Lactones from the pericarps of Litsea japonica and their anti-inflammatory activities

Quynh Mai Thi Ngo; Thao Quyen Cao; Phi Long Tran; Jeong Ah Kim; Sang Tae Seo; Jin Cheol Kim; Mi Hee Woo; Jeong Hyung Lee; Byung Sun Min

doi:10.1016/j.bmcl.2018.04.023

Lactones from the pericarps of Litsea japonica and their anti-inflammatory activities

Quynh Mai Thi Ngo, Thao Quyen Cao, Phi Long Tran, Jeong Ah Kim, Sang Tae Seo, Jin Cheol Kim, Mi Hee Woo, Jeong Hyung Lee, Byung Sun Min

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

16 Scopus citations

Abstract

Five new lactones, litsenolide F₁ (1), lisealactone H₁ (10), lisealactone H₂ (11), akolactone D (13), and akolactone E (14), along with thirteen known compounds were isolated from the pericarps of Litsea japonica (Thunb.) Jussieu. Their chemical structures were elucidated by extensive spectroscopic analyses, including 1D and 2D NMR, HRMS, and chemical methods. The isolated compounds were evaluated for their inhibitory effects on NO production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Among them, 2-alkylidene-3-hydroxy-4-methylbutanolide derivatives (compounds 1–9) exhibited the most potent activity, with IC₅₀ values in the range of 2.9–12.8 μM. In additon, compounds 1, 3, 4, and 6 showed inhibition of iNOS and COX-2 expression in concentration-dependent manner. Compound 3 suppresses mRNA expression of iNOS, COX-2, IL-6, and TNF-α in LPS-stimulated RAW264.7 cells. Based on these evidence, the isolated lactones from L. japonica could be promissing candidates for the development of new anti-inflammatory agents.

Original language	English
Pages (from-to)	2109-2115
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	28
Issue number	11
DOIs	https://doi.org/10.1016/j.bmcl.2018.04.023
State	Published - 15 Jun 2018

Keywords

Anti-inflammation
Lactone
Lauraceae
Litsea japonica
NO production

Access to Document

10.1016/j.bmcl.2018.04.023

Cite this

@article{5b0273ef18914a0999f1f04db1c17cbc,

title = "Lactones from the pericarps of Litsea japonica and their anti-inflammatory activities",

abstract = "Five new lactones, litsenolide F1 (1), lisealactone H1 (10), lisealactone H2 (11), akolactone D (13), and akolactone E (14), along with thirteen known compounds were isolated from the pericarps of Litsea japonica (Thunb.) Jussieu. Their chemical structures were elucidated by extensive spectroscopic analyses, including 1D and 2D NMR, HRMS, and chemical methods. The isolated compounds were evaluated for their inhibitory effects on NO production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Among them, 2-alkylidene-3-hydroxy-4-methylbutanolide derivatives (compounds 1–9) exhibited the most potent activity, with IC50 values in the range of 2.9–12.8 μM. In additon, compounds 1, 3, 4, and 6 showed inhibition of iNOS and COX-2 expression in concentration-dependent manner. Compound 3 suppresses mRNA expression of iNOS, COX-2, IL-6, and TNF-α in LPS-stimulated RAW264.7 cells. Based on these evidence, the isolated lactones from L. japonica could be promissing candidates for the development of new anti-inflammatory agents.",

keywords = "Anti-inflammation, Lactone, Lauraceae, Litsea japonica, NO production",

author = "Ngo, {Quynh Mai Thi} and Cao, {Thao Quyen} and Tran, {Phi Long} and Kim, {Jeong Ah} and Seo, {Sang Tae} and Kim, {Jin Cheol} and Woo, {Mi Hee} and Lee, {Jeong Hyung} and Min, {Byung Sun}",

note = "Publisher Copyright: {\textcopyright} 2018",

year = "2018",

month = jun,

day = "15",

doi = "10.1016/j.bmcl.2018.04.023",

language = "English",

volume = "28",

pages = "2109--2115",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "11",

}

TY - JOUR

T1 - Lactones from the pericarps of Litsea japonica and their anti-inflammatory activities

AU - Ngo, Quynh Mai Thi

AU - Cao, Thao Quyen

AU - Tran, Phi Long

AU - Kim, Jeong Ah

AU - Seo, Sang Tae

AU - Kim, Jin Cheol

AU - Woo, Mi Hee

AU - Lee, Jeong Hyung

AU - Min, Byung Sun

PY - 2018/6/15

Y1 - 2018/6/15

N2 - Five new lactones, litsenolide F1 (1), lisealactone H1 (10), lisealactone H2 (11), akolactone D (13), and akolactone E (14), along with thirteen known compounds were isolated from the pericarps of Litsea japonica (Thunb.) Jussieu. Their chemical structures were elucidated by extensive spectroscopic analyses, including 1D and 2D NMR, HRMS, and chemical methods. The isolated compounds were evaluated for their inhibitory effects on NO production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Among them, 2-alkylidene-3-hydroxy-4-methylbutanolide derivatives (compounds 1–9) exhibited the most potent activity, with IC50 values in the range of 2.9–12.8 μM. In additon, compounds 1, 3, 4, and 6 showed inhibition of iNOS and COX-2 expression in concentration-dependent manner. Compound 3 suppresses mRNA expression of iNOS, COX-2, IL-6, and TNF-α in LPS-stimulated RAW264.7 cells. Based on these evidence, the isolated lactones from L. japonica could be promissing candidates for the development of new anti-inflammatory agents.

AB - Five new lactones, litsenolide F1 (1), lisealactone H1 (10), lisealactone H2 (11), akolactone D (13), and akolactone E (14), along with thirteen known compounds were isolated from the pericarps of Litsea japonica (Thunb.) Jussieu. Their chemical structures were elucidated by extensive spectroscopic analyses, including 1D and 2D NMR, HRMS, and chemical methods. The isolated compounds were evaluated for their inhibitory effects on NO production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Among them, 2-alkylidene-3-hydroxy-4-methylbutanolide derivatives (compounds 1–9) exhibited the most potent activity, with IC50 values in the range of 2.9–12.8 μM. In additon, compounds 1, 3, 4, and 6 showed inhibition of iNOS and COX-2 expression in concentration-dependent manner. Compound 3 suppresses mRNA expression of iNOS, COX-2, IL-6, and TNF-α in LPS-stimulated RAW264.7 cells. Based on these evidence, the isolated lactones from L. japonica could be promissing candidates for the development of new anti-inflammatory agents.

KW - Anti-inflammation

KW - Lactone

KW - Lauraceae

KW - Litsea japonica

KW - NO production

UR - http://www.scopus.com/inward/record.url?scp=85046718393&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2018.04.023

DO - 10.1016/j.bmcl.2018.04.023

M3 - Article

C2 - 29730029

AN - SCOPUS:85046718393

SN - 0960-894X

VL - 28

SP - 2109

EP - 2115

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 11

ER -

Lactones from the pericarps of Litsea japonica and their anti-inflammatory activities

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this