Synthesis of base-modified noraristeromycin derivatives and their inhibitory activity against human and Plasmodium falciparum recombinant S-adenosyl-L-homocysteine hydrolase

被引：30
|
作者：
Kitade, Y [1 ]
Kozaki, A [1 ]
Miwa, T [1 ]
Nakanishi, M [1 ]
机构：
[1] Gifu Univ, Fac Engn, Dept Biomol Sci, Lab Mol Biochem, Gifu 5011193, Japan
来源：
TETRAHEDRON | 2002年 / 58卷 / 07期
关键词：
enzyme inhibitors; antivirals; nucleosides; hydrolysis; antiparasitics;
D O I：
10.1016/S0040-4020(01)01247-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Noraristeromycin derivatives possessing 2- or 8-position modified adenine or 8-aza-7-deazaadenine were synthesized, and their inhibitory activity against human and Plasmodium falciparum (P. falciparum) recombinant SAH hydrolases was investigated. Among these noraristeromycin derivatives, 2-aminonoraristeromycin selectively showed inhibitory activity against P. falciparum recombinant SAH hydrolase. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1271 / 1277
页数：7
相关论文
共 50 条
  • [1] Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase
    Kitade, Y
    Kojima, H
    Zulfiqur, F
    Kim, HS
    Wataya, Y
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (22) : 3963 - 3965
  • [2] Purification and properties of recombinant Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase
    Nakanishi, M
    Iwata, A
    Yatome, C
    Kitade, Y
    JOURNAL OF BIOCHEMISTRY, 2001, 129 (01): : 101 - 105
  • [3] S-adenosyl-L-homocysteine Hydrolase: Its Inhibitory Activity Against Plasmodium falciparum and Development of Malaria Drugs
    Chandra, Girish
    Patel, Samridhi
    Panchal, Manoj
    Singh, Durg Vijay
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2021, 21 (07) : 833 - 846
  • [4] Structure of S-Adenosyl-L-Homocysteine Hydrolase from Plasmodium falciparum
    Kusakabe, Yoshio
    Tanaka, Nobutada
    Nakanishi, Masayuki
    Shiraiwa, Katsura
    Yabe, Saori
    Ito, Yasutomo
    Kitade, Yukio
    Nakamura, Kazuo T.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2005, 61 : C247 - C247
  • [5] Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase
    Ando, Takayuki
    Iwata, Masafumi
    Zulfiqar, Fazila
    Miyamoto, Tatsuya
    Nakanishi, Masayuki
    Kitade, Yukio
    BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (07) : 3809 - 3815
  • [6] 4′-fluorinated carbocyclic nucleosides:: Synthesis and inhibitory activity against S-adenosyl-L-homocysteine hydrolase
    Kitade, Yukio
    Ando, Takayuki
    Yamaguchi, Tsuyoshi
    Hori, Ayumi
    Nakanishi, Masayuki
    Ueno, Yoshihito
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (16) : 5578 - 5583
  • [7] Crystal structure of S-adenosyl-L-homocysteine hydrolase from the human malaria parasite Plasmodium falciparum
    Tanaka, N
    Nakanishi, M
    Kusakabe, Y
    Shiraiwa, K
    Yabe, S
    Ito, Y
    Kitade, Y
    Nakamura, KT
    JOURNAL OF MOLECULAR BIOLOGY, 2004, 343 (04) : 1007 - 1017
  • [8] Synthesis of 4′-modified noraristeromycins to clarify the effect of the 4′-hydroxyl groups for inhibitory activity against S-adenosyl-L-homocysteine hydrolase
    Ando, Takayuki
    Kojima, Kenji
    Chahota, Praveen
    Kozaki, Atsushi
    Milind, Nikalje D.
    Kitade, Yukio
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (08) : 2615 - 2618
  • [9] Structure, evolution, and inhibitor interaction of S-adenosyl-L-homocysteine hydrolase from Plasmodium falciparum
    Bujnicki, JM
    Prigge, ST
    Caridha, D
    Chiang, PK
    PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS, 2003, 52 (04) : 624 - 632
  • [10] 4'-MODIFIED ANALOGS OF ARISTEROMYCIN AND NEPLANOCIN-A - SYNTHESIS AND INHIBITORY ACTIVITY TOWARD S-ADENOSYL-L-HOMOCYSTEINE HYDROLASE
    WOLFE, MS
    LEE, YH
    BARTLETT, WJ
    BORCHERDING, DR
    BORCHARDT, RT
    JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (10) : 1782 - 1791
12345