Synthesis of 3,3′-carbonyl-bis(chromones) and their activity as mammalian alkaline phosphatase inhibitors

被引:31
作者
Miliutina, Mariia [1 ]
Ejaz, Syeda Abida [2 ]
Iaroshenko, Viktor O. [1 ,3 ]
Villinger, Alexander [1 ]
Iqbal, Jamshed [2 ]
Langer, Peter [1 ,4 ]
机构
[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[2] COMSATS Inst Informat Technol, Ctr Adv Drug Res, Abbottabad, Pakistan
[3] Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine
[4] Univ Rostock EV, Leibniz Inst Katalyse, D-18059 Rostock, Germany
关键词
BONE MINERALIZATION; CHAMAEJASMINE; BIFLAVONOIDS; CALCIFICATION; APOPTOSIS; POTENT; CELLS;
D O I
10.1039/c5ob01350j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hitherto unknown 3,3'-carbonyl-bis(chromones) 8, dimeric chromones bridged by a carbonyl group, were prepared by reaction of chromone-3-carboxylic acid chloride with 3-(dimethylamino)-1-(2-hydroxyphenyl)-2-propen-1-ones 9. The method is generally applicable for the synthesis of novel symmetrical or non-symmetrical products which were found to inhibit mammalian alkaline phosphatases.
引用
收藏
页码:495 / 502
页数:8
相关论文
共 32 条
[1]   Identification of novel chromone based sulfonamides as highly potent and selective inhibitors of alkaline phosphatases [J].
al-Rashida, Mariya ;
Raza, Rabia ;
Abbas, Ghulam ;
Shah, Muhammad Shakil ;
Kostakis, George E. ;
Lecka, Joanna ;
Sevigny, Jean ;
Muddassar, Muhammad ;
Papatriantafyllopoulou, Constantina ;
Iqbal, Jamshed .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 66 :438-449
[2]   SYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIPS OF DISODIUM CROMOGLYCATE AND SOME RELATED COMPOUNDS [J].
CAIRNS, H ;
COX, JSG ;
MINSHULL, R ;
FITZMAUR.C ;
LORD, GH ;
LEE, TB ;
KING, J ;
JOHNSON, PB ;
HUNTER, D .
JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (06) :583-+
[3]   Synthesis of phospholipase A2 inhibitory biflavonoids [J].
Chen, JJ ;
Chang, HW ;
Kim, HP ;
Park, H .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (09) :2373-2375
[4]   KINETIC AND THERMODYNAMIC CONTROL IN THE LITHIATION OF 2,6-DIMETHYLCHROMONE, AND SELECTIVE LITHIATIONS IN 2-(X-FURYL)CHROMONES AND IN FURANOCHROMONES RELATED TO KHELLIN [J].
COSTA, AMBSRCS ;
DEAN, FM ;
JONES, MA ;
SMITH, DA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (09) :1707-1712
[5]   SYNTHESIS AND REACTIONS OF 3,3'-BICHROMONES AND 2,3'-BICHROMONES [J].
EIDEN, F ;
PRIELIPP, L .
ARCHIV DER PHARMAZIE, 1977, 310 (02) :109-115
[6]   CHROMONYL-(3)-METHANOL-DERIVATIVES AND BISCHROMONYL-(3)-METHANE-DERIVATIVES [J].
EIDEN, F ;
LUFT, W .
ARCHIV DER PHARMAZIE, 1974, 307 (01) :12-17
[7]   2,2-BI-4-PYRONES - STUDIES OF 4-PYRONES [J].
EIDEN, F ;
PRIELIPP, L .
ARCHIV DER PHARMAZIE, 1974, 307 (06) :461-465
[8]   BENZOPYRONES .14. SYNTHESIS AND ANTI-ALLERGIC PROPERTIES OF SOME N-TETRAZOLYLCARBOXAMIDES AND RELATED COMPOUNDS [J].
ELLIS, GP ;
BECKET, GJP ;
SHAW, D ;
WILSON, HK ;
VARDEY, CJ ;
SKIDMORE, IF .
JOURNAL OF MEDICINAL CHEMISTRY, 1978, 21 (11) :1120-1126
[9]   BENZOPYRANS .17. TRIETHYLAMINE-MEDIATED TRANSFORMATION OF 4-OXO-4H-1-BENZOPYRAN-3-CARBOXALDEHYDE [J].
GHOSH, CK ;
BANDYOPADHYAY, C ;
TEWARI, N .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (15) :2812-2815
[10]  
Harnisch H, 1973, LIEBIGS ANN CHEM, V765, P8