Cytotoxic Prenylated Xanthones from the Young Fruit of Garcinia mangostana

• Suksamrarn Sunit

  Department of Chemistry, Faculty of Science, Srinakharinwirot University

• Komutiban Orapin

  Department of Chemistry, Faculty of Science, Srinakharinwirot University

• Ratananukul Piniti

  Department of Chemistry, Faculty of Science, Srinakharinwirot University

• Chimnoi Nitirat

  Chulabhorn Research Institute

• Lartpornmatulee Nattapat

  Bioassay Research Facility of National Center for Genetic Engineering and Biotechnology, National Science and Technology Development Agency, Thailand

• Suksamrarn Apichart

  Department of Chemistry, Faculty of Science, Ramkhamhaeng University

Abstract

Three new prenylated xanthones, mangostenones C (1), D (2), and E (3), together with 16 known xanthones 4—19, were isolated from the young fruit (7-week maturity stage) of Garcinia mangostana. The structural elucidation of the new compounds was mainly established on the basis of 1D and 2D NMR and HR-MS spectroscopic analysis. Compound 1 showed cytotoxic properties against three human cancer cell lines, epidermoid carcinoma of the mouth (KB), breast cancer (BC-1), and small cell lung cancer (NCI-H187), with IC₅₀ values of 2.8, 3.53, and 3.72 μg/ml, respectively. Among the isolates, α-mangostin (12), the major metabolite, exhibited the most potent effects against the BC-1 cells with an IC₅₀ value of 0.92 μg/ml, an activity greater than that of the standard drug ellipticine (IC₅₀=1.46 μg/ml). Compound 12 also showed the highest activity against KB cells, while gartanin (10) displayed the strongest activity against the NCI-H187 cells at the respective IC₅₀ values of 2.08 μg/ml and 1.08 μg/ml.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 54 (3), 301-305, 2006

  The Pharmaceutical Society of Japan

Keywords

• <i>Garcinia mangostana</i>
• Clusiaceae
• mangostenone C
• mangostenone D
• mangostenone E
• cytotoxicity

Details

• CRID: 1390001204168352768
• NII Article ID: 110004820382
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.54.301
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 7829950
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7829950
• Web Site: http://www.jstage.jst.go.jp/article/cpb/54/3/54_3_301/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed