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Planta Med 2004; 70(12): 1195-1200
DOI: 10.1055/s-2004-835851
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Xanthones and Biphenyls from the Root of Garcinia linii

Jih-Jung Chen1 , Ih-Sheng Chen2 , Chang-Yih Duh3
  • 1Department of Pharmacy, Tajen Institute of Technology, Pingtung, Taiwan, Republic of China
  • 2School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan, Republic of China
  • 3Institute of Marine Resources, National Sun Yat-sen University, Kaohsiung, Taiwan, Republic of China
This work was supported by a grant (NSC 91-2320-B-127-006) from the National Science Council of the Republic of China
Further Information

Publication History

Received: March 17, 2004

Accepted: June 26, 2004

Publication Date:
10 January 2005 (online)

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Abstract

Three new xanthones, linixanthones A - C, two new biphenyls, garcibiphenyls A and B, and a new benzopyran, garcibenzopyran, together with twelve known xanthones and a known biphenyl have been isolated from the root of Garcinia linii. The structures of these new compounds were determined through spectral analyses. Among the isolates, five compounds exhibited cytotoxicities (ED50 values < 4 μg/mL) against P-388 and HT-29 cell lines in vitro.

Key words

Garcinia linii - Guttiferae - root - linixanthones A - C - garcibiphenyls A - B - garcibenzopyran - cytotoxicity

  • 1 Robson N KB. Guttiferae in Flora of Taiwan. 2nd edition. Editorial Committee of the Flora of Taiwan Taipei, Taiwan; 1996 Vol. 2: 694-714
    Google Scholar
  • 2 Asano J, Chiba K, Tada M, Yoshii T. Cytotoxic xanthones from Garcinia hanburyi .  Phytochemistry. 1996;  41 815-20
    CrossrefPubMedGoogle Scholar
  • 3 Xu Y J, Yip S C, Kosela S, Fitri E, Hana M, Goh S H, Sim K Y. Novel cytotoxic, polyprenylated heptacyclic xanthonoids from Indonesian Garcinia gaudichaudii (Guttiferae).  Org Lett. 2000;  2 3945-8
    CrossrefPubMedGoogle Scholar
  • 4 Xu Y J, Chiang P Y, Lai Y H, Vittal J J, Wu X H, Tan B KH, Imiyabir Z, Goh S H. Cytotoxic prenylated depsidones from Garcinia parvifolia .  J Nat Prod. 2000;  63 1361-3
    CrossrefPubMedGoogle Scholar
  • 5 Ito C, Itoigawa M, Miyamoto Y, Onoda S, Rao K S, Mukainaka T, Tokuda H, Nishino H, Furukawa H. Polyprenylated benzophenones from Garcinia assigu and their potential cancer chemopreventive activities.  J Nat Prod. 2003;  66 206-9
    CrossrefPubMedGoogle Scholar
  • 6 Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays.  J Immunol Methods. 1983;  65 55-63
    CrossrefPubMedGoogle Scholar
  • 7 Chen J J, Duh C Y, Huang H Y, Chen I S. Furoquinoline alkaloids and cytotoxic constituents from the leaves of Melicope semecarpifolia .  Planta Medica. 2003;  69 542-6
    Article in Thieme ConnectPubMedGoogle Scholar
  • 8 Gunasekera S P, Selliah S, Sultanbawa M US. Chemical investigation of Ceylonese plants. Part XV. Extractives of Kayea stylosa Thw. (Guttiferae).  J Chem Soc Perkin Trans. 1975;  I 1539-44
    PubMedGoogle Scholar
  • 9 Monache G D, Monache F D, Bettolo G BM, Lima R A. Chemical investigation of the genus Rheedia. II. Prenylated xanthones from Rheedia gardneriana .  J Nat Prod. 1983;  46 655-9
    CrossrefPubMedGoogle Scholar
  • 10 Nkengfack A E, Mkounga P, Meyer M, Fomum Z T, Bodo B. Globulixanthones C, D and E: three prenylated xanthones with antimicrobial properties from the root bark of Symphonia globulifera .  Phytochemistry. 2002;  61 181-7
    CrossrefPubMedGoogle Scholar
  • 11 Dall′Acqua S, Innocenti G, Viola G, Piovan A, Caniato R, Cappelletti E M. Cytotoxic compounds from Polygala vulgaris .  Chem Pharm Bull. 2002;  50 1499-1501
    CrossrefPubMedGoogle Scholar
  • 12 Cardona M L, Fernández I F, Pedro J R, Seoane E, Vidal R. Additional new xanthones and xanthonolignoids from Hypericum canariensis .  J Nat Prod. 1986;  49 95-100
    CrossrefPubMedGoogle Scholar
  • 13 Rocha L, Marston A, Kaplan M AC, Stoeckli-Evans H, Thull U, Testa B, Hostettmann K. An antifungal γ-pyrone and xanthones with monoamine oxidase inhibitory activity from Hypericum brasiliense .  Phytochemistry. 1994;  36 1381-5
    CrossrefPubMedGoogle Scholar
  • 14 Iinuma M, Tosa H, Tanaka T, Asai F, Shimano R. Three xanthones from root bark of Garcinia subelliptica .  Phytochemistry. 1995;  38 247-9
    CrossrefPubMedGoogle Scholar
  • 15 Wolfender J L, Hamburger M, Msonthi J D, Hostettmann K. Xanthones from Chironia krebsii .  Phytochemistry. 1991;  30 3625-9
    CrossrefPubMedGoogle Scholar
  • 16 Ikeya Y, Sugama K, Okada M, Mitsuhashi H. Two xanthones from Polygala tenuifolia .  Phytochemistry. 1991;  30 2061-5
    CrossrefPubMedGoogle Scholar
  • 17 Zhang Z, ElSohly H N, Jacob M R, Pasco D S, Walker L A, Clark A M. Natural products inhibiting Candida albicans secreted aspartic proteases from Tovomita krukovii .  Planta Medica. 2002;  68 49-54
    Article in Thieme ConnectPubMedGoogle Scholar
  • 18 Tosa H, Iinuma M, Murakami K I, Ito T, Tanaka T, Chelladurai V, Riswan S. Three xanthones from Poeciloneuron pauciflorum and Mammea acuminata .  Phytochemistry. 1997;  45 133-6
    CrossrefPubMedGoogle Scholar
  • 19 Gunatilaka A AL, Jasmin de Silva A MY, Sotheeswaran S. Minor xanthones of Hypericum mysorense .  Phytochemistry. 1982;  21 1751-3
    CrossrefPubMedGoogle Scholar
  • 20 Borejsza-Wysocki W, Lester C, Attygalle A B, Hrazdina G. Elicited cell suspension cultures of apple (Malus × domestica) cv. Liberty produce biphenyl phytoalexins.  Phytochemistry. 1999;  50 231-5
    CrossrefPubMedGoogle Scholar

Dr. J. J. Chen

Department of Pharmacy

Tajen Institute of Technology

Pingtung

Taiwan 907

Republic of China

Phone: +886-8-7624002 ext 332

Fax: +886-8-7625308

Email: jjchen@ccsun.tajen.edu.tw