title: Efficient one-pot protocol for diverse pyrazolylphosphonates by multi-component reactions: their antioxidant and antibacterial activities.
abstract: Efficient one-pot three-component reactions of pyrazolones with arylaldehydes and triethyl phosphite were carried out in the presence of ethylenediammonium diacetate as catalyst to synthesize biologically interesting pyrazolylphosphonate derivatives. This methodology offers several significant advantages such as environmentally benign character, the use of a mild catalyst, high yields, and ease of handling. The synthesized compounds were screened for their antioxidant and antibacterial activities. The result showed that compound 4d [Formula: see text] exhibited a strong free radical scavenger toward DPPH free radicals compared with standard BHT [Formula: see text]. In addition, compounds 4e and 4p showed potent antibacterial activities against Gram-negative bacteria of E. coli and compound 4o exhibited a potent activity against Gram-positive bacteria of S. aureus compared with standard Ampicillin.
authors: School of Chemical Engineering, Yeungnam University, Gyeongsan, 712-749, Republic of Korea.
authors: So Rang
authors: SR
authors: Kang
authors: Yong Rok
authors: YR
authors: Lee
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000975:Antioxidants; D063065:Organophosphonates
references: J Agric Food Chem. 2006 Feb 8;54(3):803-9
references: 16448186
references: Bioorg Med Chem Lett. 2007 Aug 15;17(16):4557-61
references: 17574416
references: Chem Rev. 2005 Jan;105(1):67-114
references: 15720152
references: Pharmazie. 2001 Jan;56(1):28-32
references: 11210663
references: J Med Chem. 1986 Jan;29(1):29-40
references: 3510298
references: J Agric Food Chem. 2003 Jan 29;51(3):742-5
references: 12537451
references: Am J Clin Pathol. 1966 Apr;45(4):493-6
references: 5325707
references: Chem Rev. 2004 Dec;104(12):6177-215
references: 15584699
references: J Med Chem. 1989 Jul;32(7):1652-61
references: 2661820
references: Org Lett. 2002 Mar 7;4(5):761-3
references: 11869121
references: J Org Chem. 1997 Apr 18;62(8):2414-2422
references: 11671575
references: Bioorg Med Chem Lett. 2002 Aug 19;12(16):2105-8
references: 12127514
references: Bioorg Med Chem. 2008 Apr 15;16(8):4569-78
references: 18313934
references: J Org Chem. 2005 Nov 25;70(24):10121-3
references: 16292852
references: Bioorg Med Chem Lett. 2007 Sep 1;17(17):4873-7
references: 17588750
references: Org Lett. 2006 May 11;8(10):2099-101
references: 16671791
references: Chem Pharm Bull (Tokyo). 1984 Apr;32(4):1568-77
references: 6467462
references: Bioorg Med Chem Lett. 2008 May 1;18(9):2845-9
references: 18424044
references: Org Lett. 2005 Mar 3;7(5):851-3
references: 15727457