Cytotoxicity Study of Cyclo-pentapeptide Analogues of Marine

Natural Product Galaxamide towards Human Breast Cancer Cells

Jignesh Lunagariya1#, Xiaojian Liao1#, Weili Long1, Shenghui Zhong1, Poonam

Bhadja2, Hangbin Li1, Shihai Xu1*, Bingxin Zhao1*

1Department of Chemistry, Life Science School, Jinan University, Guangzhou

510632, China

2Institute of Biomineralization and Lithiasis Research, Jinan University, Guangzhou

510632, China

Supporting Information

Spectral data

1H and 13C NMR spectra of compound 1 S-2

ESI Mass Spectrum (Positive and negative mode) of compound 1 S-3

1H and 13C NMR spectra of compound 2 S-4

ESI Mass Spectrum (Positive and negative mode) of compound 2 S-5

1H and 13C NMR spectra of compound 3 S-6

ESI Mass Spectrum (Positive and negative mode) of compound 3 S-7

S-1

Compound 1

1H NMR

13C NMR

ESI Mass

S-2

Positive mode

+Q1: Exp 1, 0.622 to 0.993 min from Sample 6 (Phe) of 20160622S160638.wiff (Turbo Spray), subtracted (0.005 to 0.128 min), Smoothed, Smooth... Max. 5.0e6 cps.

300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200m/z, amu

2.0e5

4.0e5

6.0e5

8.0e5

1.0e6

1.2e6

1.4e6

1.6e6

1.8e6

2.0e6

2.2e6

2.4e6

2.6e6

2.8e6

3.0e6

3.2e6

3.4e6

3.6e6

3.8e6

4.0e6

4.2e6

4.4e6

4.6e6

4.8e6

5.0e6

Inte

ns

ity, c

ps

650.7

645.7628.7

Negative mode

-Q1: Exp 2, 0.684 to 1.054 min from Sample 6 (Phe) of 20160622S160638.wiff (Turbo Spray), subtracted (0.067 to 0.190 min), Smoothed, Smooth... Max. 1.8e6 cps.

300 350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200m/z, amu

1.0e5

2.0e5

3.0e5

4.0e5

5.0e5

6.0e5

7.0e5

8.0e5

9.0e5

1.0e6

1.1e6

1.2e6

1.3e6

1.4e6

1.5e6

1.6e6

1.7e6

1.8e6

Inte

ns

ity, c

ps

672.9

689.9

662.9

626.9 702.9 740.9

Compound 2

S-3

1H NMR

13C NMR

ESI Mass

Positive mode

S-4

+Q1: Exp 1, 0.622 to 0.993 min from Sample 7 (Nal) of 20160622S160638.wiff (Turbo Spray), subtracted (0.005 to 0.128 min), Smoothed, Smooth... Max. 4.4e6 cps.

350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200 1250 1300m/z, amu

2.0e5

4.0e5

6.0e5

8.0e5

1.0e6

1.2e6

1.4e6

1.6e6

1.8e6

2.0e6

2.2e6

2.4e6

2.6e6

2.8e6

3.0e6

3.2e6

3.4e6

3.6e6

3.8e6

4.0e6

4.2e6

4.4e6

Inte

ns

ity, c

ps

700.8

695.8

678.8

Negative mode

-Q1: Exp 2, 0.684 to 1.054 min from Sample 7 (Nal) of 20160622S160638.wiff (Turbo Spray), subtracted (0.067 to 0.190 min), Smoothed, Smoothe... Max. 2.2e6 cps.

350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200 1250 1300m/z, amu

1.0e5

2.0e5

3.0e5

4.0e5

5.0e5

6.0e5

7.0e5

8.0e5

9.0e5

1.0e6

1.1e6

1.2e6

1.3e6

1.4e6

1.5e6

1.6e6

1.7e6

1.8e6

1.9e6

2.0e6

2.1e6

2.2e6

Inte

ns

ity, c

ps

722.9

740.0

712.9

753.0

676.9

790.9

Compound 3

1H NMR

S-5

13C NMR

ESI Mass

Positive mode

S-6

+Q1: Exp 1, 0.499 to 0.746 min from Sample 11 (Tnp) of 20160622S160638.wiff (Turbo Spray), subtracted (0.005 to 0.128 min), Smoothed, Smoot... Max. 4.6e6 cps.

350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200m/z, amu

2.0e5

4.0e5

6.0e5

8.0e5

1.0e6

1.2e6

1.4e6

1.6e6

1.8e6

2.0e6

2.2e6

2.4e6

2.6e6

2.8e6

3.0e6

3.2e6

3.4e6

3.6e6

3.8e6

4.0e6

4.2e6

4.4e6

4.6e6

Inte

ns

ity, c

ps

689.7

684.9

667.7

Negative mode

-Q1: Exp 2, 0.561 to 0.807 min from Sample 11 (Tnp) of 20160622S160638.wiff (Turbo Spray), subtracted (0.067 to 0.190 min), Smoothed, Smoot... Max. 1.5e6 cps.

350 400 450 500 550 600 650 700 750 800 850 900 950 1000 1050 1100 1150 1200m/z, amu

1.0e5

2.0e5

3.0e5

4.0e5

5.0e5

6.0e5

7.0e5

8.0e5

9.0e5

1.0e6

1.1e6

1.2e6

1.3e6

1.4e6

1.5e6

Inte

ns

ity, c

ps

711.9

728.9

701.9

742.0665.9

S-7