A novel xanthone dimer derivative with antibacterial activity isolated from the bark of Garcinia mangostana

Abstract A novel xanthone dimer derivative, garmoxanthone (1), together with 10 known compounds (2–11), were isolated from bark of Garcinia mangostana. Their structures were established through spectroscopic methods. Garmoxanthone exhibited strong inhibitory activities against MRSA ATCC 43300 and MRSA CGMCC 1.12409 (with MIC values of both 3.9 μg/mL) and moderate activities against tested strains of Vibrio (with MIC values ranging from 15.6 to 31.2 μg/mL). Garmoxanthone is a unique xanthone dimer with linkage of a fused 5/6 ring system and its absolute configuration was elucidated on the basis of experimental and calculated electronic circular dichroism. Garmoxanthone exhibited strong antibacterial activity which partially validated the ethnobotanical use of G. mangostana in the treatment of infections.

• Publication year

  2018

• Venue

  Natural Product Research

• Publication date

  2018-05-31

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1080/14786419.2017.1402315PMID 29132213
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Acetyl- and O-alkyl- derivatives of β-mangostin from Garcinia mangostana and their anti-inflammatory activities

  2018cited by this paper
• Review of Garcinia mangostana and its Xanthones in Metabolic Syndrome and Related Complications

  2017cited by this paper
• Xanthones from the Pericarp of Garcinia mangostana

  2017cited by this paper
• A new megastigmane sulphoglycoside and polyphenolic constituents from pericarps of Garcinia mangostana

  2016cited by this paper
• Two new xanthones from the pericarp of Garcinia mangostana

  2015cited by this paper
• Chemistry of α-mangostin. Studies on the semisynthesis of minor xanthones from Garcinia mangostana

  2015cited by this paper
• Antibacterial activity of xanthones from Garcinia mangostana (L.) and their structure–activity relationship studies

  2013cited by this paper
• Two new xanthones from the pericarp of Garcinia mangostana

  2012cited by this paper
• A new antioxidant xanthone from the pericarp of Garcinia mangostana Linn.

  2010cited by this paper
• Bioassay-guided isolation of xanthones and polycyclic prenylated acylphloroglucinols from Garcinia oblongifolia.

  2009cited by this paper
• Xanthones from Garcinia mangostana (Guttiferae)

  2006cited by this paper
• Bioactive prenylated xanthones and anthraquinones from Cratoxylum formosum ssp. pruniflorum

  2006cited by this paper
• Cytotoxic prenylated xanthones from the young fruit of Garcinia mangostana.

  2006cited by this paper
• Phenolic compounds from the fruit of Garcinia dulcis.

  2005cited by this paper
• A Geranylated biphenyl derivative from Garcinia mangostana

  2005cited by this paper
• Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.

  2003cited by this paper
• Garcinone E, a xanthone derivative, has potent cytotoxic effect against hepatocellular carcinoma cell lines.

  2002cited by this paper
• Chemical studies on antioxidant mechanism of garcinol: analysis of radical reaction products of garcinol with peroxyl radicals and their antitumor activities

  2002cited by this paper
• Chemical constituents of Calophyllum brasiliensis: structure elucidation of seven new xanthones and their cancer chemopreventive activity.

  2002cited by this paper
• Three xanthones and a benzophenone from Garcinia mangostana.

  2001cited by this paper
• A Novel Depsidone and Some New Xanthones from Garcinia Species.

  1998cited by this paper
• Evaluation of the antifungal activity of natural xanthones from Garcinia mangostana and their synthetic derivatives.

  1997cited by this paper
• Mangostanol, a prenyl xanthone from Garcinia mangostana

  1996cited by this paper
• Synthesis of inverto-yuehchukene and its 10-(indol-3′-yl) isomer. X-Ray structure of (4aRS,10aRS)-1,1,3-trimethyl-1,2,4a,5,10,10a-hexahydroindene [1,2-b]indol-10-one

  1996cited by this paper
• Yuehchukene: a novel indole alkaloid with anti-implantation activity

  1986cited by this paper
• Yuehchukene: a novel indole alkaloid with anti-implantation activity

  1985cited by this paper

• Effects of herbal medicines in combating antimicrobial resistance and its impacts on public health.

  2025cites this paper
• A Concise Review of Synthetic Xanthone Derivatives for Alzheimer's Disease

  2025cites this paper
• Recent evidence on prominent anti-bacterial capacities of compounds derived from the mangosteen fruit

  2025influential citation
• Xanthone Dimers in Angiosperms, Fungi, Lichens: Comprehensive Review of Their Sources, Structures, and Pharmacological Properties

  2025cites this paper
• Antibacterial activity of Garcinia spp. by molecular docking simulations: an overview

  2024cites this paper
• Synthetic and Natural Xanthones as Antibacterial Agents—Review

  2024cites this paper
• Mangostanin hyaluronic acid hydrogel as an effective biocompatible alternative to chlorhexidine.

  2024cites this paper
• Chromones and biflavonoids from Garcinia pedunculata and Garcinia nujiangensis and their anti-inflammatory activity.

  2024cites this paper
• In Vitro Evaluation of Mangostanin as an Antimicrobial and Biocompatible Topical Antiseptic for Skin and Oral Tissues

  2024cites this paper
• Xanthone Derivatives Enhance the Therapeutic Potential of Neomycin against Polymicrobial Gram-Negative Bacterial Infections.

  2024cites this paper
• Phenolic Compounds in Bacterial Inactivation: A Perspective from Brazil

  2023cites this paper
• Natural alternatives from your garden for hair care: Revisiting the benefits of tropical herbs

  2023cites this paper
• Naturally Occurring xanthones; Biological Activities, Chemical Profiles and In silico Drug Discovery.

  2023cites this paper
• Structure-dependent activity of plant natural products against methicillin-resistant Staphylococcus aureus

  2023cites this paper
• Antibacterial activities of anthraquinones: structure–activity relationships and action mechanisms

  2023cites this paper
• Recent Update on Active Biological Molecules in Generating the Anticancerous Therapeutic Potential of Garcinia mangostana

  2022cites this paper
• Antibacterial activities of plant-derived xanthones.

  2022cites this paper
• Phytochemicals with activity against methicillin-resistant Staphylococcus aureus.

  2022cites this paper
• A comprehensive review on ethnobotany, nutritional values, phytochemistry and pharmacological attributes of ten potent Garcinia species of South-east Asia

  2022cites this paper
• In vitro and in silico antioxidant and α-glucosidase inhibitory potential of compounds isolated from Garcinia gaudichaudii

  2022cites this paper
• Garcicowanones C-E, three new hydrated-geranylated xanthones from the roots of Garcinia cowa Roxb. ex Choisy, and their α-glucosidase inhibition activities

  2022cites this paper
• Mangosteen for malignancy prevention and intervention: Current evidence, molecular mechanisms, and future perspectives.

  2022cites this paper
• Anti-inflammatory Dimeric Tetrahydroxanthones from an Endophytic Muyocopron laterale.

  2022cites this paper
• Delineating the role of phytocompounds against anti-bacterial drug resistance–An update

  2021influential citation
• Desmethylbellidifolin Attenuates Dextran Sulfate Sodium-Induced Colitis: Impact on Intestinal Barrier, Intestinal Inflammation and Gut Microbiota

  2021cites this paper
• A new cytotoxic polycyclic polyprenylated acylphloroglucinol from Garcinia nujiangensis screened by the LC-PDA and LC-MS

  2020cites this paper
• Recent progress of antibacterial natural products: Future antibiotics candidates.

  2020cites this paper
• Potency of Mangosteen Pericarp Extract to Inhibit 38-kDa and Ag85 Protein Secretion by Mycobacterium tuberculosis H37Rv

  2020cites this paper
• Inhibition of CDK2/CyclinE1 by xanthones from the mangosteen (Garcinia mangostana): a structure-activity relationship study

  2020cites this paper
• Medicinal Potential of Garcinia Species and Their Compounds

  2020influential citation
• Mangostanaxanthone VIII, a new xanthone from Garcinia mangostana and its cytotoxic activity

  2019cites this paper
• Polyprenylated xanthones from the twigs and leaves of Garcinia nujiangensis and their cytotoxic evaluation.

  2019cites this paper
• Natural product derived promising anti-MRSA drug leads: A review.

  2019cites this paper
• Dimeric tetrahydroxanthones from the lichen Usnea aciculifera.

  2019cites this paper
• Recent updates on metabolite composition and medicinal benefits of mangosteen plant

  2019cites this paper
• Chiral Derivatives of Xanthones with Antimicrobial Activity

  2019cites this paper
• Phytochemical constituents and pharmacological properties of Garcinia xanthochymus- a review.

  2018cites this paper
• Two New Xanthones from Comastoma pulmonarium and Their Anti-Tobacco Mosaic Virus Activity

  2015cites this paper