Synthesis, anti-fungal activity evaluation and QSAR studies on podophyllotoxin derivatives

• Authors: K. Anil Kumar , Sanjay Kumar Singh , B. Siva Kumar , Mukesh Doble
• Languages of publication: EN

Abstracts

EN

The anti-fungal and cytotoxic activites of podophyllotoxin and seven C-4 substituted podophyllotoxin ester derivatives, viz: trans-cinnamyl, cis-cinnamyl, o-methoxy cinnamyl, dimethyl acrylyl, p-methoxy phenyl acetyl, 3,4-dimethoxy phenyl acetyl and 2,5-dimethoxy phenyl acetyl esters were evaluated on four fungi, viz: Macrophomina phaseolina, Fusarium oxysporum, Myrrothecium verrucarria and Asperigillus candidus, The podophyllotoxin derivatives were synthesised and their structures were elucidated. Quantitative structure activity relationships were developed between the activity of these compounds against the four fungi and molecular descriptors. The linear regression models developed had one to two descriptors. For all the cases the r
2 was in the range of 0.73 to 0.96, indicating good data fit and q
2 was in the range of 0.60 to 0.68, indicating that the predictive capabilities of the models were acceptable. Solvent accessible surface area (namely the partial positive solvent-accessible surface area), A log P, highest occupied molecular orbital and conformational energy were identified as important descriptors.

Keywords

EN

Podophyllotoxin esters; quantitative structure activity relationships; anti fungal and cancer; solvent accessible surface area

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2007
• Volume: 5
• Issue: 3
• Pages: 880-897

Dates

published

1 - 9 - 2007

online

1 - 9 - 2007

Contributors

author

K. Anil Kumar

• Department of Chemistry, Sri Sathya Sai University, Prashanthi Nilayam, 515134, Andhra Pradesh, India

author

Sanjay Kumar Singh

• Department of Chemistry, Sri Sathya Sai University, Prashanthi Nilayam, 515134, Andhra Pradesh, India

author

B. Siva Kumar

• Department of Chemistry, Sri Sathya Sai University, Prashanthi Nilayam, 515134, Andhra Pradesh, India

author

Mukesh Doble

• Department of Biotechnology, IIT, Madras, -600036, India

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Identifiers

DOI

10.2478/s11532-007-0036-6