Hikiokoshins A-I, diterpenes from the leaves of Isodon japonicus

Naonobu Tanaka; Eri Tsuji; Kanae Sakai; Tohru Gonoi; Jun'ichi Kobayashi

doi:10.1016/j.phytochem.2014.03.001

Hikiokoshins A-I, diterpenes from the leaves of Isodon japonicus

Phytochemistry. 2014 Jun:102:205-10. doi: 10.1016/j.phytochem.2014.03.001. Epub 2014 Apr 2.

Authors

Naonobu Tanaka¹, Eri Tsuji¹, Kanae Sakai², Tohru Gonoi², Jun'ichi Kobayashi³

Affiliations

¹ Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
² Medicinal Mycology Research Center, Chiba University, Chiba 260-0856, Japan.
³ Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. Electronic address: jkobay@pharm.hokudai.ac.jp.

PMID: 24702849
DOI: 10.1016/j.phytochem.2014.03.001

Abstract

Diterpenes, hikiokoshins A-I, and twelve known diterpenes were isolated from the leaves of Isodon japonicus (Burm. f.) H. Hara (Lamiaceae). The hikiokoshins A-I possess various skeletons such as ternifonane {hikiokoshin A}, ent-6,7:8,15-diseco-6,8-cyclokauran-7,20-olide {hikiokoshin B}, ent-6,7-secokauran-7,20-olide {hikiokoshin C}, and ent-7,20-epoxykaurane {hikiokoshins D-I}. Their structures were elucidated on the basis of spectroscopic analysis. Antimicrobial activities of hikiokoshins A and B were evaluated.

Keywords: Diterpenes; Hikiokoshins A–I; Isodon japonicus; Lamiaceae.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / isolation & purification
Anti-Bacterial Agents / pharmacology*
Antifungal Agents / chemistry
Antifungal Agents / isolation & purification
Antifungal Agents / pharmacology*
Bacteria / drug effects*
Cell Line, Tumor
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Fungi / drug effects*
Humans
Isodon / chemistry*
Mice
Molecular Conformation
Plant Leaves / chemistry
Stereoisomerism

Substances

Anti-Bacterial Agents
Antifungal Agents
Diterpenes