Supporting Information

nZ,(n+4)Z-Dienoic Fatty Acids: A New Method for the Synthesis and Inhibitory Action on Topoisomerase I and IIα

Vladimir A. D’yakonov,*a Lilya U. Dzhemileva,*b Aleksey A. Makarov,a Alfiya R. Mulyukova,a Dmitry S. Baev,c Elza K. Khusnutdinova,d Tatiana G. Tolstikova,c Usein M. Dzhemileva

a Institute of Petrochemistry and Catalysis of Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa, Bashkortostan, 450075, Russian Federation

b Department of Immunology and Human's Reproductive Health, Bashkir State Medical University, 3 Lenin Street, Ufa, Bashkortostan, 450003, Russian Federation

c N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, Novosibirsk, 630090, Russian Federation

b Department of Genetics and Fundamental Medicine, Bashkir State University, 32 Zaki Validi Street, Ufa, Bashkortostan, 450043, Russian Federation

Corresponding Authors* E-mail: , .

NMR spectra [(3Z,7Z)-Ecosa-3,7- dienoic acid (4a)]

NMR spectra [(5Z,9Z)-Ecosa-5,9- dienoic acid (4c)]

NMR spectra [(5Z,9Z)-Octacosa-5,9-dienoic acid (4f)]

NMR spectra [(6Z,10Z)-Ecosa-6,10-dienoic acid (4g)]

NMR spectra [(7Z,11Z)-Ecosa-7,11-dienoic acid (4h)]

NMR spectra [(11Z,15Z)-Octacosa-11,15- dienoic acid (4k)]

NMR spectra [(5Z,9Z)-11-phenylundeca-5,9-dienoic acid (4l)]

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Table 1. Minimum binding energies of the tested compounds with topoisomerase I, IIα and DNA minor groove

Acid / Binding affinity (hTop1), kcal/mol / Binding affinity (hTop IIα + DNA), kcal/mol / Binding affinity (DNA), kcal/mol / Structure
1. / (3Z,7Z)-Ecosa-3,7- dienoic acid (4a) / -6.0 / -4.8 / -5.4 /
2. / (5Z,9Z)-Hexadeca-5,9-dienoic acid (4b) / -5.8 / -4.8 / -4.8 /
3. / (5Z,9Z)-Ecosa-5,9- dienoic acid (4c) / -5.9 / -5.0 / -5.2 /
4. / (6Z,10Z)-Ecosa-6,10-dienoic acid (4g) / -6.2 / -5.0 / -5.1 /
5. / (7Z,11Z)-Ecosa-7,11-dienoic acid (4h) / -5.9 / -5.3 / -5.1 /
6. / (11Z,15Z)-Ecosa-11,15-dienoic acid (4i) / -5.8 / -5.0 / -5.0 /
7. / (11Z,15Z)-Octacosa-11,15- dienoic acid (4k) / -5.8 / -4.5 / -4.1 /
8. / (5Z,9Z)-11-Phenyl-5,9-undecadienoic acid (4l) / -7.0 / -5.4 / -5.4 /

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