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Natural Product Research

Svetlana H Lakićević, Jelena B Popović Djordjević, Boris Pejin, Aleksandra S Djordjević, Saša M Matijašević, Miodrag L Lazić
Autochthonous variety 'Prokupac' (Vitis vinifera L.) red wines with the addition of selected aromatic herbs (Artemisia absinthium, Cinnamomum zeylanicum, Glycyrrhiza glabra and Pimpinella anisum L.) were evaluated for chemical composition and biological activity. Furthermore, their polyphenolic profiles were determined by HPLC-DAD. While total phenolic (TPC) and flavonoid (TFC) contents, along with antioxidant activity, were significantly higher in all examined wine samples, the content of total anthocyanins was decreased, compared to a pure 'Prokupac' wine, used as the control one...
November 16, 2018: Natural Product Research
Xin Wei, Da-Fang Gao, Yuko Abe, Yoshihisa Tanaka, Hong-Tao Zhu, Dong Wang, Chong-Ren Yang, Ying-Jun Zhang
The fresh leaves of Metapanax delavayi (Araliaceae) have been used as a common wild vegetable for salad and soup, and also herbal tea by the local people living in its growing areas of Yunnan province, China. Detailed chemical investigation led to the identification of a new triterpenoid saponin, 3-O-α-L-arabinopyranosyl-28-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl-3β-hydroxyolean-12-ene-28,29-dioic acid (1) from the fresh leaves, together with 11 known compounds, including six triterpenoid saponins (2-7), two caffeoylquinic acid derivatives (8-9), and three flavonoid glycosides (10-12)...
November 16, 2018: Natural Product Research
Zhen-Hui Wang, Huan-Jun Xu, Yang-Yang Zhai, Lan-Ping Yang, Qiang Li, Mei Huang, Xing-Ying Chen, Wen-Kui Zhang, Yue-Li Meng, Qing-Ling Zhang, Chao Niu, Yan-Ru Zhang
Three new labdane-type diterpenoids, callicapene M3-M5 (1-3) were isolated from the Callicarpa macrophylla Vahl. Their structures were identified by spectroscopic method. The isolated compounds were evaluated for inhibitory activity on NO production in LPS-activated RAW 264.7 macrophage cells by using MTT assays. Compounds 1-3 showed potent inhibitory activity, with IC50 value of 48.15, 46.31 and 38.72 μM respectively.
November 16, 2018: Natural Product Research
Noha Fathalla, Mokhtar Bishr, Abdel Nasser Singab, Osama Salama
The aim of this work is to characterize the active constituents present in the ethyl acetate fraction of Senna tora, L. Roxb. seeds. Due to the fact that the main biological activity of S. tora, L seeds is attributed to its phenolic compounds which are mainly isolated from Ethyl acetate fraction, to avoid repetition of work and to save time, it was deemed necessary to confirm the identity of these phenolic compounds. This was done by GC-MS and LC-MS analysis of the ethyl acetate fraction where the structures of the isolated compounds were established on the basis of molecular ion peak and their fragmentation pattern...
November 16, 2018: Natural Product Research
Klaus Banert, Dean J Tantillo
With the help of chemical shifts computed with density functional theory (DFT), it is demonstrated that the reported experimental 13 C NMR data of acremolin C are incompatible with the claimed structure of an N2 ,3-ethenoguanine with an isopropyl group at C-1'. An alternative structure, which is in agreement with both experimental and computed data, presents an isopropyl group at the C-2' position of an N2 ,3-ethenoguanine and leads to the conclusion that acremolin C is identical with acremolin B.
November 16, 2018: Natural Product Research
Samia Baatouche, Thamere Cheriet, Djamel Sarri, Ratiba Mekkiou, Ouahiba Boumaza, Samir Benayache, Fadila Benayache, Ignacio Brouard, Francisco León, Ramdane Seghiri
The phytochemical investigation of both chloroform and ethyl acetate extracts of Centaurea microcarpa Coss. & Dur. led to the isolation of a new cyanogenic glucoside 6'-methacrylate prunasin (3) together with seven known compounds: hydroxy-11β,13-dihydro onopordaldehyde (1), β-sitosterol (2), daucosterol (4), nepetin (5), prunasin (6), astragalin (7) and 7-O-β-D-glucopyranosyl centaureidin (8). Their structures were established by spectral analysis, mainly UV, IR, ESI-MS, 1D & 2D-NMR experiments (COSY, HSQC, HMBC and ROESY)...
November 16, 2018: Natural Product Research
Andrea Salvo, Giovanna Loredana La Torre, Archimede Rotondo, Nicola Cicero, Romana Gargano, Valentina Mangano, Katia Erminia Casale, Giacomo Dugo
Origanum vulgare L. samples, marketed in different geographic locations, were characterized by their organic and inorganic chemical composition. A total of 35 commercial samples were collected from various sites and analyzed to determine the qualitative and quantitative profile of essential oils, phenolic compounds and some inorganic elements. The variation in the content and composition of the essential oil was assessed by GC and GC-MS analyses, the phenolic fraction was investigated by UPLC® /PDA, and the inorganic elements were determined by ICP-MS...
November 16, 2018: Natural Product Research
Seyed Ali Ravanfar, Ehsan Karimi, Pooyan Mehrabanjoubani, Mahdi Ebrahimi
This study evaluated the roles of zeatin (2 mg/L) on direct organogenesis, phytochemical compounds, antioxidant activity, and cytotoxic activity in regenerated shoots of red cabbage. The results revealed that the extract of explant treated by 2 mg/L zeatin gives the highest content of total phenolics (5.18 mg gallic acid equivalent/g dry weight) and flavonoids (1.52 mg rutin equivalent/g dry weight). Moreover, HPLC and GC-MS analyses indicated that various bioactive compounds in red cabbage are significantly enhanced with increasing zeatin concentration...
November 16, 2018: Natural Product Research
Paul S Thomas, Emmanuel E Essien
Uvaria chamae (Annonaceae), is an essential oil bearing plant; the root is acclaimed as an effective remedy for folkloric diabetic therapy. The root extracts were evaluated for composition, antiglycation, antioxidant, and cytotoxicity. Flavonoids, cardiac glycosides, and tannins were relatively high in the alcohol extract; benzyl benzoate (23.3%), dimethoxy-p-cymene (14.2%), τ-cadinol (12.1%), and methyl thymol (8.7%) predominated the constituents identified by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS)...
November 16, 2018: Natural Product Research
Kai Zhang, Jiarong Li, Lamusi A
No abstract text is available yet for this article.
November 16, 2018: Natural Product Research
Gheorghe Duca, Aculina Aricu, Kaleria Kuchkova, Elena Secara, Alic Barba, Ion Dragalin, Nicon Ungur, Gabriella Spengler
Using sclareol and sclareolide as starting materials, the guanidine derivatives of 12-amino-11-dihomodrimane-8α-ol and 13-amino-14,15-bis-dinorlabd-8(9)-ene were synthesized by the reaction of the corresponding amines with sodium hydrogencyanamide in ethanol - water solution. Monoacyl- and diacylguanidines were prepared from activated with N,N-carbonyldiimidazole Δ8,9 -bicyclohomofarnesenoic acid by the reaction with guanidine. Their structures were confirmed by the 1 H and 13 C NMR, IR spectral and elemental analysis data...
November 16, 2018: Natural Product Research
Fang-Li Gang, Feng Zhu, Chao-Fu Yang, Xiao-Ting Li, Hua Yang, Ming-Xia Sun, Wen-Jun Wu, Ji-Wen Zhang
A new ester (1) and a terpenoid (2) were isolated from the dried whole plant of Disporopsis aspersa (HUA ) ENGL . ex DIELS for the first time and their structures were elucidated, as well as their biological activities are described. The two compounds all showed good antifungal activities, especially furanone (2) exhibited better antifungal activity against Pseudoperonospora cubensis and Phytophthora infestans with EC50 value of 22.82, 18.90 μg/mL, respectively. Compound 1 exhibited a significant promotion on the neurite outgrowth in NGF-induced PC-12 cells, and moderate inhibition on the NO production induced by lipopolysaccharide (LPS) in BV-2 microglial cells...
November 16, 2018: Natural Product Research
Yuling Zhang, Hui Wang, Fangjuan Li, Xinxin Xu, Baogui Chen, Tao Zhang
In the study, we treated C6 rat glioma cells with 25 mg/ml Dulcitol for 24 h. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assays were used to detect cellular growth. The measurements of the superoxide dismutase (SOD), malondialdehyde (MDA) and catalase (CAT) were used to assess oxidative stress level. Western was performed to detect the autophagy and apoptosis expression. The data showed that Dulcitol significantly decreased the cell viability, upregulated the Bax level in mitochondria and the Cytochrome C level in cytoplasm, and downregulated anti-apoptotic protein Bcl-xl...
November 16, 2018: Natural Product Research
Ming-Hong Chen, Wen-Long Zhang, Li Chen, Ru Lin, Yang Xie, Dong-Sheng Fang, Yun-Yang Lian, Hong Jiang
Chemical investigation of a marine-derived actinomycete strain Verrucosispora sp. FIM06025 isolated from a marine sponge sample collected from the East China Sea, resulted in the discovery of two new alkaloids, (2-(hydroxymethyl)-3-(2-(hydroxymethyl)-3-methylaziridin-1-yl) (2-hydroxyphenyl) methanone (1) and 2-(1-hydroxyethyl)-3,4-dihydrobenzo [f] [1,4]oxazepin-5(2H)-one (2). The structures of compounds 1 and 2 were determined by the detailed analysis of 1D, 2D NMR and HR-TOF-MS data, along with literature data analysis...
November 16, 2018: Natural Product Research
Dayu Zhou, Chunying Jiang, Chenghao Fu, Ping Chang, Bin Yang, Jiadi Wu, Xiaohui Zhao, Shiliang Ma
This study aims to isolate the potential antiproliferative and cytotoxic compounds from ginkgo biloba sarcotestas (GBS) and investigates the underlying mechanism in human MDA-MB-231 and mouse 4T-1 triple-negative breast cancer cells. Our results showed that 2-Hydroxy-6-tridecylbenzoic acid was isolated by cytotoxicity-guided fractionation where different fractions were assessed using MTT assay against MDA-MB-231 and 4T-1 cells. Colony formation assay showed that 2-Hydroxy-6-tridecylbenzoic acid significantly inhibited cell proliferation...
November 16, 2018: Natural Product Research
Guo-Fei Qin, Xu-Li Tang, Nicole J de Voogd, Ping-Lin Li, Guo-Qiang Li
A new dolabellane diterpenoid, clavirolide H (1), together with eleven known compounds, including two dolabellane diterpenoid (2 and 3), a rare cavernosine-type C17 γ-lactone terpenoid (4), a diketopiperazine (5) and seven sterols (6-12), were isolated from the Xisha sponge Fascaplysinopsis reticulata. Their structures were elucidated by extensive spectroscopic analysis, and the four types of compounds of the above isolates were reported from the genus Fascaplysinopsis for the first time. Selected compounds 1, 4-6 and 9-12 were evaluated for cytotoxic activities against K562, HL-60, Hela, HCT-116, A549, L-02 and BEL-7402 cell lines...
November 16, 2018: Natural Product Research
Karolina Grabowska, Dagmara Wróbel, Paweł Żmudzki, Irma Podolak
Two triterpene saponins (IPS-1, IPS-2) for the first time were isolated from the roots of Impatiens parviflora DC. (Balsaminaceae). Their anti-inflammatory activity was evaluated by means of two in vitro models: anti-hyaluronidase and anti-denaturation assays. Both saponins were shown to be potent hyaluronidase inhibitors that affect the enzyme in a dose-dependent manner. The anti-hyaluronidase effect of IPS-2 (IC50  = 286.7 µg/mL) was higher than that of the reference drug: escin (IC50  = 303.93 µg/mL)...
November 16, 2018: Natural Product Research
Mariem Itaimi Dammak, Zeineb Mzoughi, Ibtissem Chakroun, Hedi Ben Mansour, Didier Le Cerf, Hatem Majdoub
In this study, Box-Behnken Design was used to optimize the ultrasonic extraction of polysaccharides from quince peels (QPPs) by ascorbic acid and the effect of extraction temperature, extraction time and pH was evaluated. Under optimized conditions of temperature 90 °C, 60 min sonication time and pH = 3.26, the extraction yield, the galacturonic acid yield and the concentration of sample required to scavenge 50% of 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic) acid (ABTS) values of QPPs were respectively 10...
November 16, 2018: Natural Product Research
Hayat Kherkhache, Imane Benabdelaziz, Artur M S Silva, Mokhtar Boualem Lahrech, Mokhtar Benalia, Hamada Haba
The new acylated indole alkaloid glucoside indole-3-carboxylic acid-(6'-O-caffeoyl)-β-D-glucoside 1 has been isolated from the ethyl acetate (EtOAC) extract of Saccocalyx satureioides Coss. & Dur. (Lamiaceae) together with eight known secondary metabolites 2-9. Two indoles 2 and 3, five methylated flavone aglycones 4-8 and one monoterpene glucoside 9 were reported for the first time in the genus Saccocalyx. The structural elucidation of these compounds was accomplished by spectroscopic methods including 1 D (1 H and 13 C) and 2 D (COSY, HSQC and HMBC) NMR techniques, and mass spectrometry, and by comparison with literature data...
November 16, 2018: Natural Product Research
Edris Mahdavi Fikejvar, Hassan Rezadoost, Hedayat Zakizadeh, Valiollah Mozaffarian
Paeonia daurica subsp. tomentosa (Lomakin) D.Y.Hong is an herbaceous perennial and flowering plant from the Paeoniaceae family. In this research, the roots, stems, leaves and fruits of P. daurica subsp. tomentosa were investigated for a comparative identification of essential oil composition. The essential oils constituents were identified by GC/MS and then compared. The study leads to the identification of 31, 57, 66, and 57 components in the essential oils obtained from the roots, stems, leaves and fruits, respectively...
November 16, 2018: Natural Product Research
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