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 2019

Submitted to New Journal of Chemistry (Manuscript ID: NJ-ART-05-2019-002580)

Design, Synthesis, In silico docking studies and biological evaluation of novel quinoxaline-hydrazide hydrazone-1,2,3-triazole hybrids as α-glucosidase inhibitors, antioxidants

Settypalli Triloknadh,a Chunduri Venkata Rao*a, Maddineni Aruna Kumaria, Begari Nagarajua, Allagadda Rajasekhar,b Kotha Peddannab and Chippada Appa Raob

aDepartment of Chemistry, bDepartment of Biochemistry, Sri University, - 517502, , India.

*a Corresponding author: Prof. Chunduri Venkata Rao E-Mail: [email protected], Tel: +91 9849605140, Fax: +918772289555. ORCID: 0000-0001-8008-3763

First author: Dr. Settypalli Triloknadh ORCID: 0000-0001-8106-1646

CONTENTS Pg. No 1H-NMR Spectra of synthesized compounds ------1-21 13C-NMR Spectra of synthesized compounds ------22 - 35 MASS Spectra of synthesized compounds------36-53

Supporting Information, Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 1

1H-NMR spectrum of compound 2

Supporting Information, 1 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 2a

1H-NMR spectrum of compound 3

Supporting Information, 2 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 3a

1H-NMR spectrum of compound 7

Supporting Information, 3 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 8a

1H-NMR spectrum of compound 8c

Supporting Information, 4 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 8d

1H-NMR spectrum of compound 8f

Supporting Information, 5 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 8g

1H-NMR spectrum of compound 8h

Supporting Information, 6 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 8j

1H-NMR spectrum of compound 9

Supporting Information, 7 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 9a

1H-NMR spectrum of compound 10

Supporting Information, 8 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 11

1H-NMR spectrum of compound 12

Supporting Information, 9 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 13d

1H-NMR spectrum of compound 13g

Supporting Information, 10 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 13i

1H-NMR spectrum of compound 13j

Supporting Information, 11 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 14a

1H-NMR spectrum of compound 14b

Supporting Information, 12 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 14c

1H-NMR spectrum of compound 14d

Supporting Information, 13 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 14e

1H-NMR spectrum of compound 14f

Supporting Information, 14 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 14g

1H-NMR spectrum of compound 14h

Supporting Information, 15 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 14i

1H-NMR spectrum of compound 14j

Supporting Information, 16 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 15a

1H-NMR spectrum of compound 15b

Supporting Information, 17 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 15c

1H-NMR spectrum of compound 15d

Supporting Information, 18 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 15e

1H-NMR spectrum of compound 16a

Supporting Information, 19 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 16b

1H-NMR spectrum of compound 16c

Supporting Information, 20 Department of Chemistry, Sri Venkateswara University –Tirupati

1H-NMR spectrum of compound 16d

1H-NMR spectrum of compound 16e

Supporting Information, 21 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 1

13C-NMR spectrum of compound 2

Supporting Information, 22 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 2a

13C-NMR spectrum of compound 3

Supporting Information, 23 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 3a

13C-NMR spectrum of compound 11

Supporting Information, 24 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 12

13C-NMR spectrum of compound 13d

Supporting Information, 25 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 13i

13C-NMR spectrum of compound 14a

Supporting Information, 26 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 14b

13C-NMR spectrum of compound 14c

Supporting Information, 27 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 14d

13C-NMR spectrum of compound 14e

Supporting Information, 28 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 14f

13C-NMR spectrum of compound 14g

Supporting Information, 29 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 14h

13C-NMR spectrum of compound 14i

Supporting Information, 30 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 14j

13C-NMR spectrum of compound 15b

Supporting Information, 31 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 15c

13C-NMR spectrum of compound 15d

Supporting Information, 32 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 15e

13C-NMR spectrum of compound 16a

Supporting Information, 33 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 16b

13C-NMR spectrum of compound 16c

Supporting Information, 34 Department of Chemistry, Sri Venkateswara University –Tirupati

13C-NMR spectrum of compound 16d

13C-NMR spectrum of compound 16e

Supporting Information, 35 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 1

Mass spectrum of compound 2

Supporting Information, 36 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 2a

Mass spectrum of compound 3

Supporting Information, 37 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 3a

Mass spectrum of compound 13a

Supporting Information, 38 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 13e

Mass spectrum of compound 13g

Supporting Information, 39 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 13i

Mass spectrum of compound 13j

Supporting Information, 40 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14a

Mass spectrum of compound 14c

Supporting Information, 41 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14b

Supporting Information, 42 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14b

Supporting Information, 43 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14d

Mass spectrum of compound 14e

Supporting Information, 44 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14f

Mass spectrum of compound 14g

Supporting Information, 45 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14h

Mass spectrum of compound 14i

Supporting Information, 46 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 15a

Supporting Information, 47 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 15a

Supporting Information, 48 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 14j

Mass spectrum of compound 15b

Supporting Information, 49 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 15c

Mass spectrum of compound 15d

Supporting Information, 50 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 15e

Mass spectrum of compound 16a

Supporting Information, 51 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 16b

Mass spectrum of compound 16c

Supporting Information, 52 Department of Chemistry, Sri Venkateswara University –Tirupati

Mass spectrum of compound 16d

Mass spectrum of compound 16e

Supporting Information, 53 Department of Chemistry, Sri Venkateswara University –Tirupati