A microwave promoted solvent-free approach to steroidal quinolines and their in vitro evaluation for antimicrobial activities

被引：79

作者：

Gogoi, Shyamalee ^{[1
]}

Shekarrao, Kommuri ^{[1
]}

Duarah, Aparajita ^{[2
]}

Bora, Tarun C. ^{[2
]}

Gogoi, Sanjib ^{[1
]}

Boruah, Romesh C. ^{[1
]}

机构：

[1] CSIR NE Inst Sci & Technol, Div Med Chem, Jorhat 785006, Assam, India

[2] CSIR NE Inst Sci & Technol, Div Biotechnol, Jorhat 785006, Assam, India

来源：

STEROIDS | 2012年 / 77卷 / 13期

关键词：

Microwave; Steroidal quinolines; beta-Bromovinylaldehyde; Arylamine; Antimicrobial; A-RING; ALDEHYDES;

D O I：

10.1016/j.steroids.2012.08.008

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The preparation of A-ring and D-ring fused steroidal quinolines is described from one-pot reaction of steroidal beta-bromovinylaldehydes and arylamines in solvent-free and catalyst-free condition under microwave irradiation. The antimicrobial activities of the compounds were tested by agar diffusion assay and broth macro dilution method. Compounds 7a, 7e and 7g-h showed promising in vitro activity when tested against fungal pathogen Aspergillus niger whereas compounds 7e-h and 7j showed promising activity when tested against fungal pathogen Candida albicans. Compounds 7c and 7f showed potent inhibition against the growth of Gram negative bacteria Pseudomonas aeruginosa and compounds 7e, 7g-h and 7j inhibited the growth of tested Gram positive bacteria Bacillus subtilis and Staphylococcus aureus. (C) 2012 Elsevier Inc. All rights reserved.

引用

页码：1438 / 1445

页数：8

共 27 条

[1] STEROIDAL HETEROCYCLES .X. STEROIDAL(3,2-D)PYRIMIDINES + RELATED COMPOUNDS [J].

ACKERMAN, JH ;

POTTS, GO ;

BEYLER, AL ;

CLINTON, RO .

JOURNAL OF MEDICINAL CHEMISTRY, 1964, 7 (02) :238-&

[2]

Anastas P., 1998, GREEN CHEM THEORY PR

[3]

Anastas P.T., 1996, GREEN CHEM DESIGNING, DOI [10.1021/bk-1996-0626, DOI 10.1021/BK-1996-0626]

[4] Determination of minimum inhibitory concentrations [J].

Andrews, JM .

JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2001, 48 :5-16

[5]

Balasubramanian M., 1996, COMPREHENSIVE HETERO, V5, P245, DOI 10.1016/B978-008096518-5.00109

[6] Convenient preparation of A-ring fused pyridines from steroidal enamides [J].

Barthakur, Madan G. ;

Borthakur, Moyurima ;

Boruah, Romesh C. .

STEROIDS, 2008, 73 (11) :1137-1142

[7] A novel and efficient Lewis acid catalysed preparation of pyrimidines:: Microwave-promoted reaction of urea and β-formyl enamides [J].

Barthakur, Madan G. ;

Borthakur, Moyurima ;

Devi, Prarthana ;

Saikia, Chandan J. ;

Saikia, Anil ;

Bora, Utpal ;

Chetia, Apurba ;

Boruah, Romesh C. .

SYNLETT, 2007, (02) :223-226

[8] Examinations on the constitution of bile acids, VI: On the condensation of some ketonic acids of the cholic acid group with aromatic aldehydes and isatine. [J].

Borsche, W ;

Frank, R .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1924, 57 :1373-1380

[9] Studies on the area of condensed aromatic nuclei. XII Announcement - On the influence of isatine on ketones of the sterine sequence [J].

Buu-Hoi, NP ;

Cagniant, P .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1944, 77 (02) :118-121

[10] Palladium-catalyzed C-N bond formation:: synthesis of 1-aryl-1H-pyrazoles from β-bromovinyl aldehydes and arylhydrazines [J].

Cho, Chan Sik ;

Patel, Daksha B. .

TETRAHEDRON, 2006, 62 (26) :6388-6391

← 1 2 3 →