Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects

Da Hye Lee; Ji Sun Shin; Jin Su Lee; Shin Young Kang; Hee Soo Han; Seung Mok Ryu; Kyung Tae Lee; Dongho Lee; Dae Sik Jang

doi:10.1007/s12272-019-01117-0

Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects

Da Hye Lee, Ji Sun Shin, Jin Su Lee, Shin Young Kang, Hee Soo Han, Seung Mok Ryu, Kyung Tae Lee, Dongho Lee, Dae Sik Jang

Department of Biosystems and Biotechnology

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

Phytochemical investigation on the 70% aqueous EtOH extract from the roots of Patrinia scabra led to the isolation and characterization of five new non-glycosidic iridoids, patriscabrins F–J (1–5), along with a known iridoid 11-ethoxyviburtinal (6). The structures of the new compounds 1–5 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR and ECD studies. Thereafter, the isolates 1–6 were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Of these, patriscabrin F (1) exhibited the most potent inhibitory effect with observed IC₅₀ value of 14.1 μM. In addition, patriscabrin G (2) and 11-ethoxyviburtinal (6) showed IC₅₀ values 24.6 and 35.5 μM, respectively.

Original language	English
Pages (from-to)	766-772
Number of pages	7
Journal	Archives of pharmacal research
Volume	42
Issue number	9
DOIs	https://doi.org/10.1007/s12272-019-01117-0
Publication status	Published - 2019 Sept 1

Keywords

Iridoid
Nitric oxide
Patrinia scabra
Patriscabrin
Valerianaceae

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery
Organic Chemistry

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title = "Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects",

abstract = "Phytochemical investigation on the 70% aqueous EtOH extract from the roots of Patrinia scabra led to the isolation and characterization of five new non-glycosidic iridoids, patriscabrins F–J (1–5), along with a known iridoid 11-ethoxyviburtinal (6). The structures of the new compounds 1–5 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR and ECD studies. Thereafter, the isolates 1–6 were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Of these, patriscabrin F (1) exhibited the most potent inhibitory effect with observed IC50 value of 14.1 μM. In addition, patriscabrin G (2) and 11-ethoxyviburtinal (6) showed IC50 values 24.6 and 35.5 μM, respectively.",

keywords = "Iridoid, Nitric oxide, Patrinia scabra, Patriscabrin, Valerianaceae",

author = "Lee, {Da Hye} and Shin, {Ji Sun} and Lee, {Jin Su} and Kang, {Shin Young} and Han, {Hee Soo} and Ryu, {Seung Mok} and Lee, {Kyung Tae} and Dongho Lee and Jang, {Dae Sik}",

note = "Funding Information: Acknowledgement This research was supported by a Grant from the Bio-Synergy Research Project (NRF-2015M3A9C4070483) of the Ministry of Science, ICT and Future Planning through the National Research Foundation of Korea (NRF), and by Basic Science Research Program through the NRF funded by the Ministry of Education (NRF-2016R1D1A1B03930222). Publisher Copyright: {\textcopyright} 2019, The Pharmaceutical Society of Korea.",

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doi = "10.1007/s12272-019-01117-0",

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T1 - Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects

AU - Lee, Da Hye

AU - Shin, Ji Sun

AU - Lee, Jin Su

AU - Kang, Shin Young

AU - Han, Hee Soo

AU - Ryu, Seung Mok

AU - Lee, Kyung Tae

AU - Lee, Dongho

AU - Jang, Dae Sik

N1 - Funding Information: Acknowledgement This research was supported by a Grant from the Bio-Synergy Research Project (NRF-2015M3A9C4070483) of the Ministry of Science, ICT and Future Planning through the National Research Foundation of Korea (NRF), and by Basic Science Research Program through the NRF funded by the Ministry of Education (NRF-2016R1D1A1B03930222). Publisher Copyright: © 2019, The Pharmaceutical Society of Korea.

PY - 2019/9/1

Y1 - 2019/9/1

N2 - Phytochemical investigation on the 70% aqueous EtOH extract from the roots of Patrinia scabra led to the isolation and characterization of five new non-glycosidic iridoids, patriscabrins F–J (1–5), along with a known iridoid 11-ethoxyviburtinal (6). The structures of the new compounds 1–5 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR and ECD studies. Thereafter, the isolates 1–6 were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Of these, patriscabrin F (1) exhibited the most potent inhibitory effect with observed IC50 value of 14.1 μM. In addition, patriscabrin G (2) and 11-ethoxyviburtinal (6) showed IC50 values 24.6 and 35.5 μM, respectively.

AB - Phytochemical investigation on the 70% aqueous EtOH extract from the roots of Patrinia scabra led to the isolation and characterization of five new non-glycosidic iridoids, patriscabrins F–J (1–5), along with a known iridoid 11-ethoxyviburtinal (6). The structures of the new compounds 1–5 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR and ECD studies. Thereafter, the isolates 1–6 were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Of these, patriscabrin F (1) exhibited the most potent inhibitory effect with observed IC50 value of 14.1 μM. In addition, patriscabrin G (2) and 11-ethoxyviburtinal (6) showed IC50 values 24.6 and 35.5 μM, respectively.

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KW - Nitric oxide

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KW - Patriscabrin

KW - Valerianaceae

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ER -

Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects

Abstract

Keywords

ASJC Scopus subject areas

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