Synthesis of sesquiterpene derivatives as potential antitumor agents; elemane derivatives.
Derivatives of elema-1,3-diene were synthesized in several steps as polar analogs of beta-elemene, antitumor agent under clinical phase. The lactone ring of compound 1 was opened by LiAlH4 to give diol 2 which was selectively protected by TBDPSCl. After acetylation of the secondary alcohol, the acetylated product was ozonolyzed and reduced to give elemane derivative 4 which was converted to diolefin 8 via selenides subsequent deprotection by tetrabutylammonium fluoride gave two compounds 9, 10.
Choi
B G
BG
College of Pharmacy, Chonnam National University, Kwangju, Korea. bgchoi@chonnam.ac.kr
Kwak
E Y
EY
Chung
B H
BH
Cho
W J
WJ
Cheon
S H
SH
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*
D000970:Antineoplastic Agents; D012717:Sesquiterpenes