New biscembranoids sardigitolides A-D and known cembranoid-related compounds from Sarcophyton digitatum: Isolation, structure elucidation, and bioactivities
Journal
Marine Drugs
Journal Volume
18
Journal Issue
9
Pages
-
Date Issued
2020
Author(s)
Abstract
Chemical examination from the cultured soft coral Sarcophyton digitatum resulted in the isolation and structural identification of four new biscembranoidal metabolites, sardigitolides A–D (1–4), along with three previously isolated biscembranoids, sarcophytolide L (5), glaucumolide A (6), glaucumolide B (7), and two known cembranoids (8 and 9). The chemical structures of all isolates were elucidated on the basis of 1D and 2D NMR spectroscopic analyses. Additionally, in order to discover bioactivity of marine natural products, 1–8 were examined in terms of their inhibitory potential against the upregulation of inflammatory factor production in lipopolysaccharide (LPS)-stimulated murine macrophage J774A.1 cells and their cytotoxicities against a limited panel of cancer cells. The anti-inflammatory results showed that at a concentration of 10 ?g/mL, 6 and 8 inhibited the production of IL-1β to 68 ± 1 and 56 ± 1%, respectively, in LPS-stimulated murine macrophages J774A.1. Furthermore, sardigitolide B (2) displayed cytotoxicities toward MCF-7 and MDA-MB-231 cancer cell lines with the IC50 values of 9.6 ± 3.0 and 14.8 ± 4.0 ?g/mL, respectively. ? 2020 by the authors. Licensee MDPI, Basel, Switzerland.
SDGs
Other Subjects
antiinflammatory agent; antineoplastic agent; cembranoid; doxorubicin; glaucumolide A; glaucumolide B; interleukin 1beta; monocembranoid; sardigitolide A; sardigitolide B; sardigitolide C; sardigitolide D; sardigitolide L; unclassified drug; antiinflammatory agent; antineoplastic agent; autacoid; IL1B protein, mouse; interleukin 1beta; lipopolysaccharide; animal cell; antiinflammatory activity; antineoplastic activity; Article; carbon nuclear magnetic resonance; controlled study; coral; cytokine production; Diels Alder reaction; drug cytotoxicity; drug isolation; drug mechanism; drug screening; drug structure; human; human cell; J774A1 cell line; MCF-7 cell line; MDA-MB-231 cell line; mouse; nonhuman; proton nuclear magnetic resonance; Sarcophyton digitatum; upregulation; animal; Anthozoa; cell survival; chemical structure; chemistry; comparative study; drug effect; female; HeLa cell line; Hep-G2 cell line; isolation and purification; macrophage; metabolism; neoplasm; pathology; structure activity relation; Animals; Anthozoa; Anti-Inflammatory Agents; Antineoplastic Agents; Cell Survival; Female; HeLa Cells; Hep G2 Cells; Humans; Inflammation Mediators; Interleukin-1beta; Lipopolysaccharides; Macrophages; MCF-7 Cells; Mice; Molecular Structure; Neoplasms; Structure-Activity Relationship
Type
journal article