Isolation of sesquiterpenoids from sponge Dysidea avara and chemical modification of avarol as potential antitumor agents.
The marine sponge Dysidea avara contained avarol (1) and avarone (2). Avarol on acylation yielded 2',5'-O-dibenzoylavarol (3); 2,5'-O-(4-chlorobenzoyl)avarol (4); 2,5'-O-dicinnamoylavarol (5); 2,5'-O-(4-bromobenzoyl)avarol(6); 2',5'-O-dioctanoylavarol (7); 2',5'-O-(4-fluorobenzoyl)avarol (8) and diacetylavarol (9). The structural elucidation of all the compounds 1-9 have been done by spectral analysis. The cytotoxicity of these compounds were also determined and evaluated. Compounds 6 and 9 showed selective cytotoxicity against Hepa (human hepatoma) and KB cell lines respectively.
Shen
Ya-Ching
YC
Institute of Marine Resources, National Sun Yat-sen University, 70 Lien Hai Rd., Kaohsiung, Taiwan, Republic of China.
Lu
Ching-Hau
CH
Chakraborty
Rupak
R
Kuo
Yau-Haur
YH
D000215:Acylation; D000818:Animals; D000970:Antineoplastic Agents / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D053138:Cyclohexenes; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D008517:Phytotherapy; D011161:Porifera; D012717:Sesquiterpenes / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D053138:Cyclohexenes; D012717:Sesquiterpenes; C046374:avarone; C023663:avarol