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Molecules 2015, 20(10), 18551-18564; doi:10.3390/molecules201018551

Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities

1
Department of Marine Biotechnology and Resources, Asia-Pacific Ocean Research Center, National Sun Yat-Sen University, Kaohsiung 80424, Taiwan
2
Department of Pharmacy, Zuoying Branch of Kaohsiung Armed Forces General Hospital, Kaohsiung 81342, Taiwan
3
Graduate Institute of Natural Products, School of Traditional Chinese Medicine, College of Medicine, Chang Gung University, Taoyuan 33302, Taiwan
4
Chung-Jen Junior College of Nursing, Health Sciences and Management, Chiayi 60077, Taiwan
5
Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 813, Taiwan
6
National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan
7
Department of Pharmacy, Tajen University, Pingtung 90741, Taiwan
8
Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 90741, Taiwan
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 23 August 2015 / Revised: 2 October 2015 / Accepted: 5 October 2015 / Published: 12 October 2015
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [792 KB, uploaded 12 October 2015]   |  

Abstract

A new limonoid, swietemacrophin (1), was isolated from the seeds of Swietenia macrophylla, together with five known compounds 26. 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. View Full-Text
Keywords: Swietenia macrophylla; Meliaceae; structure elucidation; limonoid; anti-inflammatory activity Swietenia macrophylla; Meliaceae; structure elucidation; limonoid; anti-inflammatory activity
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Chen, L.-C.; Liao, H.-R.; Chen, P.-Y.; Kuo, W.-L.; Chang, T.-H.; Sung, P.-J.; Wen, Z.-H.; Chen, J.-J. Limonoids from the Seeds of Swietenia macrophylla and Their Anti-Inflammatory Activities. Molecules 2015, 20, 18551-18564.

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