New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities
Phytochemical investigation of the antidiabetic chloroform fraction of the ethanolic extract obtained from the aerial parts of Callistemon lanceolatus DC led to the isolation of three new phytoconstituents, one flavone, 8-(1″-hydroxyisopranyl)-5,6-dihydroxy-7,4′-dimethoxy flavone (1) and two phenoli...
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doaj-8430038e51214768b3700cc8de81726d2020-11-25T02:32:16ZengElsevierArabian Journal of Chemistry1878-53522019-11-0112712601267New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activitiesSyed Nazreen0Mohammad Sarwar Alam1Hinna Hamid2Abhijeet Dhulap3Mohammad Mahboob Alam4Sameena Bano5Saqlain Haider6Mohammad Ali7K.K. Pillai8Department of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaDepartment of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, India; Corresponding author. Tel.: +91 9717927759; fax: +91 11 26059663.Department of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaCSIR Unit for Research and Development of Information Products, Pune 411038, IndiaDepartment of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaDepartment of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaDepartment of Chemistry, Faculty of Science, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaDepartment of Phytochemistry and Pharmacognosy, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaDepartment of Pharmacology, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), New Delhi 110 062, IndiaPhytochemical investigation of the antidiabetic chloroform fraction of the ethanolic extract obtained from the aerial parts of Callistemon lanceolatus DC led to the isolation of three new phytoconstituents, one flavone, 8-(1″-hydroxyisopranyl)-5,6-dihydroxy-7,4′-dimethoxy flavone (1) and two phenolic esters, 2,3,4-trihydroxyphenethyl tetracontanoate (2) and 2,3,4-trihydroxyphenethyl tetracontanoate-4-β-xylopyranoside (3). The isolated compound 1 exhibited significant in vivo blood glucose lowering effect comparable to the standard drugs Pioglitazone and Rosiglitazone in streptozotocin induced diabetic rats without causing any toxic effect on the pancreas and liver. Compound 1 showed a glide score of −7.89 against PPAR-γ target in molecular docking studies which is significantly higher than the glide score of reference molecule Rosiglitazone (glide score of −5.77). Compound 1 also exhibited moderate in vitro PPAR-γ transactivation activity of 48.52% in comparison with standard drugs rosiglitazone and pioglitazone, which showed a transactivation activity of 80.47% and 65.27%, respectively. Keywords: Callistemon lanceolatus, Flavone, Phenolic esters, PPAR-γ, Antidiabetichttp://www.sciencedirect.com/science/article/pii/S1878535214002871 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Syed Nazreen Mohammad Sarwar Alam Hinna Hamid Abhijeet Dhulap Mohammad Mahboob Alam Sameena Bano Saqlain Haider Mohammad Ali K.K. Pillai |
spellingShingle |
Syed Nazreen Mohammad Sarwar Alam Hinna Hamid Abhijeet Dhulap Mohammad Mahboob Alam Sameena Bano Saqlain Haider Mohammad Ali K.K. Pillai New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities Arabian Journal of Chemistry |
author_facet |
Syed Nazreen Mohammad Sarwar Alam Hinna Hamid Abhijeet Dhulap Mohammad Mahboob Alam Sameena Bano Saqlain Haider Mohammad Ali K.K. Pillai |
author_sort |
Syed Nazreen |
title |
New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities |
title_short |
New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities |
title_full |
New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities |
title_fullStr |
New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities |
title_full_unstemmed |
New flavone and phenolic esters from Callistemon lanceolatus DC: Their molecular docking and antidiabetic activities |
title_sort |
new flavone and phenolic esters from callistemon lanceolatus dc: their molecular docking and antidiabetic activities |
publisher |
Elsevier |
series |
Arabian Journal of Chemistry |
issn |
1878-5352 |
publishDate |
2019-11-01 |
description |
Phytochemical investigation of the antidiabetic chloroform fraction of the ethanolic extract obtained from the aerial parts of Callistemon lanceolatus DC led to the isolation of three new phytoconstituents, one flavone, 8-(1″-hydroxyisopranyl)-5,6-dihydroxy-7,4′-dimethoxy flavone (1) and two phenolic esters, 2,3,4-trihydroxyphenethyl tetracontanoate (2) and 2,3,4-trihydroxyphenethyl tetracontanoate-4-β-xylopyranoside (3). The isolated compound 1 exhibited significant in vivo blood glucose lowering effect comparable to the standard drugs Pioglitazone and Rosiglitazone in streptozotocin induced diabetic rats without causing any toxic effect on the pancreas and liver. Compound 1 showed a glide score of −7.89 against PPAR-γ target in molecular docking studies which is significantly higher than the glide score of reference molecule Rosiglitazone (glide score of −5.77). Compound 1 also exhibited moderate in vitro PPAR-γ transactivation activity of 48.52% in comparison with standard drugs rosiglitazone and pioglitazone, which showed a transactivation activity of 80.47% and 65.27%, respectively. Keywords: Callistemon lanceolatus, Flavone, Phenolic esters, PPAR-γ, Antidiabetic |
url |
http://www.sciencedirect.com/science/article/pii/S1878535214002871 |
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