Labdanecaryophyllic acid, a novel cytotoxic C35 terpenoid from Calocedrus macrolepis var. formosana

被引:6
作者
Hsien, Chin-Lin [1 ,2 ]
Tseng, Mei-Hwei [3 ]
Pan, Ryh-Nan [2 ]
Chang, Jang-Yang [4 ,5 ]
Kuo, Ching-Chuan [4 ]
Lee, Tzong-Huei [6 ]
Kuo, Yueh-Hsiung [1 ,7 ,8 ]
机构
[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan
[2] Taiwan Police Coll, Dept Disaster Management, Taipei 116, Taiwan
[3] Taipei Municipal Univ Educ, Dept Nat Sci, Taipei 106, Taiwan
[4] Natl Hlth Res Inst, Inst Canc Res, Taipei 114, Taiwan
[5] Natl Def Med Ctr, Triserv Gen Hosp, Dept Med, Div Hematol Oncol, Taipei 114, Taiwan
[6] Taipei Med Univ, Grad Inst Pharmacognosy, Taipei 110, Taiwan
[7] China Med Univ, Coll Pharm, Tsuzuki Inst Tradit Med, Taichung 404, Taiwan
[8] Acad Sinica, Agr Biotechnol Res Ctr, Taipei 115, Taiwan
关键词
Calocedrus macrolepis; Terpenoid; Cupressaceae; X-ray crystallography; LEAVES; BARK; LIGNANS;
D O I
10.1016/j.tetlet.2010.11.101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemical investigation of the bark of Calocedrus macrolepis var. formosana, an endemic tree in Taiwan, has led to the isolation of a novel terpenoid 1. Compound 1 with a rare C-35 skeleton constructed by a diterpene and a sesquiterpene moieties. Its structure was elucidated by spectroscopic interpretations. The anti-proliferation activity of 1 against human oral epidermoid carcinoma KB cells was evaluated, and the IC50 value was determined to be 9.2 +/- 0.4 mu M. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:515 / 517
页数:3
相关论文
共 12 条
  • [1] AMBER-TYPE ODORANTS FROM COMMUNIC ACIDS
    BARRERO, AF
    ALTAREJOS, J
    ALVAREZMANZANEDA, EJ
    RAMOS, JM
    SALIDO, S
    [J]. TETRAHEDRON, 1993, 49 (42) : 9525 - 9534
  • [2] Xanthones and benzophenones from the stems of Garcinia multiflora
    Chiang, YM
    Kuo, YH
    Oota, S
    Fukuyama, Y
    [J]. JOURNAL OF NATURAL PRODUCTS, 2003, 66 (08): : 1070 - 1073
  • [3] Two new compouuds from the leaves of Calocedrus microlepic var. formosana
    Chien, SC
    Liu, HK
    Kuo, YH
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2004, 52 (06) : 762 - 763
  • [4] LIGNANS FROM LEAVES OF CALOCEDRUS-FORMOSANA
    FANG, JM
    HSU, KC
    CHENG, YS
    [J]. PHYTOCHEMISTRY, 1989, 28 (12) : 3553 - 3555
  • [5] (+)-CALOCEDRIN, A LIGNAN DIHYDROANHYDRIDE FROM CALOCEDRUS-FORMOSANA
    FANG, JM
    JAN, ST
    CHENG, YS
    [J]. PHYTOCHEMISTRY, 1985, 24 (08) : 1863 - 1864
  • [6] TERPENOIDS FROM CALOCEDRUS-FORMOSANA
    FANG, JM
    JAN, ST
    CHENG, YS
    [J]. PHYTOCHEMISTRY, 1987, 26 (03) : 853 - 854
  • [7] TERPENOIDS FROM LEAVES OF CALOCEDRUS-FORMOSANA
    FANG, JM
    HSU, KC
    CHENG, YS
    [J]. PHYTOCHEMISTRY, 1989, 28 (04) : 1173 - 1175
  • [8] LIGNANS FROM WOOD OF CALOCEDRUS-FORMOSANA
    FANG, JM
    LIU, MY
    CHENG, YS
    [J]. PHYTOCHEMISTRY, 1990, 29 (09) : 3048 - 3049
  • [9] C35 terpenoids from the bark of Calocedrus macrolepis var. formosana with activity against human cancer cell lines
    Hsieh, Chin-Lin
    Tseng, Mei-Huims
    Shao, Yi-Yuan
    Chang, Jang-Yang
    Kuo, Ching-Chuan
    Chang, Chi-Yen
    Kuo, Yueh-Hsiung
    [J]. JOURNAL OF NATURAL PRODUCTS, 2006, 69 (11): : 1611 - 1613
  • [10] Calocedimers A, B, C, and D from the bark of Calocedrus macrolepis var. formosana
    Hsieh, CL
    Shiu, LL
    Tseng, MH
    Shao, YY
    Kuo, YH
    [J]. JOURNAL OF NATURAL PRODUCTS, 2006, 69 (04): : 665 - 667