Synthesis of 4′-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines

被引：19
|
作者：
Wong, Yong [1 ]
Osmond, Gregory [2 ]
Brewer, Kenneth I. [1 ]
Tyler, Douglas S. [2 ]
Andrus, Merritt B. [1 ]
机构：
[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA
[2] Duke Univ, Med Ctr, Dept Surg, Durham, NC 27710 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 03期
关键词：
Heck coupling; Resveratrol; Stilbene; Anticancer activity; Melanoma; Gemcitabine; HETEROCYCLIC CARBENE LIGAND; EXTREMITY MELANOMA; ROOM-TEMPERATURE; ARYL CHLORIDES; TEMOZOLOMIDE; THERAPY;
D O I：
10.1016/j.bmcl.2009.12.006
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
4'-Ester analogs of the disease preventative agent resveratrol were synthesized and evaluated for their potential as anti-melanoma and pancreatic cancer agents. A decarbonylative Heck coupling was used to assemble the protected stilbene core structure. The 4'-acetate and the palmitoate analogs demonstrated selective activity with DM443 and DM738 cells over normal NHDF cells. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1198 / 1201
页数：4
相关论文
共 50 条
  • [1] Synthesis and cytotoxic effects on pancreatic cancer cells of resveratrol analogs
    De Filippis, Barbara
    De Lellis, Laura
    Florio, Rosalba
    Ammazzalorso, Alessandra
    Amoia, Pasquale
    Fantacuzzi, Marialuigia
    Giampietro, Letizia
    Maccallini, Cristina
    Amoroso, Rosa
    Veschi, Serena
    Cama, Alessandro
    MEDICINAL CHEMISTRY RESEARCH, 2019, 28 (07) : 984 - 991
  • [2] Synthesis and cytotoxic effects on pancreatic cancer cells of resveratrol analogs
    Barbara De Filippis
    Laura De Lellis
    Rosalba Florio
    Alessandra Ammazzalorso
    Pasquale Amoia
    Marialuigia Fantacuzzi
    Letizia Giampietro
    Cristina Maccallini
    Rosa Amoroso
    Serena Veschi
    Alessandro Cama
    Medicinal Chemistry Research, 2019, 28 : 984 - 991
  • [3] Effects of resveratrol analogs on cell proliferation and migration of mouse melanoma cells
    Nazumudeen, Fathima B.
    Moe, May Myat
    Morris, Valery
    Spatafora, Carmela Spatafora
    Tringali, Corrado
    Rotenberg, Susan A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [4] Synthesis of polyhydroxylated ester analogs of the stilbene resveratrol using decarbonylative Heck couplings
    Andrus, Merritt B.
    Liu, Jing
    TETRAHEDRON LETTERS, 2006, 47 (32) : 5811 - 5814
  • [5] Synthesis and biological evaluation of Fotemustine analogues on human melanoma cell lines
    Winum, JY
    Bouissière, JL
    Passagne, I
    Evrard, A
    Montero, W
    Cuq, P
    Montero, JL
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (03) : 319 - 324
  • [6] Synthesis and Evaluation as Prodrugs of Hydrophilic Carbamate Ester Analogues of Resveratrol
    Azzolini, Michele
    Mattarei, Andrea
    La Spina, Martina
    Marotta, Ester
    Zoratti, Mario
    Paradisi, Cristina
    Biasutto, Lucia
    MOLECULAR PHARMACEUTICS, 2015, 12 (09) : 3441 - 3454
  • [7] NUCLEOSIDE ANALOG ACTIVITY IN MALIGNANT MELANOMA CELL LINES
    Fyrberg, Anna
    Lotfi, Kourosh
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2015, 34 (09): : 639 - 649
  • [8] HUMAN-MALIGNANT MELANOMA CELL-LINES
    POPE, JH
    MORRISON, L
    MOSS, DJ
    PARSONS, PG
    MARY, SR
    PATHOLOGY, 1979, 11 (02) : 191 - 195
  • [9] Novel Aza-resveratrol analogs: Synthesis, characterization and anticancer activity against breast cancer cell lines
    Siddiqui, Areej
    Dandawate, Prasad
    Rub, Rukhsana
    Padhye, Subhash
    Aphale, Shama
    Moghe, Alpana
    Jagyasi, Amrit
    Swamy, K. Venkateswara
    Singh, Bhupendra
    Chatterjee, Anwesha
    Ronghe, Amruta
    Bhat, Hari K.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (03) : 635 - 640
  • [10] Effects of vitamin D analogs on the growth of melanoma cell lines
    Reichrath, J
    Rech, M
    Moeini, M
    Meineke, V
    Tilgen, W
    Seifert, M
    JOURNAL OF INVESTIGATIVE DERMATOLOGY, 2005, 125 (03) : A62 - A62
12345