Cleistanthin A derivative disrupts autophagy and suppresses head and neck squamous cell carcinoma progression via targeted vacuolar ATPase.


Journal

Scientific reports
ISSN: 2045-2322
Titre abrégé: Sci Rep
Pays: England
ID NLM: 101563288

Informations de publication

Date de publication:
29 Sep 2024
Historique:
received: 18 05 2024
accepted: 16 09 2024
medline: 30 9 2024
pubmed: 30 9 2024
entrez: 29 9 2024
Statut: epublish

Résumé

Head and neck squamous cell carcinoma (HNSCC) present a significant challenge due to its heterogeneity and limited treatment options, often resulting in severe side effects and poor survival rates with conventional chemoradiotherapy. Here, we investigated the anticancer activity of halogenated benzoate derivatives of cleistanthin A, ECDD-S16 and ECDD-S18, in HNSCC cells. Our findings revealed that ECDD-S18 exhibited remarkable cytotoxicity, surpassing that of cisplatin with minimal impact on normal and cisplatin-sensitive cells. Notably, ECDD-S18 induced apoptosis in a dose-dependent manner and effectively targeted vacuolar ATPase (V-ATPase), impairing lysosomal acidification. Intriguingly, ECDD-S18 inhibited autophagic flux, as evidenced by increased autophagosome but decreased autolysosome formation. Furthermore, proteomic analysis demonstrated downregulation of cathepsin D (CTSD), the lysosomal protease in ECDD-S18-treated HNSCC cells, concurrent with suppressed cell migration. ECDD-S18 also decreased expression of mesenchymal markers, suggesting inhibition of epithelial-mesenchymal transition (EMT). Importantly, cotreatment with ECDD-S18 and cisplatin enhanced the reduction in cell viability. Collectively, our results indicated that the anticancer activity of ECDD-S18 partly stems from its ability to disrupt lysosomal acidification and inhibit autophagy via targeted inhibition of V-ATPase. These findings underscore the therapeutic promise of ECDD-S18 in HNSCC treatment, either alone or in combination with existing drugs, while mitigating toxicity to normal cells.

Identifiants

pubmed: 39343784
doi: 10.1038/s41598-024-73186-1
pii: 10.1038/s41598-024-73186-1
doi:

Substances chimiques

Vacuolar Proton-Translocating ATPases EC 3.6.1.-
Cisplatin Q20Q21Q62J
Antineoplastic Agents 0
Cathepsin D EC 3.4.23.5

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

22582

Subventions

Organisme : National Research Council of Thailand (NRCT) and Mahidol University
ID : N42A660523
Organisme : National Research Council of Thailand (NRCT) and Mahidol University
ID : N42A660523

Informations de copyright

© 2024. The Author(s).

Références

Leemans, C. R., Snijders, P. J. F. & Brakenhoff, R. H. The molecular landscape of head and neck cancer. Nat. Rev. Cancer18, 269–282. https://doi.org/10.1038/nrc.2018.11 (2018).
doi: 10.1038/nrc.2018.11 pubmed: 29497144
Fraval, H. N., Rawlings, C. J. & Roberts, J. J. Increased sensitivity of UV-repair-deficient human cells to DNA bound platinum products which unlike thymine dimers are not recognized by an endonuclease extracted from Micrococcus luteus. Mutat. Res.51, 121–132. https://doi.org/10.1016/0027-5107(78)90014-3 (1978).
doi: 10.1016/0027-5107(78)90014-3 pubmed: 672924
Gupta, T., Kannan, S., Ghosh-Laskar, S. & Agarwal, J. P. Systematic review and meta-analyses of intensity-modulated radiation therapy versus conventional two-dimensional and/or or three-dimensional radiotherapy in curative-intent management of head and neck squamous cell carcinoma. PLoS One13, e0200137. https://doi.org/10.1371/journal.pone.0200137 (2018).
doi: 10.1371/journal.pone.0200137 pubmed: 29979726 pmcid: 6034843
Colevas, A. D. et al. NCCN guidelines insights: head and neck cancers, version 1.2018. J. Natl. Compr. Cancer Netw.16, 479–490. https://doi.org/10.6004/jnccn.2018.0026 (2018).
doi: 10.6004/jnccn.2018.0026
Chen, F., Kang, R., Liu, J. & Tang, D. The V-ATPases in cancer and cell death. Cancer Gene Therapy29, 1529–1541. https://doi.org/10.1038/s41417-022-00477-y (2022).
doi: 10.1038/s41417-022-00477-y pubmed: 35504950 pmcid: 9063253
Stransky, L., Cotter, K. & Forgac, M. The Function of V-ATPases in Cancer. Physiol. Rev.96, 1071–1091. https://doi.org/10.1152/physrev.00035.2015 (2016).
doi: 10.1152/physrev.00035.2015 pubmed: 27335445 pmcid: 4982037
Garcia-Garcia, A. et al. Immunohistochemical localization of C1 subunit of V-ATPase (ATPase C1) in oral squamous cell cancer and normal oral mucosa. Biotech. Histochem.87, 133–139. https://doi.org/10.3109/10520295.2011.574647 (2012).
doi: 10.3109/10520295.2011.574647 pubmed: 21526910
Kiyoshima, T. et al. Chemoresistance to concanamycin A1 in human oral squamous cell carcinoma is attenuated by an HDAC inhibitor partly via suppression of Bcl-2 expression. PLoS One8, e80998. https://doi.org/10.1371/journal.pone.0080998 (2013).
doi: 10.1371/journal.pone.0080998 pubmed: 24278362 pmcid: 3835574
Olson, O. C. & Joyce, J. A. Cysteine cathepsin proteases: regulators of cancer progression and therapeutic response. Nat. Rev. Cancer15, 712–729. https://doi.org/10.1038/nrc4027 (2015).
doi: 10.1038/nrc4027 pubmed: 26597527
Tan, G. J., Peng, Z. K., Lu, J. P. & Tang, F. Q. Cathepsins mediate tumor metastasis. World J. Biol. Chem.4, 91–101. https://doi.org/10.4331/wjbc.v4.i4.91 (2013).
doi: 10.4331/wjbc.v4.i4.91 pubmed: 24340132 pmcid: 3856311
Mauvezin, C., Nagy, P., Juhász, G. & Neufeld, T. P. Autophagosome–lysosome fusion is independent of V-ATPase-mediated acidification. Nat. Commun.6, 7007. https://doi.org/10.1038/ncomms8007 (2015).
doi: 10.1038/ncomms8007 pubmed: 25959678
Yun, C. W. & Lee, S. H. The roles of autophagy in cancer. Int. J. Mol. Sci. https://doi.org/10.3390/ijms19113466 (2018).
doi: 10.3390/ijms19113466 pubmed: 30577593 pmcid: 6337118
Whitton, B., Okamoto, H., Packham, G. & Crabb, S. J. Vacuolar ATPase as a potential therapeutic target and mediator of treatment resistance in cancer. Cancer Med.7, 3800–3811. https://doi.org/10.1002/cam4.1594 (2018).
doi: 10.1002/cam4.1594 pubmed: 29926527 pmcid: 6089187
Pornpongrungrueng, P., Chantaranothai, P., Parnell, J. A. N. & Hodkinson, T. R. Two new species of Phyllanthus (Phyllanthaceae) from Thailand. PhytoKeys136, 35–44 (2019).
doi: 10.3897/phytokeys.136.47625 pubmed: 31866737 pmcid: 6920221
Tuchinda, P. et al. Cytotoxic Arylnaphthalide Lignan Glycosides from the Aerial Parts of Phyllanthus taxodiifolius. Planta Med.72, 60–62. https://doi.org/10.1055/s-2005-873141 (2006).
doi: 10.1055/s-2005-873141 pubmed: 16450297
Jearawuttanakul, K. et al. Cleistanthin A induces apoptosis and suppresses motility of colorectal cancer cells. Eur. J. Pharmacol.889, 173604. https://doi.org/10.1016/j.ejphar.2020.173604 (2020).
doi: 10.1016/j.ejphar.2020.173604 pubmed: 32980346
Neumann, C. S., Fujimori, D. G. & Walsh, C. T. Halogenation strategies in natural product biosynthesis. Chem. Biol.15, 99–109. https://doi.org/10.1016/j.chembiol.2008.01.006 (2008).
doi: 10.1016/j.chembiol.2008.01.006 pubmed: 18291314
Ekchariyawat, P. et al. ECDD-S16 targets vacuolar ATPase: A potential inhibitor compound for pyroptosis-induced inflammation. PLoS One18, e0292340. https://doi.org/10.1371/journal.pone.0292340 (2023).
doi: 10.1371/journal.pone.0292340 pubmed: 38011122 pmcid: 10681236
Livak, K. J. & Schmittgen, T. D. Analysis of relative gene expression data using real-time quantitative PCR and the 2−ΔΔCT method. Methods25, 402–408. https://doi.org/10.1006/meth.2001.1262 (2001).
doi: 10.1006/meth.2001.1262 pubmed: 11846609
Ray, S. K. et al. Molecular evidence of apoptotic death in malignant brain tumors including glioblastoma multiforme: Upregulation of calpain and caspase-3. J. Neurosci. Res.69, 197–206. https://doi.org/10.1002/jnr.10265 (2002).
doi: 10.1002/jnr.10265 pubmed: 12111801
Paquette, M. et al. AMPK-dependent phosphorylation is required for transcriptional activation of TFEB and TFE3. Autophagy17, 3957–3975. https://doi.org/10.1080/15548627.2021.1898748 (2021).
doi: 10.1080/15548627.2021.1898748 pubmed: 33734022 pmcid: 8726606
Raimondo, S. et al. Citrus limon -derived nanovesicles inhibit cancer cell proliferation and suppress CML xenograft growth by inducing TRAIL-mediated cell death. Oncotarget https://doi.org/10.18632/oncotarget.4004 (2015).
doi: 10.18632/oncotarget.4004 pubmed: 26325669 pmcid: 4872742
Pang, Z. et al. MetaboAnalyst 5.0: narrowing the gap between raw spectra and functional insights. Nucleic Acids Res.49, W388–W396. https://doi.org/10.1093/nar/gkab382 (2021).
doi: 10.1093/nar/gkab382 pubmed: 34019663 pmcid: 8265181
Pang, Z. et al. Using MetaboAnalyst 5.0 for LC–HRMS spectra processing, multi-omics integration and covariate adjustment of global metabolomics data. Nat. Protocols17, 1735–1761. https://doi.org/10.1038/s41596-022-00710-w (2022).
doi: 10.1038/s41596-022-00710-w pubmed: 35715522
Goedhart, J. & Luijsterburg, M. S. VolcaNoseR is a web app for creating, exploring, labeling and sharing volcano plots. Sci. Rep.10, 20560. https://doi.org/10.1038/s41598-020-76603-3 (2020).
doi: 10.1038/s41598-020-76603-3 pubmed: 33239692 pmcid: 7689420
Zhou, Y. et al. Metascape provides a biologist-oriented resource for the analysis of systems-level datasets. Nat. Commun.10, 1523. https://doi.org/10.1038/s41467-019-09234-6 (2019).
doi: 10.1038/s41467-019-09234-6 pubmed: 30944313 pmcid: 6447622
Paha, J. et al. A novel potent autophagy inhibitor ECDD-S27 targets vacuolar ATPase and inhibits cancer cell survival. Sci. Rep.9, 9177. https://doi.org/10.1038/s41598-019-45641-x (2019).
doi: 10.1038/s41598-019-45641-x pubmed: 31235856 pmcid: 6591302
Keon, K. A., Benlekbir, S., Kirsch, S. H., Muller, R. & Rubinstein, J. L. Cryo-EM of the yeast V(O) Complex reveals distinct binding sites for macrolide V-ATPase inhibitors. ACS Chem. Biol.17, 619–628. https://doi.org/10.1021/acschembio.1c00894 (2022).
doi: 10.1021/acschembio.1c00894 pubmed: 35148071
Anandakrishnan, R., Aguilar, B. & Onufriev, A. V. H++ 3.0: automating pK prediction and the preparation of biomolecular structures for atomistic molecular modeling and simulations. Nucleic Acids Res40, W537–W541. https://doi.org/10.1093/nar/gks375 (2012).
doi: 10.1093/nar/gks375 pubmed: 22570416 pmcid: 3394296
Ravindranath, P. A., Forli, S., Goodsell, D. S., Olson, A. J. & Sanner, M. F. AutoDockFR: advances in protein-ligand docking with explicitly specified binding site flexibility. PLoS Comput. Biol.11, e1004586. https://doi.org/10.1371/journal.pcbi.1004586 (2015).
doi: 10.1371/journal.pcbi.1004586 pubmed: 26629955 pmcid: 4667975
Eberhardt, J., Santos-Martins, D., Tillack, A. F. & Forli, S. AutoDock Vina 1.2.0: new docking methods, expanded force field, and python bindings. J. Chem. Inf. Model61, 3891–3898. https://doi.org/10.1021/acs.jcim.1c00203 (2021).
doi: 10.1021/acs.jcim.1c00203 pubmed: 34278794 pmcid: 10683950
Pettersen, E. F. et al. UCSF ChimeraX: Structure visualization for researchers, educators, and developers. Protein Sci.30, 70–82. https://doi.org/10.1002/pro.3943 (2021).
doi: 10.1002/pro.3943 pubmed: 32881101
Cheung, Y.-T. et al. Effects of all-trans-retinoic acid on human SH-SY5Y neuroblastoma as in vitro model in neurotoxicity research. NeuroToxicology30, 127–135. https://doi.org/10.1016/j.neuro.2008.11.001 (2009).
doi: 10.1016/j.neuro.2008.11.001 pubmed: 19056420
Wang, R. et al. Molecular basis of V-ATPase inhibition by bafilomycin A1. Nat. Commun.12, 1782. https://doi.org/10.1038/s41467-021-22111-5 (2021).
doi: 10.1038/s41467-021-22111-5 pubmed: 33741963 pmcid: 7979754
White, E. Deconvoluting the context-dependent role for autophagy in cancer. Nat. Rev. Cancer12, 401–410. https://doi.org/10.1038/nrc3262 (2012).
doi: 10.1038/nrc3262 pubmed: 22534666 pmcid: 3664381
Bray, F. et al. Global cancer statistics 2018: GLOBOCAN estimates of incidence and mortality worldwide for 36 cancers in 185 countries. CA A Cancer J. Clin.68, 394–424. https://doi.org/10.3322/caac.21492 (2018).
doi: 10.3322/caac.21492
Polat, O. A. et al. Evaluation of histologic, antiapoptotic and antioxidant effects of melatonin against the acute ocular toxicity of Cisplatin. Tissue Cell85, 102226. https://doi.org/10.1016/j.tice.2023.102226 (2023).
doi: 10.1016/j.tice.2023.102226 pubmed: 37793209
Demirci, N. S. et al. Modified docetaxel, cisplatin and fluorouracil therapy as the first-line treatment for patients with recurrent/metastatic squamous cell carcinoma of the head and neck cancer: a retrospective study. Curr. Med. Res. Opin.33, 401–407. https://doi.org/10.1080/03007995.2016.1257984 (2017).
doi: 10.1080/03007995.2016.1257984 pubmed: 27817239
Ghosh, S. Cisplatin: The first metal based anticancer drug. Bioorg. Chem.88, 102925. https://doi.org/10.1016/j.bioorg.2019.102925 (2019).
doi: 10.1016/j.bioorg.2019.102925 pubmed: 31003078
Parasuraman, S. & Raveendran, R. Diuretic effects of Cleistanthin A and Cleistanthin B from the leaves of Cleistanthus Collinus in Wistar Rats. J. Young Pharmacists4, 73–77. https://doi.org/10.4103/0975-1483.96616 (2012).
doi: 10.4103/0975-1483.96616
Pan, S., Cai, H., Gu, L. & Cao, S. Cleistanthin A inhibits the invasion and metastasis of human melanoma cells by inhibiting the expression of matrix metallopeptidase-2 and -9. Oncol. Lett.14, 6217–6223. https://doi.org/10.3892/ol.2017.6917 (2017).
doi: 10.3892/ol.2017.6917 pubmed: 29113270 pmcid: 5661418
Liu, S. et al. Cleistanthin A inhibits the invasion of MDA-MB-231 human breast cancer cells: involvement of the β-catenin pathway. Pharmacol. Rep.72, 188–198. https://doi.org/10.1007/s43440-019-00012-1 (2020).
doi: 10.1007/s43440-019-00012-1 pubmed: 32016834
Hernandes, M. Z., Cavalcanti, S. M., Moreira, D. R., de Azevedo Junior, W. F. & Leite, A. C. Halogen atoms in the modern medicinal chemistry: hints for the drug design. Curr. Drug Targets11, 303–314. https://doi.org/10.2174/138945010790711996 (2010).
doi: 10.2174/138945010790711996 pubmed: 20210755
Kitdumrongthum, S. et al. Inhibition of topoisomerase IIalpha and induction of DNA damage in cholangiocarcinoma cells by altholactone and its halogenated benzoate derivatives. Biomed. Pharmacother.127, 110149. https://doi.org/10.1016/j.biopha.2020.110149 (2020).
doi: 10.1016/j.biopha.2020.110149 pubmed: 32344256
Pradheepkumar, C. P. & Shanmugam, G. Anticancer potential of cleistanthin A isolated from the tropical plant Cleistanthus collinus. Oncol. Res.11, 225–232 (1999).
pubmed: 10608617
Zhao, Y., Lu, Y., Ma, J. & Zhu, L. Synthesis and Evaluation of Cleistanthin A Derivatives as Potent Vacuolar H(+) -ATPase Inhibitors. Chem. Biol. Drug Des.86, 691–696. https://doi.org/10.1111/cbdd.12538 (2015).
doi: 10.1111/cbdd.12538 pubmed: 25677205
Breton, S. & Brown, D. Regulation of luminal acidification by the V-ATPase. Physiology28, 318–329. https://doi.org/10.1152/physiol.00007.2013 (2013).
doi: 10.1152/physiol.00007.2013 pubmed: 23997191 pmcid: 3768094
Yang, A. et al. Autophagy is critical for pancreatic tumor growth and progression in tumors with p53 alterations. Cancer Discov.4, 905–913. https://doi.org/10.1158/2159-8290.Cd-14-0362 (2014).
doi: 10.1158/2159-8290.Cd-14-0362 pubmed: 24875860 pmcid: 4125497
Pérez-Sayáns, M. et al. Measurement of ATP6V1C1 expression in brush cytology samples as a diagnostic and prognostic marker in oral squamous cell carcinoma. Cancer Biol. Therapy9, 1057–1064. https://doi.org/10.4161/cbt.9.12.11880 (2010).
doi: 10.4161/cbt.9.12.11880
Sannigrahi, M. K., Singh, V., Sharma, R., Panda, N. K. & Khullar, M. Role of autophagy in head and neck cancer and therapeutic resistance. Oral Dis21, 283–291. https://doi.org/10.1111/odi.12254 (2015).
doi: 10.1111/odi.12254 pubmed: 24797102
Chen, Y. et al. Autophagy regulates the cancer stem cell phenotype of head and neck squamous cell carcinoma through the noncanonical FOXO3/SOX2 axis. Oncogene41, 634–646. https://doi.org/10.1038/s41388-021-02115-7 (2022).
doi: 10.1038/s41388-021-02115-7 pubmed: 34795388
Xu, Z. et al. Halogen bond: its role beyond drug-target binding affinity for drug discovery and development. J. Chem. Inf. Model54, 69–78. https://doi.org/10.1021/ci400539q (2014).
doi: 10.1021/ci400539q pubmed: 24372485
Huwaimel, B. I. et al. Discovery of halogenated benzothiadiazine derivatives with anticancer activity*. ChemMedChem16, 1143–1162. https://doi.org/10.1002/cmdc.202000729 (2021).
doi: 10.1002/cmdc.202000729 pubmed: 33331124 pmcid: 8035258
Redecker, B., Heckendorf, B., Grosch, H.-W., Mersmann, G. & Hasilik, A. Molecular organization of the human cathepsin D gene. DNA Cell Biol.10, 423–431. https://doi.org/10.1089/dna.1991.10.423 (1991).
doi: 10.1089/dna.1991.10.423 pubmed: 2069717
Berchem, G. et al. Cathepsin-D affects multiple tumor progression steps in vivo: proliferation, angiogenesis and apoptosis. Oncogene21, 5951–5955. https://doi.org/10.1038/sj.onc.1205745 (2002).
doi: 10.1038/sj.onc.1205745 pubmed: 12185597
Shen, S. et al. Molecular mechanism of C-reaction protein in promoting migration and invasion of hepatocellular carcinoma cells in vitro. Int. J. Oncol.50, 1289–1298. https://doi.org/10.3892/ijo.2017.3911 (2017).
doi: 10.3892/ijo.2017.3911 pubmed: 28350119
Dumartin, L. et al. AGR2 is a novel surface antigen that promotes the dissemination of pancreatic cancer cells through regulation of cathepsins B and D. Cancer Res71, 7091–7102. https://doi.org/10.1158/0008-5472.Can-11-1367 (2011).
doi: 10.1158/0008-5472.Can-11-1367 pubmed: 21948970 pmcid: 3541941
Zhao, X. et al. Elaiophylin, a novel autophagy inhibitor, exerts antitumor activity as a single agent in ovarian cancer cells. Autophagy11, 1849–1863. https://doi.org/10.1080/15548627.2015.1017185 (2015).
doi: 10.1080/15548627.2015.1017185 pubmed: 25893854 pmcid: 4824600
Kitazawa, S. et al. Cancer with low cathepsin D levels is susceptible to vacuolar (H(+) )-ATPase inhibition. Cancer Sci108, 1185–1193. https://doi.org/10.1111/cas.13240 (2017).
doi: 10.1111/cas.13240 pubmed: 28317223 pmcid: 5480082
Di, Y. Q. et al. Autophagy triggers CTSD (cathepsin D) maturation and localization inside cells to promote apoptosis. Autophagy17, 1170–1192. https://doi.org/10.1080/15548627.2020.1752497 (2021).
doi: 10.1080/15548627.2020.1752497 pubmed: 32324083
Lee, S. G. et al. Cathepsin D promotes polarization of tumor-associated macrophages and metastasis through TGFBI-CCL20 signaling. Exp Mol Med56, 383–394. https://doi.org/10.1038/s12276-024-01163-9 (2024).
doi: 10.1038/s12276-024-01163-9 pubmed: 38297161 pmcid: 10907383
Vigneswaran, N. et al. Variable expression of cathepsin B and D correlates with highly invasive and metastatic phenotype of oral cancer. Hum Pathol31, 931–937. https://doi.org/10.1053/hupa.2000.9035 (2000).
doi: 10.1053/hupa.2000.9035 pubmed: 10987253
Gandour-Edwards, R., Trock, B. & Donald, P. J. Predictive value of cathepsin-D for cervical lymph node metastasis in head and neck squamous cell carcinoma. Head Neck21, 718–722. https://doi.org/10.1002/(sici)1097-0347(199912)21:8%3c718::aid-hed6%3e3.0.co;2-w (1999).
doi: 10.1002/(sici)1097-0347(199912)21:8<718::aid-hed6>3.0.co;2-w pubmed: 10562684
Maurizi, M. et al. Cathepsin D concentration in primary laryngeal cancer: correlation with clinico-pathological parameters, EGFR status and prognosis. Int. J. Cancer69, 105–109. https://doi.org/10.1002/(sici)1097-0215(19960422)69:2%3c105::Aid-ijc6%3e3.0.Co;2-4 (1996).
doi: 10.1002/(sici)1097-0215(19960422)69:2<105::Aid-ijc6>3.0.Co;2-4 pubmed: 8608976
Alizadeh, J. et al. Autophagy modulates transforming growth factor beta 1 induced epithelial to mesenchymal transition in non-small cell lung cancer cells. Biochim. Biophys. Acta Mol. Cell Res.1865, 749–768. https://doi.org/10.1016/j.bbamcr.2018.02.007 (2018).
doi: 10.1016/j.bbamcr.2018.02.007 pubmed: 29481833
Nieman, M. T., Prudoff, R. S., Johnson, K. R. & Wheelock, M. J. N-cadherin promotes motility in human breast cancer cells regardless of their E-cadherin expression. J Cell Biol147, 631–644. https://doi.org/10.1083/jcb.147.3.631 (1999).
doi: 10.1083/jcb.147.3.631 pubmed: 10545506 pmcid: 2151177
Sardiello, M. et al. A gene network regulating lysosomal biogenesis and function. Science325, 473–477. https://doi.org/10.1126/science.1174447 (2009).
doi: 10.1126/science.1174447 pubmed: 19556463

Auteurs

Anongnat Wongpan (A)

Department of Physiology, Faculty of Science, Mahidol University, Rama 6 Rd., Ratchathewi, Bangkok, 10400, Thailand.

Wittaya Panvongsa (W)

Department of Tropical Nutrition and Food Science, Faculty of Tropical Medicine, Mahidol University, Bangkok, Thailand.

Sucheewin Krobthong (S)

Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand.

Bodee Nutho (B)

Department of Pharmacology, Faculty of Science, Mahidol University, Bangkok, Thailand.

Phongthon Kanjanasirirat (P)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.
Department of Pathobiology, Faculty of Science, Mahidol University, Bangkok, Thailand.

Kedchin Jearawuttanakul (K)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.

Tanawadee Khumpanied (T)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.

Sureeporn Phlaetita (S)

Department of Microbiology, Faculty of Science, Mahidol University, Bangkok, Thailand.

Napason Chabang (N)

School of Bioinnovation and Bio-Based Product Intelligence, Faculty of Science, Mahidol University, Bangkok, Thailand.

Bamroong Munyoo (B)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.
Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand.

Patoomratana Tuchinda (P)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.
Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand.

Marisa Ponpuak (M)

Department of Microbiology, Faculty of Science, Mahidol University, Bangkok, Thailand.

Suparerk Borwornpinyo (S)

Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand.
Department of Biotechnology, Faculty of Science, Mahidol University, Bangkok, Thailand.

Arthit Chairoungdua (A)

Department of Physiology, Faculty of Science, Mahidol University, Rama 6 Rd., Ratchathewi, Bangkok, 10400, Thailand. arthit.chi@mahidol.ac.th.
Excellent Center for Drug Discovery (ECDD), Mahidol University, Bangkok, Thailand. arthit.chi@mahidol.ac.th.
Toxicology Graduate Program, Faculty of Science, Mahidol University, Bangkok, Thailand. arthit.chi@mahidol.ac.th.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH