Inhibitory effects of compounds from Styrax obassia on NO production

Thao Quyen Cao; Manh Hung Tran; Jeong Ah Kim; Phuong Thao Tran; Jeong Hyung Lee; Mi Hee Woo; Hyeong Kyu Lee; Byung Sun Min

doi:10.1016/j.bmcl.2015.10.020

Inhibitory effects of compounds from Styrax obassia on NO production

Thao Quyen Cao
, Manh Hung Tran
, Jeong Ah Kim
, Phuong Thao Tran
, Jeong Hyung Lee
, Mi Hee Woo
, Hyeong Kyu Lee
, Byung Sun Min

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

21 Scopus citations

Abstract

Two new benzofurans, 2-(3,4-dimethoxyphenyl)-5-(1,3-dihydroxypropyl)-7-methoxybenzofuran (1) and 2-(3,4-methylenedioxyphenyl)-5-(3-hydroxymethyletoxy-1-hydroxypropyl)-7-methoxybenzofuran (2), a new triterpene, 3β, 6β, 21β-trihydroxyolean-12-ene (3), and eleven known compounds were isolated from the stem bark of Styrax obassia. The structures of the isolated compounds were established by extensive spectroscopic analyses, including 1D and 2D NMR and HRMS. Their anti-inflammatory activities were evaluated against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Compound 1 was shown to reduce LPS-induced iNOS expression in a dose-dependent manner. In addition, pretreating cells with 1 significantly suppressed their LPS-induced expression of COX-2 protein.

Original language	English
Pages (from-to)	5087-5091
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	25
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2015.10.020
State	Published - 15 Nov 2015

Keywords

Benzofuran
NO production
RAW246.7 cells
Styracaceae
Styrax obassia

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10.1016/j.bmcl.2015.10.020

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title = "Inhibitory effects of compounds from Styrax obassia on NO production",

abstract = "Two new benzofurans, 2-(3,4-dimethoxyphenyl)-5-(1,3-dihydroxypropyl)-7-methoxybenzofuran (1) and 2-(3,4-methylenedioxyphenyl)-5-(3-hydroxymethyletoxy-1-hydroxypropyl)-7-methoxybenzofuran (2), a new triterpene, 3β, 6β, 21β-trihydroxyolean-12-ene (3), and eleven known compounds were isolated from the stem bark of Styrax obassia. The structures of the isolated compounds were established by extensive spectroscopic analyses, including 1D and 2D NMR and HRMS. Their anti-inflammatory activities were evaluated against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Compound 1 was shown to reduce LPS-induced iNOS expression in a dose-dependent manner. In addition, pretreating cells with 1 significantly suppressed their LPS-induced expression of COX-2 protein.",

keywords = "Benzofuran, NO production, RAW246.7 cells, Styracaceae, Styrax obassia",

author = "Cao, \{Thao Quyen\} and Tran, \{Manh Hung\} and Kim, \{Jeong Ah\} and Tran, \{Phuong Thao\} and Lee, \{Jeong Hyung\} and Woo, \{Mi Hee\} and Lee, \{Hyeong Kyu\} and Min, \{Byung Sun\}",

year = "2015",

month = nov,

day = "15",

doi = "10.1016/j.bmcl.2015.10.020",

language = "English",

volume = "25",

pages = "5087--5091",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd.",

number = "22",

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T1 - Inhibitory effects of compounds from Styrax obassia on NO production

AU - Cao, Thao Quyen

AU - Tran, Manh Hung

AU - Kim, Jeong Ah

AU - Tran, Phuong Thao

AU - Lee, Jeong Hyung

AU - Woo, Mi Hee

AU - Lee, Hyeong Kyu

AU - Min, Byung Sun

PY - 2015/11/15

Y1 - 2015/11/15

N2 - Two new benzofurans, 2-(3,4-dimethoxyphenyl)-5-(1,3-dihydroxypropyl)-7-methoxybenzofuran (1) and 2-(3,4-methylenedioxyphenyl)-5-(3-hydroxymethyletoxy-1-hydroxypropyl)-7-methoxybenzofuran (2), a new triterpene, 3β, 6β, 21β-trihydroxyolean-12-ene (3), and eleven known compounds were isolated from the stem bark of Styrax obassia. The structures of the isolated compounds were established by extensive spectroscopic analyses, including 1D and 2D NMR and HRMS. Their anti-inflammatory activities were evaluated against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Compound 1 was shown to reduce LPS-induced iNOS expression in a dose-dependent manner. In addition, pretreating cells with 1 significantly suppressed their LPS-induced expression of COX-2 protein.

AB - Two new benzofurans, 2-(3,4-dimethoxyphenyl)-5-(1,3-dihydroxypropyl)-7-methoxybenzofuran (1) and 2-(3,4-methylenedioxyphenyl)-5-(3-hydroxymethyletoxy-1-hydroxypropyl)-7-methoxybenzofuran (2), a new triterpene, 3β, 6β, 21β-trihydroxyolean-12-ene (3), and eleven known compounds were isolated from the stem bark of Styrax obassia. The structures of the isolated compounds were established by extensive spectroscopic analyses, including 1D and 2D NMR and HRMS. Their anti-inflammatory activities were evaluated against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages. Compound 1 was shown to reduce LPS-induced iNOS expression in a dose-dependent manner. In addition, pretreating cells with 1 significantly suppressed their LPS-induced expression of COX-2 protein.

KW - Benzofuran

KW - NO production

KW - RAW246.7 cells

KW - Styracaceae

KW - Styrax obassia

UR - https://www.scopus.com/pages/publications/84945970695

U2 - 10.1016/j.bmcl.2015.10.020

DO - 10.1016/j.bmcl.2015.10.020

M3 - Article

C2 - 26483135

AN - SCOPUS:84945970695

SN - 0960-894X

VL - 25

SP - 5087

EP - 5091

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

Inhibitory effects of compounds from Styrax obassia on NO production

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