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Vol. 31 No. 6 (2019): Vol 31 Issue 6

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Cyclooxygenase-2 Inhibitory Compounds from the Leaves of Glycosmis pentaphylla (Retz.) A. DC.: Chemical and in silico Studies

https://doi.org/10.14233/ajchem.2019.21913
Mahfuza Afroz Soma
Phytochemical Research Laboratory, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000, Bangladesh
Mohammad Firoz Khan
Department of Pharmacy, State University of Bangladesh, Dhaka- 1205, Bangladesh
Faiza Tahia
Phytochemical Research Laboratory, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000, Bangladesh
Md. Abdullah Al-Mansur
Bangladesh Council of Scientific and Industrial Research (BCSIR), Dr. Qudrat-I-Khuda Road, Dhanmondi, Dhaka-1205, Bangladesh
Mohammad Sharifur Rahman
Phytochemical Research Laboratory, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000, Bangladesh
Mohammad Abdur Rashid
Phytochemical Research Laboratory, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka-1000, Bangladesh

Corresponding Author(s) : Mohammad Abdur Rashid

r.pchem@yahoo.com

Asian Journal of Chemistry, Vol. 31 No. 6 (2019): Vol 31 Issue 6

Abstract

Glycosmis pentaphylla is traditionally used for treating many diseases in Bangladesh. Anti-inflammatory and analgesic effects of Glycosmis pentaphylla have been reported prominently but no bioactive element has been identified so far. In order to explore its analgesic and anti-inflammatory compound(s), phytochemical analysis was conducted. Nine compounds were isolated from the methanol extract of leaves of Glycosmis pentaphylla whose structures were solved as arborinine (1), vanillic acid (2), 3-hydroxy-4-methoxybenzoic acid (3), benzoic acid (4), p-hydroxybenzoic acid (5), stigmasterol (6), β-amyrin (7), phytol (8) and 3α,16α-dihydroxyolean-12-ene (9) by spectroscopic studies, including high field 1H NMR analyses as well as co-TLC with authentic samples whenever possible. Among these, compounds 3 and 9 are the first report of their occurrence from G. pentaphylla. in silico docking studies of these metabolites with cyclooxygenase (COX)-2, an enzyme responsible for producing prostaglandins, were conducted. It was found that only arborinine and phytol can bind in the active site of COX-2, which might be considered as the major responsible moieties to cause analgesic and anti-inflammatory activities.

Keywords

Glycosmis pentaphylla Arborinine Phytol COX-2 Docking Anti-inflammatory
Soma, M. A., Khan, M. F., Tahia, F., Al-Mansur, M. A., Rahman, M. S., & Rashid, M. A. (2019). Cyclooxygenase-2 Inhibitory Compounds from the Leaves of Glycosmis pentaphylla (Retz.) A. DC.: Chemical and in silico Studies. Asian Journal of Chemistry, 31(6), 1260–1264. https://doi.org/10.14233/ajchem.2019.21913
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