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In silico molecular docking and in vitro antidiabetic studies of dihydropyrimido[4,5-a]acridin-2-amines.

Bharathi A, Roopan SM, Vasavi CS, Munusami P, Gayathri GA, Gayathri M - Biomed Res Int (2014)

Bottom Line: An in vitro antidiabetic activity on α -amylase and α -glucosidase activity of novel 10-chloro-4-(2-chlorophenyl)-12-phenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines (3a-3f) were evaluated.An in silico molecular docking was performed on synthesized molecules (3a-3f).Overall studies indicate that compound 3e is a promising compound leading to the development of selective inhibition of α -amylase and α -glucosidase.

View Article: PubMed Central - PubMed

Affiliation: Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, Tamil Nadu 632 014, India.

ABSTRACT
An in vitro antidiabetic activity on α -amylase and α -glucosidase activity of novel 10-chloro-4-(2-chlorophenyl)-12-phenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines (3a-3f) were evaluated. Structures of the synthesized molecules were studied by FT-IR, (1)H NMR, (13)C NMR, EI-MS, and single crystal X-ray structural analysis data. An in silico molecular docking was performed on synthesized molecules (3a-3f). Overall studies indicate that compound 3e is a promising compound leading to the development of selective inhibition of α -amylase and α -glucosidase.

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Synthesis of 10-chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f.
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sch1: Synthesis of 10-chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f.

Mentions: 10-Chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f, were synthesized via., (E)-2-benzylidene-7-choloro-3,4-dihydro-9-phenylacridin-1(2H)-ones, 1a–1f, (3,9511 g, 0.01 mol) were mixed with guanidine carbonate 2 (0.9008 g, 0.01 mol) and 10 mL of 10% alc. NaOH (1 g in 10 mL ethanol) and then heated under reflux condition for 5 h. After the completion of the reaction, reaction mixture was cooled and poured into crushed ice. The crude product was separated by column chromatography using 10–15% of ethyl acetate and pet ether solvent to get the target compounds, 3a–3f. The synthetic scheme was presented in Scheme 1 and physical data of all synthesized derivatives were summarized in Table 1.


In silico molecular docking and in vitro antidiabetic studies of dihydropyrimido[4,5-a]acridin-2-amines.

Bharathi A, Roopan SM, Vasavi CS, Munusami P, Gayathri GA, Gayathri M - Biomed Res Int (2014)

Synthesis of 10-chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4060768&req=5

sch1: Synthesis of 10-chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f.
Mentions: 10-Chloro-4,12-diphenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines, 3a–3f, were synthesized via., (E)-2-benzylidene-7-choloro-3,4-dihydro-9-phenylacridin-1(2H)-ones, 1a–1f, (3,9511 g, 0.01 mol) were mixed with guanidine carbonate 2 (0.9008 g, 0.01 mol) and 10 mL of 10% alc. NaOH (1 g in 10 mL ethanol) and then heated under reflux condition for 5 h. After the completion of the reaction, reaction mixture was cooled and poured into crushed ice. The crude product was separated by column chromatography using 10–15% of ethyl acetate and pet ether solvent to get the target compounds, 3a–3f. The synthetic scheme was presented in Scheme 1 and physical data of all synthesized derivatives were summarized in Table 1.

Bottom Line: An in vitro antidiabetic activity on α -amylase and α -glucosidase activity of novel 10-chloro-4-(2-chlorophenyl)-12-phenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines (3a-3f) were evaluated.An in silico molecular docking was performed on synthesized molecules (3a-3f).Overall studies indicate that compound 3e is a promising compound leading to the development of selective inhibition of α -amylase and α -glucosidase.

View Article: PubMed Central - PubMed

Affiliation: Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, Tamil Nadu 632 014, India.

ABSTRACT
An in vitro antidiabetic activity on α -amylase and α -glucosidase activity of novel 10-chloro-4-(2-chlorophenyl)-12-phenyl-5,6-dihydropyrimido[4,5-a]acridin-2-amines (3a-3f) were evaluated. Structures of the synthesized molecules were studied by FT-IR, (1)H NMR, (13)C NMR, EI-MS, and single crystal X-ray structural analysis data. An in silico molecular docking was performed on synthesized molecules (3a-3f). Overall studies indicate that compound 3e is a promising compound leading to the development of selective inhibition of α -amylase and α -glucosidase.

Show MeSH
Related in: MedlinePlus