Trioxaferroquines as New Hybrid Antimalarial Drugs - American

May 5, 2010 - Phone: þ33 5 61 33. 31 26. Fax: þ 33 5 61 55 30 03. .... corded on a Bruker Avance 500 and Avance 300 spectrometers using tetramethyls...
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1 J. Med. Chem, Manuscript ID: jm-2010-00117e, Revised version, March 16th, 2010

Trioxaferroquines as new hybrid antimalarial drugs François Bellot,1 Frédéric Coslédan,2 Laure Vendier,1 Jacques S. Brocard,3 Bernard Meunier,2 Anne Robert1* Supporting Information Scheme S1. MS fragmentation of trioxaferrocenes and trioxaferroquines. Figure S1. X-ray crystal structure of 9 (ORTEP view).

2 J. Med. Chem, Manuscript ID: jm-2010-00117e, Revised version, March 16th, 2010

Scheme S1. MS fragmentation of trioxaferrocenes and trioxaferroquines. O R

MS

N H

1, 8,

R

N H

O O m/z = 590.3 (MH+) m/z = 400.5 (MH+)

O

1a, m/z = 502.3 (MH+) 8a, m/z = 312.4 (MH+)

O MS

N

R

R

O O

2, m/z = 576.6 (MH+) 9, m/z = 386.5 (MH+) 4, m/z = 576.6 (MH+)

2a, m/z = 488.6 (MH+), 9a, m/z = 298.4 (MH+) 4a, m/z = 488.6 (MH+)

O

O O

R

O

N

MS

N H

R

O O 3, m/z = 618.6 (MH+), 10, m/z = 428.5 (MH+)

For 8-10,R =

N H

O

3a, m/z = 530.4 (MH+), 10a, m/z = 340.4 (MH+)

For 1-3, R =

For 4, R =

HN

HN

Fe

Fe Cl

Figure S1.

N

Fe Cl

N

X-ray crystal structure of 9 (ORTEP view).