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South African Journal of Chemistry

On-line version ISSN 1996-840X
Print version ISSN 0379-4350

S.Afr.j.chem. (Online) vol.61  Durban  2008

 

RESEARCH ARTICLE

 

Synthesis and antimicrobial activity of novel 3-[1-(3-nitrophenyl)-ethyl]-1-(indole-1-yl) substituted aryl/alkyl-phosphinoyl/thiophosphinoyl/ selenophosphinoyl-1H-indole derivatives

 

 

Boppudi Hari BabuI; M. Anil KumarI; Ch. MohanI; C. Naga RajuI, *; B. Venu BabuII; Ch. Chandi Maruti KumariIII; Payala AnuradhaIII

IDepartment of Chemistry, Sri Venkateswara University, Tirupati-517 502, India
IIDivïs Laboratories Ltd. (R&D), Sanath Nagar, Hyderabad-500 018, India
IIIDepartment of Microbiology, Sri Padmavati Women's University, Tirupati-517 502, India

 

 


ABSTRACT

Syntheses of novel 3-[1-(3-nitrophenyl)-ethyl]-1-(indole-1-yl) substituted aryl/alkyl phosphinoyl/thiophosphinoyl/ selenophosphinoyl-1H-indole derivatives were accomplished in two steps. The synthetic route involves the cyclisation of equimolar quantities of 3-[1H-3-indolyl(3-nitrophenyl)methyl]-1H-indole with dichlorophenyl phosphine/ethyldichlorophosphite in the presence of triethylamine in dry acetonitrile at room temperature. These compounds were further converted to the corresponding oxides, sulphides and selenides by reacting them with hydrogen peroxide, sulphur and selenium, respectively. The structures of the novel products were established by elemental analyses, IR, 1H, 13C and 31P NMR and mass spectroscopy. They were screened for antibacterial and antifungal activity against Staphylococcus aureus/Klebsiella pneumoniae and Pellicularia solmanicolor/Macrophomina phaseolina, respectively.

Keywords: Bisindolylalkanes, alkyl/aryl phosphorodichloridates, antimicrobial activity


 

 

Full text available only in pdf format.

 

Acknowledgements

The authors express thanks to Prof. C. Devendranath Reddy and Dr C. Suresh Reddy, Department of Chemistry, Sri Venkateswara University, Tirupati, India, for encouragement, and the Director, Indian Institute of Sciences, Bangalore, India, for recording spectral data.

 

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Received 26 October 2007
Revised 14 December 2007
Accepted 21 January 2008

 

 

* To whom correspondence should be addressed. E-mail: naga_raju04@yahoo.co.in

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