The isolation and antimicrobial activities of three monocylic sesquiterpenes from<i>Syringa pinnatifolia</i>

Bao, Jintao; Wang, Qinghua; Han, Surina; Bai, Bailong; Ao, Wuliji

doi:10.1080/14786419.2014.1002405

Cited by 7 publications

(4 citation statements)

References 7 publications

(6 reference statements)

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“…6A–C). Previous studies found terpenes to be the major pharmacologically active substances in shanchenxiang [7,8,16], and our study found that the key enzyme of terpene biosynthesis was significantly upregulated in wild woody stems compared with cultivated woody stems; these results agree with the observation that the best shanchenxiang for medicinal use is collected from mature wild S. pinnatifolia plants, while the cultivated plants are less medicinally useful. Furthermore, HMGR was highly expressed in fibrous root tissue, which might be related to the environment in which such tissue develops; the fibrous roots are buried in soil, exposing them to a greater range of microorganisms and external stresses.…”

Section: Discussionsupporting

confidence: 92%

“…The highest-quality shanchenxiang is derived from mature wild S. pinnatifolia, whose stems are full of purple tyloses accumulated over years [3]. To our knowledge, the wild plants of S. pinnatifolia have a higher concentration of secondary metabolites, especially lignans and sesquiterpenes, than cultivated or young ones [7,[13][14][15][16]. It is known that the anatomical, physiological, and biochemical characteristics of a plant may change with age [17].…”

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confidence: 99%

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Identification of suitable reference genes for studies of Syringa pinnatifolia Hemsl.

et al. 2021

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Syringa pinnatifolia Hemsl. (Oleaceae) is a species of shrub with a limited distribution in China. Several chemical compounds with pharmacological effects have been isolated from S. pinnatifolia, including new lignans and sesquiterpenes. Studies of gene expression in this species require the identification of suitable reference genes that are stably expressed under different conditions and in different tissues. To identify candidate reference genes, here we used the geNorm, NormFinder, and BestKeeper algorithms to analyze the stability of 12 candidate genes. The geometric mean of the rankings generated with these algorithms was used to obtain a comprehensive ranking. TBP and PP2A were found to be appropriate reference genes for calli treated with different external stimuli, and TIP41 and TBP were found to be appropriate reference genes in differentiated tissues. When calli and differentiated tissues were considered together, TBP and TIP41 were found to be the most reliable reference genes. The selected genes were validated by analysis of HMGR expression in calli and differentiated tissues. This study is the first to screen candidate reference genes in the genus Syringa and could help guide future molecular studies in this genus. Syringa pinnatifolia Hemsl. (Oleaceae) is a species of shrub with a limited distribution in China [1]. Its peeled stems, roots, and twigs, called shanchenxiang in Chinese, are important in traditional Mongolian medicine [2], where they are used to treat palpitations, angina pectoris, myocardial ischemia, and other cardiovascular diseases [3].Researchers exploring the pharmacological properties of S. pinnatifolia have isolated and identified a variety of chemical compounds, including new lignans [4,5] and sesquiterpenes [6][7][8][9], as well as compounds known from other plants [10,11]. A number of these compounds, acquired from different tissues, exhibit pharmacological effects, including antibacterial [6,10], anti-inflammatory [10,12], antioxidant [4,8], antitumor [13], and cardioprotective [10] effects. The main compounds responsible for the pharmacological properties of S. pinnatifolia are the lignans and terpenes, with the sesquiterpenes showing the strongest effects. Accordingly, it may be useful to determine the biological mechanism governing the distribution of these components within the plant.

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Section: Discussionsupporting

confidence: 92%

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confidence: 99%

Identification of suitable reference genes for studies of Syringa pinnatifolia Hemsl.

et al. 2021

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“…Zerumbone ( 11 ), syripinol ( 12 ), zerumbone epoxide ( 13 ), mitissimol B ( 14 ), suberosol A ( 15 ), and (4 E ,8 E )-4,7,7-trimethyl-10-oxododeca-4,8-dienal ( 16 ) were also isolated, and these compounds were identified by comparison of their physiochemical data with those previously reported.…”

Section: Resultsmentioning

confidence: 75%

“…The IR absorption bands at 3441, 1635, and 1034 cm –1 indicated the presence of a hydroxy group and a conjugated carbonyl. Analysis of the 13 C NMR spectroscopic data (Table ) showed a close resemblance to those of syripinol ( 12 ) . The major difference was that the two carbons of the Δ 6(7) double bond in 12 were replaced by two sp 3 carbons in 5 .…”

Section: Resultsmentioning

confidence: 82%

Bioactive Sesquiterpenoids from the Peeled Stems of Syringa pinnatifolia

Zhang

Feng

et al. 2018

J. Nat. Prod.

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Fourteen new sesquiterpenoids, alashanoids A-H (1, 2, and 4-9), (+)-2,9-humuladien-6-ol-8-one (3b), and five pairs of enantiomers (1 and 4-7), along with eight known analogues (3a and 10-16) were isolated from the stems of Syringa pinnatifolia. The structures were established using IR, UV, MS, and NMR data. The absolute configurations of the new compounds were resolved by X-ray diffraction, a modification of Mosher's method, and experimental and calculated ECD data analysis. The new sesquiterpenoids represent three skeletons: a rare 2,2,5,9-tetramethylbicyclo[6.3.0]-undecane (1), a humulane-type (2-8), and a caryophyllene-type (9) skeleton. Compounds 6a, 7, and 11 showed protective effects against hypoxia-induced injury to H9c2 cells at a concentration of 40 μM, and 5-7, 11, and 13 inhibited NO production in LPS-induced RAW264.7 macrophage cells with IC values ranging from 13.6 to 70.6 μM. These compounds decreased the TNF-α and IL-6 levels in RAW264.7 cells in a concentration-dependent manner at 20-80 μM.

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Syringenes A–L: Bioactive dimeric eremophilane sesquiterpenoids from Syringa pinnatifolia

Jiao

Huang

et al. 2022

Bioorganic Chemistry

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The isolation and antimicrobial activities of three monocylic sesquiterpenes fromSyringa pinnatifolia

Cited by 7 publications

References 7 publications

Identification of suitable reference genes for studies of Syringa pinnatifolia Hemsl.

Identification of suitable reference genes for studies of Syringa pinnatifolia Hemsl.

Bioactive Sesquiterpenoids from the Peeled Stems of Syringa pinnatifolia

Syringenes A–L: Bioactive dimeric eremophilane sesquiterpenoids from Syringa pinnatifolia

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