Diterpenes from Alomia myriadenia (Asteraceae) with cytotoxic and trypanocidal activity

被引:44
|
作者
Scio, E
Ribeiro, A
Alves, TMA
Romanha, AJ
de Souza, JD
Cordell, GA
Zani, CL
机构
[1] Fiocruz MS, CPqRR, Lab Quim Prod Nat, BR-30190002 Belo Horizonte, MG, Brazil
[2] Univ Fed Juiz de Fora, ICB, Dept Bioquim, BR-36036030 Juiz de Fora, MG, Brazil
[3] Fiocruz MS, CPqRR, Lab Parasitol Celular & Mol, BR-30190002 Belo Horizonte, MG, Brazil
[4] Univ Fed Minas Gerais, ICEx, Dept Quim, Belo Horizonte, MG, Brazil
[5] Univ Illinois, Coll Pharm, Dept Med Chem & Pharmacognosy, Chicago, IL 60612 USA
关键词
Ageratum myriadenium; Alomia myriadenia; Compositae; halimane; labdane; Trypanosoma cruzi; human cancer cell line;
D O I
10.1016/S0031-9422(03)00529-6
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Further investigation of the aerial parts of Alomia myriadenia revealed an halimane diterpene identified as ent-8S,12S-epoxy-7R,16-dihydroxyhalima-5(10),13-dien-15,16-olide along with the known ent-16-hydroxylabda-7,13-dien-15,16-olide, ent-12Rhydroxylabda-7,13-dien-15,16-olide, 6,7-methylenedioxycoumarin (ayapin), and kaempferol-7-methylether (rhamnocitrin). Evaluated in a panel of human cancer cell lines, the 16-hydroxylabade diterpene was the most active, showing an ED50 value of 0.3 mug/ml against Lu1 (human lung cancer) cells. Tested in vitro against Trypanosoma cruzi in infected murine blood, this compound caused lysis of 100% of the parasites at 250 mug/ml. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1125 / 1131
页数:7
相关论文
共 50 条
  • [31] Selectively cytotoxic diterpenes from Euphorbia poisonii
    Fatope, MO
    Zeng, L
    Ohayaga, JE
    Shi, G
    McLaughlin, JL
    JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (04) : 1005 - 1008
  • [32] Cytotoxic Clerodane Diterpenes from Casearia rupestris
    Vieira-Junior, Gerardo M.
    Dutra, Luiz A.
    Ferreira, Paulo M. P.
    de Moraes, Manoel O.
    Lotufo, Leticia V. Costa
    Pessoa, Claudia do O.
    Torres, Roseli Buzanelli
    Boralle, Nivaldo
    Bolzani, Vanderlan da S.
    Cavalheiro, Alberto J.
    JOURNAL OF NATURAL PRODUCTS, 2011, 74 (04): : 776 - 781
  • [33] Novel cytotoxic diterpenes from Casearia arborea
    Beutler, JA
    McCall, KL
    Herbert, K
    Herald, DL
    Pettit, GR
    Johnson, T
    Shoemaker, RH
    Boyd, MR
    JOURNAL OF NATURAL PRODUCTS, 2000, 63 (05): : 657 - 661
  • [34] Cytotoxic Clerodane Diterpenes from Zuelania guidonia
    Calderon, Carlos
    De Ford, Christian
    Castro, Victor
    Merfort, Irmgard
    Murillo, Renato
    JOURNAL OF NATURAL PRODUCTS, 2014, 77 (03): : 455 - 463
  • [35] Vernoguinosterol and vernoguinoside, trypanocidal stigmastane derivatives from Vernonia guineensis (Asteraceae)
    Tchinda, AT
    Tsopmo, A
    Tane, P
    Ayafor, JF
    Connolly, JD
    Sterner, O
    PHYTOCHEMISTRY, 2002, 59 (04) : 371 - 374
  • [36] An insight into cytotoxic activity of flavonoids and sesquiterpenoids from selected plants of Asteraceae species
    Butala, Sahil
    Suvarna, Vasanti
    Mallya, Rashmi
    Khan, Tabassum
    CHEMICAL BIOLOGY & DRUG DESIGN, 2021, 98 (06) : 1116 - 1130
  • [37] Cytotoxic Labdane Diterpenes, Norlabdane Diterpenes and Bis-Labdanic Diterpenes from the Zingiberaceae: A Systematic Review
    Voon, Kelvin Jianmin
    Sivasothy, Yasodha
    Sundralingam, Usha
    Lalmahomed, Aicha
    Goh, Asly Poh-Tze
    PHARMACEUTICALS, 2022, 15 (12)
  • [38] Synthesis, leishmanicidal, trypanocidal and cytotoxic activity of quinoline-hydrazone hybrids
    Carlos Coa, Juan
    Castrillon, Wilson
    Cardona, Wilson
    Carda, Miguel
    Ospina, Victoria
    Andrea Munoz, July
    Velez, Ivan D.
    Robledo, Sara M.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 101 : 746 - 753
  • [39] ent-Pimarane and ent-Kaurane Diterpenes from Aldama discolor (Asteraceae) and Their Antiprotozoal Activity
    Nogueira, Mauro S.
    Da Costa, Fernando B.
    Brun, Reto
    Kaiser, Marcel
    Schmidt, Thomas J.
    MOLECULES, 2016, 21 (09):
  • [40] Cytotoxic activity of Asteraceae and Verbenaceae family essential oils
    Zapata, Bibiana
    Betancur-Galvis, Liliana
    Duran, Camilo
    Stashenko, Elena
    JOURNAL OF ESSENTIAL OIL RESEARCH, 2014, 26 (01) : 50 - 57