Chemical Constituents from the Leaves of Juglans Mandshurica

SUPPLEMENTARY MATERIAL

Chemical constituents from the leaves of Juglans mandshurica

Da Lei Yao • Chang Hao Zhang • Jie Luo • Mei Jin • Ming Shan Zheng • Jiong Mo Cui • Jong Keun Son • Gao Li

Da Lei Yao and Chang Hao Zhangcontributed equally to this study.

D. Yao • C Zhang • J Luo • M Jin • M Zheng • J Cui • G Li (*)

Key Laboratory of Natural Resources of the Changbai Mountain and Functional Molecules, Ministry of Education, Yanbian University College of Pharmacy, Yanji 133002, P. R. China

e-mail:

M Jin

Affiliated Hospital of Yanbian University, Yanji 133000, China

J Son

College of Pharmacy, Yeungnam University, Gyongsan 712-749, Korea

Abstract Two new (1 and 3) and two known diarylheptanoids (2 and 4), along with two tetralones (5 and 6), one naphthoquinone (7), four phenylpropanoids (8–11), and one polyphenol (12) were isolated from the leaves of Juglans mandshurica. Their structures were elucidated on the basis of spectral and chemical data. Compounds 2 and 10 are firstly isolated from this plant and 8 and 12 were isolated from the Juglans genus for the first time. Among these compounds, only 7 exhibited moderate cytotoxicities against cultured MGC-803, A549, K562, andHeLatumor cell lines with IC50 values of 25.90, 28.60, 39.06, 44.90 μM, respectively.

Key words Juglans mandshurica; Juglandaceae; diarylheptanoid; cytotoxicity; tetralone; phenylpropanoid

Figure S1 1H-NMR Spectrum of Compound 1 in CDCl3 (500 MHz).

Figure S2 13C-NMR Spectrum of Compound 1 in CDCl3 (125 MHz).

Figure S3 DEPT135 Spectrum of Compound 1 in CDCl3 (125 MHz).

Figure S4 HMQC Spectrum of Compound 1 in CDCl3 (500 MHz).

Figure S5 1H-1H COSY Spectrum of Compound 1 in CDCl3 (500 MHz).

Figure S6 HMBC Spectrum of Compound 1 in CDCl3 (500 MHz).

Figure S7 HR-ESI-MS Spectrum of Compound 1.

Figure S8 CD Spectrum of Compound 1.

Figure S9 UV Spectrum of Compound 1.

Figure S10 IR Spectrum of Compound 1.

Figure S11 1H-NMR Spectrum of Compound 3 in CDCl3 (500 MHz).

Figure S12 13C-NMR Spectrum of Compound 3 in CDCl3 (125 MHz).

Figure S13 DEPT135 Spectrum of Compound 3 in CDCl3 (125 MHz).

Figure S14 HMQC Spectrum of Compound 3 in CDCl3 (500 MHz).

Figure S15 1H-1H COSY Spectrum of Compound 3 in CDCl3 (500 MHz).

Figure S16 HMBC Spectrum of Compound 3 in CDCl3 (500 MHz).

Figure S17 HR-ESI-MS Spectrum of Compound 3.

Figure S18 CD Spectrum of Compound 3.

Figure S19 UV Spectrum of Compound 3.

Figure S20 IR Spectrum of Compound 3.