Synthesis and evaluation of new bis-1,3,4,2-triazaphospholinoalkane derivatives as in vitro α-amylase and lipase inhibitors

Archiv der Pharmazie

Volumn 348, Issue 3, 2015, Pages 188-193

  Hamzaoui, Salwa ^a   Ben Salah, Bochra ^a   Hamden, Khaled ^a   Rekik, Awatef ^a   Kossentini, Mohamed ^a  

^a University of Sfax   (Tunisia)

Author keywords

Bis triazaphospholinoalkanes; Diabetes; Lipase; Obesity; Amylase

Indexed keywords

1,6 BIS (5 ETHYL 2 CHLORO 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)HEXANE; 1,6 BIS (5 ETHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)DODECANE; 1,6 BIS (5 ETHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)HEXANE; 1,6 BIS (5 ETHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)OCTANE; 1,6 BIS (5 METHYL 2 CHLORO 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)DODECANE; 1,6 BIS (5 METHYL 2 CHLORO 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)HEXANE; 1,6 BIS (5 METHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)DODECANE; 1,6 BIS (5 METHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)HEXANE; 1,6 BIS (5 METHYL 2 PHENYL 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)OCTANE; 1,8 BIS (5 ETHYL 2 CHLORO 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)OCTANE; 1,8 BIS (5 METHYL 2 CHLORO 2 OXO 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)OCTANE; 1,GAMMA BIS (5 ALKYL 2 OXIDE 3 TOSYL 1,3,4,2 TRIAZAPHOSPHOLINO)ALKANE DERIVATIVE; ACARBOSE; ALKANE DERIVATIVE; AMYLASE; AMYLASE INHIBITOR; ANTIDIABETIC AGENT; ANTIOBESITY AGENT; ESTERASE INHIBITOR; TRIACYLGLYCEROL LIPASE; TRIAZOPHOS; UNCLASSIFIED DRUG; ALKANE; ENZYME INHIBITOR;

ANALYTIC METHOD; ANTIDIABETIC ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DIABETES MELLITUS; DRUG SCREENING; DRUG SYNTHESIS; ELEMENTAL ANALYSIS; ENZYME INHIBITION; IC50; IN VITRO STUDY; INFRARED SPECTROSCOPY; OBESITY; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ANTAGONISTS AND INHIBITORS; CHEMICAL STRUCTURE; COMPARATIVE STUDY; DRUG DESIGN; METABOLISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ALKANES; ALPHA-AMYLASES; ANTI-OBESITY AGENTS; DRUG DESIGN; ENZYME INHIBITORS; HYPOGLYCEMIC AGENTS; LIPASE; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84923828467     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201400283     Document Type: Article

References (27)

1. G. Danaei, M. M. Finucane, Y. Lu, G. M. Singh, M. J. Cowan, C. J. Paciorek, J. K. Lin, F. Farzadfar, Y. H. Khang, G. A. Stevens, M. Rao, M. K. Ali, L. M. Riley, C. A. Robinson, M. Ezzati, Lancet 2011, 378, 31-40.
2. K. Hamden, A. Bengara, Z. Amri, A. Elfeki, Mol. Cell. Biochem. 2013, 381, 85-94.
3. K. Hamden, H. Keskes, S. Belhaj, K. Mnafgui, A. Feki, N. Allouche, Lipids Health Dis. 2011, 10, 226-236.
4. N. Mahaboob Basha, D. Seenaiah, A. Padmaja, V. Padmavathi, D. Suresh Bhargav, T. Vijaya, Arch. Pharm. Chem. Life Sci. 2014, 347, 54-67.
5. J. F. Yang, H. Cao, B. A. Liu, Y. M. Ma, J. Chin. Chem. Soc. 2011, 58, 369-375.
6. M. P. Gajewski, H. Beall, M. Schnieder, S. M. Stranahan, M. D. Mosher, K. C. Rider, N. R. Natale, Bioorg. Med. Chem. Lett. 2009, 19, 4067-4069.
7. N. O. Mahmoodi, J. Parvizi, B. Sharifzadeh, M. Rassa, Arch. Pharm. Chem. Life Sci. 2013, 346, 860-864.
8. R. Filosa, A. Peduto, S. Di Micco, P. De Caprariis, M. Festa, A. Petrella, G. Capranico, G. Bifulco, Bioorg. Med. Chem. 2009, 17, 13-24.
9. B. Song, X. Qu, L. Zhang, K. Han, D. W. C. Xiang, H. Wu, T. Wang, Y. Teng, P. Yu, J. Chem. Pharm. Res. 2014, 6, 239-243.
10. D. Maciejewska, M. Rasztawicka, I. Wolska, E. Anuszewska, B. Gruber, Eur. J. Med. Chem. 2009, 44, 4136-4147.
11. Y. H. Yang, M. S. Cheng, Q. H. Wang, H. Nie, N. Liao, J.Wang, H.Chen., Eur.J.Med.Chem. 2009, 44, 1808-1812.
12. S. Wang, Y. Chen, X. Liu, X. Xu, X. Liu, B.-F. Liu, G. Zhang, Arch. Pharm. Chem. Life Sci. 2014, 347, 32-41.
13. A. N. M. A. Alaghaz, R. A. Ammar, Eur. J. Med. Chem. 2010, 45, 1314-1322.
14. K. Uma, Rao Maheswara, H. Namkoong, Yu Chul, C. Park, Chung Moon, Oh Young, Arch. Pharm. Chem. Life Sci. 2013, 346, 851-859.
15. S. Rasheed, K. Venkataramana, K. Chandrasekhar, G. Fareeda, C. N. Raju, Arch. Pharm. Chem. Life Sci. 2012, 345, 294-301.
16. S. A. Abdel-Aziz, T. E. Ali, K. M. El-Mahdy, S. M. Abdel- Karim, Eur. J. Chem. 2011, 2, 25-35.
17. X.-B. Chen, Q. Shi, Phosphorus Sulfur Silicon 2008, 183, 1134-1144.
18. P. Koparir, M. Karaarslan, C. Orek, M. Koparir, Phosphorus Sulfur Silicon 2011, 186, 2368-2376.
19. S. Hamzaoui, A. Ben Salem, A. Ben Hsouna, N. Chaari, M. Trigui, M. Mourer, M. Kossentini, Med. J. Chem. 2012, 5, 246-258.
20. S. Hamzaoui, K. Hamden, A. Ben Salem, M. Mourer, J. Bernard Regnouf-De-Vains, M. Kossentini, Arch. Pharm. Chem. Life Sci. 2013, 346, 321-329.
21. H. Chouaieb, M. BenMosbah, M. Kossentini, M. Salem, Heterocycl. Commun. 2007, 13, 4.
22. H. Slimani, S. Touil, Tetrahedron Lett. 2011, 52, 6481-6483.
23. T. E. Ali, H. Silvia, Heteroatom Chem. 2009, 20, 117-122.
24. T. E. Ali, Arkivoc 2008, ii, 71-79.
25. M. Balba, N. Abd, N. El-Hady, N. Taha, E. H. Rezki, Ashry El, Eur. J. Med. Chem. 2011, 46, 2596-2601.
26. N. W. Tietz, E. A. Fiereck, Clin. Chim. Acta. 1966, 13, 352-358.
27. W. Junge, K. Leybold, B. Kraack, J. Clin. Chem. Clin. Biochem. 1983, 21, 445-451.