Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 63, Issue 6, Pages 463-468Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.c15-00200
Keywords
antitumor agent; natural product; diketopiperazine; tumor-stroma interaction; structure-activity relationship
Funding
- Grants-in-Aid for Scientific Research [15K06888] Funding Source: KAKEN
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The total synthesis of NBRI16716B (2), a naturally occurring modulator of tumor stroma interactions, was successfully achieved. Using this synthetic route, a dehydroxy analogue (21) and a derivative lacking the 5-hydroxy-3-methylpentenoyl side chain (22) became accessible. A preliminary structure activity relationship study to unveil the structural requirements for selective inhibition of tumor cells cocultured with stromal cells revealed that both of the hydroxamate structures of 2 are indispensable, whereas the 5-hydroxy-3-methylpentenoyl side chain is not essential.
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