Synthesis of (E)- and (Z)-fluoro-olefin analogues of potent dipeptidyl peptidase IV inhibitors

被引：34

作者：

Van der Veken, P ^{[1
]}

Kertèsz, I ^{[1
]}

Senten, K ^{[1
]}

Haemers, A ^{[1
]}

Augustyns, K ^{[1
]}

机构：

[1] Univ Instelling Antwerp, Dept Med Chem, B-2610 Antwerp, Belgium

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(03)01542-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(E)- and (Z)-fluoro-olefin analogues of potent dipeptidyl peptidase IV inhibitors were synthesized. A WadsworthHorner-Eminons reaction, followed by amide formation and reduction of the amide were used for the construction of the alpha-fluoro-alpha,beta-unsaturated amine functionality. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：6231 / 6234

页数：4

共 50 条

[1] Glutamic acid analogues as potent dipeptidyl peptidase IV and 8 inhibitors
Lu, IL
Lee, SJ
Tsu, H
Wu, SY
Kao, KH
Chien, CH
Chang, YY
Chen, YS
Cheng, JH
Chang, CN
Chen, TW
Chang, SP
Chen, X
Jiaang, WT
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (13) : 3271 - 3275
[2] 4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors
Parmee, ER
He, JF
Mastracchio, A
Edmondson, SD
Colwell, L
Eiermann, G
Feeney, WP
Habulihaz, B
He, HB
Kilburn, R
Leiting, B
Lyons, K
Marsilio, F
Patel, RA
Petrov, A
Di Salvo, J
Wu, JK
Thornberry, NA
Weber, AE
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (01) : 43 - 46
[3] Synthesis and Evaluation of Novel Compounds as Potent Dipeptidyl Peptidase IV Inhibitors
Wang, Liutang
Zhang, Bin
Ji, Jianxin
Li, Bogang
Yan, Jufang
Zhang, Weiyu
Wu, Yong
Wang, Xuechao
Hou, Hui
SYNTHETIC COMMUNICATIONS, 2010, 40 (01) : 52 - 57
[4] Diprolyl nitriles as potent dipeptidyl peptidase IV inhibitors
Zhao, GH
Taunk, PC
Magnin, DR
Simpkins, LM
Robl, JA
Wang, AY
Robertson, JG
Marcinkeviciene, J
Sitkoff, DF
Parker, RA
Kirby, MS
Hamann, LG
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (18) : 3992 - 3995
[5] Potent inhibitors of dipeptidyl peptidase IV and their mechanisms of inhibition
Stöckel-Maschek, A
Stiebitz, B
Born, I
Faust, J
Mögelin, W
Neubert, K
CELLULAR PEPTIDASES IN IMMUNE FUNCTIONS AND DISEASES 2, 2000, 477 : 117 - 123
[6] Xanthine mimetics as potent dipeptidyl peptidase IV inhibitors
Kurukulasuriya, Ravi
Rohde, Jeffrey J.
Szczepankiewicz, Bruce G.
Basha, Fatima
Lai, Chunqui
Jae, Hwan-Soo
Winn, Martin
Stewart, Kent D.
Longenecker, Kenton L.
Lubben, Thomas W.
Ballaron, Stephen J.
Sham, Hing L.
von Geldern, Thomas W.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (24) : 6226 - 6230
[7] Synthesis and biological activity of sulphostin analogues, novel dipeptidyl peptidase IV inhibitors
Abe, M
Akiyama, T
Umezawa, Y
Yamamoto, K
Nagai, M
Yamazaki, H
Ichikawa, Y
Muraoka, Y
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (03) : 785 - 797
[8] Synthesis and structure-activity relationships of potent 4-fluoro-2-cyanopyrrolidine dipeptidyl peptidase IV inhibitors
Fukushima, Hiroshi
Hiratate, Akira
Takahashi, Masato
Mikami, Ayako
Saito-Hori, Masako
Munetomo, Eiji
Kitano, Kiyokazu
Chonan, Sumi
Saito, Hidetaka
Suzuki, Akio
Takaoka, Yuji
Yamamoto, Koji
BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (07) : 4093 - 4106
[9] Ketopyrrolidines and ketoazetidines as potent dipeptidyl peptidase IV (DPP IV) inhibitors
Ferraris, D
Ko, YS
Calvin, D
Chiou, T
Lautar, S
Thomas, B
Wozniak, K
Rojas, C
Kalish, V
Belyakov, S
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (22) : 5579 - 5583
[10] Potent and selective proline derived dipeptidyl peptidase IV inhibitors
Edmondson, SD
Mastracchio, A
Beconi, M
Colwell, LF
Habulihaz, B
He, HB
Kumar, SJ
Leiting, B
Lyons, KA
Mao, A
Marsilio, F
Patel, RA
Wu, JK
Zhu, L
Thornberry, NA
Weber, AE
Parmee, ER
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (20) : 5151 - 5155

← 1 2 3 4 5 →