modification and antiprotozoal activity adamantylated ... · 1 adamantylated organosilatranes:...

1

Adamantylated organosilatranes: Design, synthesis and potential appraisal in surface

modification and antiprotozoal activity

Gurjaspreet Singha,*, Sunita Rania, Sanchita Gawria, Shweta Sinhab, Rakesh Sehgalb

a Department of Chemistry, Panjab University, Chandigarh, 160014, India

b Department of Medical Parasitology, Research Block-A, PGIMER, Chandigarh, 160012,

India

Table of contents

Entry Page No.

[1H, 13C]NMR and mass spectra of 1 2-3







FT-IR spectra of Fe3O4 (A) and Fe3O4@SiO2

(B) 12

Zeta potential of Ad-HNPs13

Electronic Supplementary Material (ESI) for New Journal of Chemistry.This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

2

Figure S1. 1H NMR spectrum of 1

Figure S2. 13C NMR spectrum of 1

3

WATERS, Q-TOF MICROMASS (ESI-MS) SAIF/CIL,PANJAB UNIVERSITY,CHANDIGARH

m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100SUNITA ADE-1 8 (0.148) TOF MS ES+

4.09e3395.18074085

215.0833794

174.0474777

396.05253795

417.20422125

811.4274776

418.1696478 812.4404

371

HN SiO

OO

N

O1

Figure S3. Mass spectrum of 1


4


WATERS, Q-TOF MICROMASS (LC-MS) SAIF/CIL,PANJAB UNIVERSITY,CHANDIGARH

m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100SUNITA S-5 12 (0.135) Sm (SG, 2x3.00); Cm (8:39) TOF MS ES+

2.31e3413.12311

150.01996

84.9561

148.9381

116.9292

103.073

287.5639

157.9447

233.0343180.9

287

283.0323

258.0114

288.0336

304.0275

342.0213

326.195

451.01663

414.1989

847.11326

452.0672

497.0494

453.0381

454.0122

638.0417

529.0219

584.196

562.193

844.5395

825.1304

645.1302

738.2138

754.197

863.11295

864.1846

865.1513

909.1253

866.1229

S SiO

OO

N

O2


5



6


m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100PROMILA MA-1 26 (0.291) Cm (8:40) TOF MS ES+

1.20e4462.311977

216.18025

234.22427

248.21590

463.32971

464.3639

NH

O

HN SiO

OO

N

O

3



7


m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100SUNITA L-1 21 (0.305) Cm (8:31) TOF MS ES+

2.27e4492.222729

470.314724

508.221153

509.27883

510.22041

961.5988

NH

O

HN SiO

OO

NS

4


8



9


m/z150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100SUNITA S-6 17 (0.191) Sm (SG, 2x3.00); Cm (7:45) TOF MS ES+

6.13e3455.06126

192.11992

148.9588

116.9377

295.01587248.0

1413

216.0424

279.0535

346.11494

295.5658

368.1936

369.0263 419.6

245

477.14597 931.2

4432

701.22169

478.12164

539.01042

493.1756

523.1341

693.5396

540.0385 571.1

305 646.6258

928.52054

701.42028

909.31438

822.3727

874.2222

932.33070

933.31553

993.2681947.2

423

NH

O

S SiO

OO

NO

5



10



m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150

%

0

100AMANDEEP A-5 12 (0.134) Cm (7:40) TOF MS ES+

1.20e4470.111977

448.26418

275.62667

243.61652

143.0100391.1

751144.1;386

259.61042

396.11657

276.1876

315.1368

404.21542

405.2429

690.74869

471.24083

486.22185

532.11670

487.2591

682.8654533.2

499

691.34157

691.82640 917.4

2622

692.31022

918.41328

979.4618

919.4508

NH

O

S SiO

OO

NS

6


11



12


m/z100 150 200 250 300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000

%

0

100AMANDEEP MA-5- 13 (0.145) Cm (12:22) TOF MS ES+

8.97e3478.28967

216.15192

192.21377

174.2531

149.0446

234.13174

301.12477

275.21317

235.1519

419.2618302.2

424

479.23483

752.41308500.2

1206

510.3398 560.2

309

753.4624

754.4;279

O

O NNN

SiO

OO

N

7


Figure S22. FT-IR spectra of Fe3O4 (A) and Fe3O4@SiO2 (B)

13

Figure S23. Zeta potential of Ad-HNPs

modification and antiprotozoal activity adamantylated ... · 1 adamantylated organosilatranes:...

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