Subtype selective tetracycline agonists and their application for a two-stage regulatory system
Subtype selective tetracycline agonists and their application for a two-stage regulatory system
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DOI：
10.1002/cbic.200600226
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发表时间：
2006-09-01
期刊：
影响因子：
3.2
通讯作者：
Gmeiner, Peter
中科院分区：
文献类型：
--
作者：
Berens, Christian;Lochner, Susanne;Gmeiner, Peter
概述：除非另有说明，否则所有反应均在空气中进行。用于化学合成的多西环素水合物、盐酸四环素和四环素水合物分别购自Heumann Pharma、Synopharm GmbH和Fluka。所有化学品均按购买时的原样使用。用于生物学试验的多西环素和脱水四环素分别以盐酸盐形式购自Sigma和Acros Organics（Geel，Belgium）。D-精氨酸和腔肠素购自PJK（Kleinblittersdorf，德国）。在Bruker Avance 360（360 MHz）或Bruker Avance 600（600 MHz）上在300 K下记录1H和13 C NMR谱。用Agilent 1100 HPLC与Bruker Esquire 2000质谱仪组合进行LC-MS分析。在Jeol GCmateII上记录HR-EIMS光谱。在Agilent 1100系统上使用RP-18柱（Agilent Zorbax 300 SB，7μm或CS-Chromatographie Eurospher C-18，7μm）和CH 3CN/0.1%aq. TFA或MeOH/0.1% aq. TFA作为溶剂系统。在Büchi色谱系统（二元泵B-688、梯度形成器B-687和玻璃柱B-685）上进行MPLC分离，在254 nm处使用Europrep 60-30 C18（Eurochrom®，Knauer）RP硅胶和CH 3CN/0.1% aq. TFA作为溶剂系统。在所有情况下，使用HPLC级溶剂。
General: All reactions were carried out in air unless otherwise indicated. Doxycycline hydrate, tetracycline hydrochloride and tetracycline hydrate for chemical synthesis were aquired from Heumann Pharma, Synopharm GmbH and Fluka, respectively. All chemicals were used as purchased. Doxycycline and anhydrotetrycycline for biological testing were purchased as hydrochlorides from Sigma and Acros Organics (Geel, Belgium), respectively. D-luciferin and coelenterazine were purchased from PJK (Kleinblittersdorf, Germany). 1H and 13C NMR spectra were recorded at 300 K on a Bruker Avance 360 (360 MHz) or a Bruker Avance 600 (600 MHz). LC-MS analyses were performed with an Agilent 1100 HPLC combined with a Bruker Esquire 2000 mass spectrometer. HR-EIMS spectra were recorded on a Jeol GCmateII. Preparative HPLC was performed on an Agilent 1100 system using RP-18 colums (Agilent Zorbax 300SB, 7µm or CS-Chromatographie Eurospher C-18, 7µm) and CH3CN/0.1% aq. TFA or MeOH/0, 1% aq. TFA as solvent systems. MPLC separation was performed on a Büchi Chromatography System (binary pump B-688, gradient former B-687 and glass columns B-685) with UV detection at 254 nm using Europrep 60-30 C18 (Eurochrom®, Knauer) RP silica gel and CH3CN/0.1% aq. TFA as a solvent system. In all cases HPLC grade solvents were used.