Download - Cleistanthane diterpenes from the seed of Caesalpinia sappan and their antiausterity activity against PANC-1 human pancreatic cancer cell line

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Cleistanthane Diterpenes from the Seed of Caesalpinia sappan and their

antiausterity activity against PANC-1 human pancreatic cancer cell line

Nguyen Xuan Hai,a Nguyen Thi Thanh Mai,a Nguyen Anh Thy,a Nguyen Thi Y Nhi,a Phan Thi Anh

Dao,a Ho Thi Phuoc,a Phan Nguyen Huu Trong,a Dang Hoang Phu,a Nguyen Trung Nhan,a Jun-ya Ueda,b

Suresh Awale*,b

a Faculty of Chemistry, University of Science, Vietnam National University-Hochiminh City, Vietnam

bFrontier Research Core for Life Sciences, University of Toyama, 2630 Sugitani, Toyama 930-0194,

Japan

*Corresponding author at: Frontier Research Core for Life Sciences, University of Toyama, 2630-

Sugitani, Toyama 930-0194, Japan. Tel.: +81 076-434-7640; fax: +81 076-434-7640; E-mail:

[email protected] (S. Awale).

Contents

1H NMR, 13C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinon (1)

S1−S8

1H NMR, 13C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinol A (2)

S9−S16

1H NMR, 13C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinol B (3)

S17−S24

Fig. S1 1H

NM

R spectrum

of compound 1 (C

DC

l3 , 500 MH

z)

Fig. S2 13C

NM

R spectrum

of compound 1 (C

DC

l3 , 500 MH

z)

Fig. S3 DEPT spectrum

of compound 1 (C

DC

l3 )

Fig. S4 C

OSY

spectrum of com

pound 1 (CD

Cl3 )

Fig. S5 H

SQC

spectrum of com

pound 1 (CD

Cl3 )

Fig. S6 H

MB

C spectrum

of compound 1 (C

DC

l3 )

Fig. S7 N

OESY

spectrum of com

pound 1 (CD

Cl3 )

Fig. S8 M

S spectrum of com

pound 1

Fig. S9 1H

NM

R spectrum

of compound 2 (C

DC

l3 , 500 MH

z)

Fig. S10 13C

NM

R spectrum

of compound 2 (C

DC

l3 , 500 MH

z)

Fig. S11 D

EPT spectrum of com

pound 2 (CD

Cl3 )

Fig. S12 C

OSY

spectrum of com

pound 2 (CD

Cl3 )

Fig. S13 H

SQC

spectrum of com

pound 2 (CD

Cl3 )

Fig. S14 H

MB

C spectrum

of compound 2 (C

DC

l3 )

Fig. S25 N

OESY

spectrum of com

pound 2 (CD

Cl3 )

Fig. S16 M

S spectrum of com

pound 2

Fig. S17 1H

NM

R spectrum

of compound 3 (C

DC

l3 , 500 MH

z)

Fig. S18 13C

NM

R spectrum

of compound 3 (C

DC

l3 , 500 MH

z)

Fig. S19 D

EPT spectrum of com

pound 3 (CD

Cl3 )

Fig. S20 C

OSY

spectrum of com

pound 3 (CD

Cl3 )

Fig. S21 H

SQC

spectrum of com

pound 3 (CD

Cl3 )

Fig. S22 H

MB

C spectrum

of compound 3 (C

DC

l3 )

Fig. S23 N

OESY

spectrum of com

pound 3 (CD

Cl3 )

Fig. S24 M

S spectrum of com

pound 3