Understanding the role of chronopharmacology for drug optimization: what do we know?

References

• Weaver DR. Introduction to circadian rhythms and mechanisms of circadian oscillations. In: Gumz M, editor. Circadian clocks: role in health and disease. (NY): Springer New York; 2016. p. 1–55. doi: 10.1007/978-1-4939-3450-8_1.
   Google Scholar
• Kramer A, Lange T, Spies C, et al. Foundations of circadian medicine. PLoS Biol. 2022;20(3):e3001567. doi: 10.1371/journal.pbio.3001567
   PubMed Web of Science ®Google Scholar
• Mure LS. Intrinsically photosensitive retinal ganglion cells of the human retina. Front Neurol. 2021;12:636330. doi: 10.3389/fneur.2021.636330
   PubMed Web of Science ®Google Scholar
• Patke A, Young MW, Axelrod S. Molecular mechanisms and physiological importance of circadian rhythms. Nat Rev Mol Cell Biol. 2020;21(2):67–84. doi: 10.1038/s41580-019-0179-2
   PubMed Web of Science ®Google Scholar
• Hamdan AM, Koyanagi S, Wada E, et al. Intestinal expression of mouse Abcg2/breast cancer resistance protein (BCRP) gene is under control of circadian clock-activating transcription factor-4 pathway. J Biol Chem. 2012;287(21):17224–17231. doi: 10.1074/jbc.M111.333377
   PubMed Web of Science ®Google Scholar
• Murakami Y, Higashi Y, Matsunaga N, et al. Circadian clock-controlled intestinal expression of the multidrug-resistance gene mdr1a in mice. Gastroenterology. 2008;135(5):1636–1644.e3. doi: 10.1053/j.gastro.2008.07.073
   PubMed Web of Science ®Google Scholar
• Takiguchi T, Tomita M, Matsunaga N, et al. Molecular basis for rhythmic expression of CYP3A4 in serum-shocked HepG2 cells. Pharmacogenet Genomics. 2007;17(12):1047–1056. doi: 10.1097/FPC.0b013e3282f12a61
   PubMed Web of Science ®Google Scholar
• Ayyar VS, Sukumaran S. Circadian rhythms: influence on physiology, pharmacology, and therapeutic interventions. J Pharmacokinet Pharmacodyn. 2021;48(3):321–338. doi: 10.1007/s10928-021-09751-2
   PubMed Web of Science ®Google Scholar
• Minors DS, Waterhouse JM. 1981. Cardiovascular, respiratory, metabolic and gastrointestinal rhythms. Circadian rhythms and the humanp. 41–65. Elsevier; Bristol:DOI:10.1016/B978-0-7236-0592-8.50009-0.
   Google Scholar
• Smolensky MH. Aspects of human chronopathology. In;editors. Biological rhythms and medicine-cellular, metabolic, physiopathologic, and pharmacologic aspects. (NY). Springer New York; 1983. p. 131–209. 10.1007/978-1-4613-9496-9_5
   Google Scholar
• Dobrek L. Chronopharmacology in therapeutic drug monitoring—dependencies between the rhythmics of pharmacokinetic processes and drug concentration in blood. Pharmaceutics. 2021;13(11):1915. doi: 10.3390/pharmaceutics13111915
   PubMed Web of Science ®Google Scholar
• Vandenberghe A, Lefranc M, Furlan A. An overview of the circadian clock in the frame of chronotherapy: from bench to bedside. Pharmaceutics. 2022;14(7):1424. doi: 10.3390/pharmaceutics14071424
   PubMed Web of Science ®Google Scholar
• Swanson GR, Biglin M, Raff H, et al. Impact of chronotherapy on 6-mercaptopurine metabolites in inflammatory bowel disease: A pilot crossover trial. Clin Transl Gastroenterol. 2023;14(2):e00549. doi: 10.14309/ctg.0000000000000549
   PubMed Web of Science ®Google Scholar
• Reinberg A. Clinical Chronopharmacology. In;editors. Biological rhythms and medicine-cellular, metabolic, physiopathologic, and pharmacologic aspects. (NY). Springer New York; 1983. p. 211–263. 10.1007/978-1-4613-9496-9_6
   Google Scholar
• Dallmann R, Brown SA, Gachon F. Chronopharmacology: New insights and therapeutic implications. Annu Rev Pharmacol Toxicol. 2014;54(1):339–361. doi: 10.1146/annurev-pharmtox-011613-135923
   PubMedGoogle Scholar
• Pan X, Hussain MM. Clock is important for food and circadian regulation of macronutrient absorption in mice. J Lipid Res. 2009;50(9):1800–1813. doi: 10.1194/jlr.M900085-JLR200
   PubMed Web of Science ®Google Scholar
• Baraldo M. The influence of circadian rhythms on the kinetics of drugs in humans. Expert Opin Drug Metab Toxicol. 4(2):4; 175–192. 10.1517/17425255.4.2.175
   PubMed Web of Science ®Google Scholar
• Shiga T, Fujimura A, Tateishi T, et al. Differences of chronopharmacokinetic profiles between propranolol and atenolol in hypertensive subjects. J Clin Pharmacol. 1993;33(8):756–761. doi: 10.1002/j.1552-4604.1993.tb05620.x
   PubMed Web of Science ®Google Scholar
• Fujimura A, Kumagai Y, Sugimoto K, et al. Circadian influence on effect of propranolol on exercise-induced tachycardia in healthy subjects. Eur J Clin Pharmacol. 1990;38(2):133–137. doi: 10.1007/BF00265971
   PubMed Web of Science ®Google Scholar
• Van Someren EJ. Circadian rhythms and sleep in human aging. Chronobiol Int. 2000;17(3):233–243. doi: 10.1081/CBI-100101046
   PubMed Web of Science ®Google Scholar
• Shiga T, Fujimura A, Tateishi T, et al. The effect of age on diurnal variation in the pharmacokinetics of propranolol in hypertensive subjects. Eur J Clin Pharmacol. 1993;44(5):489–492. doi: 10.1007/BF00315550
   PubMed Web of Science ®Google Scholar
• Stearns AT, Balakrishnan A, Rhoads DB, et al. Diurnal rhythmicity in the transcription of jejunal drug transporters. J Pharmacol Sci. 2008;108:144–148. DOI:10.1254/jphs.08100SC
   PubMed Web of Science ®Google Scholar
• Hamdan AM, Koyanagi S, Wada E, et al. Intestinal expression of mouse Abcg2/breast cancer resistance protein (BCRP) gene is under control of circadian clock-activating transcription factor-4 pathway. J Biol Chem. 2012;287(21):287; 17224–17231. doi: 10.1074/jbc.M111.333377
   PubMed Web of Science ®Google Scholar
• Belanger PM, Bruguerolle B, Labrecque G. Rhythms in pharmacokinetics: absorption, distribution, metabolism, and excretion. In: Redfern P Lemmer B, editors. Physiology and pharmacology of biological rhythms. Berlin: Springer Berlin Heidelberg; 1997. p. 177–204. doi: 10.1007/978-3-662-09355-9_8.
   Google Scholar
• Hecquet B, Meynadier J, Bonneterre J, et al. Pharmacokinetics of etoposide in gestochoriocarcinoma. Cancer Treat Rep. 1985;69(1):69–72.
   PubMedGoogle Scholar
• Labrecque G, Belanger PM. Biological rhythms in the absorption, distribution, metabolism and excretion of drugs. Pharmacol Ther. 1991;52(1):95–107. doi: 10.1016/0163-7258(91)90088-4
   PubMed Web of Science ®Google Scholar
• Lemmer B, Nold G. Circadian changes in estimated hepatic blood flow in healthy subjects. Br J Clin Pharmacol. 1991;32(5):32; 627–629. doi: 10.1111/j.1365-2125.1991.tb03964.x
   PubMed Web of Science ®Google Scholar
• Zhang Y-KJ, Yeager RL, Klaassen CD. Circadian expression profiles of drug-processing genes and transcription factors in mouse liver. Drug Metab Dispos. 2009;37(1):106–115. doi: 10.1124/dmd.108.024174
   PubMed Web of Science ®Google Scholar
• Ohno M, Yamaguchi I, Ito T, et al. Circadian variation of the urinary 6β-hydroxycortisol to cortisol ratio that would reflect hepatic CYP3A activity. Eur J Clin Pharmacol. 2000;55(11–12):55; 861–865. doi: 10.1007/s002280050708
   PubMed Web of Science ®Google Scholar
• Buijsen JG, van Acker BA, Koomen GC, et al. Circadian rhythm of glomerular filtration rate in patients after kidney transplantation. Nephrol Dial Transplant. 1994;9(9):1330–1333.
   PubMed Web of Science ®Google Scholar
• Bleyzac N, Allard-Latour B, Laffont A, et al. Diurnal changes in the pharmacokinetic behavior of amikacin. Ther Drug Monit. 2000;22(3):307–312. doi: 10.1097/00007691-200006000-00012
   PubMed Web of Science ®Google Scholar
• Prins JM, Weverling GJ, van Ketel RJ, et al. Circadian variations in serum levels and the renal toxicity of aminoglycosides in patients. Clin Pharmacol Ther. 1997;62(1):62; 106–111. doi: 10.1016/S0009-9236(97)90156-9
   Web of Science ®Google Scholar
• Obata F, Ozuru R, Tsuji T, et al. Stx2 induces differential gene expression and disturbs circadian rhythm genes in the proximal tubule. Toxins (Basel). 2022;14(2):14; 69. doi: 10.3390/toxins14020069
   PubMed Web of Science ®Google Scholar
• Jackson EK. Drugs affecting renal excretory function. In: Brunton L, Hilal-Dandan R Knollmann B, editors Goodman & Gilman’s the pharmacological basis of therapeutics. 13TH edition ed. (NY): Mc Graw Hill Education; 2018. p. 445–470.
   Google Scholar
• Tateishi T, Fujimura A, Miura T, et al. Chronopharmacological study of furosemide in human subjects. Int J Clin Pharmacol Res. 1988;8(6):401–407.
   PubMedGoogle Scholar
• Solocinski K, Mazzoccoli G, Gumz ML. Circadian regulation of renal function. In: Gumz M, editor. Circadian clocks: role in health and disease. (NY): Springer New York; 2016. p. 175–198. doi: 10.1007/978-1-4939-3450-8_6.
   Google Scholar
• Wei N, Gumz ML, Layton AT. Predicted effect of circadian clock modulation of NHE3 of a proximal tubule cell on sodium transport. Am J Physiol Renal Physiol. 2018;315(3):315; F665–F676. doi: 10.1152/ajprenal.00008.2018
   PubMed Web of Science ®Google Scholar
• Reinberg A, Zagula-Mally ZW, Ghata J, et al. Circadian rhythm in duration of salicylate excretion referred to phase of excretory rhythms and routine. Proc Soc Exp Biol Med. 1967;124(3):124; 826–832. doi: 10.3181/00379727-124-31863
   PubMed Web of Science ®Google Scholar
• Nakono A, Tietz PS, LaRusso NF. Circadian rhythms of biliary protein and lipid excretion in rats. Am J Physiol. 1990;258(5):258; G653–G659. doi: 10.1152/ajpgi.1990.258.5.G653
   PubMedGoogle Scholar
• Hishikawa S, Kobayashi E, Sugimoto K, et al. Diurnal variation in the biliary excretion of flomoxef in patients with percutaneous transhepatic biliary drainage. Br J Clin Pharmacol. 2001;52(1):65–68. doi: 10.1046/j.0306-5251.2001.01418.x
   PubMed Web of Science ®Google Scholar
• Hishikawa S, Sugimoto K, Kobayashi E, et al. Dosing-time-dependent variation in biliary excretion of flomoxef in rats. Chronobiol Int. 2003;20(3):463–471. doi: 10.1081/CBI-120020421
   PubMed Web of Science ®Google Scholar
• Saito Y, Yoshida S, Nakaya N, et al. Comparison between morning and evening doses of simvastatin in hyperlipidemic subjects. A double-blind comparative study. Arterioscler Thromb. 1991;11(4):816–826. doi: 10.1161/01.ATV.11.4.816
   PubMedGoogle Scholar
• Hermida RC, Ayala DE, Mojon A, et al. Influence of circadian time of hypertension treatment on cardiovascular risk: results of the MAPEC study. Chronobiol Int. 2010;27(8):1629–1651. doi: 10.3109/07420528.2010.510230
   PubMed Web of Science ®Google Scholar
• Krasinska B, Paluszkiewicz L, Miciak-Lawicka E, et al. The effect of acetylsalicylic acid dosed at bedtime on the anti-aggregation effect in patients with coronary heart disease and arterial hypertension: A randomized, controlled trial. Cardiol J. 2019;26(6):727–735. doi: 10.5603/CJ.a2018.0142
   PubMed Web of Science ®Google Scholar
• D’alonzo GE, Smolensky MH, Feldman S, et al. Twenty-four hour lung function in adult patients with asthma: Chronoptimized theophylline therapy once-daily dosing in the evening versus conventional twice-daily dosing. Am Rev Respir Dis. 1990;142(1):84–90. doi: 10.1164/ajrccm/142.1.84
   PubMedGoogle Scholar
• Jamali F, Thomson ABR, Kirdeikis P, et al. Diurnal variation in the pharmacokinetics of nizatidine in healthy volunteers and in patients with peptic ulcer disease. J Clin Pharmacol. 1995;35(11):1071–1075. doi: 10.1002/j.1552-4604.1995.tb04029.x
   PubMed Web of Science ®Google Scholar
• Cutolo M. Circadian rhythms and rheumatoid arthritis. Joint Bone Spine. 2019;86(3):327–333. doi: 10.1016/j.jbspin.2018.09.003
   PubMed Web of Science ®Google Scholar
• Long JE, Drayson MT, Taylor AE, et al. Morning vaccination enhances antibody response over afternoon vaccination: a cluster-randomised trial. Vaccine. 2016;34(24):2679–2685. doi: 10.1016/j.vaccine.2016.04.032
   PubMed Web of Science ®Google Scholar
• Zhang H, Liu Y, Liu D, et al. Time of day influences immune response to an inactivated vaccine against SARS-CoV-2. Cell Res. 2021;31(11):1215–1217. doi: 10.1038/s41422-021-00541-6
   PubMed Web of Science ®Google Scholar
• Innominato PF, Karaboue A, Focan C, et al. Efficacy and safety of chronomodulated irinotecan, oxaliplatin, 5-fluorouracil and leucovorin combination as first- or second-line treatment against metastatic colorectal cancer: Results from the international EORTC 05011 trial. Int J Cancer. 2021;148(10):2512–2521. doi: 10.1002/ijc.33422
   Web of Science ®Google Scholar
• Keene KS, Rich TA, Penberthy DR, et al. Clinical experience with chronomodulated infusional 5-fluorouracil chemoradiotherapy for pancreatic adenocarcinoma. Int J Radiat Oncol Biol Phys. 2005;62(1):97–103. doi: 10.1016/j.ijrobp.2004.08.053
   PubMed Web of Science ®Google Scholar
• Focan C, Kreutz F, Moeneclaye N, et al. Randomised study to evaluate the chronotolerance of a combination infusional chemotherapy with 5-fluorouracil, folinic acid and carboplatin in non- small cell lung cancer (NSCLC) patients. Pathol Biol (Paris). 2003;51(4):204–205. doi: 10.1016/S0369-8114(03)00043-9
   PubMedGoogle Scholar
• Li J, Chen R, Ji M, et al. Cisplatin-based chronotherapy for advanced non-small cell lung cancer patients: a randomized controlled study and its pharmacokinetics analysis. Cancer Chemother Pharmacol. 2015;76(3):651–655. doi: 10.1007/s00280-015-2804-x
   PubMed Web of Science ®Google Scholar
• Kobayashi A, Hirose T, Yamada T. [Three patients with advanced nonresectable and recurrent gastric cancer responding to chronomodulation chemotherapy with tegafur + cisplatin + isovorin followed by CPT-11 administration]. Gan To Kagaku Ryoho. 2002;29(8):1439–1445.
   PubMedGoogle Scholar
• Bi T, Jin F, Wu W, et al. [Phase II clinical trial of two different modes of administration of the induction chemotherapy for locally advanced nasopharyngeal carcinoma]. Zhonghua Zhong Liu Za Zhi. 2015;37(9):676–681.
   PubMedGoogle Scholar
• Tsuchiya Y, Ushijima K, Noguchi T, et al. Influence of a dosing-time on toxicities induced by docetaxel, cisplatin and 5-fluorouracil in patients with oral squamous cell carcinoma; a cross-over pilot study. Chronobiol Int. 2018;35(2):289–294. doi: 10.1080/07420528.2017.1392551
   PubMed Web of Science ®Google Scholar
• Chen D, Cheng J, Yang K, et al. Retrospective analysis of chronomodulated chemotherapy versus conventional chemotherapy with paclitaxel, carboplatin, and 5-fluorouracil in patients with recurrent and/or metastatic head and neck squamous cell carcinoma. Onco Targets Ther. 2013;6:1507–1514. DOI:10.2147/OTT.S53098
   PubMed Web of Science ®Google Scholar
• Martelot GL, Claudel T, Gatfield D, et al. REV-ERBα participates in Circadian SREBP signaling and bile acid homeostasis. PLoS Biol. 2009;7(9):e1000181. doi: 10.1371/journal.pbio.1000181
   PubMed Web of Science ®Google Scholar
• Jones PJ, Pappu AS, Illingworth DR, et al. Correspondence between plasma mevalonic acid levels and deuterium uptake in measuring human cholesterol synthesis. Eur J Clin Invest. 1992;22(9):609–613. doi: 10.1111/j.1365-2362.1992.tb01512.x
   PubMed Web of Science ®Google Scholar
• Izquierdo-Palomares JM, Fernandez-Tabera JM, Plana MN, et al. Chronotherapy versus conventional statins therapy for the treatment of hyperlipidaemia (Review). Cochrane Database Sys Rev. 2016;2016(11): CD009462. doi:10.1002/14651858.CD009462.pub2.
   Google Scholar
• Tawara K, Tomikawa M, Abiko Y. Mode of action of probucol in reducing serum cholesterol in mice. Japan J Pharmacol. 1986;40(1):123–133. doi: 10.1254/jjp.40.123
   PubMedGoogle Scholar
• Fujimura A, Ohashi K, Ebihara A. Time-dependent change in the effect of probucol in subjects with elevated cholesterol. Eur J Clin Pharmacol. 1992;43(3):299–301. doi: 10.1007/BF02333027.
   PubMed Web of Science ®Google Scholar
• Noshiro M, Nishimoto M, Okuda K. Rat liver cholesterol 7 alpha-hydroxylase. Pretranslational regulation for circadian rhythm. J Biol Chem. 1990;265(17):10036–10041. doi: 10.1016/S0021-9258(19)38775-7
   PubMed Web of Science ®Google Scholar
• Muxfeldt ES, Cardoso CRL, Salles GF. Prognostic value of nocturnal blood pressure reduction in resistant hypertension. Arch Intern Med. 2009;169(9):874–880. doi: 10.1001/archinternmed.2009.68
   PubMedGoogle Scholar
• Hermida RC, Crespo JJ, Dominguez-Sardina M, et al. Bedtime hypertension treatment improves cardiovascular risk reduction: the Hygia chronotherapy trial. Eur Heart J. 2020;41(48):4565–4576. doi: 10.1093/eurheartj/ehz754
   PubMed Web of Science ®Google Scholar
• Mackenzie I, Rogers A, Poulter N, et al. Cardiovascular outcomes in adults with hypertension with evening versus morning dosing of usual antihypertensives in the UK (TIME study): a prospective, randomised, open-label, blinded-endpoint clinical trial. Lancet. 2022;400(10361):1417–1425. doi: 10.1016/S0140-6736(22)01786-X
   PubMed Web of Science ®Google Scholar
• Sunaga K, Fujimura A, Shiga T, et al. Chronopharmacology of enalapril in hypertensive patients. Eur J Clin Pharmacol. 1995;48(6):441–445. doi: 10.1007/BF00194332
   PubMed Web of Science ®Google Scholar
• Fujimura A, Ebihara A, Shiigai T, et al. Amelioration of enalapril-induced dry cough by changing dosing time from morning to evening; a preliminary trial. Jpn J Clin Pharmacol Ther. 1999;30(5):741–744. doi: 10.3999/jscpt.30.741
   Google Scholar
• Jones JK, Gorkin L, Lian JF, et al. Discontinuation of and changes in treatment after start of new courses of antihypertensive drugs: a study of a United Kingdom population. BMJ. 1994;311(7000):293–295. doi: 10.1136/bmj.311.7000.293
   Google Scholar
• Buurma M, van Diemen JJK, Thijs A, et al. Circadian rhythm of cardiovascular disease: the potential of chronotherapy with aspirin. Front Cardiovasc Med. 2019;6:84. DOI:10.3389/fcvm.2019.00084
   PubMed Web of Science ®Google Scholar
• Bonten TN, Snoep JD, Assendelft WJJ, et al. Time-dependent effects of aspirin on blood pressure and morning platelet reactivity. A randomized cross-over trial. Hypertension. 2015;65(4):743–750. doi: 10.1161/HYPERTENSIONAHA.114.04980
   PubMed Web of Science ®Google Scholar
• Racca C, van Diemen JJK, Fuijkschot WW, et al. Aspirin intake in the morning is associated with suboptimal platelet inhibition, as measured by serum thromboxane B2, during infarct-prone early-morning hours. Platelets. 2019;30(7):871–877. doi: 10.1080/09537104.2018.1528347
   PubMed Web of Science ®Google Scholar
• Krasinska B, Paluszkiewicz L, Miciak-Kawicka E, et al. The impact of acetylsalicylic acid dosed at bedtime on circadian rhythms of blood pressure in the high-risk group of cardiovascular patients—a randomized, controlled trial. Eur J Clin Pharmacol. 2021;77(1):35–43. doi: 10.1007/s00228-020-02997-8
   PubMed Web of Science ®Google Scholar
• Druzd D, Matveeva O, Ince L, et al. Lymphocyte circadian clocks control lymph node trafficking and adaptive immune responses. Immunity. 2017;46(1):120–132. doi: 10.1016/j.immuni.2016.12.011
   PubMed Web of Science ®Google Scholar
• Edgar RS, Stangherlin A, Nagy AD, et al. Cell autonomous regulation of herpes and influenza virus infection by the circadian clock. Proc Natl Acad Sci, USA. 2016;113(36):10085–10090. doi: 10.1073/pnas.1601895113
   PubMed Web of Science ®Google Scholar
• Cuesta M, Boudreau P, Cermakian N, et al. Rapid resetting of human peripheral clocks by phototherapy during simulated night shift work. Sci Rep. 2017;7(1):16310. doi: 10.1038/s41598-017-16429-8
   PubMedGoogle Scholar
• Rayatdoost E, Rahmanian M, Sanie MS, et al. Sufficient sleep, time of vaccination, and vaccine efficacy: a systematic review of the current evidence and a proposal for COVID-19 vaccination. Yale J Biol Med. 2022;95(2):221–235. doi: 10.1056/NEJMoa2001017
   PubMed Web of Science ®Google Scholar
• de Giorgi A, Fabbian F, di Simone E, et al. Morning vs. evening administration of antiviral therapy in COVID-19 patients. A preliminary retrospective study in Ferrara, Italy. Eur Rev Med Pharmacol Sci. 2020;24(15):8219–8225. doi: 10.26355/eurrev_202008_22511
   PubMed Web of Science ®Google Scholar
• Ozturk N, Ozturk D, Kavakli IH, et al. Molecular Aspects of Circadian pharmacology and relevance for cancer chronotherapy. Int J Mol Sci. 2017;18(10):2168. doi: 10.3390/ijms18102168
   PubMed Web of Science ®Google Scholar
• Roosendaal J, Jacobs BW, Pluim D, et al. Phase I pharmacological study of continuous chronomodulated capecitabine treatment. Pharm Res. 2020;37(5):89. doi: 10.1007/s11095-020-02828-6
   PubMed Web of Science ®Google Scholar
• Boughattas NA, Levi F, Fournier C, et al. Circadian rhythm in toxicities and tissue uptake of 1,2-diamminocyclohexane(trans-1)oxalatoplatinum(II) in mice. Cancer Res. 1989;49(12):3362–3368.
   PubMed Web of Science ®Google Scholar
• Okyar A, Piccolo E, Ahowesso C, et al. Strain- and sex-dependent Circadian changes in Abcc2 transporter expression: Implications for irinotecan chronotolerance in mouse ileum. PLoS One. 2011;6(6):e20393. doi: 10.1371/journal.pone.0020393
   PubMed Web of Science ®Google Scholar
• Falcone A, Ricci S, Brunetti I, et al. Phase III trial of infusional fluorouracil, leucovorin, oxaliplatin, and irinotecan (FOLFOXIRI) compared with infusional fluorouracil, leucovorin, and irinotecan (FOLFIRI) as first-line treatment for metastatic colorectal cancer: the gruppo oncologico nord ovest. J Clin Oncol. 2007;25(13):1670–1676. doi: 10.1200/JCO.2006.09.0928
   PubMed Web of Science ®Google Scholar
• Innominato PF, Giacchetti S, Moreau T, et al. PredicTion of survival by neutropenia according to delivery schedule of oxaliplatin–5-Fluorouracil–leucovorin for metastatic colorectal cancer in a randomized international trial (EORTC 05963). Chronobiol Int. 2011;28(7):586–600. doi: 10.3109/07420528.2011.597532
   PubMed Web of Science ®Google Scholar
• Giacchetti S, Dugue PA, Innominato PF, et al. Sex moderates circadian chemotherapy effects on survival of patients with metastatic colorectal cancer: a meta-analysis. Ann Oncol. 2012;23(12):3110–3116. doi: 10.1093/annonc/mds148
   PubMed Web of Science ®Google Scholar
• Innominato PF, Ballesta A, Huang Q, et al. Sex-dependent least toxic timing of irinotecan combined with chronomodulated chemotherapy for metastatic colorectal cancer: Randomized multicenter EORTC 05011 trial. Cancer Med. 2020;9(12):4148–4159. doi: 10.1002/cam4.3056
   PubMed Web of Science ®Google Scholar
• Sulli G, Manoogian ENC, Taub PR, et al. Training the circadian clock, clocking the drugs, and drugging the clock to prevent, manage, and treat chronic diseases. Trends Pharmacol Sci. 2018;39(9):812–827. doi: 10.1016/j.tips.2018.07.003
   PubMed Web of Science ®Google Scholar
• Innominato PF, Focan C, Gorlia T, et al. Circadian rhythm in rest and activity: a biological correlate of quality of life and a predictor of survival in patients with metastatic colorectal cancer. Cancer Res. 2009;69(11):4700–4707. doi: 10.1158/0008-5472.CAN-08-4747
   PubMed Web of Science ®Google Scholar
• Hirota T, Lewis WG, Liu AC, et al. A chemical biology approach reveals period shortening of the mammalian circadian clock by specific inhibition of GSK-3beta. Proc Natl Acad Sci U S A. 2008;105(52):20746–20751. doi: 10.1073/pnas.0811410106
   PubMed Web of Science ®Google Scholar
• Tamai TK, Nakane Y, Ota W, et al. Identification of circadian clock modulators from existing drugs. EMBO Mol Med. 2018;10(5):e8724. doi: 10.15252/emmm.201708724
   PubMed Web of Science ®Google Scholar
• Oshima T, Niwa Y, Kuwata K, et al. Cell-based screen identifies a new potent and highly selective CK2 inhibitor for modulation of circadian rhythms and cancer cell growth. Sci Adv. 2019;5(1):eaau9060. doi: 10.1126/sciadv.aau9060
   PubMed Web of Science ®Google Scholar
• Huang S, Jiao X, Lu D, et al. Recent advances in modulators of circadian rhythms: an update and perspective. J Enzyme Inhib Med Chem. 2020;35(1):1267–1286. doi: 10.1080/14756366.2020.1772249
   PubMed Web of Science ®Google Scholar
• Yagi M, Miller S, Nagai Y, et al. A methylbenzimidazole derivative regulates mammalian circadian rhythms by targeting Cryptochrome proteins. F1000Res. 2022;11:1016. DOI:10.12688/f1000research.124658.2
   PubMedGoogle Scholar
• Shirai H, Oishi K, Kudo T, et al. PPARα is a potential therapeutic target of drugs to treat circadian rhythm sleep disorders. Biochem Biophy Res Commun. 2007;357(3):679–682. doi: 10.1016/j.bbrc.2007.04.002
   PubMed Web of Science ®Google Scholar
• Gutman R, Barnea M, Haviv L, et al. Peroxisome proliferator-activated receptor α (PPARα) activation advances locomotor activity and feeding daily rhythms in mice. Int J Obes. 2012;36(8):1131–1134. doi: 10.1038/ijo.2011.215
   PubMed Web of Science ®Google Scholar
• Canaple L, Rambaud J, Dkhissi-Benyahya O, et al. Reciprocal regulation of brain and muscle arnt-like protein 1 and peroxisome proliferator-activated receptor α defines a novel positive feedback loop in the rodent liver Circadian clock. Mol Endocrinol. 2006;20(8):1715–1727. doi: 10.1210/me.2006-0052
   PubMedGoogle Scholar
• Wagner PW, Prucca CG, Caputto BL, et al. Adjusting the molecular clock: The importance of circadian rhythms in the development of glioblastomas and its intervention as a therapeutic strategy. Int J Mol Sci. 2021;22(15):8289. doi: 10.3390/ijms22158289
   PubMed Web of Science ®Google Scholar
• Dong Z, Zhang G, Qu M, et al. Targeting glioblastoma stem cells through disruption of the circadian clock. Cancer Discov. 2019;9(11):1556–1573. doi: 10.1158/2159-8290.CD-19-0215
   PubMed Web of Science ®Google Scholar
• Miller S, Kesherwani M, Chan P, et al. CRY2 isoform selectivity of a circadian clock modulator with antiglioblastoma efficacy. Proc Natl Acad Sci, USA. 2022;119(40):e2203936119. doi: 10.1073/pnas.2203936119
   PubMed Web of Science ®Google Scholar
• Wagner PM, Monjes NM, Guido ME. Chemotherapeutic effect of SR9009, a REV-ERB agonist, on the human glioblastoma T98G cells. ASN Neuro. 2019;11:1759091419892713. doi: 10.1177/1759091419892713
   Web of Science ®Google Scholar
• Williams WP, McLin DE, Dressman MA, et al. Comparative review of approved melatonin agonists for the treatment of circadian rhythm sleep-wake disorders. Pharmacotherapy. 2016;36(9):1028–1041. doi: 10.1002/phar.1822
   PubMed Web of Science ®Google Scholar
• Zee PC, Wang-Weigand S, Wright KP, et al. Effects of ramelteon on insomnia symptoms induced by rapid, eastward travel. Sleep Med. 2010;11(6):525–533. doi: 10.1016/j.sleep.2010.03.010
   PubMed Web of Science ®Google Scholar
• Rajaratnam SM, Polymeropoulos MH, Fisher DM, et al. Melatonin agonist tasimelteon (VEC-162) for transient insomnia after sleep-time shift: two randomised controlled multicentre trials. Lancet. 2009;373(9662):482–491. doi: 10.1016/S0140-6736(08)61812-7
   PubMed Web of Science ®Google Scholar
• Kiser JJ, Flexner CW. Treatment of viral hepatitis (HBV/HCV). In: Brunton L, Hilal-Dandan R Knollmann B, editors. Goodman & Gilman’s the pharmacological basis of therapeutics. (NY): Mc Graw Hill; 2018. p. 1119–1135.
   Google Scholar
• Ohdo S, Koyanagi S, Suyama H, et al. Changing the dosing schedule minimizes the disruptive effects of interferon on clock function. Nat Med. 2001;7(3):356–360. doi: 10.1038/85507
   PubMed Web of Science ®Google Scholar
• Ortiz-Tudela E, Iurisci I, Beau J, et al. The circadian rest-activity rhythm, a potential safety pharmacology endpoint of cancer chemotherapy. Int J Cancer. 2014;134(11):2717–2725. doi: 10.1002/ijc.28587
   PubMed Web of Science ®Google Scholar
• Terazono H, Hamdan A, Matsunaga N, et al. Modulatory effects of 5-fluorouracil on the rhythmic expression of circadian clock genes: a possible mechanism of chemotherapy-induced circadian rhythm disturbances. Biochem Pharmacol. 2008;75(8):1616–1622. doi: 10.1016/j.bcp.2008.01.011
   PubMed Web of Science ®Google Scholar
• Baraldo M, Furlanut M. Chronopharmacokinetics of ciclosporin and tacrolimus. Clin Pharmacokinet. 2006;45(8):775–788. doi: 10.2165/00003088-200645080-00002
   PubMed Web of Science ®Google Scholar
• Park SI, Felipe CR, Pinheiro-Machado PG, et al. Circadian and time-dependent variability in tacrolimus pharmacokinetics. Fundam Clin Pharmacol. 2007;21(2):191–197. doi: 10.1111/j.1472-8206.2007.00468.x
   PubMed Web of Science ®Google Scholar
• Knight SR, Morris PJ. The clinical benefits of cyclosporine C2-level monitoring: a systematic review. Transplantation. 2007;83(12):1525–1535. doi: 10.1097/01.tp.0000268306.41196.2c
   PubMed Web of Science ®Google Scholar
• Loiseau P, Cenraud B, Levy RH, et al. Diurnal variations in steady-state plasma concentrations of valproic acid in epileptic patients. Clin Pharmacokinet. 1982;7(6):544–552. doi: 10.2165/00003088-198207060-00004
   PubMed Web of Science ®Google Scholar
• Patel IH, Venkataramanan R, Levy RH, et al. Diurnal oscillations in plasma protein binding of valproic acid. Epilepsia. 1982;23(3):283–290. doi: 10.1111/j.1528-1157.1982.tb06193.x
   PubMed Web of Science ®Google Scholar
• Erol K, Kiliç FS, Batu OS, et al. Morning-evening administration time differences in digoxin kinetics in healthy young subjects. Chronobiol Int. 2001;18(5):841–849. doi: 10.1081/CBI-100107519
   PubMed Web of Science ®Google Scholar
• Taylor DR, Duffin D, Kinney CD, et al. Investigation of diurnal changes in the disposition of theophylline. Br J Clin Pharmacol. 1983;16(4):413–416. doi: 10.1111/j.1365-2125.1983.tb02186.x
   PubMed Web of Science ®Google Scholar
• Martínez-Salgado C, López-Hernández FJ, López-Novoa JM. Glomerular nephrotoxicity of aminoglycosides. Toxicol Appl Pharmacol. 2007;223(1):86–98. doi: 10.1016/j.taap.2007.05.004
   PubMed Web of Science ®Google Scholar
• Lopez-Novoa JM, Quiros Y, Vicente L, et al. New insights into the mechanism of aminoglycoside nephrotoxicity: an integrative point of view. Kidney Int. 2011;79(1):33–45. doi: 10.1038/ki.2010.337
   PubMed Web of Science ®Google Scholar
• Beauchamp D, Labrecque G. Chronobiology and chronotoxicology of antibiotics and aminoglycosides. Adv Drug Deliv Rev. 2007;59(9–10):896–903. doi: 10.1016/j.addr.2006.07.028
   PubMed Web of Science ®Google Scholar
• Rath T. Tacrolimus in transplant rejection. Expert Opin Pharmacother. 2013;14(1):115–122. doi: 10.1517/14656566.2013.751374
   PubMed Web of Science ®Google Scholar
• Brunet M, van Gelder T, Åsberg A, et al. Therapeutic drug monitoring of Tacrolimus-personalized therapy: Second consensus report. Ther Drug Monit. 2019;41(3):261–307. doi: 10.1097/FTD.0000000000000640
   PubMed Web of Science ®Google Scholar
• Malvezzi P, Rostaing L. The safety of calcineurin inhibitors for kidney-transplant patients. Expert Opin Drug Saf. 2015;14(10):1531–1546. doi: 10.1517/14740338.2015.1083974
   PubMed Web of Science ®Google Scholar
• Yegnanarayan R, Mahesh SD, Sangle S. Chronotherapeutic dose schedule of phenytoin and carbamazepine in epileptic patients. Chronobiol Int. 2006;23(5):1035–1046. doi: 10.1080/07420520600921112
   PubMed Web of Science ®Google Scholar
• Ruben MD, Smith DF, FitzGerald GA, et al. Dosing time matters: Circadian precision medicine may supplement genetic precision to improve drug action. Science. 2019;365(6453):547–549. doi: 10.1126/science.aax7621
   PubMed Web of Science ®Google Scholar
• Ruan W, Yuan X, Eltzschig HK. Circadian rhythm as a therapeutic target. Nat Rev Drug Discov. 2021;20(4):287–307. doi: 10.1038/s41573-020-00109-w
   PubMed Web of Science ®Google Scholar
• Nahmias Y, Androulakis IP. Circadian effects of drug responses. Annu Rev Biomed Eng. 2021;23(1):203–224. doi: 10.1146/annurev-bioeng-082120-034725
   PubMedGoogle Scholar
• Selfridge JM, Moyer K, Capelluto DGS, et al. Opening the debate: How to fulfill the need for physicians’ training in circadian-related topics in a full medical school curriculum. J Circadian Rhythms. 2015;13:7.
   PubMedGoogle Scholar
• Kaur G, Saba M, Phillips CL, et al. Education intervention on chronotherapy for final-year pharmacy students. Pharmacy. 2015;3(4):269–283. doi: 10.3390/pharmacy3040269
   Google Scholar
• Smith DF, Ruben MD, Francey LJ, et al. When should you take your medicines? J Biol Rhythms. 2019;34(6):582–583. doi: 10.1177/0748730419892099
   PubMed Web of Science ®Google Scholar
• Kaur G, Phillips CL, Wong K, et al. Timing of administration: for commonly-prescribed medicines in Australia. Pharmaceutics. 2016;8(2):13. doi: 10.3390/pharmaceutics8020013
   PubMed Web of Science ®Google Scholar
• Meesters Y, Starreveld D, Verwijk E, et al. Chronotherapy Network Netherlands (CNN). J Biol Rhythms. 2020;35(3):317–319. doi: 10.1177/0748730419896503
   PubMed Web of Science ®Google Scholar