The Development of Novel Antibiotics Using ... - Jacobs University

(a)
HN
N
O O
NH
O O N
(b)
HN
N
O
NH
O O N
HN
N
O
NH
O O N
(a)
- HCHO
N
HN
O
O
O
O
N
NH
(c)
N
HN
O
O
O
O
N
NH
N
N
H
N
N
H
C 26 H 24 N 8 O 8
576
(c)
C 25 H 22 N 8 O 7 + H +
m/ z 547
C 20 H 18 N 8 O 3 + H +
m/ z 419
(b)
O
O
O
O
O
HN
N
NH
O O N
HN
N
NH
O O N
HN
N
NH
O O N
N
N
C 21 H 18 N 6 O 4 + H +
m/ z 419
N
N
HN
O
C 22 H 19 N 7 O 5 + H +
m/ z 462
N
N
N
N
C 20 H 18 N 8 O 3 + H +
m/ z 419
O
O
HN
N
NH
O O N
HN
N
NH
O O N
- N 2
N N
C 20 H 18 N 6 O 3 + H +
m/ z 391
Scheme 3. Proposed fragmentation mechanism for macrocycle (8).
N N
N N
C 20 H 18 N 8 O 3 + H +
m/ z 419
Intens.
4
x10
729.2
3
2
1
0
500 1000 1500 2000 2500 m/z
Figure 27. APCI-MS 2 spectrum for macrocycle (9), DMSO (Positive mode).
S16