22-O-(N-Boc-L-glycine) ester of renieramycin M inhibits migratory activity and suppresses epithelial-mesenchymal transition in human lung cancer cells.


Journal

Journal of natural medicines
ISSN: 1861-0293
Titre abrégé: J Nat Med
Pays: Japan
ID NLM: 101518405

Informations de publication

Date de publication:
Sep 2021
Historique:
received: 03 03 2021
accepted: 04 07 2021
pubmed: 22 7 2021
medline: 26 11 2021
entrez: 21 7 2021
Statut: ppublish

Résumé

The incidence of metastasis stage crucially contributes to high recurrence and mortality rate in lung cancer patients. Unfortunately, no available treatment inhibits migration, a key metastasis process in lung cancer. In this study, the effect of 22-O-(N-Boc-L-glycine) ester of renieramycin M (22-Boc-Gly-RM), a semi-synthetic amino ester derivative of bistetrahydroisoquinolinequinone alkaloid isolated from Xestospongia sp., on migratory behavior of human lung cancer cells was investigated. Following 24 h of treatment, 22-Boc-Gly-RM at non-toxic concentrations (0.5-1 μM) effectively restrained motility of human lung cancer H460 cells assessed through wound healing, transwell migration, and multicellular spheroid models. The capability to invade through matrix component was also repressed in H460 cells cultured with 0.1-1 µM 22-Boc-Gly-RM. The dose-dependent reduction of phalloidin-stained actin stress fibers corresponded with the downregulated Rac1-GTP level presented via western blot analysis in 22-Boc-Gly-RM-treated cells. Treatment with 0.1-1 μM of 22-Boc-Gly-RM obviously caused suppression of p-FAK/p-Akt signal and consequent inhibition of epithelial-to-mesenchymal transition (EMT), which was evidenced with augmented level of E-cadherin and reduction of N-cadherin expression. The alteration of invasion-related proteins in 22-Boc-Gly-RM-treated H460 cells was indicated by the diminution of matrix metalloproteinases (MT1-MMP, MMP-2, MMP-7, and MMP-9), as well as the upregulation of tissue inhibitors of metalloproteinases (TIMP), TIMP2, and TIMP3. Thus, 22-Boc-Gly-RM is a promising candidate for anti-metastasis treatment in lung cancer through inhibition of migratory features associated with suppression on EMT.

Identifiants

pubmed: 34287745
doi: 10.1007/s11418-021-01549-3
pii: 10.1007/s11418-021-01549-3
doi:

Substances chimiques

Esters 0
Tetrahydroisoquinolines 0
renieramycin M 0
Glycine TE7660XO1C

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

949-966

Subventions

Organisme : Chulalongkorn University
ID : CU_GR_62_20_33_01
Organisme : Chulalongkorn University
ID : 90th Anniversary of Chulalongkorn University
Organisme : National Research Council of Thailand
ID : RSA 6280009

Informations de copyright

© 2021. The Japanese Society of Pharmacognosy.

Références

Nasim F, Sabath BF, Eapen GA (2019) Lung cancer. Med Clin N Am 103:463–473. https://doi.org/10.1016/j.mcna.2018.12.006
doi: 10.1016/j.mcna.2018.12.006 pubmed: 30955514
Guan X (2015) Cancer metastases: challenges and opportunities. Acta Pharm Sin B 5:402–418. https://doi.org/10.1016/j.apsb.2015.07.005
doi: 10.1016/j.apsb.2015.07.005 pubmed: 26579471 pmcid: 4629446
Lu C, Bera K, Wang X, Prasanna P, Xu J, Janowczyk A, Beig N, Yang M, Fu P, Lewis J, Choi H, Schmid RA, Berezowska S, Schalper K, Rimm D, Velcheti V, Madabhushi A (2020) A prognostic model for overall survival of patients with early-stage non-small cell lung cancer: a multicentre, retrospective study. Lancet Digit Health 2:e594–e606. https://doi.org/10.1016/s2589-7500(20)30225-9
doi: 10.1016/s2589-7500(20)30225-9 pubmed: 33163952 pmcid: 7646741
Bacac M, Stamenkovic I (2008) Metastatic cancer cell. Annu Rev Pathol 3:221–247. https://doi.org/10.1146/annurev.pathmechdis.3.121806.151523
doi: 10.1146/annurev.pathmechdis.3.121806.151523 pubmed: 18233952
Fares J, Fares MY, Khachfe HH, Salhab HA, Fares Y (2020) Molecular principles of metastasis: a hallmark of cancer revisited. Signal Transduct Target Ther 5:28. https://doi.org/10.1038/s41392-020-0134-x
doi: 10.1038/s41392-020-0134-x pubmed: 32296047 pmcid: 7067809
Steeg PS, Theodorescu D (2008) Metastasis: a therapeutic target for cancer. Nat Clin Pract Oncol 5:206–219. https://doi.org/10.1038/ncponc1066
doi: 10.1038/ncponc1066 pubmed: 18253104 pmcid: 2709494
Chanvorachote P, Chamni S, Ninsontia C, Phiboonchaiyanan PP (2016) Potential anti-metastasis natural compounds for lung cancer. Anticancer Res 36:5707–5717. https://doi.org/10.21873/anticanres.11154
doi: 10.21873/anticanres.11154 pubmed: 27793892
Nie F, Wang XF, Zhao SY, Bu L, Liu XH (2015) Gene silencing of Rac1 with RNA interference mediated by ultrasound and microbubbles in human LoVo cells: evaluation of cell invasion inhibition and metastatic. J Drug Target 23:380–386. https://doi.org/10.3109/1061186X.2014.1002500
doi: 10.3109/1061186X.2014.1002500 pubmed: 25673262
McCarty OJ, Larson MK, Auger JM, Kalia N, Atkinson BT, Pearce AC, Ruf S, Henderson RB, Tybulewicz VL, Machesky LM, Watson SP (2005) Rac1 is essential for platelet lamellipodia formation and aggregate stability under flow. J Biol Chem 280:39474–39484. https://doi.org/10.1074/jbc.M504672200
doi: 10.1074/jbc.M504672200 pubmed: 16195235
Tan S, Yi P, Wang H, Xia L, Han Y, Wang H, Zeng B, Tang L, Pan Q, Tian Y, Rao S, Oyang L, Liang J, Lin J, Su M, Shi Y, Liao Q, Zhou Y (2020) RAC1 involves in the radioresistance by mediating epithelial–mesenchymal transition in lung cancer. Front Oncol 10:649. https://doi.org/10.3389/fonc.2020.00649
doi: 10.3389/fonc.2020.00649 pubmed: 32411607 pmcid: 7198748
Chang F, Lemmon CA, Park D, Romer LH (2007) FAK potentiates Rac1 activation and localization to matrix adhesion sites: a role for betaPIX. Mol Biol Cell 18:253–264. https://doi.org/10.1091/mbc.e06-03-0207
doi: 10.1091/mbc.e06-03-0207 pubmed: 17093062 pmcid: 1751318
Wang Y, Zhou B (2013) Epithelial-mesenchymal transition—a hallmark of breast cancer metastasis. Cancer Hallm 1:38–49. https://doi.org/10.1166/ch.2013.1004
doi: 10.1166/ch.2013.1004 pubmed: 24611128 pmcid: 3944831
Yeung KT, Yang J (2017) Epithelial–mesenchymal transition in tumor metastasis. Mol Oncol 11:28–39. https://doi.org/10.1002/1878-0261.12017
doi: 10.1002/1878-0261.12017 pubmed: 28085222
Zhang X, Liu G, Kang Y, Dong Z, Qian Q, Ma X (2013) N-cadherin expression is associated with acquisition of EMT phenotype and with enhanced invasion in erlotinib-resistant lung cancer cell lines. PLoS ONE 8:e57692. https://doi.org/10.1371/journal.pone.0057692
doi: 10.1371/journal.pone.0057692 pubmed: 23520479 pmcid: 3592915
Shu J, Wang L, Han F, Chen Y, Wang S, Luo F (2019) BTBD7 downregulates E-cadherin and promotes epithelial-mesenchymal transition in lung cancer. Biomed Res Int 2019:5937635. https://doi.org/10.1155/2019/5937635
doi: 10.1155/2019/5937635 pubmed: 31886230 pmcid: 6900955
Shieh JM, Cheng TH, Shi MD, Wu PF, Chen Y, Ko SC, Shih YW (2011) α-Tomatine suppresses invasion and migration of human non-small cell lung cancer NCI-H460 cells through inactivating FAK/PI3K/Akt signaling pathway and reducing binding activity of NF-κB. Cell Biochem Biophys 60:297–310. https://doi.org/10.1007/s12013-011-9152-1
doi: 10.1007/s12013-011-9152-1 pubmed: 21264526
Pinkhien T, Petpiroon N, Sritularak B, Chanvorachote P (2017) Batatasin III inhibits migration of human lung cancer cells by suppressing epithelial-to-mesenchymal transition and FAK-Akt signals. Anticancer Res 37:6281–6289. https://doi.org/10.21873/anticanres.12079
doi: 10.21873/anticanres.12079 pubmed: 29061811
Yan J, Wong N, Hung C, Chen WX, Tang D (2013) Contactin-1 reduces E-cadherin expression via activating AKT in lung cancer. PLoS ONE 8:e65463. https://doi.org/10.1371/journal.pone.0065463
doi: 10.1371/journal.pone.0065463 pubmed: 23724143 pmcid: 3665745
Chen CC, Sureshbabul M, Chen HW, Lin YS, Lee JY, Hong QS, Yang YC, Yu SL (2013) Curcumin suppresses metastasis via Sp-1, FAK inhibition, and E-cadherin upregulation in colorectal cancer. Evid Based Complement Altern Med 2013:541695. https://doi.org/10.1155/2013/541695
doi: 10.1155/2013/541695
Merchant N, Nagaraju GP, Rajitha B, Lammata S, Jella KK, Buchwald ZS, Lakka SS, Ali AN (2017) Matrix metalloproteinases: their functional role in lung cancer. Carcinogenesis 38:766–780. https://doi.org/10.1093/carcin/bgx063
doi: 10.1093/carcin/bgx063 pubmed: 28637319
Sato H, Takino T, Okada Y, Cao J, Shinagawa A, Yamamoto E, Seiki M (1994) A matrix metalloproteinase expressed on the surface of invasive tumor cells. Nature 370:61–65. https://doi.org/10.1038/370061a0
doi: 10.1038/370061a0 pubmed: 8015608
Tsunezuka Y, Kinoh H, Takino T, Watanabe Y, Okada Y, Shinagawa A, Sato H, Seiki M (1996) Expression of membrane-type matrix metalloproteinase 1 (MT1-MMP) in tumor cells enhances pulmonary metastasis in an experimental metastasis assay. Cancer Res 56:5678–5683
pubmed: 8971175
Choi YJ, Shin DY, Lee YW, Cho CK, Kim GY, Kim WJ, Yoo HS, Choi YH (2011) Inhibition of cell motility and invasion by HangAmDan-B in NCI-H460 human non-small cell lung cancer cells. Oncol Rep 26:1601–1608. https://doi.org/10.3892/or.2011.1440
doi: 10.3892/or.2011.1440 pubmed: 21879260
Bourboulia D, Han H, Jensen-Taubman S, Gavil N, Isaac B, Wei B, Neckers L, Stetler-Stevenson WG (2013) TIMP-2 modulates cancer cell transcriptional profile and enhances E-cadherin/beta-catenin complex expression in A549 lung cancer cells. Oncotarget 4:166–176. https://doi.org/10.18632/oncotarget.801
doi: 10.18632/oncotarget.801 pubmed: 23371049
Czarnecka KH, Szmyd B, Barańska M, Kaszkowiak M, Kordiak J, Antczak A, Pastuszak-Lewandoska D, Brzeziańska-Lasota E (2019) A strong decrease in TIMP3 expression mediated by the presence of miR-17 and 20a enables extracellular matrix remodeling in the NSCLC lesion surroundings. Front Oncol 9:1372. https://doi.org/10.3389/fonc.2019.01372
doi: 10.3389/fonc.2019.01372 pubmed: 31921636 pmcid: 6923190
Kong L, Zhang P, Li W, Yang Y, Tian Y, Wang X, Chen S, Yang Y, Huang T, Zhao T, Tang L, Su B, Li F, Liu XS, Zhang F (2016) KDM1A promotes tumor cell invasion by silencing TIMP3 in non-small cell lung cancer cells. Oncotarget 7:27959–27974. https://doi.org/10.18632/oncotarget.8563
doi: 10.18632/oncotarget.8563 pubmed: 27058897 pmcid: 5053702
Benzing C, Lam H, Tsang CM, Rimmer A, Arroyo-Berdugo Y, Calle Y, Wells CM (2019) TIMP-2 secreted by monocyte-like cells is a potent suppressor of invadopodia formation in pancreatic cancer cells. BMC Cancer 19:1214. https://doi.org/10.1186/s12885-019-6429-z
doi: 10.1186/s12885-019-6429-z pubmed: 31836008 pmcid: 6911299
Anania MC, Sensi M, Radaelli E, Miranda C, Vizioli MG, Pagliardini S, Favini E, Cleris L, Supino R, Formelli F, Borrello MG, Pierotti MA, Greco A (2011) TIMP3 regulates migration, invasion and in vivo tumorigenicity of thyroid tumor cells. Oncogene 30:3011–3023. https://doi.org/10.1038/onc.2011.18
doi: 10.1038/onc.2011.18 pubmed: 21339735
Wang W, Li D, Xiang L, Lv M, Tao L, Ni T, Deng J, Gu X, Masatara S, Liu Y, Zhou Y (2019) TIMP-2 inhibits metastasis and predicts prognosis of colorectal cancer via regulating MMP-9. Cell Adh Migr 13:273–284. https://doi.org/10.1080/19336918.2019.1639303
doi: 10.1080/19336918.2019.1639303 pubmed: 31293204 pmcid: 6629184
Kwiatkowska A, Kijewska M, Lipko M, Hibner U, Kaminska B (2011) Downregulation of Akt and FAK phosphorylation reduces invasion of glioblastoma cells by impairment of MT1-MMP shuttling to lamellipodia and downregulates MMPs expression. Biochim Biophys Acta 1813:655–667. https://doi.org/10.1016/j.bbamcr.2011.01.020
doi: 10.1016/j.bbamcr.2011.01.020 pubmed: 21276823
Sirimangkalakitti N, Chamni S, Suwanborirux K, Chanvorachote P (2016) Renieramycin M sensitizes anoikis-resistant H460 lung cancer cells to anoikis. Anticancer Res 36:1665–1671
pubmed: 27069144
Ecoy GAU, Chamni S, Suwanborirux K, Chanvorachote P, Chaotham C (2019) Jorunnamycin A from Xestospongia sp. suppresses epithelial-to-mesenchymal transition and sensitizes anoikis in human lung cancer cells. J Nat Prod 82:1861–1873. https://doi.org/10.1021/acs.jnatprod.9b00102
doi: 10.1021/acs.jnatprod.9b00102 pubmed: 31260310
Petsri K, Chamni S, Suwanborirux K, Saito N, Chanvorachote P (2019) Renieramycin T induces lung cancer cell apoptosis by targeting Mcl-1 degradation: a new insight in the mechanism of action. Mar Drugs 17:301. https://doi.org/10.3390/md17050301
doi: 10.3390/md17050301 pmcid: 6562878
Chamni S, Sirimangkalakitti N, Chanvorachote P, Suwanborirux K, Saito N (2020) Chemistry of renieramycins. part 19: semi-syntheses of 22-O-amino ester and hydroquinone 5-O-amino ester derivatives of renieramycin M and their cytotoxicity against non-small-cell lung cancer cell lines. Mar Drugs 18:418. https://doi.org/10.3390/md18080418
doi: 10.3390/md18080418 pmcid: 7460379
Maiuthed A, Pinkhien T, Chamni S, Suwanborirux K, Saito N, Petpiroon N, Chanvorachote P (2017) Apoptosis-inducing effect of hydroquinone 5-O-cinnamoyl ester analog of renieramycin M on non-small cell lung cancer cells. Anticancer Res 37:6259–6267. https://doi.org/10.21873/anticanres.12077
doi: 10.21873/anticanres.12077 pubmed: 29061809
Cheun-Arom T, Chanvorachote P, Sirimangkalakitti N, Chuanasa T, Saito N, Abe I, Suwanborirux K (2013) Replacement of a quinone by a 5-O-acetylhydroquinone abolishes the accidental necrosis inducing effect while preserving the apoptosis-inducing effect of renieramycin M on lung cancer cells. J Nat Prod 76:1468–1474. https://doi.org/10.1021/np400277m
doi: 10.1021/np400277m pubmed: 23876104
Chamni S, Sirimangkalakitti N, Chanvorachote P, Saito N, Suwanborirux K (2017) Chemistry of renieramycins. 17. a new generation of renieramycins: hydroquinone 5-O-monoester analogues of renieramycin M as potential cytotoxic agents against non-small-cell lung cancer cells. J Nat Prod 80:1541–1547. https://doi.org/10.1021/acs.jnatprod.7b00068
doi: 10.1021/acs.jnatprod.7b00068 pubmed: 28459574
Crowley LC, Marfell BJ, Waterhouse NJ (2016) Analyzing cell death by nuclear staining with Hoechst 33342. Cold Spring Harb Protoc. https://doi.org/10.1101/pdb.prot087205
doi: 10.1101/pdb.prot087205 pubmed: 27934691
Feoktistova M, Geserick P, Leverkus M (2016) Crystal violet assay for determining viability of cultured cells. Cold Spring Harb Protoc. https://doi.org/10.1101/pdb.prot087379
doi: 10.1101/pdb.prot087379 pubmed: 27037077
Nemethova M, Auinger S, Small JV (2008) Building the actin cytoskeleton: filopodia contribute to the construction of contractile bundles in the lamella. J Cell Biol 180:1233–1244. https://doi.org/10.1083/jcb.200709134
doi: 10.1083/jcb.200709134 pubmed: 18362182 pmcid: 2290848
Khine HEE, Ecoy GAU, Roytrakul S, Phaonakrop N, Pornputtapong N, Prompetchara E, Chanvorachote P, Chaotham C (2021) Chemosensitizing activity of peptide from Lentinus squarrosulus (Mont.) on cisplatin-induced apoptosis in human lung cancer cells. Sci Rep 11:4060. https://doi.org/10.1038/s41598-021-83606-1
doi: 10.1038/s41598-021-83606-1 pubmed: 33603033 pmcid: 7892851
Vinci M, Box C, Zimmermann M, Eccles SA (2013) Tumor spheroid-based migration assays for evaluation of therapeutic agents. Methods Mol Biol 986:253–266. https://doi.org/10.1007/978-1-62703-311-4
doi: 10.1007/978-1-62703-311-4 pubmed: 23436417
Vinci M, Box C, Eccles SA (2015) Three-dimensional (3D) tumor spheroid invasion assay. J Vis Exp 2015:e52686. https://doi.org/10.3791/52686
doi: 10.3791/52686
Zahri S, Razavi SM, Niri FH, Mohammadi S (2009) Induction of programmed cell death by Prangos uloptera, a medicinal plant. Biol Res 42:517–522
doi: 10.4067/S0716-97602009000400013
Eccles SA, Box C, Court W (2005) Cell migration/invasion assays and their application in cancer drug discovery. Biotechnol Annu Rev 11:391–421. https://doi.org/10.1016/S1387-2656(05)11013-8
doi: 10.1016/S1387-2656(05)11013-8 pubmed: 16216785
Pellegrin S, Mellor H (2007) Actin stress fibers. J Cell Sci 120:3491–3499. https://doi.org/10.1242/jcs.018473
doi: 10.1242/jcs.018473 pubmed: 17928305
Zanoni M, Piccinini F, Arienti C, Zamagni A, Santi S, Polico R, Bevilacqua A, Tesei A (2016) 3D tumor spheroid models for in vitro therapeutic screening: a systematic approach to enhance the biological relevance of data obtained. Sci Rep 6:19103. https://doi.org/10.1038/srep19103
doi: 10.1038/srep19103 pubmed: 26752500 pmcid: 4707510
Reck M, Kerr KM, Grohé C, Manegold C, Pavlakis N, Paz-Ares L, Huber RM, Popat S, Thatcher N, Park K, Hilberg F, Barrueco J, Kaiser R (2019) Defining aggressive or early progressing nononcogene-addicted non-small-cell lung cancer: a separate disease entity? Future Oncol 15:1363–1383. https://doi.org/10.2217/fon-2018-0948
doi: 10.2217/fon-2018-0948 pubmed: 30758227
Friedl P, Wolf K (2003) Tumor-cell invasion and migration: diversity and escape mechanisms. Nat Rev Cancer 3:362–374. https://doi.org/10.1038/nrc1075
doi: 10.1038/nrc1075 pubmed: 12724734
Chao W, Deng JS, Li PY, Liang YC, Huang GJ (2017) 3,4-dihydroxybenzalactone suppresses human non-small cell lung carcinoma cells metastasis via suppression of epithelial-to-mesenchymal transition, ROS-mediated PI3K/AKT/MAPK/MMP and NFκB signaling pathways. Molecules 22:537. https://doi.org/10.3390/molecules22040537
doi: 10.3390/molecules22040537 pmcid: 6154291
Qian Y, Zhong X, Flynn DC, Zheng JZ, Qiao M, Wu C, Dedhar S, Shi X, Jiang BH (2005) ILK mediates actin filament rearrangements and cell migration and invasion through PI3K/Akt/Rac1 signaling. Oncogene 24:3154–3165. https://doi.org/10.1038/sj.onc.1208525
doi: 10.1038/sj.onc.1208525 pubmed: 15735674
Yilmaz M, Christofori G (2009) EMT, the cytoskeleton, and cancer cell invasion. Cancer Metastasis Rev 28:15–33. https://doi.org/10.1007/s10555-008-9169-0
doi: 10.1007/s10555-008-9169-0 pubmed: 19169796
Kalluri R, Weinberg RA (2010) The basics of epithelial-mesenchymal transition. J Clin Invest 119:1420–1428. https://doi.org/10.1172/JCI39104
doi: 10.1172/JCI39104
Zhu GJ, Song PP, Zhou H, Shen XH, Wang JG, Ma XF, Gu YJ, Liu DD, Feng AN, Qian XY, Gao X (2018) Role of epithelial-mesenchymal transition markers E-cadherin, N-cadherin, β-catenin and ZEB2 in laryngeal squamous cell carcinoma. Oncol Lett 15:3472–3481. https://doi.org/10.3892/ol.2018.7751
doi: 10.3892/ol.2018.7751 pubmed: 29467869 pmcid: 5796309
Han S, Han L, Sun H, Zan X, Zhou Z, Xu K, Yao Y, Liu Q (2013) Krüppel-like factor expression and correlation with FAK, MMP-9 and E-cadherin expression in hepatocellular carcinoma. Mol Med Rep 8:81–88. https://doi.org/10.3892/mmr.2013.1471
doi: 10.3892/mmr.2013.1471 pubmed: 23670717
Jabłońska-Trypuć A, Matejczyk M, Rosochacki S (2016) Matrix metalloproteinases (MMPs), the main extracellular matrix (ECM) enzymes in collagen degradation, as a target for anticancer drugs. J Enzyme Inhib Med Chem 31:177–183. https://doi.org/10.3109/14756366.2016.1161620
doi: 10.3109/14756366.2016.1161620 pubmed: 27028474
Shiomi T, Okada Y (2003) MT1-MMP and MMP-7 in invasion and metastasis of human cancers. Cancer Metastasis Rev 22:145–152. https://doi.org/10.1023/a:1023039230052
doi: 10.1023/a:1023039230052 pubmed: 12784993
Kim SH, Choi HY, Lee J, Son DS, Lee HS, Song IS, Lim YS, Hong YS, Kim J, Choi YS (2007) Elevated activities of MMP-2 in the non-tumorous lung tissues of curatively resected stage I NSCLC patients are associated with tumor recurrence and a poor survival. J Surg Oncol 95(4):337–346. https://doi.org/10.1002/jso.20643
doi: 10.1002/jso.20643 pubmed: 17326127
Miyata Y, Iwata T, Ohba K, Kanda S, Nishikido M, Kanetake H (2006) Expression of matrix metalloproteinase-7 on cancer cells and tissue endothelial cells in renal cell carcinoma: prognostic implications and clinical significance for invasion and metastasis. Clin Cancer Res 12:6998–7003. https://doi.org/10.1158/1078-0432.CCR-06-1626
doi: 10.1158/1078-0432.CCR-06-1626 pubmed: 17145820
Liu D, Nakano J, Ishikawa S, Yokomise H, Ueno M, Kadota K, Urushihara M, Huang CL (2007) Overexpression of matrix metalloproteinase-7 (MMP-7) correlates with tumor proliferation, and a poor prognosis in non-small cell lung cancer. Lung Cancer 58:384–391. https://doi.org/10.1016/j.lungcan.2007.07.005
doi: 10.1016/j.lungcan.2007.07.005 pubmed: 17728005

Auteurs

Yamin Oo (Y)

Department of Biochemistry and Microbiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.

Justin Quiel Lasam Nealiga (JQL)

Department of Biochemistry and Microbiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.

Khanit Suwanborirux (K)

Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.

Supakarn Chamni (S)

Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.
Natural Products and Nanoparticles Research Unit (NP2), Chulalongkorn University, Bangkok, 10330, Thailand.

Gea Abigail Uy Ecoy (GAU)

Department of Biochemistry and Microbiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.
Department of Pharmacy, School of Health Care Professions, University of San Carlos, 6000, Cebu, Philippines.

Varisa Pongrakhananon (V)

Department of Pharmacology and Physiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.

Pithi Chanvorachote (P)

Department of Pharmacology and Physiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.
Cell-Based Drug and Health Products Development Research Unit, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand.

Chatchai Chaotham (C)

Department of Biochemistry and Microbiology, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand. cchoatham@gmail.com.
Cell-Based Drug and Health Products Development Research Unit, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, 10330, Thailand. cchoatham@gmail.com.

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