Cytotoxic Prenylated Xanthones from the Leaves of Garcinia bracteata

Zhang, Baojun; Fu, Wenwei; Wu, Rong; Yang, Jian; Yao, Caiyun; Yan, Bing-Xiong; Tan, Hongsheng; Zheng, Changwu; Song, Zhijun; Hong, Xu

doi:10.1055/a-0828-9831

Cited by 13 publications

(4 citation statements)

References 44 publications

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“…The 1 H NMR and 13 C NMR data are similar with literature(Zhang et al, 2019).Brasixanthone B (8): yellow needle crystal.…”

supporting

confidence: 82%

New pyranoxanthones from the stem bark of Calophyllum soulattri Burm. F.

Lizazman,

Mian

2023

Preprint

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“…The 1 H NMR and 13 C NMR data are similar with literature(Zhang et al, 2019).Brasixanthone B (8): yellow needle crystal.…”

supporting

confidence: 82%

New pyranoxanthones from the stem bark of Calophyllum soulattri Burm. F.

Lizazman,

Mian

2023

Preprint

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“…The common example of Oglycoside xanthone is rutinosylxanthone, while the example of C-glycoside xanthone is mangiferin, as shown in Figure 2. The prenylated xanthone group is characterized by the presence of prenyl and geranyl substituents [32]. The prenylated xanthone group contains the largest number of natural xanthone derivatives, such as α-mangostin, caloxanthone, and calozeylxanthone, as shown in Figure 2.…”

Section: Xanthone Derivativesmentioning

confidence: 99%

An Update on the Anticancer Activity of Xanthone Derivatives: A Review

et al. 2021

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The annual number of cancer deaths continues increasing every day; thus, it is urgent to search for and find active, selective, and efficient anticancer drugs as soon as possible. Among the available anticancer drugs, almost all of them contain heterocyclic moiety in their chemical structure. Xanthone is a heterocyclic compound with a dibenzo-γ-pyrone framework and well-known to have “privileged structures” for anticancer activities against several cancer cell lines. The wide anticancer activity of xanthones is produced by caspase activation, RNA binding, DNA cross-linking, as well as P-gp, kinase, aromatase, and topoisomerase inhibition. This anticancer activity depends on the type, number, and position of the attached functional groups in the xanthone skeleton. This review discusses the recent advances in the anticancer activity of xanthone derivatives, both from natural products isolation and synthesis methods, as the anticancer agent through in vitro, in vivo, and clinical assays.

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“…8-deoxygartanin 2 has been reported in other species of the Clusiaceae family and has been found to have anticancer, anti-Alzheimer’s properties, and the ability to inhibit the PL and AG enzymes [ 34 , 39 , 40 ]. Gartanin 3 has been reported to be found in other species of the Clusiaceae family and multiple studies have shown its anticancer and antitumor properties, and ability to inhibit enzymes such as PL and AA [ 34 , 41 , 42 ]. α-mangostin 4 and γ-mangostin 5 have been isolated from species of the Clusiaceae and Hypericaceae families, and are characterized by their anti-Alzheimer’s, anticancer, anti-inflammatory, anti-diabetic and antiobesity properties [ 26 , 41 , 43 , 44 , 45 , 46 , 47 , 48 ].…”

Section: Resultsmentioning

confidence: 99%

Multitarget Action of Xanthones from Garcinia mangostana against α-Amylase, α-Glucosidase and Pancreatic Lipase

et al. 2022

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Digestive enzymes such α-amylase (AA), α-glucosidase (AG) and pancreatic lipase (PL), play an important role in the metabolism of carbohydrates and lipids, being attractive therapeutic targets for the treatment of type 2 diabetes and obesity. Garcinia mangostana is an interesting species because there have been identified xanthones with the potential to inhibit these enzymes. In this study, the multitarget inhibitory potential of xanthones from G. mangostana against AA, AG and PL was assessed. The methodology included the isolation and identification of bioactive xanthones, the synthesis of some derivatives and a molecular docking study. The chemical study allowed the isolation of five xanthones (1–5). Six derivatives (6–11) were synthesized from the major compound, highlighting the proposal of a new solvent-free methodology with microwave irradiation for obtaining aromatic compounds with tetrahydropyran cycle. Compounds with multitarget activity correspond to 2, 4, 5, 6 and 9, highlighting 6 with IC50 values of 33.3 µM on AA, 69.2 µM on AG and 164.4 µM on PL. Enzymatic kinetics and molecular docking studies showed that the bioactive xanthones are mainly competitive inhibitors on AA, mixed inhibitors on AG and non-competitive inhibitors on PL. The molecular coupling study established that the presence of methoxy, hydroxyl and carbonyl groups are important in the activity and interaction of polyfunctional xanthones, highlighting their importance depending on the mode of inhibition.

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Cytotoxic Prenylated Xanthones from the Leaves of Garcinia bracteata

Cited by 13 publications

References 44 publications

New pyranoxanthones from the stem bark of Calophyllum soulattri Burm. F.

New pyranoxanthones from the stem bark of Calophyllum soulattri Burm. F.

An Update on the Anticancer Activity of Xanthone Derivatives: A Review

Multitarget Action of Xanthones from Garcinia mangostana against α-Amylase, α-Glucosidase and Pancreatic Lipase

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