Matrine
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 540281

CAS#: 519-02-8

Description: Matrine is found in Sophora. It displays many biological activities, including inducing apoptosis in hepatoma cells and non-small cell lung cancer cells, decreasing pain responses in opioid-dependent manner, regulating glutamate signaling, and decreasing seizures.


Chemical Structure

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Matrine
CAS# 519-02-8

Theoretical Analysis

MedKoo Cat#: 540281
Name: Matrine
CAS#: 519-02-8
Chemical Formula: C15H24N2O
Exact Mass: 248.19
Molecular Weight: 248.370
Elemental Analysis: C, 72.54; H, 9.74; N, 11.28; O, 6.44

Price and Availability

Size Price Availability Quantity
100mg USD 285 2 weeks
250mg USD 550 2 weeks
500mg USD 950 2 weeks
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Synonym: Matridin-15-one; Matrine; NSC 146051; NSC146051; NSC-146051;

IUPAC/Chemical Name: (41S,7aS,13aR,13bR)-dodecahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one

InChi Key: ZSBXGIUJOOQZMP-JLNYLFASSA-N

InChi Code: InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m0/s1

SMILES Code: O=C1CCC[C@@H]2[C@H]3CCCN4CCC[C@H]([C@@H]34)CN12

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Matrine (Matridin-15-one) is an alkaloid that can act as a kappa opioid receptor and u-receptor agonist.
In vitro activity: Matrine significantly inhibited the in vitro and ex vivo growth of human non-small cell lung cancer A549 and hepatoma SMMC-7721 cells. Matrine induced the apoptosis in A549 and SMMC-7721 cells. Furthermore, matrine significantly suppressed the A549 cell migration without reducing the cell viability. In addition, matrine dramatically reduced the secretion of vascular endothelial growth factor A in A549 cells. Reference: Cytotechnology. 2009 Apr;59(3):191-200. https://pubmed.ncbi.nlm.nih.gov/19649719/
In vivo activity: Matrine decreased the Th2 cytokine levels in the mouse ear tissues and serum, and it also significantly repressed inflammatory cytokines (thymus activation regulated chemokine and interleukin-6) secretions by repressing the Hsp90/NF-κB signaling axis in inflamed HaCaT cells. Furthermore, matrine inhibited Th2 differentiation of CD4+ T cells when co-cultured with inflamed HaCaT cells. Reference: Kaohsiung J Med Sci. 2023 Feb 9. https://pubmed.ncbi.nlm.nih.gov/36757049/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 10.0 40.26
DMSO 36.7 147.63
Ethanol 41.7 167.69
PBS (pH 7.2) 10.0 40.26
Water 20.0 80.53

Preparing Stock Solutions

The following data is based on the product molecular weight 248.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Zhao B, Hui X, Wang J, Zeng H, Yan Y, Hu Q, Ge G, Lei T. Matrine suppresses lung cancer metastasis via targeting M2-like tumour-associated-macrophages polarization. Am J Cancer Res. 2021 Sep 15;11(9):4308-4328. PMID: 34659889; PMCID: PMC8493404. 2. Zhang Y, Zhang H, Yu P, Liu Q, Liu K, Duan H, Luan G, Yagasaki K, Zhang G. Effects of matrine against the growth of human lung cancer and hepatoma cells as well as lung cancer cell migration. Cytotechnology. 2009 Apr;59(3):191-200. doi: 10.1007/s10616-009-9211-2. Epub 2009 Aug 2. PMID: 19649719; PMCID: PMC2774570. 3. Huang P, Hu F, Yang ZB, Pan Y, Zhou R, Yan YN, Wang HZ, Wang C. Matrine regulates Th1/Th2 inflammatory responses by inhibiting the Hsp90/NF-κB signaling axis to alleviate atopic dermatitis. Kaohsiung J Med Sci. 2023 Feb 9. doi: 10.1002/kjm2.12655. Epub ahead of print. PMID: 36757049. 4. Fu S, Zhao N, Jing G, Yang X, Liu J, Zhen D, Tang X. Matrine induces papillary thyroid cancer cell apoptosis in vitro and suppresses tumor growth in vivo by downregulating miR-182-5p. Biomed Pharmacother. 2020 Aug;128:110327. doi: 10.1016/j.biopha.2020.110327. Epub 2020 Jun 4. PMID: 32505823.
In vitro protocol: 1. Zhao B, Hui X, Wang J, Zeng H, Yan Y, Hu Q, Ge G, Lei T. Matrine suppresses lung cancer metastasis via targeting M2-like tumour-associated-macrophages polarization. Am J Cancer Res. 2021 Sep 15;11(9):4308-4328. PMID: 34659889; PMCID: PMC8493404. 2. Zhang Y, Zhang H, Yu P, Liu Q, Liu K, Duan H, Luan G, Yagasaki K, Zhang G. Effects of matrine against the growth of human lung cancer and hepatoma cells as well as lung cancer cell migration. Cytotechnology. 2009 Apr;59(3):191-200. doi: 10.1007/s10616-009-9211-2. Epub 2009 Aug 2. PMID: 19649719; PMCID: PMC2774570.
In vivo protocol: 1. Huang P, Hu F, Yang ZB, Pan Y, Zhou R, Yan YN, Wang HZ, Wang C. Matrine regulates Th1/Th2 inflammatory responses by inhibiting the Hsp90/NF-κB signaling axis to alleviate atopic dermatitis. Kaohsiung J Med Sci. 2023 Feb 9. doi: 10.1002/kjm2.12655. Epub ahead of print. PMID: 36757049. 2. Fu S, Zhao N, Jing G, Yang X, Liu J, Zhen D, Tang X. Matrine induces papillary thyroid cancer cell apoptosis in vitro and suppresses tumor growth in vivo by downregulating miR-182-5p. Biomed Pharmacother. 2020 Aug;128:110327. doi: 10.1016/j.biopha.2020.110327. Epub 2020 Jun 4. PMID: 32505823.

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1: Sun B, Xu M. Matrine inhibits the migratory and invasive properties of nasopharyngeal carcinoma cells. Mol Med Rep. 2015 Jun;11(6):4158-64. doi: 10.3892/mmr.2015.3276. Epub 2015 Jan 29. PubMed PMID: 25633440; PubMed Central PMCID: PMC4394955.

2: Wang Z, Wu Y, Wang Y, Jin Y, Ma X, Zhang Y, Ren H. Matrine inhibits the invasive properties of human glioma cells by regulating epithelial to mesenchymal transition. Mol Med Rep. 2015 May;11(5):3682-6. doi: 10.3892/mmr.2015.3167. Epub 2015 Jan 8. PubMed PMID: 25572156.

3: Liao H, Zhao X, Qu J, Zhang J, Cai H. Matrine suppresses invasion and metastasis of NCI-H1299 cells by enhancing microRNA-133a expression. Int J Clin Exp Med. 2015 Jul 15;8(7):10714-22. eCollection 2015. PubMed PMID: 26379863; PubMed Central PMCID: PMC4565246.

4: Xie SB, He XX, Yao SK. Matrine-induced autophagy regulated by p53 through AMP-activated protein kinase in human hepatoma cells. Int J Oncol. 2015 Aug;47(2):517-26. doi: 10.3892/ijo.2015.3023. Epub 2015 May 28. PubMed PMID: 26034977.

5: Luo T, Zou QX, He YQ, Wang HF, Li N, Zeng XH. Matrine inhibits mouse sperm function by reducing sperm [Ca2+]i and phospho-ERK1/2. Cell Physiol Biochem. 2015;35(1):374-85. doi: 10.1159/000369703. Epub 2015 Jan 13. PubMed PMID: 25591778.

6: Gong X, Gao Y, Guo G, Vondran FW, Schwartlander R, Efimova E, Pless G, Sauera IM, Neuhaus P. Effect of matrine on primary human hepatocytes in vitro. Cytotechnology. 2015 Mar;67(2):255-65. doi: 10.1007/s10616-013-9680-1. Epub 2014 Jan 21. PubMed PMID: 24445680; PubMed Central PMCID: PMC4329302.

7: Yang N, Han F, Cui H, Huang J, Wang T, Zhou Y, Zhou J. Matrine suppresses proliferation and induces apoptosis in human cholangiocarcinoma cells through suppression of JAK2/STAT3 signaling. Pharmacol Rep. 2015 Apr;67(2):388-93. doi: 10.1016/j.pharep.2014.10.016. Epub 2014 Nov 5. PubMed PMID: 25712669.

8: Wang HQ, Jin JJ, Wang J. Matrine induces mitochondrial apoptosis in cisplatin-resistant non-small cell lung cancer cells via suppression of β-catenin/survivin signaling. Oncol Rep. 2015 May;33(5):2561-6. doi: 10.3892/or.2015.3844. Epub 2015 Mar 9. PubMed PMID: 25760455.

9: Zhao P, Zhou R, Zhu XY, Hao YJ, Li N, Wang J, Niu Y, Sun T, Li YX, Yu JQ. Matrine attenuates focal cerebral ischemic injury by improving antioxidant activity and inhibiting apoptosis in mice. Int J Mol Med. 2015 Sep;36(3):633-44. doi: 10.3892/ijmm.2015.2260. Epub 2015 Jun 24. PubMed PMID: 26135032; PubMed Central PMCID: PMC4533779.

10: Zhou YH, Feng JY, You LS, Meng HT, Qian WB. Matrine and CYC116 synergistically inhibit growth and induce apoptosis in multiple myeloma cells. Chin J Integr Med. 2015 Aug;21(8):635-9. doi: 10.1007/s11655-015-1975-y. Epub 2015 Mar 24. PubMed PMID: 25804197.

11: Ma Y, Zou F, Xiong J, Wan W, Yin L, Li X, Bei Z, Yuan L, Meng S, Wang J, Song G. Effect of Matrine on HPAC cell migration by down-regulating the expression of MT1-MMP via Wnt signaling. Cancer Cell Int. 2015 Jun 11;15:59. doi: 10.1186/s12935-015-0210-4. eCollection 2015. PubMed PMID: 26113801; PubMed Central PMCID: PMC4480578.

12: Ma L, Zhu Z, Sun X, Jiang L, Bai Y, Lu X, Zhou M, Qian S, Li J. [Growth inhibition effect of matrine on K562 cells mediated by IL-6/JAK/STAT3 signaling pathway]. Zhonghua Xue Ye Xue Za Zhi. 2015 May;36(5):422-6. doi: 10.3760/cma.j.issn.0253-2727.2015.05.015. Chinese. PubMed PMID: 26031532.

13: Xie BS, He XX, Ai ZL, Yao SK. Involvement of β-catenin in matrine-induced autophagy and apoptosis in WB-F344 cells. Mol Med Rep. 2014 Jun;9(6):2547-53. doi: 10.3892/mmr.2014.2107. Epub 2014 Apr 2. PubMed PMID: 24718323.

14: Zeng XY, Wang H, Bai F, Zhou X, Li SP, Ren LP, Sun RQ, Xue CC, Jiang HL, Hu LH, Ye JM. Identification of matrine as a promising novel drug for hepatic steatosis and glucose intolerance with HSP72 as an upstream target. Br J Pharmacol. 2015 Sep;172(17):4303-18. doi: 10.1111/bph.13209. Epub 2015 Jul 14. PubMed PMID: 26040411; PubMed Central PMCID: PMC4556469.

15: Zhang L, Zhang H, Zhu Z, Jiang L, Lu X, Zhou M, Sun X, He L, Bai Y, Ma L. Matrine regulates immune functions to inhibit the proliferation of leukemic cells. Int J Clin Exp Med. 2015 Apr 15;8(4):5591-600. eCollection 2015. PubMed PMID: 26131142; PubMed Central PMCID: PMC4484016.

16: Li Y, Zhang ZN, Zhao HM, Tong ZC, Yang J, Wang H, Liang XJ. Matrine inhibits the invasive properties of human osteosarcoma cells by downregulating the ERK-NF-κB pathway. Anticancer Drugs. 2014 Oct;25(9):1035-43. doi: 10.1097/CAD.0000000000000136. PubMed PMID: 24999836.

17: Shao J, Wang T, Yan Y, Shi G, Cheng H, Wu D, Wang C. Matrine reduces yeast-to-hypha transition and resistance of a fluconazole-resistant strain of Candida albicans. J Appl Microbiol. 2014 Sep;117(3):618-26. doi: 10.1111/jam.12555. Epub 2014 Jun 26. PubMed PMID: 24860982.

18: Lu S, Xiao X, Cheng M. Matrine inhibits IL-1β-induced expression of matrix metalloproteinases by suppressing the activation of MAPK and NF-κB in human chondrocytes in vitro. Int J Clin Exp Pathol. 2015 May 1;8(5):4764-72. eCollection 2015. PubMed PMID: 26191166; PubMed Central PMCID: PMC4503038.

19: Zhang S, Cheng B, Li H, Xu W, Zhai B, Pan S, Wang L, Liu M, Sun X. Matrine inhibits proliferation and induces apoptosis of human colon cancer LoVo cells by inactivating Akt pathway. Mol Biol Rep. 2014;41(4):2101-8. doi: 10.1007/s11033-014-3059-z. Epub 2014 Jan 23. PubMed PMID: 24452711.

20: Rong B, Zhao C, Gao W, Yang S. Matrine promotes the efficacy and safety of platinum-based doublet chemotherapy for advanced non-small cell lung cancer. Int J Clin Exp Med. 2015 Sep 15;8(9):14701-17. eCollection 2015. PubMed PMID: 26628952; PubMed Central PMCID: PMC4658841.