New cytotoxic bis 5-alkylresorcinol derivatives from the leaves of Oncostemon bojerianum from the Madagascar rainforest

被引:27
|
作者
Chaturvedula, VSP
Schilling, JK
Miller, JS
Andriantsiferana, R
Rasamison, VE
Kingston, DGI
机构
[1] Virginia Polytech Inst & State Univ, Dept Chem, Blacksburg, VA 24061 USA
[2] Missouri Bot Garden, St Louis, MO 63166 USA
[3] Natl Ctr Applicat & Rech Pharmaceut, Antananarivo 101, Madagascar
来源
JOURNAL OF NATURAL PRODUCTS | 2002年 / 65卷 / 11期
关键词
D O I
10.1021/np0201568
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Bioassay-directed fractionation of a CH2Cl2-MeOH extract of the leaves of Oncostemon bojerianum, resulted in the isolation of eight new 5-alkylresorcinols, named oncostemonols A-H (1-8), and two known derivatives, (8'Z)-1,3-dihydroxy-5-[16'-(3",5"-dihydroxyphenyl)-8'-hexadecen-1'-yl]benzene (9) and (8'Z)1,3-dihydroxy-5-[14'-(3",5"-dihydroxyphenyl)-8'-tetradecen-1'-yl]benzene (10). The structures of the new compounds 1-8 were elucidated on the basis of extensive 1D and 2D NMR spectroscopic interpretation and chemical derivatization. All the compounds exhibited cytotoxic activity against the A2780 ovarian cancer cell line.
引用
收藏
页码:1627 / 1632
页数:6
相关论文
共 50 条
  • [21] Cytotoxic clerodane diterpenoids and their hydrolysis products from Casearia nigrescens from the rainforest of Madagascar
    Williams, Russell B.
    Norris, Andrew
    Miller, James S.
    Birkinshaw, Chris
    Ratovoson, Fidy
    Andriantsiferana, Rabodo
    Rasamison, Vincent E.
    Kingston, David G. I.
    JOURNAL OF NATURAL PRODUCTS, 2007, 70 (02): : 206 - 209
  • [22] Two new alkylresorcinol derivatives from the leaves of Scyphocephalium ochocoa (vol 73, pg 381, 2018)
    Foundikou, Hibrahim
    Mbiantcha, Marius
    Kezetas, Jean-Jules Bankeu
    Tchouankeu, Jean Claude
    Shaheen, Farzana
    Choudhary, Muhammad Iqbal
    Lebibi, Jacques
    Tchouya, Guy Raymond Feuya
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2019, 74 (05): : 459 - 459
  • [23] New cytotoxic terpenoids from the wood of Vepris punctata from the Madagascar rainforest (vol 67, pg 895, 2004)
    Chaturvedula, VSP
    Schilling, JK
    Miller, JS
    Andriantsiferana, R
    Rasamison, VE
    Kingston, DGI
    JOURNAL OF NATURAL PRODUCTS, 2004, 67 (10): : 1776 - 1776
  • [24] New biphenyl derivatives from the leaves of Nicotiana tabacum and their cytotoxic activity
    Zhou, Min
    Zhou, Kun
    Lou, Jie
    Wang, Yue-De
    Dong, Wei
    Li, Gan-Peng
    Jian, Zhi-Yong
    Du, Gang
    Yang, Hai-Ying
    Li, Xue-Mei
    Hu, Qiu-Fen
    PHYTOCHEMISTRY LETTERS, 2015, 14 : 226 - 229
  • [25] New cytotoxic indole alkaloids from Tabernaemontana calcarea from the Madagascar rainforest. (vol 528, pg 66, 2003)
    Chaturvedula, VSP
    Sprague, S
    Schilling, JK
    Kingston, DGI
    JOURNAL OF NATURAL PRODUCTS, 2005, 68 (09): : 1444 - 1444
  • [26] Two new alkylresorcinol derivatives from the eaves of Scyphocephalium ochocoa
    Foundikou, Hibrahim
    Mbiantcha, Marius
    Kezetas, Jean-jules Bankeu
    Tchouankeu, Jean Claude
    Shaheen, Farzana
    Choudhary, Muhammad Iqbal
    Lebibi, Jacques
    Tchouya, Guy Raymond Feuya
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2018, 73 (06): : 381 - 388
  • [27] A new labdane diterpene from Vitex cauliflora Moldenke from the Madagascar rainforest
    Rasamison, Vincent E.
    Ranaivo-Harimanana, Leon
    Cao, Shugeng
    Pan, Ende
    Ratovoson, Fidy
    Randriantafika, F.
    Rakotondrajaona, R.
    Rakotonandrasana, Stephan
    Andriantsiferana, Rabodo
    Kingston, David G. I.
    FITOTERAPIA, 2010, 81 (01) : 55 - 58
  • [28] Biodiversity conservation and drug discovery in Madagascar, part 2.: Structure and stereochemistry of new cytotoxic clerodane diterpenoids from the bark of Casearia lucida from the Madagascar rainforest
    Prakash, CVS
    Hoch, JM
    Kingston, DGI
    JOURNAL OF NATURAL PRODUCTS, 2002, 65 (02): : 100 - 107
  • [29] New Polyesterified Ursane Derivatives from Leaves of Maesa membranacea and Their Cytotoxic Activity
    Michalska, Klaudia
    Galanty, Agnieszka
    Le, Thanh Nguyen
    Malarz, Janusz
    Vuong, Nguyen Quoc
    Pham, Van Cuong
    Stojakowska, Anna
    MOLECULES, 2021, 26 (22):
  • [30] New cytotoxic alkylbenzoquinone derivatives from leaves and stem of Ardisia kivuensis (Myrsinaceae)
    Ndontsa, Blanche L.
    Tala, Michel F.
    Talontsi, Ferdinand M.
    Wabo, Hippolyte K.
    Tene, Mathieu
    Laatsch, Hartmut
    Tane, Pierre
    PHYTOCHEMISTRY LETTERS, 2012, 5 (03) : 463 - 466