Izumiphenazines A-C: Isolation and Structure Elucidation of Phenazine Derivatives from Streptomyces sp. IFM 11204

被引：66
作者：
Abdelfattah, Mohamed S. [1 ,2 ]
Kazufumi, Toume [1 ]
Ishibashi, Masami [1 ]
机构：
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan
[2] Helwan Univ, Fac Sci, Dept Chem, Cairo 11795, Egypt
来源：
JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 12期
基金：
日本学术振兴会;
关键词：
CONTAINING NATURAL-PRODUCTS; KITASATOSPORA SP IFM10917; CELL PROTECTING ACTIVITY; UP-REGULATION; TUMOR-CELLS; TRAIL; APOPTOSIS; ANTIBIOTICS; CANCER; BIOSYNTHESIS;
D O I：
10.1021/np100400t
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
Three new phenazine derivatives, named izumiphenazines A-C (1-3), and the known phenazine-1,6-dicarboxylic acid (4) were isolated from Streptomyces sp. IFM 11204. The structures of the isolated compounds were elucidated by means of spectroscopic methods including UV, IR, HRESIMS, and ID and 2D NMR. Compounds 1-3 were evaluated for their activity in overcoming TRAIL (TNF-related apoptosis-inducing ligand) resistance in human gastric adenocarcinoma cells. Compounds 2 (30 mu M) and 3 (20 mu M) in combination with TRAIL showed synergistic activity in sensitizing TRAIL-resistant AGS cells.
引用
收藏
页码：1999 / 2002
页数：4
相关论文
共 29 条
  • [1] Tyrosine Derivatives Isolated from Streptomyces sp IFM 10937 in a Screening Program for TRAIL-Resistance-Overcoming Activity
    Ahmed, Firoj
    Ohtsuki, Takashi
    Aida, Wataru
    Ishibashi, Masami
    [J]. JOURNAL OF NATURAL PRODUCTS, 2008, 71 (11): : 1963 - 1966
  • [2] Isolation of new carbamate- or pyridine-containing natural products, fuzanins A, B, C, and D from Kitasatospora sp IFM10917
    Aida, Wataru
    Ohtsuki, Takashi
    Li, Xiaofan
    Ishibashi, Masami
    [J]. TETRAHEDRON, 2009, 65 (01) : 369 - 373
  • [3] Chemotherapeutic drugs sensitize cancer cells to TRAIL-mediated apoptosis: up-regulation of DR5 and inhibition of Yin Yang 1
    Baritaki, Stavroula
    Huerta-Yepez, Sara
    Sakai, Toshiyuki
    Spandidos, Demetrios A.
    Bonavida, Benjamin
    [J]. MOLECULAR CANCER THERAPEUTICS, 2007, 6 (04) : 1387 - 1399
  • [4] Britton G., 1983, BIOCH NATURAL PIGMEN, P205
  • [5] BUDZIKIEWICZ H, 1993, FEMS MICROBIOL LETT, V104, P209, DOI 10.1016/0378-1097(93)90597-U
  • [6] Modified Phenazines from an Indonesian Streptomyces sp.
    Fotso, Serge
    Santosa, Dwi Andreas
    Saraswati, Rasti
    Yang, Jongtae
    Mahmud, Taifo
    Zabriskie, T. Mark
    Protcau, Philip J.
    [J]. JOURNAL OF NATURAL PRODUCTS, 2010, 73 (03): : 472 - 475
  • [7] Investigations into the in vitro antimicrobial activity and mode of action of the phenazine antibiotic D-alanylgriseoluteic acid
    Giddens, Stephen R.
    Bean, David C.
    [J]. INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS, 2007, 29 (01) : 93 - 97
  • [8] Luteolin induces apoptosis via death receptor 5 upregulation in human malignant tumor cells
    Horinaka, M
    Yoshida, T
    Shiraishi, T
    Nakata, S
    Wakada, M
    Nakanishi, R
    Nishino, H
    Matsui, H
    Sakai, T
    [J]. ONCOGENE, 2005, 24 (48) : 7180 - 7189
  • [9] New anticancer antibiotics pelagiomicins, produced by a new marine bacterium Pelagiobacter variabilis
    Imamura, N
    Nishijima, M
    Takadera, T
    Adachi, K
    Sakai, M
    Sano, H
    [J]. JOURNAL OF ANTIBIOTICS, 1997, 50 (01) : 8 - 12
  • [10] Studies on search for bioactive natural products targeting TRAIL signaling leading to tumor cell apoptosis
    Ishibashi, Mastimi
    Ohtsuki, Takashi
    [J]. MEDICINAL RESEARCH REVIEWS, 2008, 28 (05) : 688 - 714
123