Norterpenoids and related peroxides from the formosan marine sponge Negombata corticata.
Six norterpenes including negombatoperoxides A and B (4 and 5), the inseparable epimers negombatoperoxides C and D (6 and 7), negombatodiol (8), and negombatolactone (9), in combination with three known compounds, (+)-nuapapuin B (1), (+)-nuapapuin B methyl ester (2), and (+)-aikupikoxide C (3), were isolated from the Formosan marine sponge Negombata corticata. In addition, 6,6-dimethylundecane-2,5,10-trione (10) was isolated for the first time from a natural source. Their structures, including relative configurations, were elucidated on the basis of interpretation of spectroscopic data and by the application of the empirical rule established by Capon and MacLeod. The absolute configurations of 8 and 9 were established by the application of Mosher's method and comparison of CD data with known lactones, respectively. Cytotoxicity of these isolates against human breast carcinoma, human liver carcinoma, and human lung carcinoma cell lines was evaluated.
Chao
Chih-Hua
CH
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan, Republic of China.
Chou
Kuei-Ju
KJ
Wang
Guey-Horng
GH
Wu
Yang-Chang
YC
Wang
Li-Hsueh
LH
Chen
Jeng-Ping
JP
Sheu
Jyh-Horng
JH
Sung
Ping-Jyun
PJ
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D008386:Marine Biology; D015394:Molecular Structure; D010545:Peroxides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000970:Antineoplastic Agents; D010545:Peroxides; D013729:Terpenes; C440680:aikupikoxide C