neo-Clerodane Diterpenoids from Salvia polystachya Stimulate the Expression of Extracellular Matrix Components in Human Dermal Fibroblasts,Journal of Natural Products

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neo-Clerodane Diterpenoids from Salvia polystachya Stimulate the Expression of Extracellular Matrix Components in Human Dermal Fibroblasts
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-11-14 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00591
Elihú Bautista , Naytzé Ortiz-Pastrana ₁ , Guillermo Pastor-Palacios , Angélica Montoya-Contreras , Rubén A. Toscano ₁ , Jesús Morales-Jiménez , Luis A. Salazar-Olivo , Alfredo Ortega ₁

Affiliation

Eleven neo-clerodane diterpenoids (1–11) including the new analogues 1, 2, and 10, and 3′,5,6,7-tetrahydroxy-4′-methoxyflavone (12) were isolated from the aerial parts of Salvia polystachya. Polystachyne G (1) and 15-epi-polystachyne G (2) were isolated as an epimeric mixture, containing a 5-hydroxyfuran-2(5H)-one unit in the side chain at C-12 of the neo-clerodane framework. Polystachyne H (10) contains a 1(10),2-diene moiety and a tertiary C-4 hydroxy group. The structures of these compounds were established by analysis of their NMR spectroscopic and MS spectrometric data. The absolute configurations of compounds 3, 4, and 10 were determined through single-crystal X-ray diffraction analysis. The antibacterial, antifungal, and phytotoxic activities of the diterpenoids were determined. In addition, the stimulatory effect of the expression of extracellular matrix components of nine of the isolates (1–8 and 11) was assayed. Compounds 1–4, 8, and 11 increased the expression of the genes codifying for type I, type III, and type V collagens and for elastin.

中文翻译：

丹参中的新-氯罗丹二萜类化合物刺激人皮肤成纤维细胞中细胞外基质成分的表达。

十一新-clerodane二萜类化合物（1 - 11），其包括新的类似物1，2，和10，和3'，5,6,7-四羟基-4'- methoxyflavone（12）获自的地上部分分离丹参多穗兰属。Polystachyne G（1）和15- epi- polystachyne G（2）作为一种差向异构体混合物被分离出来，在新环戊烷骨架的C-12侧链中含有一个5-hydroxyfuran-2（5 H）-one单元。。聚苯乙烯H（10）含有1（10），2-二烯部分和叔C-4羟基。这些化合物的结构是通过分析其NMR光谱和MS光谱数据确定的。化合物的绝对构型3，4，和10是通过单晶X-射线衍射分析来确定。确定了二萜类化合物的抗菌，抗真菌和植物毒性活性。此外，分离株的9细胞外基质组分的表达的刺激作用（1 - 8和11）进行测定。化合物1 - 4，8，和11 增加了编码I型，III型，V型胶原蛋白和弹性蛋白的基因的表达。

更新日期：2017-11-14

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