Xanthone Glucosides: Isolation, Bioactivity and Synthesis

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2021 Sep 28

PMID 34577044

Citations 15

Authors

Qing Huang

Youyi Wang

Huaimo Wu

Man Yuan

Changwu Zheng

Hongxi Xu

Affiliations

Soon will be listed here.

Abstract

Xanthones are secondary metabolites found in plants, fungi, lichens, and bacteria from a variety of families and genera, with the majority found in the Gentianaceae, Polygalaceae, and Clusiaceae. They have a diverse range of bioactivities, including anti-oxidant, anti-bacterial, anti-malarial, anti-tuberculosis, and cytotoxic properties. Xanthone glucosides are a significant branch of xanthones. After glycosylation, xanthones may have improved characteristics (such as solubility and pharmacological activity). Currently, no critical review of xanthone glucosides has been published. A literature survey including reports of naturally occurring xanthone glucosides is included in this review. The isolation, structure, bioactivity, and synthesis of these compounds were all explored in depth.

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References

Zarena A, Sankar K . Synthesis of α - mangostin-D-glucoside in supercritical carbon dioxide media. J Food Sci Technol. 2015; 52(10):6547-55. PMC: 4573170. DOI: 10.1007/s13197-014-1705-z. View

Han Q, Xu H . Caged Garcinia xanthones: development since 1937. Curr Med Chem. 2009; 16(28):3775-96. DOI: 10.2174/092986709789104993. View

Muruganandan S, Srinivasan K, Gupta S, Gupta P, Lal J . Effect of mangiferin on hyperglycemia and atherogenicity in streptozotocin diabetic rats. J Ethnopharmacol. 2005; 97(3):497-501. DOI: 10.1016/j.jep.2004.12.010. View

Wang Z, Wu G, Yu Y, Liu H, Yang B, Kuang H . Xanthones isolated from Gentianella acuta and their protective effects against HO-induced myocardial cell injury. Nat Prod Res. 2017; 32(18):2171-2177. DOI: 10.1080/14786419.2017.1371157. View

Hajimehdipoor H, Dijoux-Franca M, Mariotte A, Amanzadeh Y, Sadat-Ebrahimi S, Ghazi-Khansari M . Two new xanthone diglycosides from Swertia longifolia Boiss. Nat Prod Res. 2006; 20(13):1251-7. DOI: 10.1080/14786410600906319. View

Bukvicki D, Novakovic M, Ab Ghani N, Marin P, Asakawa Y . Secondary metabolites from endemic species Iris adriatica Trinajstić ex Mitić (Iridaceae). Nat Prod Res. 2017; 32(15):1849-1852. DOI: 10.1080/14786419.2017.1402309. View

Jiang Y, Tu P . Xanthone O-glycosides from Polygala tenuifolia. Phytochemistry. 2002; 60(8):813-6. DOI: 10.1016/s0031-9422(02)00184-x. View

Banik K, Harsha C, Bordoloi D, Sailo B, Sethi G, Leong H . Therapeutic potential of gambogic acid, a caged xanthone, to target cancer. Cancer Lett. 2017; 416:75-86. DOI: 10.1016/j.canlet.2017.12.014. View

Yang B, Chen G, Li Y, Hu D, Guo L, Xiong P . A New Xanthone Glycoside from the Endolichenic Fungus Sporormiella irregularis. Molecules. 2016; 21(6). PMC: 6273424. DOI: 10.3390/molecules21060764. View

10.

Rana V, Rawat M . A new xanthone glycoside and antioxidant constituents from the rhizomes of Swertia speciosa. Chem Biodivers. 2006; 2(10):1310-5. DOI: 10.1002/cbdv.200590102. View

11.

Akao Y, Nakagawa Y, Nozawa Y . Anti-cancer effects of xanthones from pericarps of mangosteen. Int J Mol Sci. 2009; 9(3):355-370. PMC: 2635669. DOI: 10.3390/ijms9030355. View

12.

Sherif F, Gottfries C, Alafuzoff I, Oreland L . Brain gamma-aminobutyrate aminotransferase (GABA-T) and monoamine oxidase (MAO) in patients with Alzheimer's disease. J Neural Transm Park Dis Dement Sect. 1992; 4(3):227-40. DOI: 10.1007/BF02260906. View

13.

El-Seedi H, El-Ghorab D, El-Barbary M, Zayed M, Goransson U, Larsson S . Naturally occurring xanthones; latest investigations: isolation, structure elucidation and chemosystematic significance. Curr Med Chem. 2009; 16(20):2581-626. DOI: 10.2174/092986709788682056. View

14.

Lu S, Tanaka N, Kawazoe K, Murakami K, Damdinjav D, Dorjbal E . Tetrahydroxanthones from Mongolian medicinal plant Gentianella amarella ssp. acuta. J Nat Med. 2016; 70(4):780-8. DOI: 10.1007/s11418-016-1015-z. View

15.

Rukachaisirikul V, Kamkaew M, Sukavisit D, Phongpaichit S, Sawangchote P, Taylor W . Antibacterial xanthones from the leaves of Garcinia nigrolineata. J Nat Prod. 2003; 66(12):1531-5. DOI: 10.1021/np0303254. View

16.

He L, Peng X, Zhu J, Chen X, Liu H, Tang C . Mangiferin attenuate sepsis-induced acute kidney injury via antioxidant and anti-inflammatory effects. Am J Nephrol. 2014; 40(5):441-50. DOI: 10.1159/000369220. View

17.

Ba-Gen-Na , Chen Y, Baderihu , Tong Y, Ye-Ri-Gui , Wang Q . Two new xanthones from Lomatogonium carinthiacum. Chin J Nat Med. 2014; 12(9):693-6. DOI: 10.1016/S1875-5364(14)60106-0. View

18.

Nhan N, Nguyen P, Tran M, Nguyen P, Tran D, To D . Anti-inflammatory xanthone derivatives from . J Asian Nat Prod Res. 2020; 23(5):414-422. DOI: 10.1080/10286020.2020.1767079. View

19.

Pauletti P, Castro-Gamboa I, Silva D, Young M, Tomazela D, Eberlin M . New antioxidant C-glucosylxanthones from the stems of Arrabidaea samydoides. J Nat Prod. 2003; 66(10):1384-7. DOI: 10.1021/np030100t. View

20.

Menkovic N, Savikin-Fodulovic K, Bulatovic V, Aljancic I, Juranic N, Macura S . Xanthones from Swertia punctata. Phytochemistry. 2002; 61(4):415-20. DOI: 10.1016/s0031-9422(02)00231-5. View