Chemistry Reference
In-Depth Information
HO
O
OAc
O
O
OH
NH
OH
O
HO
O
OH
HO
H
HO
H
BzO
BzO
O
AcO
O
AcO
B2
10-Deacetylbaccatin III
B1
Taxol (Paclitaxel)
CH
3
CH
3
CH
3
CH
3
O
H
3
C
O
H
3
C
OAc
O
HO
O
O
NH
O
O
NH
OH
O
OH
O
O
OH
OH
O
H
HO
H
O
BzO
BzO
O
AcO
O
O
AcO
B4
Ortataxel
B3
Taxotere (Docetaxel)
AcO
O
C
6
H
5
O
O
OH
N
H
C
6
H
5
O
O
HO
HC
O
O
AcO
H
5
C
6
O
N
O
O
O
O
B5
O
H
3
CO
OCH
3
OH
N
CH
O
N
O
(CH
2
)n
O
AcO
N
O
OH
C
6
H
5
O
O
O
N
H
C
6
H
5
O
B6
n = 2, 3, or 5
OH
HO
O
O
H
5
C
6
AcO
O
Figure 14.2
Structures of natural and synthetic taxoids.
14.1.3 Camptotheca species
Camptothecin (CPT,
C1
) is a potent antitumor pentacyclic alkaloid isolated from
Camptotheca acuminata
Decne. (Nyssaceae family) and originating in China
(36, 37). Interest in CPT was sparked by the discovery that its primary cellular
target is DNA topo I (38). 10-Hydroxycamptothecin (
C2
), which also occurs
naturally, has a better therapeutic index and is used in China for treating many
cancers.
