New Semi-Synthetic Rosmarinic Acid-Based Amide Derivatives as Effective Antioxidants

ChemistrySelectVolume 2, Issue 31 p. 10153-10156 Full Paper New Semi-Synthetic Rosmarinic Acid-Based Amide Derivatives as Effective Antioxidants Iram Ayoob, Iram Ayoob Department of Chemistry, University of Kashmir, Hazratbal, Srinagar, Kashmir, India, 190006Search for more papers by this authorDr. Shabir H. Lone, Dr. Shabir H. Lone Centre for Scientific Research, Department of Chemistry, GDC boys Anantnag, Kashmir, India, 192102Search for more papers by this author Masood-ur-Rahman, Masood-ur-Rahman Indian Institute of Integrative Medicine, Sanatnagar, Srinagar, Kashmir, India, 190005 National Institute of Technology, Hazratbal, Kashmir, India, 190006Search for more papers by this authorOvais A. Zargar, Ovais A. Zargar Department of Biochemistry, University of Kashmir, Hazratbal, Srinagar Kashmir, India, 190006Search for more papers by this authorRohina Bashir, Rohina Bashir Department of Biochemistry, University of Kashmir, Hazratbal, Srinagar Kashmir, India, 190006Search for more papers by this authorDr. Shakeel-u-Rehman, Dr. Shakeel-u-Rehman National Institute of Technology, Hazratbal, Kashmir, India, 190006Search for more papers by this authorProf. Mohd A. Khuroo, Prof. Mohd A. Khuroo Department of Chemistry, University of Kashmir, Hazratbal, Srinagar, Kashmir, India, 190006Search for more papers by this authorDr. Khursheed A. Bhat, Corresponding Author Dr. Khursheed A. Bhat kabhat@iiim.ac.in Indian Institute of Integrative Medicine, Sanatnagar, Srinagar, Kashmir, India, 190005Search for more papers by this author Iram Ayoob, Iram Ayoob Department of Chemistry, University of Kashmir, Hazratbal, Srinagar, Kashmir, India, 190006Search for more papers by this authorDr. Shabir H. Lone, Dr. Shabir H. Lone Centre for Scientific Research, Department of Chemistry, GDC boys Anantnag, Kashmir, India, 192102Search for more papers by this author Masood-ur-Rahman, Masood-ur-Rahman Indian Institute of Integrative Medicine, Sanatnagar, Srinagar, Kashmir, India, 190005 National Institute of Technology, Hazratbal, Kashmir, India, 190006Search for more papers by this authorOvais A. Zargar, Ovais A. Zargar Department of Biochemistry, University of Kashmir, Hazratbal, Srinagar Kashmir, India, 190006Search for more papers by this authorRohina Bashir, Rohina Bashir Department of Biochemistry, University of Kashmir, Hazratbal, Srinagar Kashmir, India, 190006Search for more papers by this authorDr. Shakeel-u-Rehman, Dr. Shakeel-u-Rehman National Institute of Technology, Hazratbal, Kashmir, India, 190006Search for more papers by this authorProf. Mohd A. Khuroo, Prof. Mohd A. Khuroo Department of Chemistry, University of Kashmir, Hazratbal, Srinagar, Kashmir, India, 190006Search for more papers by this authorDr. Khursheed A. Bhat, Corresponding Author Dr. Khursheed A. Bhat kabhat@iiim.ac.in Indian Institute of Integrative Medicine, Sanatnagar, Srinagar, Kashmir, India, 190005Search for more papers by this author First published: 06 November 2017 https://doi.org/10.1002/slct.201701812Citations: 4Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Graphical Abstract A new series of rosmarinic acid based antioxidants using DCC coupling of rosmarinic acid with differently substituted aromatic amines was synthesized. All the synthesized analogs along with rosmarinic acid were then studied for the possible antioxidant activity using DPPH scavenging assay, hydroxyl radical scavenging assay and reducing power assay. Abstract Rosmarinic acid (RA), a bioactive compound isolated from Rosmarinus officinalis exhibits multiple pharmacological activities, including antioxidant, anti-allergic and anti-inflammatory effects. Herein, we report the synthesis of new series of amide analogs of rosmarinic acid along with their antioxidant potential. Highest DPPH scavenging effect was observed in case of (E)-3-(3,4-dihydroxy-phenyl)-1-((4-fluorophenyl)amino)-1-oxopropan-2-yl-3-(3,4dihydroxy phenyl)acrylate (RA-15) displaying an IC50 of 3.19 μg/ml compared to standard ascorbic acid (IC50=4.09 μg/ml). However (E)-3-(3,4-dihydroxyphenyl)-1-((4-hydroxyphenyl)amino)-1-oxopropan-2-yl-3-(3, 4-dihydroxyphenyl)acrylate (RA-10) displayed the highest hydroxy radical scavenging effect exhibiting an IC50 of 8.98 μg/ml compared to standard ascorbic acid (IC50=9.00 μg/ml). This study thus, provides an important aspect with regard to the use of these rosmarinic acid-based antioxidants in food industry as dietary supplements. Conflict of interest The authors declare no conflict of interest. Citing Literature Supporting Information As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Filename Description slct201701812-sup-0001-misc_information.pdf1.4 MB Supplementary Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume2, Issue31October 31, 2017Pages 10153-10156 RelatedInformation