Alpinoblonoids A and B, Two 16-nor-Labdane-Related Diterpenoids with a Tricyclic Carbon Skeleton from Alpinia oblongifolia

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-06 DOI:10.1021/acs.orglett.5c00574
Bai-Hui Zhang, Lu Gan, Yu-Wei Wu, Wen-Xian Li, Dean Guo, Wei Li
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Abstract

Alpinoblonoids A (1) and B (2), two 16-nor-labdane related diterpenoids featuring 2,6,6,10,11-pentamethyltricyclo[8.4.0.02,7]tetradecane and 11-ethyl-2,6,6,10-tetramethyltricyclo[8.3.0.02,7]tridecane skeletons, respectively, along with their biosynthetic precursor (3), were isolated from the rhizomes of Alpinia oblongifolia. Their structural elucidation was achieved by a variety of techniques, including spectroscopic and chemical methods, ECD calculations, as well as single-crystal X-ray diffraction. Compounds 1 and 2 exhibited antihepatic fibrosis activity by inhibiting the expressions of fibronectin, collagen I, and α-smooth muscle actin.

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Alpinoblonoids A和B,两个具有三环碳骨架的16- non - labdane - related二萜类化合物
alpinoblonoid A(1)和B(2)是两种16-非labdane相关的二萜类化合物,分别具有2,6,6,10,11-五甲基三环[8.4.0.02,7]十四烷和11-乙基-2,6,6,10-四甲基三环[8.3.0.02,7]三烷骨架,以及它们的生物合成前体(3)。它们的结构解析是通过多种技术实现的,包括光谱和化学方法、ECD计算以及单晶x射线衍射。化合物1和2通过抑制纤维连接蛋白、I型胶原和α-平滑肌肌动蛋白的表达而表现出抗肝纤维化活性。
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来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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