New cytotoxic cembranolides from an Okinawan soft coral, Lobophytum sp

Prodip K Roy; Sona Roy; Katsuhiro Ueda

doi:10.1016/j.fitote.2019.05.001

New cytotoxic cembranolides from an Okinawan soft coral, Lobophytum sp

Fitoterapia. 2019 Jul:136:104162. doi: 10.1016/j.fitote.2019.05.001. Epub 2019 May 7.

Authors

Prodip K Roy¹, Sona Roy², Katsuhiro Ueda³

Affiliations

¹ Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, Nishihara-cho, Okinawa 903-2013, Japan. Electronic address: prodipkroy@gmail.com.
² Bioinspired Soft Matter Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Okinawa 904-0495, Japan.
³ Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, Nishihara-cho, Okinawa 903-2013, Japan. Electronic address: kueda@sci.u-ryukyu.ac.jp.

PMID: 31075489
DOI: 10.1016/j.fitote.2019.05.001

Abstract

Three new cembranolides (1-3) were isolated from an Okinawan soft coral, Lobophytum sp., together with the known cembranolide diterpenoids (4-9). Their structures were determined by extensive analysis of spectroscopic data (1D and 2D NMR, IR, and MS), molecular modeling, and comparison with data reported elsewhere. All compounds contain an α-methylene-γ-lactone ring adjacent to a cembrane, and some of them (1, 6-8) have an epoxide ring as well. The new metabolites were evaluated for cytotoxicity against HeLa, A459, B16-F10, and RAW 264.7 cells and anti-inflammatory effect in LPS-stimulated inflammatory RAW 264.7 macrophage cells.

Keywords: Anti-inflammatory; Cembranolide; Cytotoxicity; Diterpene; Lobophytum.

MeSH terms

Animals
Anthozoa / chemistry*
Diterpenes / isolation & purification
Diterpenes / pharmacology*
HeLa Cells
Humans
Japan
Melanoma, Experimental
Mice
Molecular Structure
RAW 264.7 Cells

Substances

Diterpenes
cembrane