New β-Caryophyllene-Derived Terpenoids from the Soft Coral Sinularia nanolobata
Resource
Journal of Natural Products 67 (4): 592-597
Journal
Journal of Natural Products
Journal Volume
67
Journal Issue
4
Pages
592-597
Date Issued
2004
Author(s)
Ahmed, Atallah F.
Su, Jui-Hsin
Shiue, Ru-Ting
Pan, Xin-Jie
Kuo, Yao-Haur
Sheu, Jyh-Horng
Abstract
Two new norsesquiterpenoids, nanonorcaryophyllenes A (1) and B (2), two new diterpenoids, nanolobatins A (3) and B (4), and a novel norditerpenoid, nanolobatin C (5), were isolated from the n-hexane extract of the Taiwanese soft coral Sinularia nanolobata. Also, two new furanone derivatives, 6 and 7, were isolated for the first time from natural sources. The structures of 1-5 were elucidated on the basis of extensive spectroscopic analyses and by comparison of the spectral data with those of the related metabolites. Nanonorcaryophyllenes A (1) and B (2) were characterized as 13-norcaryophyllenes that lack a methyl group at C-11, while nanolobatin C (5) represents the first example of a xeniaphyllane-based 17-norditerpenoid. The cytotoxicity of 1-6 against the growth of a limited panel of cancer cell lines is also described.
Other Subjects
13 norcaryophyllene derivative; 17 norditerpenoid derivative; caryophyllene; caryophyllene derivative; diterpenoid; doxorubicin; drug metabolite; furanone derivative; hexane; methyl group; nanolobatin A; nanolobatin B; nanolobatin C; nanonorcaryophyllene A; nanonorcaryophyllene B; sesquiterpenoid; terpenoid derivative; unclassified drug; antineoplastic activity; article; cancer cell culture; cancer inhibition; carbon nuclear magnetic resonance; cell assay; controlled study; coral; cytopathogenic effect; drug isolation; drug structure; high performance liquid chromatography; human; human cell; in vitro study; infrared spectroscopy; mass spectrometry; nonhuman; proton nuclear magnetic resonance; Sinularia nanolobata; stereochemistry; structure analysis; Taiwan; Animals; Anthozoa; Antineoplastic Agents; Diterpenes; Drug Screening Assays, Antitumor; Humans; KB Cells; Molecular Structure; Oceans and Seas; Sesquiterpenes; Taiwan; Tumor Cells, Cultured; Alcyonacea; Anthozoa; Sinularia
Type
journal article