Preparative Separation of Three Monoterpenes from Perilla frutescens var. crispa Using Centrifugal Partition Chromatography

Bomi Nam, Sunil Babu Paudel, Jin Baek Kim, Chang Hyun Jin, Dongho Lee, Joo Won Nam, Ah Reum Han

Research output: Contribution to journalArticle

Abstract

Three monoterpenes, namely, 9-hydroxy isoegomaketone (1), isoegomaketone (2), and perilla ketone (3), were successfully separated from the supercritical carbon dioxide (SC-CO2) extract of the leaves of Perilla frutescens var. crispa (cv. Antisperill; Lamiaceae) by centrifugal partition chromatography (CPC). To obtain large quantities of these materials required for studies on their mechanism of action and in vivo effectiveness in inflammation, we used CPC because of its high loading capacity and reproducibility to purify the three compounds. Compound 1 (2.60 mg, 96.7% purity at 254 nm) was purified from 500 mg of the SC-CO2 extract of P. frutescens var. crispa (cv. Antisperill), using a two-phase solvent system comprising n-hexane/ethyl acetate/ethanol/water (5:5:5:5 v/v) in a descending mode. As compounds 2 (56.1 mg, 97.6% purity at 254 nm) and 3 (78.6 mg, 96.1% purity at 254 nm) are highly volatile and difficult to recover from an aqueous mobile phase after purification during the drying process, they were obtained from the same amount of the processed extract in an ascending mode using the upper organic phase as the mobile phase (n-hexane/ethyl acetate/ethanol/water, 8:2:8:2 v/v). The structures of compounds 1-3 were confirmed by 1H- and 13C-NMR analysis. Thus, based on our findings, we recommend centrifugal partition chromatography as a powerful technique for purifying the active principal compounds 1 and 2 from the leaves of P. frutescens var. crispa.

Original languageEnglish
Article number8751345
JournalInternational Journal of Analytical Chemistry
Volume2019
DOIs
Publication statusPublished - 2019 Jan 1

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Monoterpenes
Chromatography
Ethanol
Water
Carbon Dioxide
Purification
Drying
Nuclear magnetic resonance
isoegomaketone
n-hexane
ethyl acetate

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Preparative Separation of Three Monoterpenes from Perilla frutescens var. crispa Using Centrifugal Partition Chromatography. / Nam, Bomi; Paudel, Sunil Babu; Kim, Jin Baek; Jin, Chang Hyun; Lee, Dongho; Nam, Joo Won; Han, Ah Reum.

In: International Journal of Analytical Chemistry, Vol. 2019, 8751345, 01.01.2019.

Research output: Contribution to journalArticle

Nam, Bomi ; Paudel, Sunil Babu ; Kim, Jin Baek ; Jin, Chang Hyun ; Lee, Dongho ; Nam, Joo Won ; Han, Ah Reum. / Preparative Separation of Three Monoterpenes from Perilla frutescens var. crispa Using Centrifugal Partition Chromatography. In: International Journal of Analytical Chemistry. 2019 ; Vol. 2019.
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