Details of the Drug-Related molecule(s) Interaction Atlas

General Information of Drug (ID: DMFWC3O)

Drug Name
Perillyl alcohol Drug Info
Synonyms Monoterpenes, University of Wisconsin; Perillyl alcohol, University of Wisconsin; Perillyl alcohol, WARF
Indication
Disease Entry ICD 11 Status REF
Solid tumour/cancer 2A00-2F9Z Discontinued in Phase 2 [1]
Cross-matching ID
PubChem CID
10819
ChEBI ID
CHEBI:15420
CAS Number
CAS 536-59-4
TTD Drug ID
DMFWC3O

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Clinical Trial Drug(s)
Investigative Drug(s)
Approved Drug(s)
Download the Complete Related Drug List
Drug(s) Targeting GTPase NRas (NRAS)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Salirasib DMRSU4X Lung cancer 2C25.0 Phase 2 [7]
Mutant ras vaccine DMM6KZR Solid tumour/cancer 2A00-2F9Z Phase 2 [8]
GI-4000 DMTY4PG Colorectal cancer 2B91.Z Phase 2 [9]
Reovirus DMQ73AY Head and neck cancer 2D42 Phase 2 [10]
KA-10X DM4GSHY Solid tumour/cancer 2A00-2F9Z Investigative [2]
APC-300 DMNIEHV Prostate cancer 2C82.0 Investigative [2]
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Drug(s) Affected By Involucrin (IVL)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Calcipotriol DM03CP7 Psoriasis EA90 Approved [11]
Beta-carotene DM0RXBT Vitamin deficiency 5B55-5B71 Approved [12]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [13]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [14]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [15]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [11]
Ursodeoxycholic acid DMCUT21 Cholelithiasis DC11 Approved [5]
Demecolcine DMCZQGK Solid tumour/cancer 2A00-2F9Z Approved [16]
Hydrocortisone DMGEMB7 Acne vulgaris ED80 Approved [17]
Vitamin A DMJ2AH4 Night blindness 9D45 Approved [12]
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Drug(s) Affected By G2/mitotic-specific cyclin-B1 (CCNB1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [18]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [19]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [20]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [21]
Selenium DM25CGV N. A. N. A. Approved [22]
Etretinate DM2CZFA Keratosis ED56 Approved [23]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [24]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [25]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [26]
Methotrexate DM2TEOL Anterior urethra cancer Approved [27]
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Drug(s) Affected By Cyclin-A2 (CCNA2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [28]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [19]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [29]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [30]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [31]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [32]
Methotrexate DM2TEOL Anterior urethra cancer Approved [27]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [33]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [34]
Quercetin DM3NC4M Obesity 5B81 Approved [35]
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Drug(s) Affected By Cyclin-dependent kinase 2 (CDK2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [18]
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [19]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [36]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [37]
Selenium DM25CGV N. A. N. A. Approved [22]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [24]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [38]
Methotrexate DM2TEOL Anterior urethra cancer Approved [39]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [40]
Quercetin DM3NC4M Obesity 5B81 Approved [41]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Transforming protein RhoA (RHOA)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [28]
Methotrexate DM2TEOL Anterior urethra cancer Approved [42]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [43]
Quercetin DM3NC4M Obesity 5B81 Approved [44]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [45]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [45]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [46]
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [47]
Pamidronate DMB4AVP Bone Paget disease Approved [48]
Atorvastatin DMF28YC Acute coronary syndrome BA41 Approved [49]
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Drug(s) Affected By Rho-related GTP-binding protein RhoB (RHOB)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [50]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [45]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [45]
Panobinostat DM58WKG Chronic graft versus host disease Approved [51]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [52]
Marinol DM70IK5 Anorexia nervosa cachexia 6B80 Approved [53]
Leflunomide DMR8ONJ Arthritis FA20 Approved [54]
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [47]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [55]
Atorvastatin DMF28YC Acute coronary syndrome BA41 Approved [56]
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Drug(s) Affected By Ras-related protein Rap-1A (RAP1A)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ibandronate DM0QZBN Hypercalcaemia 5B91.0 Approved [57]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [58]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [59]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [60]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [61]
Minodronate DM50PMY Osteoporosis FB83.0 Approved [62]
Risedronate DM5FLTY Bone Paget disease Approved [63]
Lovastatin DM9OZWQ Arteriosclerosis BD40 Approved [64]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [65]
Pamidronate DMB4AVP Bone Paget disease Approved [63]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Bcl-2 homologous antagonist/killer (BAK1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [66]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [67]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [68]
Methotrexate DM2TEOL Anterior urethra cancer Approved [42]
Quercetin DM3NC4M Obesity 5B81 Approved [69]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [70]
Levamisole DM5EN79 Parasitic infection 1D0Y-1G2Z Approved [71]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [72]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [73]
Promethazine DM6I5GR Hyperemesis gravidarum Approved [74]
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Drug(s) Affected By Cyclin-dependent kinase inhibitor 1B (CDKN1B)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [75]
Gefitinib DM15F0X Colon adenocarcinoma Approved [76]
Prednisone DM2HG4X Acute asthma CA23 Approved [77]
Methotrexate DM2TEOL Anterior urethra cancer Approved [78]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [79]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [80]
Quercetin DM3NC4M Obesity 5B81 Approved [81]
Fluoxetine DM3PD2C Bipolar depression Approved [82]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [83]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [84]
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Drug(s) Affected By Cyclin-dependent kinase inhibitor 1 (CDKN1A)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [85]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [86]
Fulvestrant DM0YZC6 Breast cancer 2C60-2C65 Approved [20]
Gefitinib DM15F0X Colon adenocarcinoma Approved [87]
Talazoparib DM1KS78 Breast cancer 2C60-2C65 Approved [88]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [30]
Etretinate DM2CZFA Keratosis ED56 Approved [23]
Prednisone DM2HG4X Acute asthma CA23 Approved [77]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [24]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [89]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas
Download the Complete Interaction Atlas for Visualization in Cytoscape

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
GTPase NRas (NRAS) TTW2R9X RASN_HUMAN Modulator [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Bcl-2 homologous antagonist/killer (BAK1) OTDP6ILW BAK_HUMAN Gene/Protein Processing [3]
Cyclin-A2 (CCNA2) OTPHHYZJ CCNA2_HUMAN Gene/Protein Processing [4]
Cyclin-dependent kinase 2 (CDK2) OTB5DYYZ CDK2_HUMAN Gene/Protein Processing [4]
Cyclin-dependent kinase inhibitor 1 (CDKN1A) OTQWHCZE CDN1A_HUMAN Drug Response [4]
Cyclin-dependent kinase inhibitor 1B (CDKN1B) OTNY5LLZ CDN1B_HUMAN Drug Response [4]
G2/mitotic-specific cyclin-B1 (CCNB1) OT19S7E5 CCNB1_HUMAN Gene/Protein Processing [4]
Involucrin (IVL) OT4VPNGY INVO_HUMAN Gene/Protein Processing [5]
Ras-related protein Rap-1A (RAP1A) OT5RH6TI RAP1A_HUMAN Gene/Protein Processing [6]
Rho-related GTP-binding protein RhoB (RHOB) OTHQFQF7 RHOB_HUMAN Gene/Protein Processing [6]
Transforming protein RhoA (RHOA) OT6YOJ9N RHOA_HUMAN Gene/Protein Processing [6]

References

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3 Effects of the isoprenoids perillyl alcohol and farnesol on apoptosis biomarkers in pancreatic cancer chemoprevention. Anticancer Res. 2002 Nov-Dec;22(6A):3127-34.
4 Cell cycle arrest by the isoprenoids perillyl alcohol, geraniol, and farnesol is mediated by p21(Cip1) and p27(Kip1) in human pancreatic adenocarcinoma cells. J Pharmacol Exp Ther. 2007 Mar;320(3):1163-70. doi: 10.1124/jpet.106.111666. Epub 2006 Nov 30.
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27 Methotrexate modulates folate phenotype and inflammatory profile in EA.hy 926 cells. Eur J Pharmacol. 2014 Jun 5;732:60-7.
28 Cannabidiol and Oxygen-Ozone Combination Induce Cytotoxicity in Human Pancreatic Ductal Adenocarcinoma Cell Lines. Cancers (Basel). 2020 Sep 27;12(10):2774. doi: 10.3390/cancers12102774.
29 Estrogen regulation in human breast cancer cells of new downstream gene targets involved in estrogen metabolism, cell proliferation and cell transformation. J Mol Endocrinol. 2004 Apr;32(2):397-414.
30 Gene expression after treatment with hydrogen peroxide, menadione, or t-butyl hydroperoxide in breast cancer cells. Cancer Res. 2002 Nov 1;62(21):6246-54.
31 Ribavirin inhibits colorectal cancer growth by downregulating PRMT5 expression and H3R8me2s and H4R3me2s accumulation. Toxicol Appl Pharmacol. 2021 Mar 15;415:115450. doi: 10.1016/j.taap.2021.115450. Epub 2021 Feb 9.
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33 Simvastatin inactivates beta1-integrin and extracellular signal-related kinase signaling and inhibits cell proliferation in head and neck squamous cell carcinoma cells. Cancer Sci. 2007 Jun;98(6):890-9.
34 CDK4/6 inhibition provides a potent adjunct to Her2-targeted therapies in preclinical breast cancer models. Genes Cancer. 2014 Jul;5(7-8):261-72. doi: 10.18632/genesandcancer.24.
35 Comparison of phenotypic and transcriptomic effects of false-positive genotoxins, true genotoxins and non-genotoxins using HepG2 cells. Mutagenesis. 2011 Sep;26(5):593-604.
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37 Down-regulation and decreased activity of cyclin-dependent kinase 2 in H2O2-induced premature senescence. Int J Biochem Cell Biol. 2003 Feb;35(2):246-54. doi: 10.1016/s1357-2725(02)00129-2.
38 Nonsteroidal anti-inflammatory drugs inhibit growth of human neuroendocrine tumor cells via G1 cell-cycle arrest. Int J Cancer. 2003 Dec 10;107(5):844-53. doi: 10.1002/ijc.11446.
39 Peripheral blood expression of nuclear factor-kappab-regulated genes is associated with rheumatoid arthritis disease activity and responds differentially to anti-tumor necrosis factor-alpha versus methotrexate. J Rheumatol. 2007 Sep;34(9):1817-22. Epub 2007 Aug 1.
40 Simvastatin inhibits cell growth and induces apoptosis and G0/G1 cell cycle arrest in hepatic cancer cells. Int J Mol Med. 2010 Nov;26(5):735-41. doi: 10.3892/ijmm_00000520.
41 Inhibition of prostate cancer cell colony formation by the flavonoid quercetin correlates with modulation of specific regulatory genes. Clin Diagn Lab Immunol. 2004 Jan;11(1):63-9. doi: 10.1128/cdli.11.1.63-69.2004.
42 Functional gene expression profile underlying methotrexate-induced senescence in human colon cancer cells. Tumour Biol. 2011 Oct;32(5):965-76.
43 Cytoskeletal activation and altered gene expression in endothelial barrier regulation by simvastatin. Am J Respir Cell Mol Biol. 2004 May;30(5):662-70. doi: 10.1165/rcmb.2003-0267OC. Epub 2003 Nov 20.
44 Quercetin inhibits migration and invasion of SAS human oral cancer cells through inhibition of NF-B and matrix metalloproteinase-2/-9 signaling pathways. Anticancer Res. 2013 May;33(5):1941-50.
45 Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitro. J Invest Dermatol. 2005 Jul;125(1):143-53.
46 Chronic occupational exposure to arsenic induces carcinogenic gene signaling networks and neoplastic transformation in human lung epithelial cells. Toxicol Appl Pharmacol. 2012 Jun 1;261(2):204-16.
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48 Pamidronate induced anti-proliferative, apoptotic, and anti-migratory effects in hepatocellular carcinoma. J Hepatol. 2006 Jan;44(1):142-50. doi: 10.1016/j.jhep.2005.09.022. Epub 2005 Nov 9.
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51 A transcriptome-based classifier to identify developmental toxicants by stem cell testing: design, validation and optimization for histone deacetylase inhibitors. Arch Toxicol. 2015 Sep;89(9):1599-618.
52 Grouping of histone deacetylase inhibitors and other toxicants disturbing neural crest migration by transcriptional profiling. Neurotoxicology. 2015 Sep;50:56-70.
53 JunD is involved in the antiproliferative effect of Delta9-tetrahydrocannabinol on human breast cancer cells. Oncogene. 2008 Aug 28;27(37):5033-44.
54 Endoplasmic reticulum stress and MAPK signaling pathway activation underlie leflunomide-induced toxicity in HepG2 Cells. Toxicology. 2017 Dec 1;392:11-21.
55 Comparison of HepG2 and HepaRG by whole-genome gene expression analysis for the purpose of chemical hazard identification. Toxicol Sci. 2010 May;115(1):66-79.
56 Combination of atorvastatin and celecoxib synergistically induces cell cycle arrest and apoptosis in colon cancer cells. Int J Cancer. 2008 May 1;122(9):2115-24. doi: 10.1002/ijc.23315.
57 Extracellular calcium increases bisphosphonate-induced growth inhibition of breast cancer cells. Breast Cancer Res. 2008;10(1):R4. doi: 10.1186/bcr1845. Epub 2008 Jan 11.
58 Comparative gene expression profiling reveals partially overlapping but distinct genomic actions of different antiestrogens in human breast cancer cells. J Cell Biochem. 2006 Aug 1;98(5):1163-84.
59 Statin-induced Mitochondrial Priming Sensitizes Multiple Myeloma Cells to BCL2 and MCL-1 Inhibitors. Cancer Res Commun. 2023 Dec 8;3(12):2497-2509. doi: 10.1158/2767-9764.CRC-23-0350.
60 Transcriptional and Metabolic Dissection of ATRA-Induced Granulocytic Differentiation in NB4 Acute Promyelocytic Leukemia Cells. Cells. 2020 Nov 5;9(11):2423. doi: 10.3390/cells9112423.
61 Robustness testing and optimization of an adverse outcome pathway on cholestatic liver injury. Arch Toxicol. 2020 Apr;94(4):1151-1172. doi: 10.1007/s00204-020-02691-9. Epub 2020 Mar 10.
62 Efficacy of a nitrogen-containing bisphosphonate, minodronate, in conjunction with a p38 mitogen activated protein kinase inhibitor or doxorubicin against malignant bone tumor cells. Cancer Chemother Pharmacol. 2008 Jun;62(1):111-6. doi: 10.1007/s00280-007-0580-y. Epub 2007 Sep 15.
63 Nitrogen-containing bisphosphonates induce apoptosis of Caco-2 cells in vitro by inhibiting the mevalonate pathway: a model of bisphosphonate-induced gastrointestinal toxicity. Bone. 2001 Oct;29(4):336-43. doi: 10.1016/s8756-3282(01)00589-0.
64 Synergistic interaction of lovastatin and paclitaxel in human cancer cells. Mol Cancer Ther. 2001 Dec;1(2):141-9.
65 Integrating multiple omics to unravel mechanisms of Cyclosporin A induced hepatotoxicity in vitro. Toxicol In Vitro. 2015 Apr;29(3):489-501.
66 Increased expression of VDAC1 sensitizes carcinoma cells to apoptosis induced by DNA cross-linking agents. Biochem Pharmacol. 2012 May 1;83(9):1172-82. doi: 10.1016/j.bcp.2012.01.017. Epub 2012 Jan 21.
67 Microarray analysis of H2O2-, HNE-, or tBH-treated ARPE-19 cells. Free Radic Biol Med. 2002 Nov 15;33(10):1419-32.
68 Sulindac-derived reactive oxygen species induce apoptosis of human multiple myeloma cells via p38 mitogen activated protein kinase-induced mitochondrial dysfunction. Apoptosis. 2007 Jan;12(1):195-209. doi: 10.1007/s10495-006-0527-5.
69 Inhibition of lung cancer cell growth by quercetin glucuronides via G2/M arrest and induction of apoptosis. Drug Metab Dispos. 2006 Feb;34(2):296-304. doi: 10.1124/dmd.105.005280. Epub 2005 Nov 9.
70 Phenotypic characterization of retinoic acid differentiated SH-SY5Y cells by transcriptional profiling. PLoS One. 2013 May 28;8(5):e63862.
71 Levamisole induced apoptosis in cultured vascular endothelial cells. Br J Pharmacol. 2000 Dec;131(8):1577-83.
72 Arsenic trioxide (As(2)O(3)) induced apoptosis and its mechanisms in a human esophageal squamous carcinoma cell line. Chin Med J (Engl). 2002 Feb;115(2):280-5.
73 Non-steroidal anti-inflammatory drugs induce apoptosis in gastric cancer cells through up-regulation of bax and bak. Carcinogenesis. 2001 Sep;22(9):1393-7. doi: 10.1093/carcin/22.9.1393.
74 AMPK activation induced by promethazine increases NOXA expression and Beclin-1 phosphorylation and drives autophagy-associated apoptosis in chronic myeloid leukemia. Chem Biol Interact. 2020 Jan 5;315:108888. doi: 10.1016/j.cbi.2019.108888. Epub 2019 Nov 2.
75 Therapeutically activating RB: reestablishing cell cycle control in endocrine therapy-resistant breast cancer. Endocr Relat Cancer. 2011 Apr 28;18(3):333-45. doi: 10.1530/ERC-10-0262. Print 2011 Jun.
76 Dasatinib (BMS-354825) selectively induces apoptosis in lung cancer cells dependent on epidermal growth factor receptor signaling for survival. Cancer Res. 2006 Jun 1;66(11):5542-8. doi: 10.1158/0008-5472.CAN-05-4620.
77 Glucocorticoids induce G1 arrest of lymphoblastic cells through retinoblastoma protein Rb1 dephosphorylation in childhood acute lymphoblastic leukemia in vivo. Cancer Biol Ther. 2004 May;3(5):470-6. doi: 10.4161/cbt.3.5.838. Epub 2004 May 9.
78 Methotrexate increases expression of cell cycle checkpoint genes via JNK activation. Arthritis Rheum. 2012 Jun;64(6):1780-9. doi: 10.1002/art.34342. Epub 2011 Dec 19.
79 Simvastatin inhibits growth via apoptosis and the induction of cell cycle arrest in human melanoma cells. Melanoma Res. 2008 Apr;18(2):85-94. doi: 10.1097/CMR.0b013e3282f60097.
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81 Effects of structurally related flavonoids on cell cycle progression of human melanoma cells: regulation of cyclin-dependent kinases CDK2 and CDK1. Biochem Pharmacol. 2001 May 15;61(10):1205-15. doi: 10.1016/s0006-2952(01)00583-4.
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