Nitric oxide inhibitory constituents from Siegesbeckia pubescens

被引：21

作者：

Jang, Hari ^{[1
]}

Lee, Jin Woo ^{[1
]}

Kim, Jun Gu ^{[1
]}

Hong, Hye Ryoung ^{[1
]}

Thi Phoung Linh Le ^{[1
]}

Hong, Jin Tae ^{[1
]}

Kim, Youngsoo ^{[1
]}

Lee, Mi Kyeong ^{[1
]}

Hwang, Bang Yeon ^{[1
]}

机构：

[1] Chungbuk Natl Univ, Coll Pharm, Cheongju 28160, South Korea

来源：

BIOORGANIC CHEMISTRY | 2018年 / 80卷

基金：

新加坡国家研究基金会;

关键词：

Siegesbeckia pubescens; Asteraceae; Germacrane sesquiterpenoid; Ent-pimarane diterpenoid; Nitric oxide production inhibitor; ENT-PIMARANE DITERPENOIDS; SESQUITERPENOIDS; GLABRESCENS; ORIENTALIS; GLYCOSIDES; KAURANE;

D O I：

10.1016/j.bioorg.2018.05.022

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Two new sesquiterpenoids (1 and 2) and a new ent-pimarane type diterpenoid (3), together with eighteen known compounds (4-21), were isolated from the whole plants of Siegesbeckia pubescens. The structures of the new compounds were determined on the basis of 1D-, 2D NMR and HRESIMS data. All compounds were evaluated for their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages. Of these, highly oxygenated germacrane type sesquiterpenoids (1-2 and 13-14) showed significant inhibitory effects with IC50 values ranging from 3.9 to 16.8 mu M.

引用

页码：81 / 85

页数：5

共 22 条

[1] Terpenoids from Melampodium perfoliatum [J].

Arciniegas, Amira ;

Perez-Castorena, Ana-L. ;

Nieto-Camacho, Antonio ;

Villasenor, Jose L. ;

de Vivar, Alfonso Romo .

JOURNAL OF NATURAL PRODUCTS, 2016, 79 (11) :2780-2787

[2] ENT-KAURANES AND OLEANANES FROM CROTON-LACCIFERUS [J].

BANDARA, BMR ;

WIMALASIRI, WR ;

MACLEOD, JK .

PHYTOCHEMISTRY, 1988, 27 (03) :869-871

[3] Germacranolides and a new type of guaianolide from Acanthospermum hispidum [J].

Cartagena, E ;

Bardón, A ;

Catalán, CAN ;

de Hernández, ZNJ ;

Hernández, LR ;

Joseph-Nathan, P .

JOURNAL OF NATURAL PRODUCTS, 2000, 63 (10) :1323-1328

[4] Effects of flavonoids on cell proliferation and caspase activation in a human colonic cell line HT29: An SAR study [J].

Daskiewicz, JB ;

Depeint, F ;

Viornery, L ;

Bayet, C ;

Comte-Sarrazin, G ;

Comte, G ;

Gee, JM ;

Johnson, IT ;

Ndjoko, K ;

Hostettmann, K ;

Barron, D .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (08) :2790-2804

[5] The sesquiterpene lactone polymatin B from Smallanthus sonchifolius induces different cell death mechanisms in three cancer cell lines [J].

De Ford, Christian ;

Ulloa, Jeronimo L. ;

Catalan, Cesar A. N. ;

Grau, Alfredo ;

Martino, Virginia S. ;

Muschietti, Liliana V. ;

Merfort, Irmgard .

PHYTOCHEMISTRY, 2015, 117 :332-339

[6] Bioactive compounds from Taiwania cryptomerioides [J].

He, K ;

Zeng, L ;

Shi, GE ;

Zhao, GX ;

Kozlowski, JF ;

McLaughlin, JL .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (01) :38-40

[7] Simultaneous determination of seven major diterpenoids in Siegesbeckia pubescens Makino by high-performance liquid chromatography coupled with evaporative light scattering detection [J].

Huo, Linan ;

Jiang, Zhen ;

Li, Huining ;

Wang, Mingsheng ;

Ye, Xiaoxia ;

Ji, Bin ;

Guo, Xingjie .

JOURNAL OF SEPARATION SCIENCE, 2012, 35 (19) :2585-2591

[8] Two new megastigmanes from the leaves of Cucumis sativus [J].

Kai, Hisahiro ;

Baba, Masaki ;

Okuyama, Toru .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (01) :133-136

[9] In vitro anti-inflammatory activity of 3-O-methyl-flavones isolated from Siegesbeckia glabrescens [J].

Kim, Jae Yeon ;

Lim, Hyo Jin ;

Ryu, Jae-Ha .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (04) :1511-1514

[10]

Kim S. H., 1988, KOR J PHARMACOGN, V17, P251

← 1 2 3 →