Anti-proliferation Activity against Tumor Cells of Non-paclitaxel-type Taxoids from Taxus cuspidate and Its Mechanism

Abstract

Abstract:

Four non-paclitaxel-type taxoids taxuspine (1), taxinine (2), 1β-hydroxyl-taxinine (3), and 9,10-deacetyl taxinine (4) were isolated from Taxus cuspidata. Their anti-proliferation effects on the cell lines of HeLa, HEC-1, SHIN3, HOC-21, and HAC-2 were evaluated by using MTT assay. In addition, the structure activity relationship and the possible mechanism were discussed. The results showed that only compound 4 exhibited significant anti-proliferation activities against HeLa, HEC-1, and HAC-2 cell lines and 9,10-hydroxyl and 5-cinnamoyl group were essential for the activity. Furthermore, the apoptosis induced by 9 in Hela cell was studied by Flow Cytometry (FCM), which indicated that the anti-proliferation activity of 9,10-deacetyl taxinine was achieved by inducing HeLa cell apoptosis probably.

Key words: Taxus cuspidata, non-paclitaxel-type taxoids, human tumor cell lines, anti-proliferation activity, apoptosis

LI Shan, MA Ru-Fei, WANG Si-Ming, Zhang-Man-Li, WANG Yu-Fang, Dong-Mei, SHI Qing-Wen, Zhang-Hong-Zhen. Anti-proliferation Activity against Tumor Cells of Non-paclitaxel-type Taxoids from Taxus cuspidate and Its Mechanism[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2010, 23(6): 1109-1113.

References

1 Zheng HC (郑汗臣),Cai SQ (蔡少青).Pharmacentical Botany and Pharmacognosia (药用植物学与生药学).Beijing:Peoples Medical Publishing House,2003.228.
2 Yao ZS (姚振生).Pharmacentical Botany (药用植物学).Beijing:China Press of Traditional Chinese Medicine,2003.221. 3 Miller RJ. A brief survey of Taxus alkaloids and other taxane derivatives.J Nat Prod, 1980, 43:425-437.
4 Baloglu E,Kingston,DGI.The taxane diterpenoids.J Nat Prod,1999,62:1448-1472.
5 Shi QW,Kiyota H,Oritani T.New taxoids isolated from the yew trees in the recent years.Nat Prod Res Dev,1999,11:62-78.
6 Shi QW,Kiyota K.New natural taxane diterpenoids from Taxus species since 1999.Chem Biodiv,2005,2:1597-1623.
7 Suzuki N,Fuse A.UV-sensitive human clonal cell line,Rsa,which has low repair activity,Mutat Res,1981,84:133-145.
8 Susuki N,Sekiya S,Sugano I,et al.Dipyridamole combined with tumor necrosis factor-a enhances inhibition of proliferation in human tumor cell lines,Jpn.J Cancer Re,1995,86:761-769.
9 Situ ZQ (司徒镇强).Cell Culture (细胞培养).Beijing:World Publishing Corporation,1996.134-138.
10 Mao JH (毛俊浩),Lv ZL (吕志良),Zeng QL (曾群力)Ruan H (阮红).Effects of the polysacchar ide of Atractyl is macrocephala Ko idz on the function of mouse T lymphocyte,Immuno logical Journal,1996,12:233.
11 Zuo LF (左连富).Flow Cytometry Sample Preparation (流式细胞术).Beijing:Huaxia Publishing House,1991.14-19.
12 Rocha AB,Lopes RM,Schwartsmann G.Natural products in anticancer therapy.Curr Opin Pharm.2001,1:364-369.
13 Clardy J. Walsh C.Lessons from natural molecules.Nature 2004,42: 829-837.
14 Napolitano U,Imperato F,Mossa B,et al.The role of neoadjuvant chemotherapy for squamous cell cervical cancer (Ib-IIIb):A long-term randomized trial.Eur J Gynaecol Oncol,2003,24:51-59.
15 Park DC,Kim JH,Lew YO,et al.Phase II trial of neoadjuvant paclitaxel and cisplatin in uterine cervical cancer.Gynecol Oncol,2004,92:59-63.
16 Kobayashi J,Shigemori H.Bioactive taxoids from Japanese yew Taxus cuspidata and taxol biosynthesis.Heterocycles,1999,52:1111-1133.
17 Kobayashi J,Shigemori H.Bioactive taxoids from the Japanese yew Taxus cuspidate.Med Res Rev,2002,22:305-328. 18 Shigemori H,Kobayashi J.Biological activity and chemistry of taxoids from the Japanese yew,Taxus cuspidate.J Nat Prod,2004,67:245-256.
19 Wang JH (王建华),Dong M (董玫),Zang JF (张军芳),et al.Effects of 3 taxanes from Taxus cuspida te on inh ib iting prolifera tion of cultured brea st cancer cells in vitro.Pharm Clinics Chin Mater Med (中药药理与临床), 2008,24(4): 27-28. 20 Hannun YA.Apoptosis and the dilemma of cancer chemotherapy.Blood,1997,89: 1845-1853.

[1]	ZHAO Yun-hui, JIANG Zong-ying, WANG Yan-jie. Effect of whittenolactone II on apoptosis of lung cancer mice based on JAK2/STAT3/PDL1 pathway [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1457-1463.
[2]	KANG Qin-zhao, YE Zhang-kai, ZENG You-qin, TAN Yu-zhu, CHEN Hu-lan. Study on the chemical constituents from ethyl acetate extracts of Euscaphis japonica fruits and their inhibitory effect on HepG2 cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(9): 1472-1483.
[3]	WANG Jian-liang, FU Sheng-jun, LI Lan-lan, LI Xi-xiang. Periplocin inhibits proliferation of prostate cancer cells by inducing autophagy [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1130-1141.
[4]	LI Zhen-hao, LI Ling, LIU Wan-yu, WANG Nan. Regulation effect and mechanism of natural borneol on biological behavior of cervical cancer cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(7): 1191-1199.
[5]	SUN Xiao-juan, WU An-nan, HOU Na, LI Na. Effects of aerobic exercise and resveratrol on the inflammation and apoptosis in kidney tissue of diabetes rats [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(6): 946-953.
[6]	KONG Hai-jun, CHEN Xiao-an, LI Xin-long. Mechanism of sea-buckthorn flavone on myocardial protection in rats after long-term exhausted exercise [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(6): 954-962.
[7]	WANG Le, LU Chun-bin. Molecular mechanism of sophoridine in the treatment of prostate cancer based on cell experiments in vitro and network pharmacology [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(3): 528-539.
[8]	ZHANG Bo-da, XIE Fang, HE Ya-ling, LIU Meng, PU Shan-shan. Effect and mechanism of oridonin inducing apoptosis in non-small cell lung cancer cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(10): 1692-1697.
[9]	WANG Xiao-lan, SHIJing-ya, LI Meng, WANG Ying-qing, ZHENG Xiao-ke, FENG Wei-sheng. Protective effect of polyacetylene compounds from the stem and leaves of Chrysanthemum morifolium Ramat on the HUVECs damage induced by ox-LDL [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2024, 36(10): 1742-1750.
[10]	LIN Hao, DAI Wei-hong, LIU Chang-jiang, CHEN Zong-jun, YAN Rong-yan, WANG Xian-wei. Mechanism of baicalin against colitis-associated colorectal cancer based on Hedgehog signal pathway [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(5): 741-749.
[11]	HAILIQIAN Tao-er-da-hong, LI Huan-huan, REN Guo-rui, GU Yuan-cun, WANG Xiao-jing. Preliminary study on the protective mechanism of neutral polysaccharide from Brassica rapa L. on oxidative damage in PC12 cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(5): 852-857.
[12]	FANG Yu-xiao, WANG Shu-mei. Study on mechanism of kaempferol inducing apoptosis of triple negative breast cancer cells through mitochondrial apoptosis pathway [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(3): 397-404.
[13]	ZHANG Nan, ZHANG Shang-long, LIAN Xiao-long, YANG Zhi-jun, MA Qu-huan, YE Li-qiao, DENG Yi, YANG Xiu-juan. Protective effect and mechanism of endophytic bacteria of Glycyrrhiza uralensis Fisch against cisplatin-induced damage of HEK293 cells [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(12): 2127-2136.
[14]	LIU Wen-juan, MA Shan-bo, LU Wen-fei, CUI Dong-xiao, XU Ding-qiao, YUE Shi-jun, CAO Wei, TANG Yu-ping. Isolation and purification of Qi-Gui polysaccharides and their in vitro inhibitory activity on tumor cell proliferation [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(10): 1651-1658.
[15]	WEN Xin, HU Jin-hang, CHENG Min, SONG Zhong-xing. Mechanism of Solanum nigrum in treatment of breast cancer based on network pharmacology,molecular docking and in vitro experimental verifcation [J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2023, 35(10): 1782-1793.