Antioxidant and Anti-Inflammatory Constituents from Rhamnus crenata

Chih Hui Chin; Chia Ching Liaw; Tsung Hsien Chang; Chih Wen Shu; Ping Jyun Sung; Ming Jen Cheng; I. Chou Wang; Jih Jung Chen

doi:10.1007/s10600-024-04251-4

Antioxidant and Anti-Inflammatory Constituents from Rhamnus crenata

Chih Hui Chin
, Chia Ching Liaw
, Tsung Hsien Chang
, Chih Wen Shu
, Ping Jyun Sung
, Ming Jen Cheng
, I. Chou Wang
, Jih Jung Chen^*

^*Corresponding author for this work

Faculty of Pharmacy

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

2 Scopus citations

Abstract

A new naphthalene derivative, 7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl acetate (1), has been isolated from the stem of Rhamnus crenata, together with eight known compounds 2–9. The structure of new compound 1 was determined through spectroscopic and MS analyses. Among the isolates, emodin (3), physcion (4), quercetin 3-O-α-L-rhamnopyranoside (5), and quercetin 7-O-α-L-rhamnopyranoside (6) showed potent inhibition with IC₅₀ values of 33.18 ± 2.73, 35.52 ± 3.27, 28.05 ± 1.85, and 26.41 ± 3.01 μM, respectively, against LPS-induced NO generation. In addition, compounds 3, 5, and 6 also showed potent DPPH radical scavenging activities with IC₅₀ values of 95.47 ± 6.18, 68.27 ± 5.38, and 66.25 ± 4.20 μM, respectively.

Original language	English
Pages (from-to)	50-54
Number of pages	5
Journal	Chemistry of Natural Compounds
Volume	60
Issue number	1
DOIs	https://doi.org/10.1007/s10600-024-04251-4
State	Published - Jan 2024

Keywords

Rhamnaceae
Rhamnus crenata
anti-inflammatory activity
antioxidant
naphthalene derivative

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10.1007/s10600-024-04251-4

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title = "Antioxidant and Anti-Inflammatory Constituents from Rhamnus crenata",

abstract = "A new naphthalene derivative, 7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl acetate (1), has been isolated from the stem of Rhamnus crenata, together with eight known compounds 2–9. The structure of new compound 1 was determined through spectroscopic and MS analyses. Among the isolates, emodin (3), physcion (4), quercetin 3-O-α-L-rhamnopyranoside (5), and quercetin 7-O-α-L-rhamnopyranoside (6) showed potent inhibition with IC50 values of 33.18 ± 2.73, 35.52 ± 3.27, 28.05 ± 1.85, and 26.41 ± 3.01 μM, respectively, against LPS-induced NO generation. In addition, compounds 3, 5, and 6 also showed potent DPPH radical scavenging activities with IC50 values of 95.47 ± 6.18, 68.27 ± 5.38, and 66.25 ± 4.20 μM, respectively.",

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author = "Chin, \{Chih Hui\} and Liaw, \{Chia Ching\} and Chang, \{Tsung Hsien\} and Shu, \{Chih Wen\} and Sung, \{Ping Jyun\} and Cheng, \{Ming Jen\} and Wang, \{I. Chou\} and Chen, \{Jih Jung\}",

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T1 - Antioxidant and Anti-Inflammatory Constituents from Rhamnus crenata

AU - Chin, Chih Hui

AU - Liaw, Chia Ching

AU - Chang, Tsung Hsien

AU - Shu, Chih Wen

AU - Sung, Ping Jyun

AU - Cheng, Ming Jen

AU - Wang, I. Chou

AU - Chen, Jih Jung

N1 - Publisher Copyright: © Springer Science+Business Media, LLC, part of Springer Nature 2024.

PY - 2024/1

Y1 - 2024/1

N2 - A new naphthalene derivative, 7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl acetate (1), has been isolated from the stem of Rhamnus crenata, together with eight known compounds 2–9. The structure of new compound 1 was determined through spectroscopic and MS analyses. Among the isolates, emodin (3), physcion (4), quercetin 3-O-α-L-rhamnopyranoside (5), and quercetin 7-O-α-L-rhamnopyranoside (6) showed potent inhibition with IC50 values of 33.18 ± 2.73, 35.52 ± 3.27, 28.05 ± 1.85, and 26.41 ± 3.01 μM, respectively, against LPS-induced NO generation. In addition, compounds 3, 5, and 6 also showed potent DPPH radical scavenging activities with IC50 values of 95.47 ± 6.18, 68.27 ± 5.38, and 66.25 ± 4.20 μM, respectively.

AB - A new naphthalene derivative, 7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl acetate (1), has been isolated from the stem of Rhamnus crenata, together with eight known compounds 2–9. The structure of new compound 1 was determined through spectroscopic and MS analyses. Among the isolates, emodin (3), physcion (4), quercetin 3-O-α-L-rhamnopyranoside (5), and quercetin 7-O-α-L-rhamnopyranoside (6) showed potent inhibition with IC50 values of 33.18 ± 2.73, 35.52 ± 3.27, 28.05 ± 1.85, and 26.41 ± 3.01 μM, respectively, against LPS-induced NO generation. In addition, compounds 3, 5, and 6 also showed potent DPPH radical scavenging activities with IC50 values of 95.47 ± 6.18, 68.27 ± 5.38, and 66.25 ± 4.20 μM, respectively.

KW - Rhamnaceae

KW - Rhamnus crenata

KW - anti-inflammatory activity

KW - antioxidant

KW - naphthalene derivative

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DO - 10.1007/s10600-024-04251-4

M3 - Article

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SN - 0009-3130

VL - 60

SP - 50

EP - 54

JO - Chemistry of Natural Compounds

JF - Chemistry of Natural Compounds

IS - 1

ER -

Antioxidant and Anti-Inflammatory Constituents from Rhamnus crenata

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