Endoperoxy and hydroperoxy cadinane-type sesquiterpenoids from an Okinawan soft coral, Sinularia sp

Prodip K Roy; Runa Ashimine; Haruna Miyazato; Junsei Taira; Katsuhiro Ueda

doi:10.1007/s12272-016-0759-z

Endoperoxy and hydroperoxy cadinane-type sesquiterpenoids from an Okinawan soft coral, Sinularia sp

Arch Pharm Res. 2016 Jun;39(6):778-84. doi: 10.1007/s12272-016-0759-z. Epub 2016 May 26.

Authors

Prodip K Roy¹, Runa Ashimine², Haruna Miyazato³, Junsei Taira³, Katsuhiro Ueda⁴

Affiliations

¹ Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, 1 Senbaru, Nishihara-Cho, Okinawa, 903-2013, Japan. prodipkroy@gmail.com.
² Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, 1 Senbaru, Nishihara-Cho, Okinawa, 903-2013, Japan.
³ Department of Bioresources Engineering, Okinawa National College of Technology, 905 Henoko, Nago-Shi, Okinawa, 905-2192, Japan.
⁴ Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, 1 Senbaru, Nishihara-Cho, Okinawa, 903-2013, Japan. kueda@sci.u-ryukyu.ac.jp.

PMID: 27230778
DOI: 10.1007/s12272-016-0759-z

Abstract

Three cadinane-type sesquiterpenoids, endoperoxide (1) and hydroperoxides (2, 3) together with three known sesquiterpenoids (4-6) were isolated from an Okinawan soft coral, Sinularia species. Structures of these isolates were elucidated by spectroscopic analyses (NMR, IR and MS) and molecular modeling. In addition, the isolates 1-3 as new compounds were examined for biological activities, resulting that they have antibacterial activity and weak cytotoxicity against HCT116 cells as well as anti-inflammatory effect on LPS/IFN-γ-stimulated RAW 264.7 macrophage cells.

Keywords: Anti-inflammatory; Cadinane; Cytotoxicity; HCT 116 cells; Sesquiterpenoid; Sinularia.

MeSH terms

Animals
Anthozoa / chemistry*
Anti-Bacterial Agents / isolation & purification*
Anti-Bacterial Agents / pharmacology
Anti-Inflammatory Agents / isolation & purification*
Anti-Inflammatory Agents / pharmacology
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology
Cell Survival / drug effects
Dose-Response Relationship, Drug
Drug Discovery / methods*
Escherichia coli / drug effects
HCT116 Cells
Humans
Inhibitory Concentration 50
Macrophages / drug effects
Macrophages / immunology
Mice
Molecular Structure
Nitric Oxide / biosynthesis
Polycyclic Sesquiterpenes
Salmonella enterica / drug effects
Sesquiterpenes / isolation & purification*
Sesquiterpenes / pharmacology
Staphylococcus aureus / drug effects

Substances

Anti-Bacterial Agents
Anti-Inflammatory Agents
Antineoplastic Agents
Polycyclic Sesquiterpenes
Sesquiterpenes
cadinane
Nitric Oxide