Click Chemistry Approach for Bis‐Chromenyl Triazole Hybrids and Their Antitubercular Activity

Naik, Reshma J.; Kulkarni, Manohar V.; Pai, K. Sreedhara Ranganath; Nayak, Pawan G.

doi:10.1111/j.1747-0285.2012.01441.x

Cited by 52 publications

(17 citation statements)

References 31 publications

(40 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…SAR study reveals that chloro and benzosubstituents on the coumarin ring have had remarkable impact on the anti‐TB activity. Thus, these substituents reinforce the anti‐TB activity of coumarin–triazole hybrids (Figure ).…”

Section: 23‐triazole Derivatives For Treatment Of Tuberculosismentioning

confidence: 70%

Triazole: A Promising Antitubercular Agent

et al. 2015

View full text Add to dashboard Cite

Tuberculosis is a contagious disease with comparatively high mortality worldwide. The statistics shows that around three million people throughout the world die annually from tuberculosis and there are around eight million new cases each year, of which developing countries showed major share. Therefore, the discovery and development of effective antituberculosis drugs with novel mechanism of action have become an insistent task for infectious diseases research programs. The literature reveals that, heterocyclic moieties have drawn attention of the chemists, pharmacologists, microbiologists, and other researchers owing to its indomitable biological potential as anti-infective agents. Among heterocyclic compounds, triazole (1,2,3-triazole/1,2,4-triazole) nucleus is one of the most important and well-known heterocycles, which is a common and integral feature of a variety of natural products and medicinal agents. Triazole core is considered as a privileged structure in medicinal chemistry and is widely used as 'parental' compounds to synthesize molecules with medical benefits, especially with infection-related activities. In the present review, we have collated published reports on this versatile core to provide an insight so that its complete therapeutic potential can be utilized for the treatment of tuberculosis. This review also explores triazole as a potential targeted core moiety against tuberculosis and various research ongoing worldwide. It is hoped that this review will be helpful for new thoughts in the quest for rational designs of more active and less toxic triazole-based antituberculosis drugs.

show abstract

Section: 23‐triazole Derivatives For Treatment Of Tuberculosismentioning

confidence: 70%

Triazole: A Promising Antitubercular Agent

et al. 2015

View full text Add to dashboard Cite

show abstract

“…In particular, their physiological, bacteriostatic and anti-tumour activity (Mustafa et al, 2011) makes these compounds attractive for further backbone derivatization and screening for their therapeutic properties. 2H-chromen-2-ones exhibit extensive natural occurrence and biocompatibility, and have been found to exhibit variety of biological activities (Naik et al, 2012). data reports…”

Section: Structure Descriptionmentioning

confidence: 99%

6-tert-Butyl-4-[(4-hydroxymethyl-2H-1,2,3-triazol-2-yl)methyl]-2H-chromen-2-one

et al. 2016

View full text Add to dashboard Cite

In the title compound, C17H19N3O3, the triazole ring and the chromene ring system [maximum deviation = 0.018 (2) Å for the O atom] bridged via a methylene C atom, are inclined to one another by 73.2 (1)°. In the crystal, molecules are linked by O—H...N hydrogen bonds, forming zigzag chains along [001]. The chains are linked by C—H...O hydrogen bonds, forming layers parallel to (010), and these layers are linked by C—H...π and π–π interactions [intercentroid distance = 3.557 (1) Å], forming a three-dimensional newwork. The hydroxymethyl group at the 4-position of the triazole ring is disordered over two sets of sites, with a refined occupancy ratio of 0.418 (11):0.584 (11).

show abstract

“…In this case, beside the desired bromine an additional bromine was introduced in position 3 of the coumarin to yield dibromo derivative 10a (66%). A selective introduction of the bromine only in the methyl group is not possible under these conditions [29]. Despite the excess of NBS, 10b was found as by-product (7%).…”

Section: Synthesis Of Functionalized Coumarinsmentioning

confidence: 98%