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Pyrazole-oxadiazole Conjugates: Synthesis, Antiproliferative

Activity and Inhibition of Tubulin Polymerization

Ahmed Kamal,

*[a,d] Anver Basha Shaik,

[a] Sowjanya Polepalli,

[b] Vangala Santosh Reddy,

[a]

G. Bharath Kumar,[a]

Soma Gupta,[a]

K.V.S. Rama Krishna[c]

Ananthamurthy

Nagabhushana,[e]

Rakesh K Mishra,[e]

Nishant Jain[b]

aMedicinal Chemistry and Pharmacology, CSIR ‒ Indian Institute of Chemical Technology, Hyderabad 500

007, India bCentre for Chemical Biology CSIR-Indian Institute of Chemical Technology Hyderabad 500 007, India

cNuclear Magnetic Resonance Centre CSIR-Indian Institute of Chemical Technology Hyderabad 500 007, India dDepartment of Medicinal Chemistry National Institute of Pharmaceutical Education and Research (NIPER),

Hyderabad-500 037, India eCSIR ‒ Centre for Cellular and Molecular Biology, Hyderabad‒500 007, India

*Correspondence: ahmedkamal@iict.res.in; Phone: (+) 91-40-27193157; Fax: (+) 91-40-

27193189.

Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2014

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1H NMR and 13C NMR spectra of conjugate 11a:

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1H NMR and 13C NMR spectra of conjugate 11b:

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1H NMR and 13C NMR spectra of conjugate 11c:

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1H NMR and 13C NMR spectra of conjugate 11d:

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1H NMR and 13C NMR spectra of conjugate 11e:

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1H NMR and 13C NMR spectra of conjugate 11f:

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1H NMR and 13C NMR spectra of conjugate 11g:

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1H NMR and 13C NMR spectra of conjugate 11h:

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1H NMR and 13C NMR spectra of conjugate 11i:

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1H NMR and 13C NMR spectra of conjugate 12a:

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1H NMR and 13C NMR spectra of conjugate 12b:

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1H NMR and 13C NMR spectra of conjugate 12c:

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1H NMR and 13C NMR spectra of conjugate 12d:

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1H NMR and 13C NMR spectra of conjugate 12e:

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1H NMR and 13C NMR spectra of conjugate 12f:

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1H NMR and 13C NMR spectra of conjugate 12g:

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1H NMR and 13C NMR spectra of conjugate 12h:

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1H NMR and 13C NMR spectra of conjugate 12i:

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1H NMR and 13C NMR spectra of conjugate 17a:

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1H NMR and 13C NMR spectra of conjugate 17b: