Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H37Rv

Uday Sandbhor; Subhash Padhye; David Billington; Daniel Rathbone; Scott Franzblau; Christopher E. Anson; Annie K. Powell

doi:10.1016/S0162-0134(02)00406-3

Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv

Uday Sandbhor
, Subhash Padhye^*
, David Billington
, Daniel Rathbone
, Scott Franzblau
, Christopher E. Anson
, Annie K. Powell

^*Corresponding author for this work

Universität Karlsruhe
Savitribai Phule Pune University
Aston University
University of Illinois at Chicago

Research output: Contribution to journal › Article › peer-review

46 Citations (Scopus)

Abstract

N¹-Benzylidene-pyridine carboxamidrazones and their metal conjugates have emerged as a new class of potential antimycobacterial agents. Nine such carboxamidrazone analogs (L₁-L₉) along with their Cu(II) (MC₁-MC₉) and Fe(III) (MC₁₀-MC₁₈) complexes were synthesized. Single crystal X-ray structures of copper complexes MC₁ and MC₅ were determined which suggest slightly distorted square planer geometries for copper complexes and octahedral geometries for ferric compounds. All compounds were evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv. The results show 32-64-fold enhancement in antitubercular activity upon copper complexation.

Original language	English
Pages (from-to)	127-136
Number of pages	10
Journal	Journal of Inorganic Biochemistry
Volume	90
Issue number	3-4
DOIs	https://doi.org/10.1016/S0162-0134(02)00406-3
Publication status	Published - 7 Jun 2002

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Carboxamidrazone
Metal complexes
Tuberculosis
X-Ray crystal structure

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Sandbhor, U., Padhye, S., Billington, D., Rathbone, D., Franzblau, S., Anson, C. E., & Powell, A. K. (2002). Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv. Journal of Inorganic Biochemistry, 90(3-4), 127-136. https://doi.org/10.1016/S0162-0134(02)00406-3

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abstract = "N1-Benzylidene-pyridine carboxamidrazones and their metal conjugates have emerged as a new class of potential antimycobacterial agents. Nine such carboxamidrazone analogs (L1-L9) along with their Cu(II) (MC1-MC9) and Fe(III) (MC10-MC18) complexes were synthesized. Single crystal X-ray structures of copper complexes MC1 and MC5 were determined which suggest slightly distorted square planer geometries for copper complexes and octahedral geometries for ferric compounds. All compounds were evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv. The results show 32-64-fold enhancement in antitubercular activity upon copper complexation.",

keywords = "Carboxamidrazone, Metal complexes, Tuberculosis, X-Ray crystal structure",

author = "Uday Sandbhor and Subhash Padhye and David Billington and Daniel Rathbone and Scott Franzblau and Anson, \{Christopher E.\} and Powell, \{Annie K.\}",

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Sandbhor, U, Padhye, S, Billington, D, Rathbone, D, Franzblau, S, Anson, CE & Powell, AK 2002, 'Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv', Journal of Inorganic Biochemistry, vol. 90, no. 3-4, pp. 127-136. https://doi.org/10.1016/S0162-0134(02)00406-3

Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv. / Sandbhor, Uday; Padhye, Subhash; Billington, David et al.
In: Journal of Inorganic Biochemistry, Vol. 90, No. 3-4, 07.06.2002, p. 127-136.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H37Rv

AU - Sandbhor, Uday

AU - Padhye, Subhash

AU - Billington, David

AU - Rathbone, Daniel

AU - Franzblau, Scott

AU - Anson, Christopher E.

AU - Powell, Annie K.

PY - 2002/6/7

Y1 - 2002/6/7

N2 - N1-Benzylidene-pyridine carboxamidrazones and their metal conjugates have emerged as a new class of potential antimycobacterial agents. Nine such carboxamidrazone analogs (L1-L9) along with their Cu(II) (MC1-MC9) and Fe(III) (MC10-MC18) complexes were synthesized. Single crystal X-ray structures of copper complexes MC1 and MC5 were determined which suggest slightly distorted square planer geometries for copper complexes and octahedral geometries for ferric compounds. All compounds were evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv. The results show 32-64-fold enhancement in antitubercular activity upon copper complexation.

AB - N1-Benzylidene-pyridine carboxamidrazones and their metal conjugates have emerged as a new class of potential antimycobacterial agents. Nine such carboxamidrazone analogs (L1-L9) along with their Cu(II) (MC1-MC9) and Fe(III) (MC10-MC18) complexes were synthesized. Single crystal X-ray structures of copper complexes MC1 and MC5 were determined which suggest slightly distorted square planer geometries for copper complexes and octahedral geometries for ferric compounds. All compounds were evaluated for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv. The results show 32-64-fold enhancement in antitubercular activity upon copper complexation.

KW - Carboxamidrazone

KW - Metal complexes

KW - Tuberculosis

KW - X-Ray crystal structure

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Sandbhor U, Padhye S, Billington D, Rathbone D, Franzblau S, Anson CE et al. Metal complexes of carboxamidrazone analogs as antitubercular agents 1. Synthesis, X-ray crystal-structures, spectroscopic properties and antimycobacterial activity against Mycobacterium tuberculosis H₃₇Rv. Journal of Inorganic Biochemistry. 2002 Jun 7;90(3-4):127-136. doi: 10.1016/S0162-0134(02)00406-3