A cytotoxic butenolide, two new dolabellane diterpenoids, a chroman and a benzoquinol derivative formosan Casearia membranacea.
Investigation of a cytotoxic chloroform-soluble fraction of the stem of Casearia membranacea (Flacourtiaceae) led to the isolation of five new compounds, including one butenolide, casealactone (1), one chroman, caseamemin (2), two dolabellane diterpenoids, casearimene A (3) and casearimene B (4), one benzoquinol ether, casearinone (5), together with fifteen known compounds, including two amides, N- trans-feruloyltyramine (6) and N- cis-feruloyltyramine (7), six steroids, beta-sitosterol (8), stigmast-5-ene-3beta,7alpha-diol (9), stigmast-5-ene-3beta,7beta-diol (10), stigmastane-3beta,5alpha,6beta-triol (11), beta-sitostenone (12), beta-sitosterol 3- O-beta-glucoside (13), two triterpenoids, squalene (14) and friedelin (15), one lignan, (+/-)-syringaresinol (16), two benzenoids, syringaldehyde (17) and vanillic acid (18), one ester, methyl hexadecanoate (19), and anthraquinone (20), respectively. Among these isolates, 1 showed cytotoxicity against P-388 and HT-29 cancer cell lines in vitro, and 6 and 7 showed cytotoxicity against the P-388 cancer cell line. The structures of these compounds were determined by means of spectroscopic techniques, and the structure of 3 was confirmed by X-ray crystallographic analysis.
Chang
Keng-Chia
KC
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung, Taiwan, R.O.C.
Duh
Chang-Yih
CY
Chen
Ih-Sheng
IS
Tsai
Ian-Lih
IL
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D016227:Benzoquinones / Q000302:isolation & purification*; D037821:Casearia / Q000737:chemistry*; D002839:Chromans / Q000302:isolation & purification*; D004224:Diterpenes / Q000302:isolation & purification*; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000302:isolation & purification*; D006801:Humans; D051379:Mice; D013624:Taiwan; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D016227:Benzoquinones; D002839:Chromans; D004224:Diterpenes; D005663:Furans