Antimalarial Potential of Compounds Isolated from Mammea Siamensis T. Anders. Flowers: in Vitro and Molecular Docking Studies

Overview

Journal BMC Complement Med Ther

Publisher Biomed Central

Specialty Rehabilitation Medicine

Date 2022 Oct 12

PMID 36224571

Authors

Prapaporn Chaniad

Arnon Chukaew

Apirak Payaka

Arisara Phuwajaroanpong

Tachpon Techarang

Walaiporn Plirat

Chuchard Punsawad

Affiliations

Soon will be listed here.

Abstract

Background: The emergence of antimalarial drug resistance encourages the search for new antimalarial agents. Mammea siamensis belongs to the Calophyllaceae family, which is a medicinal plant that is used in traditional Thai preparations. The hexane and dichloromethane extracts of this plant were found to have potent antimalarial activity. Therefore, this study aimed to isolate active compounds from M. siamensis flowers and evaluate their antimalarial potential and their interactions with Plasmodium falciparum lactate dehydrogenase (PfLDH).

Methods: The compounds from M. siamensis flowers were isolated by chromatographic techniques and evaluated for their antimalarial activity against chloroquine (CQ)-resistant P. falciparum (K1) strains using a parasite lactate dehydrogenase (pLDH) assay. Interactions between the isolated compounds and the PfLDH enzyme were investigated using a molecular docking method.

Results: The isolation produced the following thirteen compounds: two terpenoids, lupeol (1) and a mixture of β-sitosterol and stigmasterol (5); two mammea coumarins, mammea A/AA cyclo D (6) and mammea A/AA cyclo F (7); and nine xanthones, 4,5-dihydroxy-3-methoxyxanthone (2), 4-hydroxyxanthone (3), 1,7-dihydroxyxanthone (4), 1,6-dihydroxyxanthone (8), 1-hydroxy-5,6,7-trimethoxyxanthone (9), 3,4,5-trihydroxyxanthone (10), 5-hydroxy-1-methoxyxanthone (11), 2-hydroxyxanthone (12), and 1,5-dihydroxy-6-methoxyxanthone (13). Compound 9 exhibited the most potent antimalarial activity with an IC value of 9.57 µM, followed by 10, 1, 2 and 13 with IC values of 15.48, 18.78, 20.96 and 22.27 µM, respectively. The molecular docking results indicated that 9, which exhibited the most potent activity, also had the best binding affinity to the PfLDH enzyme in terms of its low binding energy (-7.35 kcal/mol) and formed interactions with ARG109, ASN140, and ARG171.

Conclusion: These findings revealed that isolated compounds from M. siamensis flowers exhibited antimalarial activity. The result suggests that 1-hydroxy-5,6,7-trimethoxyxanthone is a possible lead structure as a potent inhibitor of the PfLDH enzyme.

Citing Articles

Antiplasmodial potential of isolated xanthones from Mesua ferrea Linn. roots: an in vitro and in silico molecular docking and pharmacokinetics study.

Konyanee A, Chaniad P, Chukaew A, Payaka A, Septama A, Phuwajaroanpong A BMC Complement Med Ther. 2024; 24(1):282.

PMID: 39054443 PMC: 11270968. DOI: 10.1186/s12906-024-04580-5.

In vivo antimalarial effect of 1-hydroxy-5,6,7-trimethoxyxanthone isolated from Mammea siamensis T. Anders. flowers: pharmacokinetic and acute toxicity studies.

Chaniad P, Chukaew A, Na-Ek P, Yusakul G, Chuaboon L, Phuwajaroanpong A BMC Complement Med Ther. 2024; 24(1):129.

PMID: 38521901 PMC: 10960464. DOI: 10.1186/s12906-024-04427-z.

Assessment of antimalarial activity of crude extract of Chan-Ta-Lee-La and Pra-Sa-Chan-Dang formulations and their plant ingredients for new drug candidates of malaria treatment: In vitro and in vivo experiments.

Chaniad P, Phuwajaroanpong A, Plirat W, Konyanee A, Septama A, Punsawad C PLoS One. 2024; 19(1):e0296756.

PMID: 38206944 PMC: 10783769. DOI: 10.1371/journal.pone.0296756.

Structures of Mammeasins P and Q, Coumarin-Related Polysubstituted Benzofurans, from the Thai Medicinal Plant (Miq.) T. Anders.: Anti-Proliferative Activity of Coumarin Constituents against Human Prostate Carcinoma Cell Line LNCaP.

Luo F, Manse Y, Chaipech S, Pongpiriyadacha Y, Muraoka O, Morikawa T Pharmaceuticals (Basel). 2023; 16(2).

PMID: 37259379 PMC: 9966789. DOI: 10.3390/ph16020231.

Preclinical evaluation of antimalarial activity of CPF-1 formulation as an alternative choice for the treatment of malaria.

Chaniad P, Techarang T, Phuwajaroanpong A, Plirat W, Na-Ek P, Konyanee A BMC Complement Med Ther. 2023; 23(1):144.

PMID: 37143036 PMC: 10158254. DOI: 10.1186/s12906-023-03973-2.

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