Cleistanthane diterpenes from the seed of Caesalpinia sappan and their antiausterity activity...

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Supplimentary material 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 b Frontier 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 1 H NMR, 13 C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinon (1) S1S8 1 H NMR, 13 C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinol A (2) S9S16 1 H NMR, 13 C NMR, DEPT, COSY, HSQC, HMBC, NOESY and MS spectrum of tomocinol B (3) S17S24

Transcript of Cleistanthane diterpenes from the seed of Caesalpinia sappan and their antiausterity activity...

Supplimentary material

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