Planta Med 2023; 89(12): 1165-1169
DOI: 10.1055/a-2112-6631
Biological and Pharmacological Activity
Original Papers

Bioassay-Guided Isolation and Identification of Antiplasmodial Compounds from the Stem Bark of Clausena excavata

Prapairat Seephonkai
1   Multidisciplinary Research Unit of Pure and Applied Chemistry, Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahasarakham University, Khamriang, Kantarawichai, Maha Sarakham, Thailand
,
Chatthai Kaewtong
1   Multidisciplinary Research Unit of Pure and Applied Chemistry, Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahasarakham University, Khamriang, Kantarawichai, Maha Sarakham, Thailand
,
Phurpa Wangchuk
2   Centre for Molecular Therapeutics, Australian Institute of Tropical Health and Medicine, James Cook University, Cairns Campus, Smithfield, Queenland, Australia
,
Kedchin Jearawuttanakul
3   Excellent Center for Drug Discovery, Faculty of Science, Mahidol University, Bangkok, Thailand
,
Phongthon Kanjanasirirat
3   Excellent Center for Drug Discovery, Faculty of Science, Mahidol University, Bangkok, Thailand
,
Suparerk Borwornpinyo
3   Excellent Center for Drug Discovery, Faculty of Science, Mahidol University, Bangkok, Thailand
,
Tachin Khulmanee
4   Drug Research Unit for Malaria, Faculty of Tropical Medicine, Mahidol University, Bangkok, Thailand
,
Rapatbhorn Patrapuvich
4   Drug Research Unit for Malaria, Faculty of Tropical Medicine, Mahidol University, Bangkok, Thailand
› Author Affiliations

This research project was financially supported by Mahasarakham University (grant year 2022).
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Abstract

Clausena excavata is a medicinal plant widely distributed in Southeast Asia. It is used for a variety of indications, including to treat malaria. In our present study, a phytochemical study of the methanol extract from the stem bark of C. excavata led to the isolation of five pyranocoumarins, nordentatin (1), dentatin (2), kinocoumarin (3), clausarin (4), and clausenidin (5), and a coumarin, 8-hydroxy-3″,4″-dihydrocapnolactone-2′,3′-diol (6). The isolation of compound 6 from C. excavata and the antiplasmodial activities against a multidrug-resistant K1 strain of Plasmodium falciparum of 1, 3, and 5 were reported for the first time. Compounds 3 and 4 exhibited potent antiplasmodial activities with EC50 values of 1.10 and 0.58 µM, respectively, while 1 and 5 had EC50 values of 5.62 and 7.15 µM, respectively. A prenyl group attached to the C-3 or C-12 position on the pyranocoumarin ring probably plays an important role on the activity. A hydroxyl group at the C-10 position is also likely to enhance the activity.

Supporting Information



Publication History

Received: 24 March 2023

Accepted after revision: 13 June 2023

Article published online:
06 July 2023

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