Page 165 - Phytochemistry 2 (06-PG 605)
P. 165
AcO O 19 OH
10 9 7
O 18 11 17
12
Ph NH O 12 3 5
16
3' 15 H 4
O
Ph 1' O 13 OH AcO 20
OCOPh
14
OH
Taxol (Paclitaxel)
HO O 19 OH
O 18 11 9
C 7
O NH 17 3 5
12
3' O H O
16 15 1
Ph 1' O 14 OH AcO 20
OH OCOPh
Taxotere (Docetaxel)
Structure requirements for activity
*N-acyl group at C3-
*Phenyl group or a close analog at C3-
*Free OH or hydrolysable ester at C2-
*Oxetane ring at C 4,5
*Acyloxy group (substituted benzyl group) at C2
*C=O or OH at C-9
