New ent-kauranes from the fruits of Annona glabra and their inhibitory nitric oxide production in LPS-stimulated RAW264.7 macrophages

被引：20
作者：
Nguyen Xuan Nhiem [1 ]
Nguyen Thi Thu Hien [1 ]
Bui Huu Tai [1 ,3 ]
Hoang Le Tuan Anh [1 ]
Dan Thi Thuy Hang [1 ]
Tran Hong Quang [1 ]
Phan Van Kiem [1 ]
Chau Van Minh [1 ]
Ko, Wonmin [4 ]
Lee, Seungjun [4 ]
Oh, Hyuncheol [4 ]
Kim, Seung Hyun [2 ]
Kim, Young Ho [3 ]
机构：
[1] Vietnam Acad Sci & Technol, Inst Marine Biochem, Hanoi, Vietnam
[2] Yonsei Univ, Yonsei Inst Pharmaceut Sci, Coll Pharm, Inchon 406840, South Korea
[3] Chungnam Natl Univ, Coll Pharm, Taejon 305764, South Korea
[4] Wonkwang Univ, Coll Pharm, Iksan 570749, South Korea
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 02期
基金：
新加坡国家研究基金会;
关键词：
Annona glabra; Annonaceae; ent-Kaurane diterpene; Anti-inflammation; TNF-ALPHA; DITERPENOIDS; ACTIVATION; NO;
D O I：
10.1016/j.bmcl.2014.11.059
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Three new ent-kaurane diterpenoids, 7 beta,16 alpha,17-trihydroxy-ent-kauran-19-oic acid (1), 7 beta,17-dihydroxy-16 alpha-ent-kauran-19-oic acid 19-O-beta-D-glucopyranoside ester (2), 7 beta,17-dihydroxy-ent-kaur-15-en-19-oic acid 19-O-beta-D-glucopyranoside ester (3) along with five known compounds, paniculoside IV (4), 16 alpha,17-dihydroxy-ent-kaurane (5), 16 beta,17-dihydroxy-ent-kaurane (6), 16 beta,17-dihydroxy-ent-kauran-19-al (7), and 16 beta,17-dihydroxy-ent-kauran-19-oic acid (8) were isolated from the fruits of Annona glabra. Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for inhibitory activity against nitric oxide (NO) production in LPS-stimulated RAW 264.7 macrophages. As the results, compound 3 showed potent inhibitory LPS-stimulated NO production in RAW 264.7 macrophages with the IC50 value of 0.01 +/- 0.01 mu M; compounds 1 and 7 showed significant inhibitory NO production with the IC50 values of 0.39 +/- 0.12 mu M and 0.32 +/- 0.04 mu M, respectively. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：254 / 258
页数：5
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