drugs. Agents that bind in Colchicine-binding site of tubulin include Phenstatin, Combretastatin A-4, Colchicine, Steganacin, Podophyllotoxin and certain other synthetic analogues of these compounds. Arylidene pyrollo and pyrido [2,1-b] quinazolones (isoindigatone and its synthetic analogues) have been earlier reported to be tubulin inhibitors evidenced by tubulin polymerization assay. The present study is an extension of the library of the isoindigatone and its synthetic analogues to generate the structure activity relationship. The study explores the role of the arylidene ring and also provides some intresting observations such as the placement of bicyclic ring such as naphylidene for potential activity. Some of the important interactions of KNH-3 and KNH-11 with the amino acid residues of active site of Tubulin have also been observed by molecular modeling.

Toward new camptothecins. Part 5: On the synthesis of precursors for the crucial Friedl?nder reaction

The synthesis of potential precursors of ketones, which could be used to obtain camptothecin analogs, is described. Noteworthy is the difference of reactivity between indolizinone and pyrrolidinoquinazolinone heterocycle.

A facile synthesis of α,α′-bis(substituted-benzylidene)-cycloalkanones and substituted-benzylidene heteroaromatics: utility of NaOAc as a catalyst for aldol-type reaction

Utility of NaOAc in glacial HOAc as a catalyst for aldol-type condensation reactions was examined. Reactions of cycloalkanones and selected heteroaromatics with various aldehydes in the presence of NaOAc in glacial HOAc provided α,α′-bis(substituted-benzylidene)cycloalkanones and substituted-benzylidene heteroaromatics, respectively, in good yields.

Synthesis of Vasicinone Derivatives

A number of vasicinone derivatives have been synthesized by the condensation of aromatic aldehydes with deoxyvasicinone.