| Title of Article |
Chemistry of Ecteinascidins. Part 4. Preparation of 2'-N-Acyl Ecteinascidin770 Derivatives with Improved Cytotoxicity Profiles |
| Date of Acceptance |
1 October 2013 |
| Journal |
| Title of Journal |
Chem. Pharm .Bull |
| Standard |
|
| Institute of Journal |
The Pharmaceutical Society of Japan |
| ISBN/ISSN |
|
| Volume |
2013 |
| Issue |
61 |
| Month |
10 |
| Year of Publication |
2013 |
| Page |
1052-1064 |
| Abstract |
We report herein eleven 2 -N-acyl derivatives that were prepared from ecteinascidin 770 (Et 770: 1b)
via 18,6 -O-bisallyl protected compound (4) in excellent yields. 2 -N-Acyl derivatives (6a–k) generally showed
higher cytotoxicity than 1b. Among them, 3-quinolineacyl derivative (6g) and 4-fluorocinnamoyl derivative
(6h) exhibited approximately 50- and 70-fold higher cytotoxicity to the HCT116 human colon carcinoma cell
line, respectively, than 1b. Both compounds are potent inhibitors of the in vitro growth of several tumor cells
and are therefore promising leads for further optimization. We also report the transformation of 1b into Et
788 (3), which is the first example of an ecteinascidin derivative having a primary amide at C-21 position. |
| Keyword |
ecteinascidin; marine natural product; structure–activity relationship study; transformation; cytotoxicity |
| Author |
|
| Reviewing Status |
มีผู้ประเมินอิสระ |
| Status |
ตีพิมพ์แล้ว |
| Level of Publication |
นานาชาติ |
| citation |
true |
| Part of thesis |
true |
| Attach file |
|
| Citation |
0
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Publication
Journal Publication
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