104
S. B. Christensen et al.
62. Liu H, Olsen CE, Christensen SB (2004) Tethered lipids from Thapsia garganica. J Nat Prod
67:1439
63. Poulter CD, Aoki T, Daniels L (1988) Biosynthesis of isoprenoid membranes in the
methanogenic archaebacterium Methanospirillium hungatei. J Am Chem Soc 110:2620
64. Doan NTQ, Christensen SB (2015) Thapsigargin, origin, chemistry, structure-activity
relationships and prodrug development. Curr Pharm Des 21:5501
65. Andersen A, Lauridsen A, Christensen SB (1992) Radio- and fluorescence-labelling of thapsigargin, a selective inhibitor of microsomal calcium-ATPase. J Label Compd Radiopharm
31:199
66. Nielsen SF, Thastrup O, Pedersen R, Olsen CE, Christensen SB (1995) Structure-activity
relationships of analogues of thapsigargin modified at O-11 and O-12. J Med Chem 38:272
67. Lynch JK, Hutchison JJ, Fu X, Kunnen K (2014) Methods of making cancer compositions.
WO2014145035
68. Andersen A, Cornett C, Lauridsen A, Olsen CE, Christensen SB (1994) Selective transformations of the Ca 2+ pump inhibitor thapsigargin. Acta Chem Scand 48:340
69. Paulsen ES, Villadsen J, Tenori E, Liu H, Bonde DF, Lie MA, Bublitz M, Olesen C, Autzen
HE, Dach I, Sehgal R, Nissen P, Møller JV, Schiott B, Christensen SB (2013) Water mediated
interactions influence the binding of thapsigargin to sarco/endoplasmic reticulum calcium
adenosinotriphosphatase. J Med Chem 56:3609
70. Andersen A, Treiman M, Poulsen JCJ, Cornett C, Moldt P, Olsen CE, Christensen SB (1994)
Ca 2+ -ATPase inhibitory activity of a locked analog of thapsigargin. Bioorg Med Chem Lett
4:657
71. March J (1985) The addition of alcohols to aldehydes and ketones. In: March (ed) Advanced
organic chemistry, 3rd edn. Wiley, New York, p 790
72. Blanco JLJ, Rubio EM, Mellet CO, Fernandez JMG (2004) Synthesis of sugar oxazolines by
intramolecular Ritter-like reaction of d-fructose precursors. Synlett 2004:2230
73. Noort D, Vandermarel GA, Mulder GJ, Vanboom JH (1992) Intramolecular Ritter-like reaction
at the anomeric center of a heptulose derivative. Synlett 1992:224
74. Andrews SP, Ball M, Wierschem F, Cleator E, Oliver S, Hoegenauer K, Simic O, Antonello
A, Huenger U, Smith MD, Ley SV (2007) Total synthesis of five thapsigargins: guaianolide
natural products exhibiting sub-nanomolar SERCA inhibition. Chem Eur J 13:5688
75. Vandecaetsbeek I, Christensen SB, Liu H, Van Veldhoven PP, Waelkens E, Eggermont J,
Raeymaekers L, Moller JV, Nissen P, Wuytack F, Vangheluwe P (2011) Thapsigargin affinity
purification of intracellular P 2A -type Ca 2+ ATPases. Biochim Biophys Acta Mol Cell Res
1813:1118
76. Chen J, De Raeymaecker J, Hovgaard JB, Smaardijk S, Vandecaetsbeek I, Wuytack F, Moeller
JV, Eggermont J, De Maeyer M, Christensen SB, Vangheluwe P (2017) Structure/activity
relationship of thapsigargin inhibition on the purified Golgi/secretory pathway Ca 2+ /Mn 2+ -
transport ATPase (SPCA1a). J Biol Chem 292:6938
77. Bublitz M, Musgaard M, Poulsen H, Thoegersen L, Olesen C, Schioett B, Morth JP, Moeller
JV, Nissen P (2013) Ion pathways in the sarcoplasmic reticulum Ca 2+ -ATPase. J Biol Chem
288:10759
78. Christensen IT, Andersen A, Christensen SB, Jørgensen FS (1995) Conformational analysis of
thapsigargin. In: Sanz F, Giraldo J, Manaut P (eds) QSAR and molecular modelling: concepts.
Computational tools and biological applications. S Prous Science Publishers, Barcelona, p
338
79. Winther AML, Liu HZ, Sonntag Y, Olesen C, le Maire M, Soehoel H, Olsen CE, Christensen
SB, Nissen P, Møller JV (2010) Critical roles of hydrophobicity and orientation of side chains
for inactivation of sarcoplasmic reticulum Ca 2+ -ATPase with thapsigargin and thapsigargin
analogs. J Biol Chem 285:28883
80. Pedersen O, Christophersen C, Brehm L, Christensen SB (1985) Analogues of the histamine
liberating dihydroxy-sesquiterpene lactone thapsigargin. Synthesis, X-ray analysis and
chemistry. Acta Chem Scand 39B:375
S. B. Christensen et al.
62. Liu H, Olsen CE, Christensen SB (2004) Tethered lipids from Thapsia garganica. J Nat Prod
67:1439
63. Poulter CD, Aoki T, Daniels L (1988) Biosynthesis of isoprenoid membranes in the
methanogenic archaebacterium Methanospirillium hungatei. J Am Chem Soc 110:2620
64. Doan NTQ, Christensen SB (2015) Thapsigargin, origin, chemistry, structure-activity
relationships and prodrug development. Curr Pharm Des 21:5501
65. Andersen A, Lauridsen A, Christensen SB (1992) Radio- and fluorescence-labelling of thapsigargin, a selective inhibitor of microsomal calcium-ATPase. J Label Compd Radiopharm
31:199
66. Nielsen SF, Thastrup O, Pedersen R, Olsen CE, Christensen SB (1995) Structure-activity
relationships of analogues of thapsigargin modified at O-11 and O-12. J Med Chem 38:272
67. Lynch JK, Hutchison JJ, Fu X, Kunnen K (2014) Methods of making cancer compositions.
WO2014145035
68. Andersen A, Cornett C, Lauridsen A, Olsen CE, Christensen SB (1994) Selective transformations of the Ca 2+ pump inhibitor thapsigargin. Acta Chem Scand 48:340
69. Paulsen ES, Villadsen J, Tenori E, Liu H, Bonde DF, Lie MA, Bublitz M, Olesen C, Autzen
HE, Dach I, Sehgal R, Nissen P, Møller JV, Schiott B, Christensen SB (2013) Water mediated
interactions influence the binding of thapsigargin to sarco/endoplasmic reticulum calcium
adenosinotriphosphatase. J Med Chem 56:3609
70. Andersen A, Treiman M, Poulsen JCJ, Cornett C, Moldt P, Olsen CE, Christensen SB (1994)
Ca 2+ -ATPase inhibitory activity of a locked analog of thapsigargin. Bioorg Med Chem Lett
4:657
71. March J (1985) The addition of alcohols to aldehydes and ketones. In: March (ed) Advanced
organic chemistry, 3rd edn. Wiley, New York, p 790
72. Blanco JLJ, Rubio EM, Mellet CO, Fernandez JMG (2004) Synthesis of sugar oxazolines by
intramolecular Ritter-like reaction of d-fructose precursors. Synlett 2004:2230
73. Noort D, Vandermarel GA, Mulder GJ, Vanboom JH (1992) Intramolecular Ritter-like reaction
at the anomeric center of a heptulose derivative. Synlett 1992:224
74. Andrews SP, Ball M, Wierschem F, Cleator E, Oliver S, Hoegenauer K, Simic O, Antonello
A, Huenger U, Smith MD, Ley SV (2007) Total synthesis of five thapsigargins: guaianolide
natural products exhibiting sub-nanomolar SERCA inhibition. Chem Eur J 13:5688
75. Vandecaetsbeek I, Christensen SB, Liu H, Van Veldhoven PP, Waelkens E, Eggermont J,
Raeymaekers L, Moller JV, Nissen P, Wuytack F, Vangheluwe P (2011) Thapsigargin affinity
purification of intracellular P 2A -type Ca 2+ ATPases. Biochim Biophys Acta Mol Cell Res
1813:1118
76. Chen J, De Raeymaecker J, Hovgaard JB, Smaardijk S, Vandecaetsbeek I, Wuytack F, Moeller
JV, Eggermont J, De Maeyer M, Christensen SB, Vangheluwe P (2017) Structure/activity
relationship of thapsigargin inhibition on the purified Golgi/secretory pathway Ca 2+ /Mn 2+ -
transport ATPase (SPCA1a). J Biol Chem 292:6938
77. Bublitz M, Musgaard M, Poulsen H, Thoegersen L, Olesen C, Schioett B, Morth JP, Moeller
JV, Nissen P (2013) Ion pathways in the sarcoplasmic reticulum Ca 2+ -ATPase. J Biol Chem
288:10759
78. Christensen IT, Andersen A, Christensen SB, Jørgensen FS (1995) Conformational analysis of
thapsigargin. In: Sanz F, Giraldo J, Manaut P (eds) QSAR and molecular modelling: concepts.
Computational tools and biological applications. S Prous Science Publishers, Barcelona, p
338
79. Winther AML, Liu HZ, Sonntag Y, Olesen C, le Maire M, Soehoel H, Olsen CE, Christensen
SB, Nissen P, Møller JV (2010) Critical roles of hydrophobicity and orientation of side chains
for inactivation of sarcoplasmic reticulum Ca 2+ -ATPase with thapsigargin and thapsigargin
analogs. J Biol Chem 285:28883
80. Pedersen O, Christophersen C, Brehm L, Christensen SB (1985) Analogues of the histamine
liberating dihydroxy-sesquiterpene lactone thapsigargin. Synthesis, X-ray analysis and
chemistry. Acta Chem Scand 39B:375