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来自姜花根茎的贝壳杉烷型二萜类化合物抑制脂多糖刺激骨髓来源树突状细胞产生促炎细胞因子。

Labdane-type diterpenoids from the rhizomes of Hedychium coronarium inhibit lipopolysaccharide-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells.

作者信息

Kiem Phan Van, Anh Hoang Le Tuan, Nhiem Nguyen Xuan, Minh Chau Van, Thuy Nguyen Thi Kim, Yen Pham Hai, Hang Dan Thuy, Tai Bui Huu, Mathema Vivek Bhakta, Koh Young-Sang, Kim Young Ho

机构信息

Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Caugiay, Hanoi, Vietnam.

出版信息

Chem Pharm Bull (Tokyo). 2012;60(2):246-50. doi: 10.1248/cpb.60.246.

Abstract

The rhizomes of Hedychium coronarium have been used for the treatment of inflammation, skin diseases, headache, and sharp pain due to rheumatism in traditional medicine. From this plant, two new labdanes, 15-methoxylabda-8(17),11E,13-trien-16,15-olide (1) and 16-methoxylabda-8(17),11E,13-trien-15,16-olide (3), named hedycoronens A and B, as well as four known, labda-8(17),11,13-trien-16,15-olide (2), 16-hydroxylabda-8(17),11,13-trien-15,16-olide (4), coronarin A (5), and corronarin E (6) were isolated. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. They were evaluated for inhibitory effects on the lipopolysaccharide (LPS)-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells. Among of them, compounds 1-3 were potent inhibitors of LPS-stimulated interleukin-6 (IL-6) and IL-12 p40, with IC(50) ranging from 4.1±0.2 to 9.1±0.3 μM. Compounds 1 and 3 showed moderate inhibitory activity on the tumor necrosis factor-α (TNF-α) production with IC(50) values of 46.0±1.3 and 12.7±0.3 μM. The remains of compounds showed inactivity. These results warrant further studies concerning the potential anti-inflammatory benefits of labdane-diterpenes from H. coronarium.

摘要

在传统医学中,姜花的根茎被用于治疗炎症、皮肤病、头痛以及风湿引起的剧痛。从这种植物中,分离出了两种新的半日花烷型二萜,15-甲氧基半日花-8(17),11E,13-三烯-16,15-内酯(1)和16-甲氧基半日花-8(17),11E,13-三烯-15,16-内酯(3),命名为姜花内酯A和B,以及四种已知的化合物,半日花-8(17),11,13-三烯-16,15-内酯(2)、16-羟基半日花-8(17),11,13-三烯-15,16-内酯(4)、姜花素A(5)和姜花素E(6)。通过质谱、一维和二维核磁共振(NMR)光谱对它们的化学结构进行了阐明。评估了它们对骨髓来源的树突状细胞中脂多糖(LPS)刺激的促炎细胞因子产生的抑制作用。其中,化合物1-3是LPS刺激的白细胞介素-6(IL-6)和IL-12 p40的有效抑制剂,IC50范围为4.1±0.2至9.1±0.3μM。化合物1和3对肿瘤坏死因子-α(TNF-α)的产生表现出中等抑制活性,IC(50)值分别为46.0±1.3和12.7±0.3μM。其余化合物无活性。这些结果为进一步研究姜花中半日花烷型二萜潜在抗炎益处提供了依据。

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