title: Synthesis and cytotoxic evaluation of eremophilane sesquiterpene 07H239-A derivatives.
abstract: Nine new derivatives (6-14) of the eremophilane sesquiterpene 07H239-A (5) were designed and semisynthesized with two types of R-groups by amidation. Most of them were active against five human tumor cell lines, and compounds 6-10 were more potent than the natural product 5. In particular, compounds 6 and 9 exhibited the strongest cytotoxic activity against MDA-MB-435 with IC₅₀ values of 0.91 and 0.96 μM, respectively. Preliminary structure-activity relationships (SARs) analysis indicated that the 14-carboxyl in 5 was an ideal target for chemical modification, and the side chain of 5 might play a necessary role in facilitating their cytotoxic potencies.
authors: School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou, P. R. China.
authors: Yong-Xiang
authors: YX
authors: Song
authors: Bin
authors: B
authors: Cheng
authors: Xun
authors: X
authors: Zhu
authors: Li-Tao
authors: LT
authors: Qiao
authors: Jia-Jian
authors: JJ
authors: Wang
authors: Yu-Cheng
authors: YC
authors: Gu
authors: Meng-Feng
authors: MF
authors: Li
authors: Lan
authors: L
authors: Liu
authors: Yong-Cheng
authors: YC
authors: Lin
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D013329:Structure-Activity Relationship
chemical_list: C493119:07H239-A; D000970:Antineoplastic Agents; D009281:Naphthalenes; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C018286:eremophilane compounds