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Supporting Information for Nontoxic antimicrobial micellar systems based on mono- and di- cationic Dabco-surfactants and furazolidone: structure- solubilization properties relationships Tatiana N. Pashirova a* , Evgeniya A. Burilova a , Svetlana S. Lukashenko a , Nail K. Gaysin b , Oleg I. Gnezdilov c , Anastasia S. Sapunova a , Ana R. Fernandes d,e , Aleksandra D. Voloshina a , Eliana B. Souto d,e , Elena P. Zhiltsova a , Lucia Ya. Zakharova a a Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Arbuzov St., 8, Kazan, 420088, Russia b Kazan National Research Technological University, Karl Marx St., 68, Kazan,420015 Russia c Kazan E. K. Zavoisky Physical-Technical Institute, FRC Kazan Scientific Center, Russian Academy of Sciences, Sibirsky tract 10/7, Kazan, 420029, Russia d Department of Pharmaceutical Terchnology, Faculty of Pharmacy, University of Coimbra (FFUC), Pólo das Ciências da Saúde, Azinhaga de Santa Comba, 3000-548 Coimbra, Portugal e CEB - Centre of Biological Engineering, University of Minho, Campus de Gualtar 4710- 057 Braga, Portugal *Corresponding authors: Tatiana N. Pashirova A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, 8, ul. Arbuzov, S1

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Page 1: ars.els-cdn.com · Web viewAbsorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-14 S6 Figure S5. Absorption profile

Supporting Information for

Nontoxic antimicrobial micellar systems based on mono- and di-cationic Dabco-surfactants

and furazolidone: structure-solubilization properties relationships

Tatiana N. Pashirovaa*, Evgeniya A. Burilovaa, Svetlana S. Lukashenkoa, Nail K. Gaysinb, Oleg I.

Gnezdilovc, Anastasia S. Sapunovaa, Ana R. Fernandesd,e, Aleksandra D. Voloshinaa, Eliana B.

Soutod,e, Elena P. Zhiltsovaa, Lucia Ya. Zakharovaa

aArbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian

Academy of Sciences, Arbuzov St., 8, Kazan, 420088, Russia

bKazan National Research Technological University, Karl Marx St., 68, Kazan,420015 Russia

cKazan E. K. Zavoisky Physical-Technical Institute, FRC Kazan Scientific Center, Russian

Academy of Sciences, Sibirsky tract 10/7, Kazan, 420029, RussiadDepartment of Pharmaceutical Terchnology, Faculty of Pharmacy, University of Coimbra

(FFUC), Pólo das Ciências da Saúde, Azinhaga de Santa Comba, 3000-548 Coimbra, Portugal

eCEB - Centre of Biological Engineering, University of Minho, Campus de Gualtar 4710-057

Braga, Portugal

*Corresponding authors:

Tatiana N. Pashirova A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, 8, ul. Arbuzov, 420088 Kazan, Russian Federation Telf.: +7(843) 2 73 22 93; Fax: +7(843) 2 73 22 53;E-mail: [email protected]

S1

Page 2: ars.els-cdn.com · Web viewAbsorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-14 S6 Figure S5. Absorption profile

Contents Figure S1. Dependence of observed self-diffusion coefficient of mono-CS-14 and hexamethyldisiloxane on concentration and inverse concentration of mono-CS-14 in D2O S3Figure S2. Dependence of observed self-diffusion coefficient of mono-CS-18 and hexamethyldisiloxane on concentration and inverse concentration of mono-CS-18 in D2O S4Figure S3. Dependence of observed self-diffusion coefficient of di-CS-18 and hexamethyldisiloxane on concentration and inverse concentration of di-CS-18 in D2O S5Figure S4. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-14 S6Figure S5. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-16 S7Figure S6. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-18 S8Figure S7. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of CTAB S9Figure S8. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of SDS S10Figure S9 Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of mono-CS-12 S11Figure S10. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of mono-CS-14 S12Figure S11. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of mono-CS-16 S13Figure S12. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of mono-CS-18 S14Figure S13. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of di-CS-14 S15Figure S14. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of di-CS-16 S16Figure S15. Absorption profile of Sudan I in water-micellar solutions in the presence of increasing concentration of di-CS-18 S17Figure S16. The ratio of the molar concentrations of furazolidone in the micellar and aqueous phases vs. the concentration of di-CS-16 surfactant in the micelles S18

S2

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Figure S1. Dependence of observed self-diffusion coefficient (Dobs) of mono-CS-14 (1), hexamethyldisiloxane (2) on concentration and inverse concentration of mono-CS-14 (3) in D2O at 30 °C

S3

Page 4: ars.els-cdn.com · Web viewAbsorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-14 S6 Figure S5. Absorption profile

Figure S2. Dependence of observed self-diffusion coefficient (Dobs) of mono-CS-18 (1) and hexamethyldisiloxane (2) on concentration (1,2) and inverse concentration (3) of mono-CS-18 in D2O at 30 °C

S4

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Figure S3. Dependence of observed self-diffusion coefficient (Dobs) of di-CS-18 (1) and hexamethyldisiloxane (2) on concentration (1,2) and inverse concentration (3) of di-CS-18-Et (3) in D2O at 30 °C

S5

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Figure S4. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-14, Cmono-CS-14 = 0.1; 0.2; 0.4; 0.6; 0.8; 1; 1.5; 2; 2.5; 3; 3.2; 3.6; 4; 4.2; 4.5; 5; 5.5, L = 1cm, 25ºC.

S6

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Figure S5. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-16, Cmono-CS-16 = 0.02; 0.04; 0.06; 0.08; 0.1; 0.2; 0.4; 0.6; 0.7; 0.8; 1; 1.2; 1.4; 1.6; 1.8; 2; 2.2; 2.5; 3; 3.5, L = 1cm, 25ºC.

S7

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Figure S6. Absorption profile of Orange OT in water-micellar solutions in the presence of increasing concentration of the mono-CS-18, Cmono-CS-18 = 0.002; 0.004; 0.006; 0.008; 0.01; 0.02; 0.04; 0.06; 0.08; 0.09; 0.1; 0.15; 0.2; 0.22; 0.25; 0.3; 0.35; 0.4; 0.6; 0.7; 0.8; 0.9; 1, L = 1cm, 25ºC.

S8

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Figure S7. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of CTAB, CCTAB: 0.02, 0.04, 0.06, 0.08, 0.1, 0.2, 0.6, 0.8, 1.5, 1.8, 2, 2.5

mM, L = 1cm, λmax = 483 nm

S9

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Figure S8. - Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of SDS, CSDS: 0.2, 0.6, 0.8, 1, 2, 4, 6, 8, 10, 15, 18, mM, L = 1cm, λmax =

488 nm

S10

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Figure S9. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of mono-CS-12, Cmono-CS-12: 0.2, 0.4, 0.8, 1, 2, 4, 8, 10, 15, 18, 20 mM, L

= 1cm, λmax = 488 nm.

S11

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Figure S10. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of mono-CS-14, Cmono-CS-14: 0.2, 0.4, 0.8, 1, 2, 3, 4, 4.5, 5, 6, mM, L =

1cm, λmax = 486 nm

S12

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Figure S11. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of mono-CS-16, Cmono-CS-16: 0.02, 0.04, 0.06, 0.08, 0.1, 0.2, 0.6, 0.8, 1,

1.5, 1.8, 2.5, mM, L = 1cm, λmax = 486 nm.

S13

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Figure S12. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of mono-CS-18, Cmono-CS-18: 0.004, 0.006, 0.008, 0.01, 0.02, 0.04, 0.06,

0.08, 0.1, 0.2, 0.3 mM, L = 1cm, λmax = 492 nm.

S14

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Figure S13. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of di-CS-14, Cdi-CS-14: 0.2, 0.4, 0.6, 0.8, 1, 2, 4, 6, 7, 8.5, 9, 10, 12 mM, L

= 1cm, λmax = 485 nm.

S15

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Figure S14. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of di-CS-16, Cdi-CS-16: 0.06, 0.08, 0.1, 0.2, 0.6, 0.8, 1.5, 2, 2.5, 3, 3.5, 4.0,

5.0 mM, L = 1см, λmax = 486 nm.

S16

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Figure S15. Absorption profile of Sudan I in water-micellar solutions in the presence of

increasing concentration of di-CS-18, Cdi-CS-18: 0.02, 0.04, 0.06, 0.08, 0.1, 0.2, 0.4, 1, 1.2, 1.6, 1.8,

2 mM, L = 1см, λmax = 486 nm.

S17

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Figure S16. The ratio of the molar concentrations of furazolidone in the micellar and aqueous phases vs. the concentration of di-CS-16 surfactant in the micelles.

S18