Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities

Li Chai Chen; Hsiang Ruei Liao; Pei Yu Chen; Wen Lung Kuo; Tsung Hsien Chang; Ping Jyun Sung; Zhi Hong Wen; Jih Jung Chen

doi:10.3390/molecules201018551

Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities

Li Chai Chen, Hsiang Ruei Liao, Pei Yu Chen, Wen Lung Kuo, Tsung Hsien Chang, Ping Jyun Sung, Zhi Hong Wen, Jih Jung Chen^*

^*Corresponding author for this work

School of Traditional Chinese Medicine

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

34 Scopus citations

Abstract

A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2-6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC₅₀ values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC50 values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation.

Original language	English
Pages (from-to)	18551-18564
Number of pages	14
Journal	Molecules
Volume	20
Issue number	10
DOIs	https://doi.org/10.3390/molecules201018551
State	Published - 12 10 2015

Bibliographical note

Publisher Copyright:
© 2015 by the authors; licensee MDPI, Basel, Switzerland.

Keywords

Anti-inflammatory activity
Limonoid
Meliaceae
Structure elucidation
Swietenia macrophylla

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@article{85aa29cf2edb4455af37dc65da9d7755,

title = "Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities",

abstract = "A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2-6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC50 values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC50 values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation.",

keywords = "Anti-inflammatory activity, Limonoid, Meliaceae, Structure elucidation, Swietenia macrophylla",

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year = "2015",

month = oct,

day = "12",

doi = "10.3390/molecules201018551",

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T1 - Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities

AU - Chen, Li Chai

AU - Liao, Hsiang Ruei

AU - Chen, Pei Yu

AU - Kuo, Wen Lung

AU - Chang, Tsung Hsien

AU - Sung, Ping Jyun

AU - Wen, Zhi Hong

AU - Chen, Jih Jung

PY - 2015/10/12

Y1 - 2015/10/12

N2 - A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2-6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC50 values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC50 values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation.

AB - A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 2-6. The structure of 1 was determined through extensive 1D/2D-NMR and mass-spectrometric analyses. Swietemacrophin (1), humilinolide F (2), 3,6-O,O-diacetylswietenolide (3), 3-O-tigloylswietenolide (4), and swietemahonin E (5) exhibited inhibition (IC50 values ≤ 45.44 μM) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine (fMLP). Compounds 1, 4, 5, and swietenine (6) showed potent inhibition with IC50 values ≤ 36.32 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation.

KW - Anti-inflammatory activity

KW - Limonoid

KW - Meliaceae

KW - Structure elucidation

KW - Swietenia macrophylla

UR - https://www.scopus.com/pages/publications/84946136512

U2 - 10.3390/molecules201018551

DO - 10.3390/molecules201018551

M3 - 文章

C2 - 26473818

AN - SCOPUS:84946136512

SN - 1420-3049

VL - 20

SP - 18551

EP - 18564

JO - Molecules

JF - Molecules

IS - 10

ER -

Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities

Abstract

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Keywords

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