Cytotoxic Chalcones from <i>Desmodium
               oxyphyllum</i>

Gao, Xue-Mei; Wang, Huan; Li, Yin-Ke; Ji, Bing-Kun; Xia, Cong-Fang; Yang, Juan-Xia; Zhou, Min; Ye, Yan-Qing; Hu, Qiu-Fen

doi:10.5935/0103-5053.20150034

Xue-Mei Gao

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Huan Wang

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Yin-Ke Li

College of Resource and Environment, Yuxi Normal University, 653100 Yuxi, P. R. China

Bing-Kun Ji

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Cong-Fang Xia

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Juan-Xia Yang

College of Resource and Environment, Yuxi Normal University, 653100 Yuxi, P. R. China

Min Zhou

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Yan-Qing Ye

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

Qiu-Fen Hu ^**e-mail: huqiufena@aliyun.com

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031 Kunming, P. R. China

*e-mail: huqiufena@aliyun.com

No.	1		2		3
No.	δ_C (mult.)	δ_H (mult., J in Hz)	δ_C (mult.)	δ_H (mult., J in Hz)	δ_C (mult.)	δ_H (mult., J in Hz)
1	126.9 s	-	126.1 s	-	126.6 s	-
2	130.2 s	-	130.9 s	-	131.0 s	-
3	144.0 s	-	143.4 s	-	144.1 s	-
4	148.0 s	-	150.2 s	-	147.3 s	-
5	113.8 d	6.80 (d, 1H, J 8.5, Ph-H)	113.0 d	6.87 (d, 1H, J 8.5, Ph-H)	113.6 d	6.81 (d, 1H, J 8.5, Ph-H)
6	120.0 d	7.42 (d, 1H, J 8.5, Ph-H)	120.2 d	7.47 (d, 1H, J 8.5, Ph-H)	120.0 d	7.43 (d, 1H, J 8.5, Ph-H)
1'	114.2 s	-	114.9 s	-	114.6 s	-
2'	164.5 s	-	164.1 s	-	164.2 s	-
3'	102.9 d	6.37 (d, 1H, J 2.2, Ph-H)	103.9 d	6.37 (d, 1H, J 2.2, Ph-H)	102.7 d	6.38 (d, 1H, J 2.2, Ph-H)
4'	168.5 s	-	166.1 s	-	168.2 s	-
5'	107.6 d	6.45 (dd, 1H, J 8.8, 2.2, Ph-H)	108.7 d	6.49 (dd, 1H, J 8.8, 2.2, Ph-H)	107.3 d	6.48 (dd, 1H, J 8.8, 2.2, Ph-H)
6'	133.1 d	8.08 (d, 1H, J 8.8, Ph-H)	133.1 d	8.09 (d, 1H, J 8.8, Ph-H)	133.1 d	8.04 (d, 1H, J 8.8, Ph-H)
1"	25.3 t	3.60 (d, 2H, J 6.8, CH₂)	25.2 t	3.60 (d, 2H, J 6.8, CH₂)	23.2 t	3.43 (d, 2H, J 6.8, CH₂)
2"	124.0 d	5.14 (t, 1H, J 6.8, CH)	123.9 d	5.13 (t, 1H, J 6.8, CH)	123.2 d	5.21 (t, 1H, J 6.8, CH)
3"	132.0 s	-	132.0 s	-	134.5 s	-
4"	26.0 q	1.63 (s, 3H, CH₃)	25.9 q	1.68 (s, 3H, CH₃)	68.9 t	3.96 (s, 2H, CH₂)
5"	18.0 q	1.83 (s, 3H, CH₃)	17.9 q	1.85 (s, 3H, CH₃)	14.3 q	1.68 (s, 3H, CH3)
a	119.2 d	7.65 (d, 1H, J 15.1, CH)	119.4 d	7.63 (d, 1H, J 15.1, CH)	119.1 d	7.62 (d, 1H, J 15.1, CH)
b	143.2 d	8.18 (d, 1H, J 15.1, CH)	143.0 d	8.19 (d, 1H, J 15.1, CH)	143.0 d	8.20 (d, 1H, J 15.1, CH)
C=O	192.3 s	-	192.5 s	-	192.5 s	-
4-OMe	-	-	55.9 q	3.80 (s, 3H, CH3)	-	-
4'-OMe	56.0 q	3.80 (s, 3H, CH3)	-	-	56.0 q	3.80 (s, 3H, CH₃)
3-OH	-	12.83 (s, 1H, OH)	-	12.88 (s, 1H, OH)	-	12.85 (s, 1H, OH)
4-OH	-	12.51 (s, 1H, OH)	-	-	-	12.50 (s, 1H, OH)
2'-OH	-	13.17 (s, 1H, OH)	-	13.45 (s, 1H, OH)	-	13.18 (s, 1H, OH)
4'-OH	-	-	-	13.66 (s, 1H, OH)	-	-

Compound	NB4	A549	SHSY5Y	PC3	MCF7
1	> 10	8.2	5.6	> 10	6.5
2	3.6	5.8	> 10	8.7	> 10
3	8.9	7.6	> 10	8.5	5.7
Paclitaxel	0.03	0.02	0.2	0.2	0.1

[1] *e-mail: huqiufena@aliyun.com

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Cytotoxic Chalcones from Desmodium oxyphyllum