A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla

Jih Jung Chen; Sheng Shiou Huang; Chang Hui Liao; Dau Chang Wei; Ping Jyun Sung; Tai Chi Wang; Ming Jen Cheng

doi:10.1016/j.foodchem.2009.09.093

A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla

Jih Jung Chen^*
, Sheng Shiou Huang
, Chang Hui Liao
, Dau Chang Wei
, Ping Jyun Sung
, Tai Chi Wang
, Ming Jen Cheng

^*Corresponding author for this work

Tajen University
Chang Gung University
National Museum of Marine Biology and Aquarium, Taiwan
Food Industry Research and Development Institute

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

54 Scopus citations

Abstract

The fruit of Swietenia macrophylla is commercially used in healthcare products for the improvement of blood circulation and skin condition. A new phragmalin-type limonoid, 6-O-acetyl-3′-demethylswietephragmin E (1), has been isolated from the fruit of S. macrophylla, together with 16 known compounds. The structure of this new compound was determined through spectroscopic and MS analyses. 6-O-Acetyl-3′-demethylswietephragmin E (1), 3,6-O,O-diacetylswietenolide (5), 3-O-tigloylswietenolide (6), 3-O-tigloyl-6-O-acetylswietenolide (8), swietemahonin E (9), and 6-O-acetylswietemahonin G (10) exhibited inhibition (IC₅₀ ≤ 35.7 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine (fMLP).

Original language	English
Pages (from-to)	379-384
Number of pages	6
Journal	Food Chemistry
Volume	120
Issue number	2
DOIs	https://doi.org/10.1016/j.foodchem.2009.09.093
State	Published - 15 05 2010
Externally published	Yes

Keywords

Anti-inflammatory activity
Meliaceae
Phragmalin-type limonoid
Structure elucidation
Swietenia macrophylla

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10.1016/j.foodchem.2009.09.093

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@article{814235e337b145259d4cb8b2a7a1748b,

title = "A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla",

abstract = "The fruit of Swietenia macrophylla is commercially used in healthcare products for the improvement of blood circulation and skin condition. A new phragmalin-type limonoid, 6-O-acetyl-3′-demethylswietephragmin E (1), has been isolated from the fruit of S. macrophylla, together with 16 known compounds. The structure of this new compound was determined through spectroscopic and MS analyses. 6-O-Acetyl-3′-demethylswietephragmin E (1), 3,6-O,O-diacetylswietenolide (5), 3-O-tigloylswietenolide (6), 3-O-tigloyl-6-O-acetylswietenolide (8), swietemahonin E (9), and 6-O-acetylswietemahonin G (10) exhibited inhibition (IC50 ≤ 35.7 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine (fMLP).",

keywords = "Anti-inflammatory activity, Meliaceae, Phragmalin-type limonoid, Structure elucidation, Swietenia macrophylla",

author = "Chen, \{Jih Jung\} and Huang, \{Sheng Shiou\} and Liao, \{Chang Hui\} and Wei, \{Dau Chang\} and Sung, \{Ping Jyun\} and Wang, \{Tai Chi\} and Cheng, \{Ming Jen\}",

year = "2010",

month = may,

day = "15",

doi = "10.1016/j.foodchem.2009.09.093",

language = "英语",

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pages = "379--384",

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T1 - A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla

AU - Chen, Jih Jung

AU - Huang, Sheng Shiou

AU - Liao, Chang Hui

AU - Wei, Dau Chang

AU - Sung, Ping Jyun

AU - Wang, Tai Chi

AU - Cheng, Ming Jen

PY - 2010/5/15

Y1 - 2010/5/15

N2 - The fruit of Swietenia macrophylla is commercially used in healthcare products for the improvement of blood circulation and skin condition. A new phragmalin-type limonoid, 6-O-acetyl-3′-demethylswietephragmin E (1), has been isolated from the fruit of S. macrophylla, together with 16 known compounds. The structure of this new compound was determined through spectroscopic and MS analyses. 6-O-Acetyl-3′-demethylswietephragmin E (1), 3,6-O,O-diacetylswietenolide (5), 3-O-tigloylswietenolide (6), 3-O-tigloyl-6-O-acetylswietenolide (8), swietemahonin E (9), and 6-O-acetylswietemahonin G (10) exhibited inhibition (IC50 ≤ 35.7 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine (fMLP).

AB - The fruit of Swietenia macrophylla is commercially used in healthcare products for the improvement of blood circulation and skin condition. A new phragmalin-type limonoid, 6-O-acetyl-3′-demethylswietephragmin E (1), has been isolated from the fruit of S. macrophylla, together with 16 known compounds. The structure of this new compound was determined through spectroscopic and MS analyses. 6-O-Acetyl-3′-demethylswietephragmin E (1), 3,6-O,O-diacetylswietenolide (5), 3-O-tigloylswietenolide (6), 3-O-tigloyl-6-O-acetylswietenolide (8), swietemahonin E (9), and 6-O-acetylswietemahonin G (10) exhibited inhibition (IC50 ≤ 35.7 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine (fMLP).

KW - Anti-inflammatory activity

KW - Meliaceae

KW - Phragmalin-type limonoid

KW - Structure elucidation

KW - Swietenia macrophylla

UR - https://www.scopus.com/pages/publications/73249144462

U2 - 10.1016/j.foodchem.2009.09.093

DO - 10.1016/j.foodchem.2009.09.093

M3 - 文章

AN - SCOPUS:73249144462

SN - 0308-8146

VL - 120

SP - 379

EP - 384

JO - Food Chemistry

JF - Food Chemistry

IS - 2

ER -

A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla

Abstract

Keywords

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