Calabadion: A new agent to reverse the effects of benzylisoquinoline and steroidal neuromuscular-blocking agents

Anesthesiology

Volumn 119, Issue 2, 2013, Pages 317-325

  Hoffmann, Ulrike ^a,b   Grosse Sundrup, Martina ^a   Eikermann Haerter, Katharina ^b,c   Zaremba, Sebastina ^a   Ayata, Cenk ^a   Zhang, Ben ^d   Ma, Da ^d   Isaacs, Lyle ^d   Eikermann, Matthias ^a,e  

^a MASSACHUSETTS GENERAL HOSPITAL   (United States)

^b TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^c UNIVERSITY HOSPITAL BONN   (Germany)

^d Bldg 142   (United States)

^e UNIVERSITY HOSPITAL ESSEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CALABADION 1; CENTRAL STIMULANT AGENT; CISATRACURIUM; GLYCOPYRRONIUM BROMIDE; NEOSTIGMINE; PLACEBO; ROCURONIUM; TERPENOID; UNCLASSIFIED DRUG;

ANESTHESIA; ANIMAL EXPERIMENT; ARTERIAL GAS; ARTERY CATHETER; ARTICLE; BREATHING; CARBON DIOXIDE TENSION; CONTROLLED STUDY; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; HEART RATE; MALE; MEAN ARTERIAL PRESSURE; MUSCLE TWITCH; NEUROMUSCULAR TRANSMISSION; NONHUMAN; OXYGEN TENSION; PH; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RAT; TRACHEOTOMY;

ANDROSTANOLS; ANIMALS; ATRACURIUM; BENZYLISOQUINOLINES; BLOOD PRESSURE; DOSE-RESPONSE RELATIONSHIP, DRUG; HEART RATE; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; MACROCYCLIC COMPOUNDS; MAGNETIC RESONANCE SPECTROSCOPY; MALE; NEUROMUSCULAR BLOCKADE; NEUROMUSCULAR BLOCKING AGENTS; NEUROMUSCULAR NONDEPOLARIZING AGENTS; RATS; RATS, SPRAGUE-DAWLEY; SULFONIC ACIDS;

EID: 84880902041     PISSN: 00033022     EISSN: 15281175     Source Type: Journal    
DOI: 10.1097/ALN.0b013e3182910213     Document Type: Article

References (45)

1. Papazian L, Forel JM, Gacouin A, Penot-Ragon C, Perrin G, Loundou A, Jaber S, Arnal JM, Perez D, Seghboyan JM, Constantin JM, Courant P, Lefrant JY, Guérin C, Prat G, Morange S, Roch A; ACURASYS Study Investigators: Neuromuscular blockers in early acute respiratory distress syndrome. N Engl J Med 2010; 363:1107-16
2. Kumar GV, Nair AP, Murthy HS, Jalaja KR, Ramachandra K, Parameshwara G: Residual neuromuscular blockade affects postoperative pulmonary function. Anesthesiology 2012; 117:1234-44
3. Grosse-Sundrup M, Henneman JP, Sandberg WS, Bateman BT, Uribe JV, Nguyen NT, Ehrenfeld JM, Martinez EA, Kurth T, Eikermann M: Intermediate acting non-depolarizing neu-romuscular blocking agents and risk of postoperative respiratory complications: Prospective propensity score matched cohort study. BMJ 2012; 345:e6329
4. Heier T, Feiner JR, Wright PM, Ward T, Caldwell JE: Sex-related differences in the relationship between accelero-myographic adductor pollicis train-of-four ratio and clinical manifestations of residual neuromuscular block: A study in healthy volunteers during near steady-state infusion of miva-curium. Br J Anaesth 2012; 108:444-51
5. Eikermann M, Blobner M, Groeben H, Rex C, Grote T, Neuhäuser M, Beiderlinden M, Peters J: Postoperative upper airway obstruction after recovery of the train of four ratio of the adductor pollicis muscle from neuromuscular blockade. Anesth Analg 2006; 102:937-42
6. Butterly A, Bittner EA, George E, Sandberg WS, Eikermann M, Schmidt U: Postoperative residual curarization from intermediate-acting neuromuscular blocking agents delays recovery room discharge. Br J Anaesth 2010; 105:304-9
7. Eikermann M, Groeben H, Bünten B, Peters J: Fade of pulmonary function during residual neuromuscular blockade. Chest 2005; 127:1703-9 (Pubitemid 46218798)
8. Berg H, Roed J, Viby-Mogensen J, Mortensen CR, Engbaek J, Skovgaard LT, Krintel JJ: Residual neuromuscular block is a risk factor for postoperative pulmonary complications. A prospective, randomised, and blinded study of postoperative pulmonary complications after atracurium, vecuronium and pancuronium. Acta Anaesthesiol Scand 1997; 41:1095-103
9. Murphy GS, Szokol JW, Marymont JH, Greenberg SB, Avram MJ, Vender JS: Residual neuromuscular blockade and critical respiratory events in the postanesthesia care unit. Anesth Analg 2008; 107:130-7
10. Fuchs-Buder T, Meistelman C, Alla F, Grandjean A, Wuthrich Y, Donati F: Antagonism of low degrees of atracurium-induced neuromuscular blockade: Dose-effect relationship for neostigmine. Anesthesiology 2010; 112:34-40
11. Arbous MS, Meursing AE, Van Kleef JW, De Lange JJ, Spoormans HH, Touw P, Werner FM, Grobbee DE: Impact of anesthesia management characteristics on severe morbidity and mortality. Anesthesiology 2005; 102:257-68; quiz 491-2
12. Naguib M, Kopman AF, Lien CA, Hunter JM, Lopez A, Brull SJ: A survey of current management of neuromuscular block in the United States and Europe. Anesth Analg 2010; 111:110-9
13. Srivastava A, Hunter JM: Reversal of neuromuscular block. Br J Anaesth 2009; 103:115-29
14. Caldwell JE: Clinical limitations of acetylcholinesterase antagonists. J Crit Care 2009; 24:21-8
15. Parlow JL, Van Vlymen JM, Odell MJ: The duration of impairment of autonomic control after anticholinergic drug administration in humans. Anesth Analg 1997; 84:155-9 (Pubitemid 27020976)
16. Herbstreit F, Zigrahn D, Ochterbeck C, Peters J, Eikermann M: Neostigmine/glycopyrrolate administered after recovery from neuromuscular block increases upper airway col-lapsibility by decreasing genioglossus muscle activity in response to negative pharyngeal pressure. Anesthesiology 2010; 113:1280-8
17. Bom A, Bradley M, Cameron K, Clark JK, Van Egmond J, Feilden H, MacLean EJ, Muir AW, Palin R, Rees DC, Zhang MQ: A novel concept of reversing neuromuscular block: Chemical encapsulation of rocuronium bromide by a cyclodextrin-based synthetic host. Angew Chem Int Ed Engl 2002; 41:266-70
18. Caldwell JE, Miller RD: Clinical implications of sugammadex. Anaesthesia 2009; 64(suppl 1):66-72
19. Blobner M, Eriksson LI, Scholz J, Motsch J, Della Rocca G, Prins ME: Reversal of rocuronium-induced neuromuscular blockade with sugammadex compared with neostigmine during sevofurane anaesthesia: Results of a randomised, controlled trial. Eur J Anaesthesiol 2010; 27:874-81
20. Savarese JJ, McGilvra JD, Sunaga H, Belmont MR, Van Ornum SG, Savard PM, Heerdt PM: Rapid chemical antagonism of neuromuscular blockade by L-cysteine adduction to and inactivation of the olefnic (double-bonded) isoquinolinium diester compounds gantacurium (AV430A), CW 002, and CW 011. Anesthesiology 2010; 113:58-73
21. Ma D, Zhang B, Hoffmann U, Sundrup MG, Eikermann M, Isaacs L: Acyclic cucurbit[n]uril-type molecular containers bind neuromuscular blocking agents in vitro and reverse neuromuscular block in vivo. Angew Chem Int Ed Engl 2012; 51:11358-62
22. Eikermann M, Fassbender P, Malhotra A, Takahashi M, Kubo S, Jordan AS, Gautam S, White DP, Chamberlin NL: Unwarranted administration of acetylcholinesterase inhibitors can impair genioglossus and diaphragm muscle function. Anesthesiology 2007; 107:621-9 (Pubitemid 47480569)
23. Eikermann M, Zaremba S, Malhotra A, Jordan AS, Rosow C, Chamberlin NL: Neostigmine but not sugammadex impairs upper airway dilator muscle activity and breathing. Br J Anaesth 2008; 101:344-9
24. Ma D, Hettiarachchi G, Nguyen D, Zhang B, Wittenberg JB, Zavalij PY, Briken V, Isaacs L: Acyclic cucurbit[n]uril molecular containers enhance the solubility and bioactivity of poorly soluble pharmaceuticals. Nat Chem 2012; 4:503-10
25. Kim SG, Ackerman JJ: Quantifcation of regional blood fow by monitoring of exogenous tracer via nuclear magnetic resonance spectroscopy. Magn Reson Med 1990; 14:266-82 (Pubitemid 20248611)
26. Kida I, Maciejewski PK, Hyder F: Dynamic imaging of per-fusion and oxygenation by functional magnetic resonance imaging. J Cereb Blood Flow Metab 2004; 24:1369-81 (Pubitemid 40019160)
27. Lehn J-M: Supramolecular Chemistry: Concepts and Perspectives. New York, VCH, 1995
28. Szejtli J: Past, present, and future of cyclodextrin research. Pure Appl Chem 2004; 76:1825-45
29. Szente L, Szejtli J: Highly soluble cyclodextrin derivatives: Chemistry, properties, and trends in development. Adv Drug Deliv Rev 1999; 36:17-28 (Pubitemid 29074474)
30. Fyles TM: Synthetic ion channels in bilayer membranes. Chem Soc Rev 2007; 36:335-47
31. Sakai N, Mareda J, Matile S: Ion channels and pores, made from scratch. Mol Biosyst 2007; 3:658-66 (Pubitemid 47444090)
32. Harada A, Hashidzume A, Yamaguchi H, Takashima Y: Polymeric rotaxanes. Chem Rev 2009; 109:5974-6023
33. Anslyn EV: Supramolecular analytical chemistry. J Org Chem 2007; 72:687-99 (Pubitemid 46233336)
34. Hemmerling TM, Zaouter C, Geldner G, Nauheimer D: Sugammadex-A short review and clinical recommendations for the cardiac anesthesiologist. Ann Card Anaesth 2010; 13:206-16
35. Naguib M: Sugammadex: Another milestone in clinical neu-romuscular pharmacology. Anesth Analg 2007; 104:575-81 (Pubitemid 46331731)
36. Kim K, Selvapalam N, Ko YH, Park KM, Kim D, Kim J: Functionalized cucurbiturils and their applications. Chem Soc Rev 2007; 36:267-79
37. Ma D, Glassenberg R, Ghosh S, Zavalij PY, Isaacs L: Acyclic cucurbituril congener binds to local anaesthetics. Supramol Chem 2012; 24:325-32
38. Ma D, Zavalij PY, Isaacs L: Acyclic cucurbit[n]uril congeners are high affnity hosts. J Org Chem 2010; 75:4786-95
39. Shen C, Ma D, Meany B, Isaacs L, Wang Y: Acyclic cucurbit[n] uril molecular containers selectively solubilize single-walled carbon nanotubes in water. J Am Chem Soc 2012; 134:7254-7
40. Lee JW, Samal S, Selvapalam N, Kim HJ, Kim K: Cucurbituril homologues and derivatives: New opportunities in supramo-lecular chemistry. Acc Chem Res 2003; 36:621-30
41. Stevens WC, Cromwell TH, Halsey MJ, Eger EI II, Shakespeare TF, Bahlman SH: The cardiovascular effects of a new inhalation anesthetic, Forane, in human volunteers at constant arterial carbon dioxide tension. Anesthesiology 1971; 35:8-16
42. Claudius C, Viby-Mogensen J: Acceleromyography for use in scientifc and clinical practice: A systematic review of the evidence. Anesthesiology 2008; 108:1117-40
43. Uzunova VD, Cullinane C, Brix K, Nau WM, Day AI: Toxicity of cucurbit[7]uril and cucurbit[8]uril: An exploratory in vitro and in vivo study. Org Biomol Chem 2010; 8:2037-42
44. Peeters PA, Van den Heuvel MW, Van Heumen E, Passier PC, Smeets JM, Van Iersel T, Zwiers A: Safety, tolerability and pharmacokinetics of sugammadex using single high doses (up to 96 mg/kg) in healthy adult subjects: A randomized, double-blind, crossover, placebo-controlled, single-centre study. Clin Drug Investig 2010; 30:867-74
45. Wyman IW, Macartney DH: Host-guest complexations of local anaesthetics by cucurbit[7]uril in aqueous solution. Org Biomol Chem 2010; 8:247-52