2,6-Diaryl-4-Indolylpyridines as Novel 5-LOX Inhibitors | Chapter 7 | Chemistry and Biochemistry: Research Progress Vol. 5

 3-Substituted indole is a privileged structural motif found in many biologically active compounds and natural products. 3-Substituted indole derivatives exhibit several biological activities such as antibacterial, anti-inflammatory, antitumor, anticancer, anti-hypertensive, anti-depressant, and antiviral activities. The study aims to synthesize a series of 2,6-diaryl-4-indolylpyridines from substituted acetophenones and 1H-indole-3-carbaldehydes using ammonium acetate as a nitrogen source in the presence of acetic acid and 5-LOX activities of several 2,6-diaryl-4-indolylpyridines. A series of 2,6-diaryl substituted-4-indolylpyridines has been synthesized from indole-3-carboxaldehyde and acetophenones, and all the compounds have been characterized by spectroscopic techniques. 5-Lipoxygenase enzyme inhibitory activities were performed for all the compounds. 1H-Indole-3-carboxaldehyde and 5-bromo-1H-indole-3-carboxaldehyde were prepared from indole using phosphorus oxychloride in DMF. The reaction of indole-3-carboxaldehyde (1a-b) with substituted acetophenones (2a-i) in the presence of ammonium acetate in acetic acid at reflux conditions furnished 2,6-diaryl-4-indolylpyridines (3aa-3bf) in 63-84% yield. Based on this protocol, 14 derivatives of all the compounds were purified by column chromatography on silica gel. The chemical structures of the target compounds were confirmed by 1H NMR, 13C NMR, and MS spectra Among the 2, 6-diaryl substituted-4-indolylpyridine derivatives, 3ad and 3aa showed good activity.

 

Author (s) Details

Berihu Tekluu
Department of Organic Chemistry and FDW, College of Science and Technology, Andhra University, Visakhapatnam, Andhra Pradesh, India.

 

Kumari Yettula
Department of Organic Chemistry and FDW, College of Science and Technology, Andhra University, Visakhapatnam, Andhra Pradesh, India.

 

 

Sunanda Kumari Kadiri
Department of Microbiology, College of Science and Technology, Andhra University, Visakhapatnam, Andhra Pradesh, India.

 

Siddaiah Vidavalur
Department of Organic Chemistry and FDW, College of Science and Technology, Andhra University, Visakhapatnam, Andhra Pradesh, India.

Please see the book here:- https://doi.org/10.9734/bpi/cbrp/v5/4997

Studies on Synthesis of N-1 Fused Heterocyclic Derivatives Using Potassium Carbonate and PEG-400 as Green Catalyst | Chapter 11 | Technological Innovation in Pharmaceutical Research Vol. 10

 Indole and benzimidazole, as well as their substituted derivatives, are attracting attention due to their synthetic utility and wide range of pharmacological effects. N-substituted fused heterocyclic compounds are usually physiologically active and could be used to treat cancer. Because of its solubility in water, mild basic character, ease of availability, eco-friendliness, and benign nature, K2CO3 has been found to be essential for a variety of processes. The effect of the catalyst ratio utilised anhydrous K2CO3 for its N-1 alkylation or arylation of indole-3-carboxaldehyde and 2-acetylbenzimidazole is noticed in the presence and absence of phase transfer catalysts such as PEG-400 and TEBAC. The 1:4 ratio of anhydrous K2CO3 to PEG-400 results in easy catalyst handling, mild reaction conditions, and excellent yields when reactions are carried out at 10-15oC. The method's simplicity makes it appealing for making N-fused heterocyclic compounds that could be used as biological replacements.

Author (S) Details

Anjali M. Wanegaonkar
Bharati Vidyapeeth College of Pharmacy, Sector-8, CBD Belapur - Navi Mumbai- 400614, Maharashtra, India.

Milind J. Bhitre
Deptartment of Pharmaceutical Chemistry C. U. Shah College of Pharmacy, S. N. D. T. Women’s University, Sir Vithaldas Vidyavihar, Juhu Road, Santacruz (West), Mumbai- 400 049, Maharashtra, India.

View Book :- https://stm.bookpi.org/TIPR-V10/article/view/2848