Cytotoxic isoquinoline Quinones from the Thai sponge Cribrochalina

被引:12
|
作者
Plubrukarn, A [1 ]
Yuenyongsawad, S [1 ]
Thammasaroj, T [1 ]
Jitsue, A [1 ]
机构
[1] Prince Songkla Univ, Fac Pharmaceut Sci, Dept Pharmacognosy & Pharmaceut Bot, Hat Yai 90112, Songkhla, Thailand
关键词
Cribrochalina; sponge; isoquinoline quinones; N-formyl-1,2-dihydrorenierone; O-demethylrenierone; mimosamycin; cytotoxicity;
D O I
10.1076/phbi.41.6.439.17829
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three isoquinoline quinones, (+)-N-formyl-1,2-dihydrorenierone (1), O-demethylrenierone (2), and mimosamycin (3), were isolated from the Thai purplish-blue sponge, Cribrochalina sp. The cytotoxicity against various cancer cell lines of the three compounds, determined employing the SRB method, was first reported here. It was found that all three were highly active, especially against MCF-7 breast carcinoma and HeLa cervical cancer cell lines. Also, this report is the first isolation of (+)-enantiomer of N-formyl-1,2-dihydrorenierone from a naturally occurring source.
引用
收藏
页码:439 / 442
页数:4
相关论文
共 50 条
  • [1] Cytotoxic isoquinoline quinones from sponges of the genus Petrosia
    Sandoval, IT
    Davis, RA
    Bugni, TS
    Concepcion, GP
    Harper, MK
    Ireland, CM
    NATURAL PRODUCT RESEARCH, 2004, 18 (01) : 89 - 93
  • [2] Vasculyne, a new cytotoxic acetylenic alcohol from the marine sponge Cribrochalina, vasculum
    Dai, JR
    Hallock, YF
    Cardellina, JH
    Boyd, MR
    JOURNAL OF NATURAL PRODUCTS, 1996, 59 (01): : 88 - 89
  • [3] DURYNE, A NEW CYTOTOXIC AGENT FROM THE MARINE SPONGE CRIBROCHALINA-DURA
    WRIGHT, AE
    MCCONNELL, OJ
    KOHMOTO, S
    LUI, MS
    THOMPSON, W
    SNADER, KM
    TETRAHEDRON LETTERS, 1987, 28 (13) : 1377 - 1380
  • [4] Occurrence of isoquinoline quinones in the sponge Halichondria sp (Halichondriidae)
    Sung, PJ
    Chen, WC
    Chen, YP
    Li, JJ
    Fang, LS
    Sheu, JH
    BIOCHEMICAL SYSTEMATICS AND ECOLOGY, 2006, 34 (02) : 174 - 176
  • [5] Cytotoxic Alkylynols of the Sponge Cribrochalina vasculum: Structure, Synthetic Analogs and SAR Studies
    Kovalerchik, Dimitry
    Zovko, Ana
    Haag, Petra
    Sierakowiak, Adam
    Viktorsson, Kristina
    Lewensohn, Rolf
    Ilan, Micha
    Carmeli, Shmuel
    MARINE DRUGS, 2022, 20 (04)
  • [6] Cytotoxic Sesterterpenes from Thai Marine Sponge Hyrtios erectus
    Kaweetripob, Wirongrong
    Mahidol, Chulabhorn
    Tuntiwachwuttikul, Pittaya
    Ruchirawat, Somsak
    Prawat, Hunsa
    MARINE DRUGS, 2018, 16 (12):
  • [7] Cytotoxic sesquiterpenoid quinones from South China Sea sponge Dysidea sp
    Luo, Xiangchao
    Li, Pinglin
    Wang, Kunya
    de Voogd, Nicole J.
    Tang, Xuli
    Li, Guoqiang
    NATURAL PRODUCT RESEARCH, 2021, 35 (17) : 2866 - 2871
  • [8] More kapakahines from the marine sponge cribrochalina Olemda
    Nakao, Y
    Kuo, J
    Yoshida, WY
    Kelly, M
    Scheuer, PJ
    ORGANIC LETTERS, 2003, 5 (09) : 1387 - 1390
  • [9] The kapakahines, cyclic peptides from the marine sponge Cribrochalina olemda
    Yeung, BKS
    Nakao, Y
    Kinnel, RB
    Carney, JR
    Yoshida, WY
    Scheuer, PJ
    KellyBorges, M
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20): : 7168 - 7173
  • [10] A short synthesis of an acetylenic alcohol from the sponge Cribrochalina vasculum
    Gung, BW
    Dickson, HD
    Seggerson, S
    Bluhm, K
    SYNTHETIC COMMUNICATIONS, 2002, 32 (17) : 2733 - 2740