Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA

Novaković, Miroslav; Stanković, Miroslava; Vučković, Ivan; Todorović, Nina; Trifunović, Snežana; Tešević, Vele; Vajs, Vlatka; Milosavljević, Slobodan

doi:10.1055/s-0032-1328301

Cited by 33 publications

(24 citation statements)

References 39 publications

(58 reference statements)

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“…Different studies (Lee et al, 1992;Novaković et al, 2013) proved that several bioactive natural components including diarylheptanoids, polyphenols, flavonoids, terpenoids, and steroids, were isolated from Alnus species. Hu and Wang (2011) suggested that diarylheptanoids were considered as the primary bioactive compounds of Alnus taxa and attracted attention due to their physiological activities such as anticancer and antioxidative activities.…”

Section: Introductionmentioning

confidence: 99%

Revision of Alnus (Betulaceae) in Iran using molecular ITS markers and morphological characteristics

Gholamiterojeni¹,

Sharifnia²,

Nejadsattari³

et al. 2019

biologija

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Alnus (Alder) is a genus of Betulaceae, which comprises more than 29 species in the world. According to different classifications of flora, eight taxa of the genus naturally grow in Iran and are distributed along the northern slope of Albourz Mountains in Iran (Hyrcanian forests). In the current research, we investigated morphological characteristics and phylogenetic relationships of 31 populations of the genus in Iran. Twenty-eight qualitative and quantitative traits were studied for morphological evaluation and ITS molecular marker was investigated for molecular study. We used MVSP, SPSS, MrBayes, RAXMLGUI, Mesquite 2.71, Modeltest 3.7 software packages for statistical analyses. Morphological features varied widely among the studied taxa and ANOVA test revealed significant difference for most of them. Moreover, the angle of leaf base, the leaf margin shape, the length and width of the leaf blade, fruits length, and the presence of hair on the petioles, young twigs, and buds were more variable morphological traits. The studied taxa were clustered separately in the UPGMA tree, PCA and PCO plots using morphological traits. In addition, CA-joined plot showed each taxon to have distinct morphological trait(s), which is useful in the identification of the taxa. Phylogeny analysis revealed that Alnus genus is a monophyletic group. Furthermore, the studied taxa were clustered separately in phylogenetic dendrogram. According to morphological and ITS data, we listed ten taxa of the genus in Iran and introduced A. hyrcana and A. longiflorescentia as two new species from Hyrcanian forests of Iran.

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Section: Introductionmentioning

confidence: 99%

Revision of Alnus (Betulaceae) in Iran using molecular ITS markers and morphological characteristics

Gholamiterojeni¹,

Sharifnia²,

Nejadsattari³

et al. 2019

biologija

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“…Green and black alders have been the focus of our research as exceptionally rich sources of phytochemicals [15,16]. Investigated diarylheptanoids were previously isolated from the CHCl 3 / MeOH (1 : 1) extracts of the barks of the green and black alders and were chemically characterized [10,17,18]. They were the most common diarylheptanoids in these extracts.…”

Section: Introductionmentioning

confidence: 99%

Diarylheptanoids from Alnus viridis ssp. viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa

et al. 2016

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Diarylheptanoids from the barks of ssp. (green alder) and (black alder) were explored for anti-quorum sensing activity. Chemicals with anti-quorum sensing activity have recently been examined for antimicrobial applications. The anti-quorum sensing activity of the selected diarylheptanoids was determined using two biosensors, namely PAO1 and CV026. Although all of the investigated compounds negatively influenced the motility of PAO1, four were able to inhibit biofilm formation of this human opportunistic pathogen for 40-70 %. Three of the diarylheptanoids (, and ) negatively influenced the biosynthesis of pyocyanin, which is under the control of quorum sensing. Platyphyllenone () and hirsutenone () were able to inhibit the biosynthesis of violacein in CV026, with being able to inhibit the synthesis of both biopigments. Only one of the tested diarylheptanoids () was shown to significantly decrease the production of acyl homoserine lactones (AHL) in PAO1, more specifically, production of the long chain N-(3-oxododecanoyl)-l-HSL. On the other side, four diarylheptanoids (-) significantly reduced the synthesis of 2-alkyl-4-quinolones, part of the quinolone-mediated signaling system. To properly assess therapeutic potential of these compounds, their antiproliferative effect on normal human lung fibroblasts was determined, with doses affecting cell proliferation between 10 and 100 µg/mL. This study confirms that the barks of green and black alders are rich source of phytochemicals with a wide range of biological activities that could further be exploited as natural agents against bacterial contaminations and infections.

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“…Chemicals: Diarylheptanoids used as standards (hirsutanonol-5-Oβ-D-glucopyranoside, oregonin, hirsutanonol, alnuside A, platyphylloside and rubranoside A) ( Figure 3) were isolated from the bark of A. glutinosa (Novaković et al 2013). The extraction solution (96% EtOH, Gajić (1989).…”

Section: Methodsmentioning

confidence: 99%

Inter- and intraspecific variability of selected diarylheptanoid compounds and leaf morphometric traits in Alnus glutinosa and Alnus incana

et al. 2018

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The reliability of diarylheptanoids as chemotaxonomic markers at inter- and intraspecific levels has been investigated. Six diarylheptanoids were quantified in bark ethanol extracts of fourAlnusspp. populations by ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). The populations described here aslocus classicus Alnus glutinosa(I) andlocus classicus Alnus incana(III) are clearly differentiated. Compared to population I, individuals in population III have higher extract yields and hirsutanonol-5-O-β-D-glucopyranoside content and lower contents of hirsutanonol, rubranoside A and oregonin. Individuals from neighboring populations ofA. glutinosa(II) andA. incana(IV) share similar contents of hirsutanonol. All the studied populations exhibit a high intrapopulation variability of the selected diarylheptanoids; they have a heterogeneous chemotype and they partially overlap. The geographical proximity of populations II and IV increases their chemical similarity. Principal component analysis (PCA) clearly shows that the biggest dispersion of individuals lies within population IV. The reason for its heterogeneity might be its physical proximity to population II, i.e. the appearance of hybrids. Also, geometric morphometrics of leaves was performed as a screening criterion for spontaneous hybrids.

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Diarylheptanoids from Alnus glutinosa Bark and Their Chemoprotective Effect on Human Lymphocytes DNA

Cited by 33 publications

References 39 publications

Revision of Alnus (Betulaceae) in Iran using molecular ITS markers and morphological characteristics

Revision of Alnus (Betulaceae) in Iran using molecular ITS markers and morphological characteristics

Diarylheptanoids from Alnus viridis ssp. viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa

Inter- and intraspecific variability of selected diarylheptanoid compounds and leaf morphometric traits in Alnus glutinosa and Alnus incana

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