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Tamarixetin 3‑O‑β‑D‑Glucopyranoside from Azadirachta indica Leaves: Gastroprotective Role through Inhibition of Matrix Metalloproteinase‑9 Activity in Mice

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Title Tamarixetin 3‑O‑β‑D‑Glucopyranoside from Azadirachta indica
Leaves: Gastroprotective Role through Inhibition of Matrix
Metalloproteinase‑9 Activity in Mice
 
Creator Yadav, Dharmendra K
Bharitkar, Yogesh P
Hazra, Abhijit
Pal, Uttam
Verma, Sugreev
Jana, Sayantan
Singh, Umesh Prasad
Maiti, Nakul Chandra
Mondal, Nirup B
Swarnakar, Snehasikta
 
Subject Cancer Biology and Inflammatory Disorder Division
Chemistry
Structural Biology & Bioinformatics
 
Description Neem (Azadirachta indica) is a well-known medicinal and insecticidal plant. Although previous studies
have reported the antiulcer activity of neem leaf extract, the lead compound is still unidentified. The present study reports tamarixetin 3-O-β-D-glucopyranoside (1) from a methanol extract of neem leaves and its gastroprotective activity in an animal model. Compound 1 showed significant protection against indomethacin-induced gastric ulceration in mice in a dose-dependent manner. Moreover, ex vivo and circular dichroism studies confirmed that 1 inhibited the enzyme matrix metalloproteinase-9 (MMP-9) activity with an IC50 value of ca. 50 μM. Molecular docking and dynamics showed the
binding of 1 into the pocket of the active site of MMP-9, forming a coordination complex with the catalytic zinc, thus leading to inhibition of MMP-9 activity.
 
Publisher American Chemical Society
 
Date 2017
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/2708/1/J._Nat._Prod._2017%2C_80%2C.pdf
Yadav, Dharmendra K and Bharitkar, Yogesh P and Hazra, Abhijit and Pal, Uttam and Verma, Sugreev and Jana, Sayantan and Singh, Umesh Prasad and Maiti, Nakul Chandra and Mondal, Nirup B and Swarnakar, Snehasikta (2017) Tamarixetin 3‑O‑β‑D‑Glucopyranoside from Azadirachta indica Leaves: Gastroprotective Role through Inhibition of Matrix Metalloproteinase‑9 Activity in Mice. Journal of Natural Products, 80 (5). pp. 1347-1357.
 
Relation http://dx.doi.org/10.1021/acs.jnatprod.6b00957
http://www.eprints.iicb.res.in/2708/