Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors

Ölgen, Süreyya; Akaho, Eiichi; Nebioğlu, Doğu

doi:10.1016/s0223-5234(01)01258-2

Cited by 33 publications

(31 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To investigate the preferentiality towards COX-2 enzyme; the reported Akaho method was used (Akaho et al, 1999;Olgen et al, 2001). Before applying this, validation of the method was done using SC-558, indomethacin, and flurbiprofen.…”

Section: Docking Studiesmentioning

confidence: 99%

Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity

et al. 2009

View full text Add to dashboard Cite

A novel series of 1,3-diarylpyrazole derivatives (4-8), analogues to lonazolac, were designed, synthesized, and evaluated for their anti-inflammatory as well as analgesic activities. To target preferential cyclooxygenase-2 (COX-2) inhibitors, the design of these compounds was based upon two different molecular modeling studies. The first study included fit-comparison study of conformational models of compounds 4-8 with a novel validated COX-2 inhibitors hypothesis generated from the corresponding leads I-V using Hip-Hop CATALYST software. The second study included docking study of the designed compounds 4-8 with binding site of COX-1 and COX-2 enzymes using internal coordinate mechanics (ICM)-Pro software. The reported Akaho method was then used to predict the COX-2 preferentiality of the designed compounds. The designed molecules were synthesized and screened for in vivo anti-inflammatory and analgesic activity. Compounds 4a, 6a, and 8b showed high activity in comparison with indomethacin, consistent with virtual molecular modeling studies.

show abstract

Section: Docking Studiesmentioning

confidence: 99%

Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity

et al. 2009

View full text Add to dashboard Cite

show abstract

“…N-Phenylindole-2-carboxylic acid 1 Compound 1 was synthesized by a previously reported method [18]. Crystallization from MeOH : H 2 O (4.95 g, 42.03 %): mp 176°C.…”

Section: Experimental Partmentioning

confidence: 99%

Synthesis and Antioxidant Properties of Novel N-Substituted Indole-2-carboxamide and Indole-3-acetamide Derivatives

Ölgen

Çoban

2002

Arch. Pharm. Pharm. Med. Chem.

View full text Add to dashboard Cite

“…Another novel series of N-substituted-indole carboxylic, acetic, and propionic acid esters was reported (Olgen and Nebioglu, 2002). Receptor docking studies of N-substituted-indole-2-carboxylic acid esters was also studied (Olgen et al, 2001).…”

Section: Introductionmentioning

confidence: 99%

QSAR analysis of 2-sulfonylphenyl-3-phenyl-indole derivatives as novel anti-inflammatory compounds

Dhondge

Chaturvedi

2008

Med Chem Res

View full text Add to dashboard Cite

The systematic variation of substituents around the indole ring has led to the exploration of a large number of potent anti-inflammatory agents with minimum adverse effects. Hence, a new series of diaryl heterocycles, i.e., substituted 2-sulfonylphenyl-3-phenyl-indole derivatives, was selected and subjected to quantitative structure-activity relationship (QSAR) analysis. Different statistically significant models were obtained with an electronic descriptor highest occupied molecular orbital (HOMO) and a steric descriptor shape coefficient.

show abstract

Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors

Cited by 33 publications

References 18 publications

Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity

Lonazolac analogues: molecular modeling, synthesis, and in vivo anti-inflammatory activity

Synthesis and Antioxidant Properties of Novel N-Substituted Indole-2-carboxamide and Indole-3-acetamide Derivatives

QSAR analysis of 2-sulfonylphenyl-3-phenyl-indole derivatives as novel anti-inflammatory compounds

Contact Info

Product

Resources

About