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MedKoo product information:
Tetrandrine
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MedKoo Code#: 202900
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Name: Tetrandrine
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CAS#: 518-34-3
Synonym:
IUPAC/Chemical name:
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Chemical structure |
Theoretical analysis
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Chemical Formula: C38H42N2O6
Exact Mass: 622.30429
Molecular Weight: 622.75
m/z: 622.30429 (100.0%), 623.30764 (41.1%),
624.31100 (8.2%), 624.30853 (1.2%), 625.31435 (1.1%)
Elemental Analysis: C, 73.29; H, 6.80; N,
4.50; O, 15.41
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Availability and price:
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Information about this agent
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Tetrandrine, a bisbenzylisoquinoline alkaloid, exerts
antitumor effects against some cancers. Tetrandrine induced
apoptosis in concentration- and time-dependent manner. Tetrandrine
increased expression of ERK 1/2 and p38 MAPK; inhibition of p38 MAPK
reduced tetrandrine-induced apoptosis; inhibition of ERK1/2 did not.
Tetrandrine had significant effects on tumors including slower growth
and longer animal survival time and higher survival rate. Higher dose
and earlier treatment were more effective than lower dose and delayed
treatment. TUNEL staining showed prominent tetrandrine-induced apoptosis
of tumors. These data suggest that tetrandrine induced significant
apoptosis of cultured and subcutaneous CT-26 cells. Tetrandrine-induced
apoptosis might be at least partially related to activation of the p38
MAPK signaling pathway. see: Wu JM, Chen Y, Chen JC, Lin TY,
Tseng SH., Tetrandrine induces apoptosis and growth suppression of colon
cancer cells in mice. Cancer Lett. 2010 Jan 28;287(2):187-95. Epub 2009
Jul 7.
Current developer:
1: Cheng Z, Wang K, Wei J, Lu X, Liu B.
Proteomic analysis of anti-tumor effects by tetrandrine treatment in
HepG2 cells. Phytomedicine. 2010 May 27. [Epub ahead of print] PubMed
PMID: 20554191.
2: Li X, Zhen D, Lu X, Xu H, Shao Y, Xue Q, Hu Y, Liu B, Sun W. Enhanced
cytotoxicity and activation of ROS-dependent c-Jun NH2-terminal kinase
and caspase-3 by low doses of tetrandrine-loaded nanoparticles in Lovo
cells--a possible Trojan strategy against cancer. Eur J Pharm Biopharm.
2010 Aug;75(3):334-40. Epub 2010 May 11. PubMed PMID: 20438840.
3: Jiang S, Zu Y, Zhang Y, Fu Y, Efferth T, Wang Z, Wang J. Transport of
a Hydrophilic Paclitaxel Derivative, 7-Xylosyl-10-Deacetylpaclitaxel, by
Human Intestinal Epithelial Caco-2 Cells. Planta Med. 2010 Apr 22. [Epub
ahead of print] PubMed PMID: 20414861.
4: Susa M, Choy E, Yang C, Schwab J, Mankin H, Hornicek F, Duan Z.
Multidrug resistance reversal agent, NSC77037, identified with a
cell-based screening assay. J Biomol Screen. 2010 Mar;15(3):287-96. Epub
2010 Feb 11. PubMed PMID: 20150589.
5: Chen LM, Liang YJ, Zhang X, Su XD, Dai CL, Wang FP, Yan YY, Tao LY,
Fu LW. Reversal of P-gp-mediated multidrug resistance by
Bromotetrandrine in vivo is associated with enhanced accumulation of
chemotherapeutical drug in tumor tissue. Anticancer Res. 2009
Nov;29(11):4597-604. PubMed PMID: 20032409.
6: Chen Y, Chen JC, Tseng SH. Effects of tetrandrine plus radiation on
neuroblastoma cells. Anticancer Res. 2009 Aug;29(8):3163-71. PubMed
PMID: 19661330.
7: Ji BS, He L. CJX1, an amlodipine derivative, interacts with ATPase of
human P-glycoprotein. Cell Biol Int. 2009 Oct;33(10):1073-8. Epub 2009
Jul 7. PubMed PMID: 19589390.
8: Wu JM, Chen Y, Chen JC, Lin TY, Tseng SH. Tetrandrine induces
apoptosis and growth suppression of colon cancer cells in mice. Cancer
Lett. 2010 Jan 28;287(2):187-95. Epub 2009 Jul 7. PubMed PMID: 19586712.
9: Li R, Li X, Xie L, Ding D, Hu Y, Qian X, Yu L, Ding Y, Jiang X, Liu
B. Preparation and evaluation of PEG-PCL nanoparticles for local
tetradrine delivery. Int J Pharm. 2009 Sep 8;379(1):158-66. Epub 2009
Jun 12. PubMed PMID: 19524653.
10: Cho HS, Chang SH, Chung YS, Shin JY, Park SJ, Lee ES, Hwang SK, Kwon
JT, Tehrani AM, Woo M, Noh MS, Hanifah H, Jin H, Xu CX, Cho MH.
Synergistic effect of ERK inhibition on tetrandrine-induced apoptosis in
A549 human lung carcinoma cells. J Vet Sci. 2009 Mar;10(1):23-8. PubMed
PMID: 19255520; PubMed Central PMCID: PMC2801106.
11: Deng WY, Luo SX, Zhou MQ, Li N, Chen XB, Han LL. [The study of
anti-tumor effect of Tetrandrine combined with Nedaplatin on human liver
cancer cell line 7402]. Zhong Yao Cai. 2008 Oct;31(10):1522-5. Chinese.
PubMed PMID: 19230406.
12: Chen Y, Chen JC, Tseng SH. Tetrandrine suppresses tumor growth and
angiogenesis of gliomas in rats. Int J Cancer. 2009 May
15;124(10):2260-9. Erratum in: Int J Cancer. 2009 Sep 1;125(5):1241.
PubMed PMID: 19165864.
13: Iorns E, Lord CJ, Ashworth A. Parallel RNAi and compound screens
identify the PDK1 pathway as a target for tamoxifen sensitization.
Biochem J. 2009 Jan 1;417(1):361-70. PubMed PMID: 18976239.
14: Qian XP, Liu BR, Hu J, Li M, Hu WJ, Sun J, Yu LX. [Inhibitory effect
of tetrandrine on angiogenesis]. Ai Zheng. 2008 Oct;27(10):1050-5.
Chinese. PubMed PMID: 18851784.
15: Wang TX, Yang XH. Reversal effect of isotetrandrine, an isoquinoline
alkaloid extracted from Caulis Mahoniae, on P-glycoprotein-mediated
doxorubicin-resistance in human breast cancer (MCF-7/DOX) cells. Yao Xue
Xue Bao. 2008 May;43(5):461-6. PubMed PMID: 18717331.
16: Lei X, Kong L, Zou H, Ma H, Yang L. Evaluation of the interaction of
bioactive compounds in Cortex Pseudolarix and Radix Stephaniae by the
microdialysis probe coupled with high performance liquid
chromatography-mass spectrometry. J Chromatogr A. 2009 Mar
13;1216(11):2179-84. Epub 2008 May 29. PubMed PMID: 18573500.
17: Liu B, Wang T, Qian X, Liu G, Yu L, Ding Y. Anticancer effect of
tetrandrine on primary cancer cells isolated from ascites and pleural
fluids. Cancer Lett. 2008 Sep 8;268(1):166-75. Epub 2008 May 20. PubMed
PMID: 18495333.
18: Chen XL, Ren KH, He HW, Shao RG. Involvement of PI3K/AKT/GSK3beta
pathway in tetrandrine-induced G1 arrest and apoptosis. Cancer Biol Ther.
2008 Jul;7(7):1073-8. Epub 2008 Apr 16. PubMed PMID: 18437054.
19: Hou Y, Guo T, Wu C, He X. Effect of tetrandrine combined with
epirubicin on the growth of human breast carcinoma multidrug resistance
cell line. Yakugaku Zasshi. 2008 Apr;128(4):663-6. PubMed PMID:
18379185.
20: Sun XC, Cheng HY, Deng YX, Shao RG, Ma J. Tetrandrine: a potent
abrogator of G2 checkpoint function in tumor cells and its mechanism.
Biomed Environ Sci. 2007 Dec;20(6):495-501. PubMed PMID: 18348409.
21: Sun X, Xu R, Deng Y, Cheng H, Ma J, Ji J, Zhou Y. Effects of
tetrandrine on apoptosis and radiosensitivity of nasopharyngeal
carcinoma cell line CNE. Acta Biochim Biophys Sin (Shanghai). 2007
Nov;39(11):869-78. PubMed PMID: 17989878.
22: Nomura M, Yamazaki R, Takaya M, Kikuchi M, Takahashi-Nishioka T,
Akiyama K, Akiyama N, Moritani S, Kobayashi S. Inhibition of tetrandrine
on epidermal growth factor-induced cell transformation and its signal
transduction. Anticancer Res. 2007 Sep-Oct;27(5A):3187-93. PubMed PMID:
17970060.
23: Han X, Wang F, Yao W, Xing H, Weng D, Song X, Chen G, Xi L, Zhu T,
Zhou J, Xu G, Wang S, Meng L, Iadecola C, Wang G, Ma D. Heat shock
proteins and p53 play a critical role in K+ channel-mediated tumor cell
proliferation and apoptosis. Apoptosis. 2007 Oct;12(10):1837-46. PubMed
PMID: 17624594.
24: Dai CL, Xiong HY, Tang LF, Zhang X, Liang YJ, Zeng MS, Chen LM, Wang
XH, Fu LW. Tetrandrine achieved plasma concentrations capable of
reversing MDR in vitro and had no apparent effect on doxorubicin
pharmacokinetics in mice. Cancer Chemother Pharmacol. 2007
Oct;60(5):741-50. Epub 2007 Feb 2. PubMed PMID: 17273824.
25: Wei J, Liu B, Wang L, Qian X, Ding Y, Yu L. Synergistic interaction
between tetrandrine and chemotherapeutic agents and influence of
tetrandrine on chemotherapeutic agent-associated genes in human gastric
cancer cell lines. Cancer Chemother Pharmacol. 2007 Oct;60(5):703-11.
Epub 2007 Jan 26. PubMed PMID: 17256130.
26: Chiou WF, Lee WS, Yeh PH. Tetrandrine selectively protects against
amyloid-beta protein - but not against MPTP-induced cytotoxicity in
SK-N-SH neuroblastoma cells. Planta Med. 2006 Nov;72(14):1300-4. Epub
2006 Oct 18. PubMed PMID: 17051460.
27: Li GH, Pan CY, Sun FJ, Yin GP, Wang XR. [The interference in
correlated molecular mechanism obtained multi-drug resistance of mouse
S180's tumour cell for different alkaloid]. Zhongguo Zhong Yao Za Zhi.
2005 Dec;30(23):1844-8. Chinese. PubMed PMID: 16499024.
28: Ng LT, Chiang LC, Lin YT, Lin CC. Antiproliferative and apoptotic
effects of tetrandrine on different human hepatoma cell lines. Am J Chin
Med. 2006;34(1):125-35. PubMed PMID: 16437745.
29: Chen BA, Du J, Zhang CX, Cheng J, Gao F, Lu ZH. [Using protein chips
to study mechanism underlying reversion of drug resistance in leukemia
cells in tetrandrine alone or in combination with droloxifene]. Zhongguo
Shi Yan Xue Ye Xue Za Zhi. 2005 Dec;13(6):999-1003. Chinese. PubMed
PMID: 16403267.
30: Li GH, Liu MX, Sun FJ, Wang N, Yin GP, Li XJ, Li WF. [The effect of
tetrandrine on the expression of the P170, LRP and TOPO II in S180's
tumor cell induced by chemotherapy in the mice with acquired multi-drug
resistance]. Zhongguo Zhong Yao Za Zhi. 2005 Aug;30(16):1280-2. Chinese.
PubMed PMID: 16245910.
31: Xu WL, Shen HL, Ao ZF, Chen BA, Xia W, Gao F, Zhang YN. Combination
of tetrandrine as a potential-reversing agent with daunorubicin,
etoposide and cytarabine for the treatment of refractory and relapsed
acute myelogenous leukemia. Leuk Res. 2006 Apr;30(4):407-13. Epub 2005
Oct 10. PubMed PMID: 16219352.
32: Wang FP, Wang L, Yang JS, Nomura M, Miyamoto K. Reversal of
P-glycoprotein-dependent resistance to vinblastine by newly synthesized
bisbenzylisoquinoline alkaloids in mouse leukemia P388 cells. Biol Pharm
Bull. 2005 Oct;28(10):1979-82. PubMed PMID: 16204959.
33: Koh HL, Wang H, Zhou S, Chan E, Woo SO. Detection of aristolochic
acid I, tetrandrine and fangchinoline in medicinal plants by high
performance liquid chromatography and liquid chromatography/mass
spectrometry. J Pharm Biomed Anal. 2006 Feb 24;40(3):653-61. Epub 2005
Sep 15. PubMed PMID: 16168604.
34: Zhu X, Sui M, Fan W. In vitro and in vivo characterizations of
tetrandrine on the reversal of P-glycoprotein-mediated drug resistance
to paclitaxel. Anticancer Res. 2005 May-Jun;25(3B):1953-62. PubMed PMID:
16158930.
35: Levine L. Tetrandrine and thapsigargin release arachidonic acid from
cells in culture and stimulate prostacyclin production in rat liver
cells, but may do so by different pathways. BMC Pharmacol. 2005 Jun
24;5:12. PubMed PMID: 15978132; PubMed Central PMCID: PMC1180457.
36: Sun FJ, Nie XC, Li GH, Yin GP. [The study of tetrandrine on
reversion of P170 and apoptosis of obtained multi-drug resistance of
mice S180's tumour cell]. Zhongguo Zhong Yao Za Zhi. 2005
Feb;30(4):280-3. Chinese. PubMed PMID: 15724407.
37: Chang KH, Liao HF, Chang HH, Chen YY, Yu MC, Chou CJ, Chen YJ.
Inhibitory effect of tetrandrine on pulmonary metastases in CT26
colorectal adenocarcinoma-bearing BALB/c mice. Am J Chin Med.
2004;32(6):863-72. PubMed PMID: 15673192.
38: Meng LH, Zhang H, Hayward L, Takemura H, Shao RG, Pommier Y.
Tetrandrine induces early G1 arrest in human colon carcinoma cells by
down-regulating the activity and inducing the degradation of
G1-S-specific cyclin-dependent kinases and by inducing p53 and p21Cip1.
Cancer Res. 2004 Dec 15;64(24):9086-92. PubMed PMID: 15604277.
39: Rychkov GY, Litjens T, Roberts ML, Barritt GJ. Arachidonic acid
inhibits the store-operated Ca2+ current in rat liver cells. Biochem J.
2005 Jan 15;385(Pt 2):551-6. PubMed PMID: 15516207; PubMed Central
PMCID: PMC1134728.
40: Jin J, Wang FP, Wei H, Liu G. Reversal of multidrug resistance of
cancer through inhibition of P-glycoprotein by 5-bromotetrandrine.
Cancer Chemother Pharmacol. 2005 Feb;55(2):179-88. Epub 2004 Sep 16.
PubMed PMID: 15378274.
41: Liu ZL, Hirano T, Tanaka S, Onda K, Oka K. Persistent reversal of
P-glycoprotein-mediated daunorubicin resistance by tetrandrine in
multidrug-resistant human T lymphoblastoid leukemia MOLT-4 cells. J
Pharm Pharmacol. 2003 Nov;55(11):1531-7. PubMed PMID: 14713364.
42: Fu L, Liang Y, Deng L, Ding Y, Chen L, Ye Y, Yang X, Pan Q.
Characterization of tetrandrine, a potent inhibitor of
P-glycoprotein-mediated multidrug resistance. Cancer Chemother Pharmacol.
2004 Apr;53(4):349-56. Epub 2003 Dec 10. PubMed PMID: 14666379.
43: Oh SH, Lee BH. Induction of apoptosis in human hepatoblastoma cells
by tetrandrine via caspase-dependent Bid cleavage and cytochrome c
release. Biochem Pharmacol. 2003 Sep 1;66(5):725-31. PubMed PMID:
12948852.
44: Wang JH, Ye ZG, Sun AX, Xue BY, Liang AH, Li CY, Wang L. [Reversal
of anti-apoptotic action by tetrandrine in human breast carcinoma
multidrug-resistant MCF-7 cells]. Zhongguo Zhong Yao Za Zhi. 2002
Jan;27(1):46-50. Chinese. PubMed PMID: 12774357.
45: Ye ZG, Wang JH, Sun AX, Liang AH, Xue BY, Li CY, Wang L. [Poteintation
of vincristine-induced apoptosis by tetrandrine, neferine and dauricine
in the human mammary MCF-7 multidrug-resistant cells]. Yao Xue Xue Bao.
2001 Feb;36(2):96-9. Chinese. PubMed PMID: 12579872.
46: Chen BA, Wang W, Lin GW. [Progression on studies of treatment of
tumor with tetrandrine]. Zhongguo Zhong Xi Yi Jie He Za Zhi. 2001
Aug;21(8):636-8. Review. Chinese. PubMed PMID: 12575583.
47: Nortier JL, Vanherweghem JL. Renal interstitial fibrosis and
urothelial carcinoma associated with the use of a Chinese herb (Aristolochia
fangchi). Toxicology. 2002 Dec 27;181-182:577-80. Review. PubMed PMID:
12505369.
48: Chen YJ. Potential role of tetrandrine in cancer therapy. Acta
Pharmacol Sin. 2002 Dec;23(12):1102-6. Review. PubMed PMID: 12466047.
49: Lee JH, Kang GH, Kim KC, Kim KM, Park DI, Choi BT, Kang HS, Lee YT,
Choi YH. Tetrandrine-induced cell cycle arrest and apoptosis in A549
human lung carcinoma cells. Int J Oncol. 2002 Dec;21(6):1239-44. PubMed
PMID: 12429973.
50: Jin Q, Kang C, Soh Y, Sohn NW, Lee J, Cho YH, Baik HH, Kang I.
Tetrandrine cytotoxicity and its dual effect on oxidative stress-induced
apoptosis through modulating cellular redox states in Neuro 2a mouse
neuroblastoma cells. Life Sci. 2002 Sep 13;71(17):2053-66. PubMed PMID:
12175898.
51: Ransom CB, Liu X, Sontheimer H. BK channels in human glioma cells
have enhanced calcium sensitivity. Glia. 2002 Jun;38(4):281-91. PubMed
PMID: 12007141.
52: Fu LW, Zhang YM, Liang YJ, Yang XP, Pan QC. The multidrug resistance
of tumour cells was reversed by tetrandrine in vitro and in xenografts
derived from human breast adenocarcinoma MCF-7/adr cells. Eur J Cancer.
2002 Feb;38(3):418-26. PubMed PMID: 11818209.
53: Ransom CB, Sontheimer H. BK channels in human glioma cells. J
Neurophysiol. 2001 Feb;85(2):790-803. Erratum in: J Neurophysiol 2001
Apr;85(4):following table of contents. J Neurophysiol 2001 Jun;85(6):4
pgs inside back cover. PubMed PMID: 11160513.
54: Xu JY, Zhou Q, Shen P, Tang W. Reversal effect of TTD on human
multidrug resistant KBV200 cell line. J Exp Clin Cancer Res. 1999
Dec;18(4):549-52. PubMed PMID: 10746983.
55: Chang KH, Chen ML, Chen HC, Huang YW, Wu TY, Chen YJ. Enhancement of
radiosensitivity in human glioblastoma U138MG cells by tetrandrine.
Neoplasma. 1999;46(3):196-200. PubMed PMID: 10613597.
56: Wu SN, Li HF. Characterization of riluzole-induced stimulation of
large-conductance calcium-activated potassium channels in rat pituitary
GH3 cells. J Investig Med. 1999 Nov;47(9):484-95. PubMed PMID: 10572379.
57: Sun AX, Ye ZG, Li CY, Xue BY, Li LF, Cao XF, Yang Q, Dai BQ.
Synergistic anticancer effects of tetrandrine combined with doxorubicin
or vincristine in vitro. Zhongguo Yao Li Xue Bao. 1999 Jan;20(1):69-73.
PubMed PMID: 10437129.
58: Choi SU, Park SH, Kim KH, Choi EJ, Kim S, Park WK, Zhang YH, Kim HS,
Jung NP, Lee CO. The bisbenzylisoquinoline alkaloids, tetrandine and
fangchinoline, enhance the cytotoxicity of multidrug resistance-related
drugs via modulation of P-glycoprotein. Anticancer Drugs. 1998
Mar;9(3):255-61. PubMed PMID: 9625436.
59: Lai YL, Chen YJ, Wu TY, Wang SY, Chang KH, Chung CH, Chen ML.
Induction of apoptosis in human leukemic U937 cells by tetrandrine.
Anticancer Drugs. 1998 Jan;9(1):77-81. PubMed PMID: 9491795.
60: Valentin A, Benoit-Vical F, Moulis C, Stanislas E, Mallié M,
Fouraste I, Bastide JM. In vitro antimalarial activity of penduline, a
bisbenzylisoquinoline from Isopyrum thalictroides. Antimicrob Agents
Chemother. 1997 Oct;41(10):2305-7. PubMed PMID: 9333071; PubMed Central
PMCID: PMC164116.
61: Tian H, Pan QC. [A comparative study on effect of two
bisbenzylisoquinolines, tetrandrine and berbamine, on reversal of
multidrug resistance]. Yao Xue Xue Bao. 1997 Apr;32(4):245-50. Chinese.
PubMed PMID: 11499024.
62: Imoto K, Takemura H, Kwan CY, Sakano S, Kaneko M, Ohshika H.
Inhibitory effects of tetrandrine and hernandezine on Ca2+ mobilization
in rat glioma C6 cells. Res Commun Mol Pathol Pharmacol. 1997
Feb;95(2):129-46. PubMed PMID: 9090750.
63: He QY, Zhou WD, Ji L, Zhang HQ, He NG, Xue SB. Characteristics of
harringtonine-resistant human leukemia HL60 cell. Zhongguo Yao Li Xue
Bao. 1996 Sep;17(5):463-7. PubMed PMID: 9863176.
64: Ye Z, Sun A, Li L, Cao X, Ye W. [Reversal of adriamycin or
vincristine resistance by tetrandrine in human cancer cells in vitro].
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PMID: 9388928.
65: Shi X, Mao Y, Saffiotti U, Wang L, Rojanasakul Y, Leonard SS,
Vallyathan V. Antioxidant activity of tetrandrine and its inhibition of
quartz-induced lipid peroxidation. J Toxicol Environ Health. 1995
Oct;46(2):233-48. PubMed PMID: 7563220.
66: Leung YM, Kwan CY, Loh TT. Dual effects of tetrandrine on cytosolic
calcium in human leukaemic HL-60 cells: intracellular calcium release
and calcium entry blockade. Br J Pharmacol. 1994 Nov;113(3):767-74.
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67: Yasukawa K, Akasu M, Takeuchi M, Takido M. Bisbenzylisoquinoline
alkaloids inhibit tumor promotion by
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68: Wang G, Jiang MX, Coyne MD, Lemos JR. Comparison of effects of
tetrandrine on ionic channels of isolated rat neurohypophysial terminals
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69: Lin LZ, Shieh HL, Angerhofer CK, Pezzuto JM, Cordell GA, Xue L,
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71: Liu QY, Karpinski E, Rao MR, Pang PK. Tetrandrine: a novel calcium
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72: Ye ZG, Van Dyke K, Castranova V. The potentiating action of
tetrandrine in combination with chloroquine or qinghaosu against
chloroquine-sensitive and resistant falciparum malaria. Biochem Biophys
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73: Liu N, Zheng XL. [Effects of misonidazole and tetrandrine on
production and repair of radiation-induced DNA damage in L7712 cells].
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