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Natural Product Research

Cai-Ping Yao, Zhen-Xing Zou, Yan Zhang, Jing Li, Fei Cheng, Ping-Sheng Xu, Gan Zhou, Xiao-Min Li, Kang-Ping Xu, Gui-Shan Tan
Phytochemical study on the n-BuOH extract of Selaginella delicatula lead to the isolation, characterization and structure elucidation of two new adenine analogues, delicatulines A (1) and B (2), one new pyrrole alkaloid (4), and five known compounds (3, 5-8). These new substances all contain an aliphatic chain in their parent nucleus, which were unusual to find in plants. In the present study, they were identified from Selaginellaceae for the first time. The structures and absolute configurations of these new compounds were determined by a combination of NMR and CD spectroscopic analyses...
July 4, 2018: Natural Product Research
Yingjie Sun, Hongmin Zhang, Ming Cheng, Shijie Cao, Miao Qiao, Boli Zhang, Liqin Ding, Feng Qiu
Two new isoflavone glucosides, 3'-methoxyneopuerarin A (1) and 3'-methoxyneopuerarin B (2), together with nine known isoflavones including puerarin (3), neopuerarin A (4), neopuerarin B (5), daidzin (6), daidzein (7), 3'-methoxypuerarin (PG-3) (8), puerarin xyloside (9), mirificin (10), 3'-hydroxypuerarin (11) were isolated from the water extraction of the dried roots of Pueraria lobata (Willd.) Ohwi. Their structures were elucidated by the means of spectroscopic and chromatographic analysis methods. All compounds were evaluated for their hepatoprotective activity on HepG2 cells...
July 3, 2018: Natural Product Research
Ghislain Fotso W, Jean Na-Iya, Armelle Mbaveng T, Patrick Ango Yves, Ibrahim Demirtas, Victor Kuete, Yeboah Samuel, Bathelemy Ngameni, Thomas Efferth, Bonaventure Ngadjui T
The chemical investigation of the leaves and stem bark of Acacia polyacantha (Fabaceae) led to the isolation of a new oleanane-type triterpenoid saponin named polyacanthoside A 1 together with fifteen known compounds. Their structures were established from spectral , mainly HRESIMS, 1D NMR and 2D NMR and by comparison with literature data. The cytotoxicity of compound 1 and the analogues 8 as well as doxorubicin was determined in a panel of 9 cancer cell lines including sensitive and drug resistant phenotypes...
June 25, 2018: Natural Product Research
Marcello Nicoletti, Claudio Frezza, Lamberto Tomassini, Mauro Serafini, Armandodoriano Bianco
Painting and body art are increasing their utilisation as well as their cultural impact, since piercing and tattoos are expanding social phenomena, involving many young people. However, the utilised materials often enter the market with insufficient control and several cases of skin damages are reported. Safety of the utilised products must be ensured by adequate quality controls which must be easily made, rapid, low cost, clear and persuasive. The method here reported, regards the analysis on the possible presence of picramic acid in the ethyl acetate extracts of commercial henné powders by NMR Spectroscopy...
June 22, 2018: Natural Product Research
Huan He, Xin-Yue Shang, Wei-Wei Liu, Yan Zhang, Shao-Jiang Song
The fruit of Camptotheca acuminata, a kind of mainly medicinal plant, possesses good antitumor properties. In order to explore the bioactive compounds for the treatment of hepatocellular carcinoma, the study focused on the isolation of cytotoxic compounds from the fruit of Camptotheca acuminata, which led to the discovery of fourteen compounds, including one new triterpene, 3β,20-dihydroxy-30α-methyl,17(29)-β-epoxy-28-norlupane (1), together with thirteen known compounds (2-14). The structures of isolated compounds were demonstrated by spectroscopic methods including 1D and 2D NMR spectroscopy...
June 20, 2018: Natural Product Research
Buddha Bahadur Basnet, Li Liu, Wen Zhao, Ruixing Liu, Ke Ma, Li Bao, Jinwei Ren, Xinli Wei, Haiyang Yu, Jiangchun Wei, Hongwei Liu
A new yellow pigment trypethelonamide A (1), and a new dark violet-red pigment 5'-hydroxytrypethelone (2), as well as three known dark violet-red pigments (+)-8-hydroxy-7-methoxytrypethelone (3), (+)-trypethelone (4) and (-)-trypethelone (5) were isolated from the cultured lichenized fungus Trypethelium eluteriae. The structures of 1 and 2 were determined to be 1, 2-naphthoquinone derivatives by extensive spectroscopic analysis. The absolute configurations of 1 and 2 were assigned by quantum electronic circular dichroism (ECD) calculation...
June 20, 2018: Natural Product Research
Thi Huong Doan, Viet Duc Ho, Thi Bich Hien Le, Tuan Anh Le, Thanh Ky Pham, Thi Hoai Nguyen, Ain Raal
Two new abietane diterpenes, huperphlegmarin A-B (1-2), were isolated from the aerial parts of Huperzia phlegmaria (L.) Rothm. (Lycopodiaceae), in addition to five known compounds including lycoxanthol (3), 21β-hydroxyserrat-14-en-3β-yl acetate (4), 21α-hydroxyserrat-14-en-3β-yl acetate (5), 21α-hydroxyserrat-14-en-3β-ol (6), and fawcettidine (7). Their structures were determined by the combination analyses of spectroscopy, including 1D-, 2D-NMR, HRESIMS, CD and comparison with the reported data in the literature...
June 20, 2018: Natural Product Research
Ju-Tao Wang, Ding Ge, Hai-Fang Qu, Guo-Kai Wang, Gang Wang
Two new sesquiterpenoids, curkwangsien A-B (1-2), and seven known compounds (3-9) were isolated from rhizomes of Curcuma kwangsiensis. Their structures were elucidated by spectroscopic analysis, and the absolute configurations of compounds 1-2 were determined by the quantum chemical ECD calculations. Compounds 3-9 are firstly reported from this plant. In the in vitro assays, compound 3 was found to inhibit human colon cancer RKO cell migration in time-dependent manner.
June 18, 2018: Natural Product Research
Xiao-Yan Yang, Wan-Rong Niu, Rui-Ting Li, Xiu-Ming Cui, Ji-Kai Liu
Two new sesquiterpenes (1-2), along with one known sesquiterpene (3), were isolated from cultures of the higher fungus Pholiota nameko. The structures of new compounds were elucidated by extensive spectroscopic methods. The known compound was identified by comparing its spectroscopic data with those reported in the literature. All compounds were evaluated for their cytotoxicities against five human cancer cell lines.
June 18, 2018: Natural Product Research
Hilal Bardakci, Ebru Türköz Acar, Hasan Kırmızıbekmez
A new HPLC-DAD method was developed and validated for simultaneous determination of six main phenylethanoid glycosides (calceolarioside D, neocalceolarioside D, verbascoside, isoverbascoside, leucoseptoside A and martynoside) in the aerial parts of four Scutellaria L. taxa from flora of Turkey. All standard compounds showed a good linearity (R2  > 0.999) in a relatively wide concentration range (1-120 μg/mL). The LOD of the compounds was in the range of 0.104-1.295 μg/mL and the LOQ was in the range of 0...
June 18, 2018: Natural Product Research
Abolfazl Shakeri, Milena Masullo, Alfredo Bottone, Javad Asili, Seyed Ahmad Emami, Sonia Piacente, Mehrdad Iranshahi
Two new sesquiterpene lactones, rhizantholide A (1) and rhizantholide B (2), together with five known compounds (3-7) have been isolated from the aerial parts of Centaurea rhizantha (Asteraceae). Sesquiterpene lactones belong to guaianolide class, and rhizantholide B is a rare guaianolide characterized by a free primary alcoholic function at C-10 along with a 3β,10β-epoxy function. Their structures have been established on the basis of 1D and 2D NMR experiments, as well as HR-ESIMS. The antimicrobial activity of compounds 1-7 has been evaluated against Gram-positive and Gram-negative strains...
June 18, 2018: Natural Product Research
Mangaladoss Fredimoses, Xuefeng Zhou, Wen Ai, Xinpeng Tian, Bin Yang, Xiuping Lin, Juan Liu, Yonghong Liu
The marine fungus Emericella sp was isolated from the deep sea sediments. The fungus was identified by its morphology and ITS region. A new emerixanthone E (1) together with four (2-5) known emodin derivatives were isolated from the metabolites of the fungus Emericella SCSIO05240. The structures were elucidated on the basis of NMR spectroscopic analysis and mass spectrometry. The biological properties of those compounds (1-5) were explored for antimicrobial, antifungal and antitumor activity.
June 17, 2018: Natural Product Research
Zainab Ngaini, Nur Arif Mortadza
Chemical modification of medicines from natural product-based molecules has become of interest in recent years. In this study, a series of halogenated azo derivatives 1a-d were synthesised via coupling reaction, followed by Steglich esterification with aspirin (a natural product derivative) to form azo derivatives 2a-d. While, halogenated azo-aspirin 3a-d were synthesised via direct coupling reaction of aspirin and diazonium salt. Bacteriostatic activity was demonstrated against E. coli and S. aureus via turbidimetric kinetic method...
June 17, 2018: Natural Product Research
Juan He, Zheng-Hui Li, Hong-Lian Ai, Tao Feng, Ji-Kai Liu
One previously undescribed chromone (S)-5-hydroxyl-2-(1-hydroxyethyl)-7-methylchromone (1) and one known analogue (2), as well as four known sativene-type sesquiterpenoids bipolenins A‒C (3‒5), were isolated from cultures of the endophytic fungus Bipolaris eleusines. Their structure were elucidated by extensive spectroscopic methods and the data comparison with those reported in the literature. Compounds 1 and 2 showed weak inhibitory activities against Staphylococcus aureus subsp. aureus with the inhibition rates of 56...
June 13, 2018: Natural Product Research
MeiJun Han, Dan Qin, TianTian Ye, Xiao Yan, JunQi Wang, XiaoXiang Duan, JinYan Dong
The objective of this study was to determine whether endophytic fungi, isolated from Kadsura angustifolia produce nigranoic acid and its highly oxygenated derivatives. From the 426 endophytic fungi screened, Trichoderma harzianum SWUKD3.1610 was detected to have a component with the same TLC Rf value and HPLC retention time as authentic nigranoic acid. This component was further confirmed as nigranoic acid by investigating the chemical composition of the fungal extracts. Besides (1), one new triterpenoid, 7β- schinalactone C (2), and two known minor compounds were isolated and characterized by HRESIMS, 1D and 2D NMR spectroscopic methods...
June 13, 2018: Natural Product Research
Xu Yang, Zheming Ying, Hairong Liu, Xixiang Ying, Guanlin Yang
A new compound was identified as 3-(2-hydroxybenzyl)-5,7-dimethoxy-4H-chromen-4-one (or 2'-dihydroxy-5,7-dimethoxy-homoisoflavone), oleracone F (1), together with p-hydroxy ethyl cinnamate (2) and 4-hydroxy-3-methoxy ethyl cinnamate (3) isolated from the Portulaca oleracea L. for the first time and six known compounds, salicylic acid (4), β-carboline-3-carboxylic acid (5), aurantiamide (6), portulacanone A (7), B (8) and C (9). Their structures were determined using spectroscopic methods, including one- and two-dimensional nuclear magnetic resonance and high-resolution electrospray ionization time-of-flight mass spectrometry...
June 13, 2018: Natural Product Research
Usama W Hawas, Lamia T Abou El-Kassem, Fekri Shaher, Radwan Al-Farawati
A new flavonol triglycoside, rhamnazin 3-O-2G -rhamnorutinoside or rhamnazin 3-O-(2″,6″-O-α-di-rhamnosyl)-β-glucoside (1) was isolated along with known flavonols, rhamnazin 3-O-rutinoside (2), rhamnazin 3-O-(6″-O-α-rhamnosyl)-β-galactoside (3), isorhamnetin 3-O-(6″-O-α-rhamnosyl)-β-galactoside (4), isorhamnetin 3-O-(2″,6″-O-α-di-rhamnosyl)-β-galactoside (5), and isorhamnetin (6), and allantoin (7) from the aqueous methanol extract of Sarcocornia fruticosa leaves. Spectral analyses (UV, MS, and NMR) and acid hydrolysis were used to determine the structures...
June 13, 2018: Natural Product Research
Chan-Hun Jung, Ah-Reum Han, Hwa-Jin Chung, In-Hyuk Ha, Hong-Duck Um
Radiotherapy is routinely used in the treatment of lung cancer patients. However, it often causes malignant effects, such as promoting cancer cell migration and invasion. Previous studies demonstrated that ionizing radiation (IR) promotes cancer cell invasion by stimulating the β-catenin, IL-6, STAT3, and Bcl-XL signaling pathway or the PI3K, Akt, and NF-κB signaling pathway. Both Bcl-XL and NF-κB stimulate the secretion of matrix metalloproteases (MMPs), including MMP-2 and MMP-9. In the present study, linarin isolated from Chrysanthemum morifolium flowers significantly decreased the IR-induced cell migration and invasion at a concentration of 5 μM in A549 cells...
June 13, 2018: Natural Product Research
Tong-Tong Feng, Hui-Zheng Fu, Yi-Sheng Yang, Zhi-Qiang Zhou, Mian Dai, Hong-Yu Bi, Dong Wang
Two new noroleanane-type triterpenoid saponins, 3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid 24-O-β-L-fucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside (1) and 3β,20α,24-trihydroxy-29-norolean-12-en-28-oic acid 24-O-β-D-glucopyranosyl-(1→2)-[α-L-arabinopyranosyl-(1→3)]-β-D-glucopyranoside (2) were isolated from the stems of Stauntonia chinensis DC., together with three known compounds, brachyantheraoside B2 (3), eupteleasaponin Ⅷ (4) and fargoside B (5). Their structures were elucidated by spectroscopic and chemical methods...
June 13, 2018: Natural Product Research
Roberta Ettari, Santo Previti, Santina Maiorana, Alessandro Allegra, Tanja Schirmeister, Silvana Grasso, Maria Zappalà
Curcumin and genistein are two natural products obtained from Curcuma longa L. and soybeans, endowed with many biological properties. Within the last years they were shown to possess also a promising antitrypanosomal activity. In the present paper, we investigated the activity of both curcumin and genistein against rhodesain, the main cysteine protease of Trypanosoma brucei rhodesiense; drug combination studies, according to Chou and Talalay method, allowed us to demonstrate a potent synergistic effect for the combination curcumin-genistein...
June 13, 2018: Natural Product Research
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