Iodine catalyzed simple and efficient synthesis of antiproliferative 2-pyridones

Buduma, Komuraiah; Chinde, Srinivas; Arigari, Niranjana Kumar; Grover, Paramjit; Srinivas, K. V. N. S.; Kumar, Jonnala Kotesh

doi:10.1016/j.bmcl.2016.03.071

Cited by 9 publications

(3 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…have synthesized novel pyridone derivatives (e) and observed potent antibacterial agent . Cyano containing pyridone (f) derivatives have been synthesized by novel route and found as potent antiproliferative agents (Fig. ).…”

Section: Introductionmentioning

confidence: 99%

An Efficient One‐Pot Synthesis of Highly Substituted Pyridone Derivatives and Their Antimicrobial and Antifungal Activity

Pandit¹,

Savant²,

Ladva³

2018

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

A series of carboxamide and cyano functionalized pyridone derivatives 4a-q have been synthesized via one-pot synthesis of various aldehydes 1a-q, acetoacetanilide 2, and cyanoacetamide 3. The reaction was simple and afforded pyridone derivatives in good yield, 89 to 93%. The novel pyridone derivatives were achieved by Hantzch one-pot synthesis. Moreover, the synthesized compounds were screened against Gram-positive and Gram-negative bacteria and fungi for their activity. Among them, compound 4c shows highest inhibition at 4.25 mm against Staphylococcus aureus and 3.75 mm against Escherichia coli Grampositive and Gram-negative bacteria, respectively.

show abstract

Section: Introductionmentioning

confidence: 99%

An Efficient One‐Pot Synthesis of Highly Substituted Pyridone Derivatives and Their Antimicrobial and Antifungal Activity

Pandit¹,

Savant²,

Ladva³

2018

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

show abstract

“…These compounds demonstrated considerably low potency in inhibiting proliferation of HepG2 cells in terms of IC 50 values (20–75 µM) compared with the compounds investigated in the present study ( 3 ). In addition, 2-pyridones that contain aromatic and heteroaromatic rings with 4H-pyrans were considerably more active in a range of human cancer cell lines, namely MCF-7, HepG2 and A549 (IC 50 of 8, 11.9 and 15.8 µM, respectively) ( 14 ).…”

Section: Discussionmentioning

confidence: 99%

Anticancer pyridines induce G2/M arrest and apoptosis via p53 and JNK upregulation in liver and breast cancer cells

Androutsopoulos

Spandidos

2017

Oncol Rep

View full text Add to dashboard Cite

In the present study, the synthesis and biological evaluation of one novel pyridine and one novel pyridone anticancer compound is reported. The compounds 6-(2,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-1H-pyridin-2-one (1) and 2-(2,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)pyridine (2) were synthesized from a chalchone precursor. 1 was more active than 2 in inhibiting the proliferation of MCF-7 and HepG2 cells, whereas HepG2 cells were more sensitive to the antiproliferative activity of these compounds compared with MCF-7 cells. The lowest IC50 value was noted for compound 1 in HepG2 cells (IC50=4.5±0.3 µM). The mechanism of action involved induction of G2/M arrest and apoptosis. Both 1 and 2 further induced downregulation of the cell cycle-associated protein cyclin D1 and upregulation of the cell cycle inhibitors p53 and p21 and the apoptosis-associated protein JNK in HepG2 cells. Compound 1 was further shown to induce phosphorylation of JNK in HepG2 cells. These results demonstrate promising cytostatic effects for the two novel anticancer compounds in human cancer cells.

show abstract

“…The solvatochromic properties and antimicrobial activities of these pyridonebased disperse disazo dyes in various solvents were evaluated [14]. Therefore, the construction of 2-pyridones has been acquired much pharmaceutical importance in recent years [15][16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new 5-arylazo-1-substitutedpyridone dyes with antibacterial activity

et al. 2017

View full text Add to dashboard Cite

show abstract

Iodine catalyzed simple and efficient synthesis of antiproliferative 2-pyridones

Cited by 9 publications

References 39 publications

An Efficient One‐Pot Synthesis of Highly Substituted Pyridone Derivatives and Their Antimicrobial and Antifungal Activity

An Efficient One‐Pot Synthesis of Highly Substituted Pyridone Derivatives and Their Antimicrobial and Antifungal Activity

Anticancer pyridines induce G2/M arrest and apoptosis via p53 and JNK upregulation in liver and breast cancer cells

Synthesis of new 5-arylazo-1-substitutedpyridone dyes with antibacterial activity

Contact Info

Product

Resources

About