Scaffolded bis-azasugars: A dual warhead approach to glycosidase inhibition

被引：54

作者：

Johns, BA ^{[1
]}

Johnson, CR ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 08期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(97)10616-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Double Suzuki coupling was achieved with vinyl bromide 7, synthesized from the bromobenzene microbial oxidation metabolite bromocyclohexadienediol 6 and alpha,omega-diborane coupling partners derived from the hydroboration of the corresponding diene. Ozonolysis and selective reduction protocols served to provide selectively the aia or pip tethered polyhydroxylated piperidine ring systems (bis-azabugars). The C-8 linked DMJ analogue 1 showed inhibitory activity against glycosidase enzymes. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：749 / 752

页数：4

共 50 条

[41] The dual inhibition of RNA Pol I transcription and PIM kinase as a new therapeutic approach to treat advanced prostate cancer.
Rebello, Richard
Kusnadi, Eric
Cameron, Donald P.
Helen, Pearson
Drygin, Denis
Sandhu, Shahneen
Risbridger, Gail
Pearson, Richard B.
Hannan, Ross D.
Furic, Luc
CANCER RESEARCH, 2018, 78 (16) : 27 - 28
[42] Avanafil mediated dual inhibition of IKKβ and TNFR1 in an experimental paradigm of Alzheimer's disease: in silico and in vivo approach
Gurram, Prasada Chowdari
Satarker, Sairaj
Kumar, Gautam
Begum, Farmiza
Mehta, Chetan
Nayak, Usha
Mudgal, Jayesh
Arora, Devinder
Nampoothiri, Madhavan
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2023, 41 (20): : 10659 - 10677
[43] Novel epigenetic approach to relapsed mantle cell lymphoma based on dual inhibition of EZH1/EZH2
Fujita, Shuhei
Kagiyama, Yuki
Honma, Daisuke
Adachi, Nobuaki
Araki, Kazushi
Kitabayashi, Issay
CANCER RESEARCH, 2017, 77
[44] Blocking the chaperone kinome pathway: Mechanistic insights into a novel dual inhibition approach for supra-additive suppression of malignant tumors
Grover, Abhinav
Shandilya, Ashutosh
Agrawal, Vibhuti
Pratik, Piyush
Bhasme, Divya
Bisaria, Virendra S.
Sundar, Durai
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2011, 404 (01) : 498 - 503
[45] Dual inhibition of hepatic ACLY and ACSS2: A synergistic approach to combat NAFLD through lipogenesis reduction and mitochondrial enhancement
Zhang, Mengdi
Ji, Jinliang
Lei, Yuanyuan
Qin, Fujian
Tao, Yitong
Li, Ning
Bian, Jinlei
Li, Zhiyu
Lai, Maode
Qiu, Zhixia
PHARMACOLOGICAL RESEARCH, 2025, 215
[46] Dual inhibition of CRD-BP and BRAF in BRAF-mutant Melanoma - A novel approach to overcome resistance to BRAF inhibitors
Kim, T.
Xu, Y. G.
Setaluri, V.
Spiegelman, V.
JOURNAL OF INVESTIGATIVE DERMATOLOGY, 2015, 135 : S107 - S107
[47] Shedding light on molecular structure, spectroscopic, nonlinear optical and dielectric properties of bis(thiourea) silver(I) nitrate single crystal: A dual approach
Shkir, Mohd.
Muhammad, Shabbir
AlFaify, S.
Chaudhry, Aijaz R.
Al-Sehemi, Abdullah G.
ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (08) : 4612 - 4626
[48] Dual Inhibition of Topoisomerase II and Tyrosine Kinases by the Novel Bis-Fluoroquinolone Chalcone-Like Derivative HMNE3 in Human Pancreatic Cancer Cells
Ma, Yong-Chao
Wang, Zhi-Xin
Jin, Shao-Ju
Zhang, Yan-Xin
Hu, Guo-Qiang
Cui, Dong-Tao
Wang, Jiang-Shuan
Wang, Min
Wang, Fu-Qing
Zhao, Zhi-Jun
PLOS ONE, 2016, 11 (10):
[49] DUAL INHIBITION OF ANGIOTENSIN-CONVERTING ENZYME AND NEUTRAL ENDOPEPTIDASE BY THE ORALLY-ACTIVE INHIBITOR MIXANPRIL - A POTENTIAL THERAPEUTIC APPROACH IN HYPERTENSION
FOURNIEZALUSKI, MC
GONZALEZ, W
TURCAUD, S
PHAM, I
ROQUES, BP
MICHEL, JB
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1994, 91 (09) : 4072 - 4076
[50] Development of Dual-specificity Protein Phosphatases Inhibitors based on Focused Library Approach: Modification of a Core Structure and Unique Inhibition Mechanism
Hirai, Go
Asanuma, Miwako
Tsuchiya, Ayako
Sodeoka, Mikiko
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2016, 74 (05) : 532 - 540

← 1 2 3 4 5 →