3-(Adamantan-1-yl)-4-hydroxybenzyl Substituted Purines and Pyrimidines: Synthesis and Cytotoxic Activity

被引：0
|
作者：
Kode, Nageswara Rao [1 ]
Devangachinta, Dakshinamurthy [1 ]
Phadtare, Shashikant [1 ]
机构：
[1] Xavier Univ Louisiana, Coll Pharm, Div Basic Pharmaceut Sci, New Orleans, LA 70125 USA
来源：
LETTERS IN DRUG DESIGN & DISCOVERY | 2012年 / 9卷 / 10期
关键词：
Adamantan-1-yl-methylphenol; Cytotoxic activity; 2,6,9-substituted purines; 1,4,5-substituted pyrimidines;
D O I：
暂无
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Selected adamantanyl purines and pyrimidines 1-10 were synthesized. These compounds were evaluated for cytotoxic activity against NCI-60 DTP human tumor cell line screen. N-9-(3'-Adamantan-1-yl)-4'-hydroxy(benzyl)-2-amino-6-chloropurine, 3 and N-9-[(3'-(Adamantan-1-yl)-4'-(2 '',3 '',4 ''-trifluorobenzyloxy)]benzyl-2-amino-6-chloropurine, 6 elicited significant cytotoxic activity with GI50 values in the 1-10 mu M range for selected human tumor cell lines. While other compounds elicited moderate activity with GI50 values in the 10-20 mu M range for most human tumor cell lines.
引用
收藏
页码：926 / 933
页数：8
相关论文
共 50 条
  • [31] Synthesis of 3,5-Bis(hydroxymethyl)adamantan-1-ols and 3,5-Bis(nitrooxymethyl)adamantan-1-yl Nitrates
    Ivleva, E. A.
    Kazakova, A. I.
    Klimochkin, Yu. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (09) : 1562 - 1569
  • [32] Synthesis, anti-microbial activity, cytotoxicity of some novel substituted (5-(3-(1H-benzo[d]imidazol-2-yl)-4-hydroxybenzyl)benzofuran-2-yl)(phenyl)methanone analogs
    Bhookya Shankar
    Pochampally Jalapathi
    Balabadra Saikrishna
    Shaym Perugu
    Vijjulatha Manga
    Chemistry Central Journal, 12
  • [33] Synthesis, anti-microbial activity, cytotoxicity of some novel substituted (5-(3-(1H-benzo[d]imidazol-2-yl)-4-hydroxybenzyl) benzofuran-2-yl)(phenyl)methanone analogs
    Shankar, Bhookya
    Jalapathi, Pochampally
    Saikrishna, Balabadra
    Perugu, Shaym
    Manga, Vijjulatha
    CHEMISTRY CENTRAL JOURNAL, 2018, 12
  • [34] The First Example of Intramolecular Reductive Heck-Matsuda Reaction: Synthesis of 3-(Adamantan-1-yl)-3-methyl-2,3-dihydrobenzofuran
    Ashatkina, m. a.
    Reznikov, A. N.
    Klimochkin, Yu. N.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2023, 93 (SUPPL 2) : S478 - S481
  • [35] 3-(Adamantan-1-yl)-4-phenyl-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione
    Al-Abdullah, Ebtehal S.
    Asiri, Hanadi H.
    El-Emam, Ali A.
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O345 - U132
  • [36] 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-phenyl-1H-1,2,4-triazole-5(4H)-thione
    Al-Abdullah, Ebtehal S.
    Asiri, Hanadi H.
    El-Emam, Ali A.
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O344 - U119
  • [37] 3-(Adamantan-1-yl)-4-(prop-2-en-1-yl)1H-1,2,4-triazole-5(4H)-thione
    Almutairi, Maha S.
    Al-Shehri, Mona M.
    El-Emam, Ali A.
    Ng, Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O656 - U1771
  • [38] 3-(Adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-ethyl-1H-1,2,4triazole-5(4H)-thione
    Al-Abdullah, Ebtehal S.
    Al-Tuwaijri, Hanaa M.
    El-Emam, Ali A.
    Kumar, C. S. Chidan
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1813 - +
  • [39] {Tris[3-(adamantan-1-yl)-5-isopropylpyrazol-1-yl-κN2]hydroborato}-thallium(I): the scorpionate with the most bulk?
    Fujisawa, Kiyoshi
    Takisawa, Hideyuki
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2013, 69 : 986 - 989
  • [40] 6-(Adamantan-1-yl)-3-(3-fluorophenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole
    Khan, Mahmood-ul-Hassan
    Hameed, Shahid
    Akhtar, Tashfeen
    Stoeckli-Evans, Helen
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O3215 - U1060
12345