Two new sesquiterpene glycosides isolated from the fresh needles of <i>Pinus massoniana</i> Lamb.

Xiao, Yun-Chuan; Liang, Y. T.; Zhao, Manxi; Yan, Cui-qi; Wang, Wei; Huang, Quan-Shu; Kai, Li; Meng, Bao-Hua; Xiao, Ke

doi:10.1080/14786419.2016.1239089

Cited by 12 publications

(5 citation statements)

References 10 publications

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“…Other compounds were determined to be dendronobilin G (2) [4], dendromoniliside D (3) [5], massonside A (4) [6]. There NMR data was well consisted with the literature.…”

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confidence: 62%

A New Picrotoxane Sesquiterpene Glucoside from Dendrobium nobile

Thanh

Trâm

et al. 2017

Natural Product Communications

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A new picrotoxane sesquiterpene glucoside, dendrobinoside A (1), and three known secondary metabolites dendronobilin G (2), dendromoniliside D (3), massonside A (4) were isolated from the stems of Dendrobium nobile Lindl.. Their chemical structures were elucidated on the basis of HR-ESI-MS, NMR spectroscopic data and comparison with reported values. Chemical structure of new compound was further investigated via its aglycone by enzymatic hydrolysis.

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“…Other compounds were determined to be dendronobilin G (2) [4], dendromoniliside D (3) [5], massonside A (4) [6]. There NMR data was well consisted with the literature.…”

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confidence: 62%

A New Picrotoxane Sesquiterpene Glucoside from Dendrobium nobile

Thanh

Trâm

et al. 2017

Natural Product Communications

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“…19 sesquiterpenes, including nine new ones, named as eurylosesquiterpenosides A–D ( 1 – 4 ), eurylosesquiterpenols E – I ( 5 – 9 ) ( Figure 1 ), and ten known ones, oplodiol ( 10 ) ( Ono et al, 2008 ), 1( R ),4 β -dihydroxy -trans -eudesm-7-ene-1- O -β- d -glucopyranoside (11) ( Lee et al, 2010 ), massonside B ( 12 ) ( Xiao et al, 2016 ), massonside A ( 13 ) ( Xiao et al, 2016 ), (1 R ,4 S ,10 R )10,11-dimethyl-dicyclohex-5(6)-en-1,4-diol-7-one ( 14 ) ( Elmasri et al, 2016 ), cadinane-4 β ,5 α ,10 β -triol ( 15 ) ( Kuo et al, 2003 ; Fang et al, 2006 ), 7- epi -11-hydroxychabrolidione A ( 16 ) ( Pereira et al, 2012 ), (—)-4 α ,7 β -aromaden-dranediol ( 17 ) ( Beechan et al, 1978 ), aromadendrane-4 α ,10 α -diol ( 18 ) ( Moreira et al, 2003 ), stachytriol ( 19 ) ( Soliman et al, 2007 ) ( Figure 2 ) were isolated from the stems of O. elatus . The structures of them were identified by the comprehensive application of UV, IR, NMR, ( α ) D , MS, as well as electronic circular dichroism (ECD) spectra.…”

Section: Resultsmentioning

confidence: 99%

Sesquiterpenes From Oplopanax elatus Stems and Their Anti-Photoaging Effects by Down-Regulating Matrix Metalloproteinase-1 Expression via Anti-Inflammation

et al. 2021

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In the process of continuing to investigate ultraviolet b (UVB) irradiation protective constituents from Oplopanax elatus stems, nine new sesquiterpenes, named as eurylosesquiterpenosides A–D (1–4), eurylosesquiterpenols E–I (5–9), and ten known ones (10–19) were gained. Their structures were established by analysis of their NMR spectroscopic data, and electronic circular dichroism calculations were applied to define their absolute configurations. In addition, UVB induced HaCaT cells were used to study their anti-photoaging activities and mechanism. The results consolidated that compounds 7, 11, and 14 could improve the survival rate of HaCaT cells in concentration dependent manner at 10, 25, and 50 μM. Furthermore, western blot assay suggested that all of them could inhibit the expression of matrix metalloproteinase-1 (MMP-1), and increase the level of type I collagen markedly. Compounds 11 and 14 could reduce the phosphorylation of extracellular signal-regulated kinase and p38, respectively. Besides, compounds 7, 11, and 14 could significantly down-regulate the expression of inflammation related protein, such as tumor necrosis factor-α and cyclooxygenase-2, which indicated that they played anti-photoaging activities by reducing MMP-1 expression via down-regulating the production of inflammatory mediators and cytokines in UVB-induced HaCaT cells.

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“…Additionally, P. massoniana trees can secrete complex oleoresins that includes terpenoids, such as monoterpenoids, diterpenoids, and sesquiterpenoids, which are important secondary metabolites and barriers against insects and pathogens. The release of these substances is one of the most important conifer defenses against a variety of biotic and abiotic stresses [25][26][27]. Moreover, bZIP TFs play important roles in a variety of biological processes in plants [28].…”

Section: Introductionmentioning

confidence: 99%

Identification, Classification and Characterization of bZIP Transcription Factor Family Members in Pinus massoniana Lamb.

Zhang

Zhu

Agassin

et al. 2023

Forests

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Basic leucine zipper (bZIP) transcription factors (TFs) are ubiquitous in eukaryotes. Members of this family play significant roles in the regulation of plant growth, signal transduction, and various stresses. To date, bZIP TFs have been extensively studied in various plants, but there is little information about them in Pinus massoniana Lamb. In this study, 55 bZIP TFs were identified based on data from four different P. massoniana transcriptomes, and a systematic analysis was performed. According to the phylogenetic results, P. massoniana bZIP TFs were divided into 11 groups. Each bZIP protein contained a highly conserved bZIP domain, and the numbers and types of motifs were similar in the same group. The PmbZIPs were nuclear localization proteins. Based on the pine wood nematode inoculation transcriptome, the transcriptional profiles revealed that 25 PmbZIP genes could respond to pine wood nematodes at different levels. Genes PmbZIP3, PmbZIP4, PmbZIP8, PmbZIP20, and PmbZIP23 were selected to be upregulated in the process of inoculation with pine wood nematodes. These five genes had different expression levels in different tissues and were responsive to the related treatment conditions. Transcriptional activity analysis showed that PmbZIP3 and PmbZIP8 were transcriptional activators; PmbZIP4, PmbZIP20 and PmbZIP23 were transcriptional repressors. These findings provide preliminary information on PmbZIP TFs, which is helpful for further study of other physiological functions of bZIP TFs in P. massoniana.

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Two new sesquiterpene glycosides isolated from the fresh needles of Pinus massoniana Lamb.

Cited by 12 publications

References 10 publications

A New Picrotoxane Sesquiterpene Glucoside from Dendrobium nobile

A New Picrotoxane Sesquiterpene Glucoside from Dendrobium nobile

Sesquiterpenes From Oplopanax elatus Stems and Their Anti-Photoaging Effects by Down-Regulating Matrix Metalloproteinase-1 Expression via Anti-Inflammation

Identification, Classification and Characterization of bZIP Transcription Factor Family Members in Pinus massoniana Lamb.

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