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Osmany Cuesta-Rubio, Mercedes Campo Fernández, Ingrid Márquez Hernández, Carmita Gladys Jaramillo Jaramillo, Victor Hugo González, Rodny Montes De Oca Porto, David Marrero Delange, Lianet Monzote Fidalgo, Anna Lisa Piccinelli, Luca Campone, Luca Rastrelli
Three propolis samples were collected from different regions of Ecuador (Quito, Guayaquil and Cotacachi) and their methanolic extracts were prepared. Preliminary information supplied by TLC and NMR data, allowed us to define two main types of propolis: Cotacachi propoli sample (CPS), rich in flavonoids and Quito and Guayaquil samples (QPS and GPS) containing triterpenic alcohols and acetyl triterpenes as the main constituents. Two different approaches based on RP-HPLC preparative procedure and NMR structural determination (CPS) and GC-MS analysis (QPS and GPS) were successfully used for the chemical characterization of their major compounds...
June 19, 2017: Fitoterapia
Hang Chang, Yuwei Wang, Xue Gao, Zehai Song, Suresh Awale, Na Han, Zhihui Liu, Jun Yin
Six new compounds, wikstronin A (1), wikstronin B (2), wikstresinol (3), acetylwikstresinol (4), bis-5',5'-(+)-matairesinol (5), bis-5,5'-(+)-matairesinol (6), together with 20 known compounds (7-26) were isolated from the CH2Cl2 extract of roots of Wikstroemia indica. Structures of compounds 1-6 were determined by extensive NMR and CD spectroscopic analysis. In vitro preferential cytotoxicity of all the isolates was evaluated against a PANC-1 human pancreatic cell line. Compounds 8 and 12 displayed mild preferential cytotoxicity in the nutrient-deprived medium (NDM) and without causing toxicity in normal nutrient-rich conditions...
June 16, 2017: Fitoterapia
Marcelo Queiroz, David Oppolzer, Irene Gouvinhas, Amélia M Silva, Ana I R N A Barros, Raúl Domínguez-Perles
The antioxidant potential of grape (Vitis vinífera L.) stems has been reported in the last decade although no identification of the individual compounds responsible for such action has been done. In this work, polyphenolic extract of grape stems was processed resorting to semi-preparative HPLC, allowing to obtain 5 purified polyphenols (caftaric acid, malvidin-3-O-glucoside, quercetin-3-O-glucuronide, mailvidin-3-O-(6-O-caffeoyl)-glucoside, and Σ-viniferin), which were fully characterized by HPLC-PDA-ESI-MS(n)...
June 16, 2017: Fitoterapia
Jin Gao, Ming Chen, Xue-Cong Ren, Xiao-Bo Zhou, Qiang Shang, Wen-Qi Lu, Pei Luo, Zhi-Hong Jiang
A series of novel diamide derivatives (2-8) of crocetin (1) were synthesized and evaluated for their cardioprotective activity in vitro. Using well-established model of hypoxia-induced injury in H9c2 cells, we investigated the effects of 9 compounds and positive drug nicorandil on cellular cytotoxicity by MTT assay, mitochondrial viable staining, LDH activity and mitochondrial membrane potential (MMP). Among the new derivatives, compounds 3 and 4 with good liposolubility showed significantly potent activity than crocetin (1) against hypoxia-induced cytotoxicity...
June 15, 2017: Fitoterapia
Pengfei Li, Nailiang Zhu, Meigeng Hu, Haifeng Wu, Tian Yu, Tongyu Wu, Dawei Zhang, Zhonghao Sun, Junshan Yang, Guoxu Ma, Xudong Xu
Seven new cucurbitane triterpenoids, Pengxianencins A-G (1-7) including one alkaloid, were isolated from the ethanol extract of the tubers of Hemsleya penxianensis. Their structures were elucidated on the basis of extensive spectroscopic data, including 1D and 2D NMR spectra as well as HR-ESI-MS. The evaluation of inhibition activity against human Hela, MCF-7, and A-549 cell lines showed that compounds 1, 4, 6, 7 have different levels of cytotoxic activities, with IC50 values ranging from 1.67 to 45.28μM.
June 15, 2017: Fitoterapia
Can Li, Hongxin Liu, Liyun Zhao, Weimin Zhang, Shengxiang Qiu, Xiaoyun Yang, Haibo Tan
Phytochemical study on the leaves of Melaleuca bracteata resulted in the isolation of ten compounds including three new neolignans, named melaleucins A-C (1-3). Among them, melaleucin B shares a rarely occurring nor-neolignan skeleton, and both melaleucins B and C bear a novel aldehyde moiety, which might also be response for the delicate fragrance of M. bracteata. Their structures were extensively assigned by spectral data interpretation and biomimetic total synthesis. Moreover, their biosynthetic pathway with oxidative radical coupling and Michael addition as critical reactions was also confirmed...
June 15, 2017: Fitoterapia
Chang-Xin Zhou, Li-Sha Zhang, Fei-Fei Chen, Hao-Shu Wu, Jian-Xia Mo, Li-She Gan
Thirty four terpenoids, including two new cadinane-type sesquiterpenoids containing conjugated aromatic-ketone moieties, curcujinone A (1) and curcujinone B (2), were isolated from 95% ethanol extract of the root tubers of Curcuma wenyujin. Their structures were determined by spectroscopic methods, especially 2D NMR and HRMS techniques. The relative and absolute configurations of 1 and 2 were identified by quantum chemical DFT and TDDFT calculations of the (13)C NMR chemical shifts, ECD spectra, and specific optical rotations...
June 15, 2017: Fitoterapia
Jun-Feng Wang, Rui Liang, Sheng-Rong Liao, Bin Yang, Zheng-Chao Tu, Xiu-Ping Lin, Bin-Gui Wang, Yonghong Liu
Ten new salicyloid derivatives, namely vaccinols J-S (1-10), along with five known compounds (11-15) were isolated from Pestalotiopsis vaccinii (cgmcc3.9199) endogenous with the mangrove plant Kandelia candel (L.) Druce (Rhizophoraceae). Their structures including absolute configurations were established on the basis of spectroscopic analysis, optical rotation, CD spectra, quantum ECD calculations. To the best of our knowledge, vaccinol J (1) is the first example of salicyloid derivatives containing 2-methylfuran moiety...
June 15, 2017: Fitoterapia
Jun He, Xian-Sheng Ye, Xiao-Xue Wang, Ya-Nan Yang, Pei-Cheng Zhang, Bing-Zhi Ma, Wei-Ku Zhang, Jie-Kun Xu
Four new and rare iridoid glucosides, cornusfuroside A-D (1-4), containing the furan ring were identified from water extract of the fruit of Cornus officinalis. These new chemical structures were determined through extensive spectroscopic analysis, including 1D and 2D NMR, IR, HRESIMS, experimental and calculated electronic circular dichroism (ECD). Notably, this study is the first report on the isolation of four iridoid glucoside structures with acetal functions in the sugar moiety. The neuroprotective effects of these compounds were also evaluated in vitro...
June 15, 2017: Fitoterapia
Jiang-Bo He, Jie Luan, Xiao-Man Lv, Dan-Yun Rui, Jian Tao, Bo Wang, Yan-Feng Niu, Hong-Ping Ju
Three new bisditerpenoid alkaloids, navicularines A-C (1-3), and three known ones (4-6), were isolated from the ground parts of Aconitum naviculare. Their structures were elucidated by spectroscopic methods. All the new compounds were tested against five cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW480). It was found that navicularine B exhibited certain cytotoxic activities in vitro, with IC50 values of 13.50, 18.52, 17.22, 11.18, and 16.36μM, respectively.
June 11, 2017: Fitoterapia
Chiramet Auranwiwat, Puttandon Wongsomboon, Thanaphat Thaima, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Anthony C Willis, Wilford Lie, Stephen G Pyne, Thunwadee Limtharakul Née Ritthiwigrom
Three new 2-phenylnaphthalene derivatives, cherrevenaphthalenes A-C (1-3), and a new polyoxygenated cyclohexene derivative, (-)-uvaribonol F (4) together with six known compounds, 5-10, were isolated from the stem and root extracts of Uvaria cherrevensis (Annonaceae). The structures of all isolated compounds were elucidated by spectroscopic analysis. The structures of 3 and 4 were further confirmed by single crystal X-ray diffraction methods. Compound 2 exhibited modest antiplasmodial activity against the P...
June 9, 2017: Fitoterapia
Jun Hyeon Jo, Ju-Hyun Kim, Hye Suk Lee, Gil-Saeng Jeong, Jae-Mok Lee, Sangkyu Lee
Bakuchicin is a furanocoumarin isolated from the seeds of Psoralea corylifolia, which is used in oriental medicine. However, limited information on the pharmacokinetics of bakuchicin is available and in addition, no determined method has been devised to quantify bakuchicin levels in the plasma. In the present study, we developed and validated a quantification method using liquid chromatography (LC) coupled with tandem mass spectrometry (LC-MS/MS), which was applied to a pharmacokinetic investigation in mouse plasma...
June 8, 2017: Fitoterapia
Pan Luo, Qian Yu, Shao-Nan Liu, Wen-Juan Xia, Yu-Ying Fang, Lin-Kun An, Qiong Gu, Jun Xu
Eleven new compounds, including six labdane (1-6), three halimane (7-9), and two clerodane (10-11) diterpenoids and 16 known analogues (12-27), were isolated from the leaves of Vitex trifolia. The structures of 1-11 were established by extensive 1D- and 2D-NMR and HRMS spectroscopic data. The absolute configurations of compounds 3, 7, and 10 were assigned using X-ray diffraction. Compounds 1-27 were evaluated for DNA topoisomerases I (Top1) inhibitory activity and cytotoxicity against HCT 116 cells. Compounds 8 and 11 exhibited equipotent Top1 inhibitory activity to the positive control, camptothecin (CPT), at 100μM...
June 8, 2017: Fitoterapia
Jianqun Liu, Qiushan Wu, Jicheng Shu, Rui Zhang, Lifang Liu
Three new abietane-type diterpene glycosides named as tripterycoside A (1), tripterycoside B (2), tripterycoside C (3), along with two known ones, 11-O-β-d-glucopyranosyl-neotritophenolide (4), wilfordoside A (5), and nine other known compounds, 5-hydroxymethylmellein (6),1,2-bis-(3-methoxy-4-hydroxyphenyl)-1,3-propanediol (7), leptolepisol C (8), icariol A2 (9), tripfordine A (10), 16α-hydroxy-ent-kauran-19-oic acid (11),wilforine (12), wilfordine (13), 3-acetyloleanolic acid (14),were isolated from the roots of Tripterygium wilfordii...
June 7, 2017: Fitoterapia
Lei Wang, Jin-Feng Wang, Xia Mao, Li Jiao, Xiao-Jun Wang
Phytochemical investigation on the 70% EtOH extract of the leaves and branches of Gelsemium elegans resulted into the isolation of five new gelsedine-type oxindole alkaloids, gelseleganins A-E (1-5). The structures of the isolated compounds were established based on 1D and 2D ((1)H-(1)H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. The isolated alkaloids were tested in vitro for cytotoxic potential against seven tumor cell lines. As a result, alkaloids 3 exhibited significant cytotoxic activities against all the tested tumor cell lines with IC50 values <10μM...
June 6, 2017: Fitoterapia
Yuen P Tan, Andrei I Savchenko, Natasa Broit, Glen M Boyle, Peter G Parsons, Craig M Williams
The Eremophila plant family, which occurs in the arid zones of Australia, have witnessed extensive investigation, mostly inspired by Aboriginal traditional medicine. A wide and varied biological and phytochemical profile has been reported for over 18 individual species of Australian Eremophila, although E. macdonnellii from the Simpson Desert has not yet been investigated. Isolation and elucidation of one new and six known furofuran lignans are reported. The new lignan, epimethoxypiperitol, displayed moderate anti-cancer activity against the breast cancer cell line (MCF-7)...
June 5, 2017: Fitoterapia
Carmen Formisano, Carmina Sirignano, Daniela Rigano, Giuseppina Chianese, Gokhan Zengin, Ean-Jeong Seo, Thomas Efferth, Orazio Taglialatela-Scafati
The apolar organic extract obtained from aerial parts of Centaurea drabifolia Sibth. & Sm. subsp. detonsa (Bornm.) Wagenitz, growing wild in Turkey, was investigated for the first time for its secondary metabolite composition. Seven sesquiterpene lactones belonging to the guaiane class (1-7), including the new compound 4, along with a fatty acid lactone derivative (8), were isolated. The structures of these compounds were established by spectroscopic analysis, including 2D NMR spectroscopic techniques, with the stereostructure of the new guaiane 4 determined with the help of MTPA derivatization...
June 2, 2017: Fitoterapia
Elnur Garayev, Gaëtan Herbette, Carole Di Giorgio, Philippe Chiffolleau, David Roux, Huguette Sallanon, Evelyne Ollivier, Riad Elias, Béatrice Baghdikian
A phytochemical investigation of the ethanol extract of leaves and flowers of Inula montana L. led to the isolation of one new sesquiterpene acid called Eldarin (1) and four new inositol derivatives, Myoinositol,1,5-diangelate-4,6-diacetate (2), Myoinositol,1,6-diangelate-4,5-diacetate (3), Myoinositol-1-angelate-4,5-diacetate-6-(2-methylbutirate) (4), Myoinositol-1-angelate-4,5-diacetate-6-isovalerate (5) isolated for the first time, along with eleven known compounds described for the first time in Inula montana, 1β-Hydroxyarbusculin A (6), Artemorin (7), Santamarin (8), Chrysosplenol C (9), 6-Hydroxykaempferol 3,7-dimethyl ether (10), Reynosin (11), Calenduladiol-3-palmitate (12), Costunolide (13), 4-Hydroxy-3,5-dimethoxybenzenemethanol (14), 9β-Hydroxycostunolide (15) and Hispidulin (16)...
June 1, 2017: Fitoterapia
S M Adekenov
The given review provides data on the new sesquiterpene lactones with unusual structure isolated from various natural sources, e.g. fungi, plants, marine growth; about their spread, biological activity, and the presumed biogenetic pathway of their formation. An attempt was made to biologically justify a wide structural formation variety of new sesquiterpene lactones with the unique structure.
June 1, 2017: Fitoterapia
Surenmandakh Gombodorj, Ming-Hua Yang, Zhi-Chun Shang, Rui-Huan Liu, Tian-Xiao Li, Guo-Ping Yin, Ling-Yi Kong
Nine new phenalenone derivatives (1-9), along with two known analogues (10-11) have been isolated from the solid cultures of an endophytic fungus Aspergillus sp. which was obtained from Pinellia ternate. Their structures were established through interpretations of spectroscopic evidence, and some of their absolute configurations were determined by electronic circular dichroism (ECD) and Mo2(OCOCH3)4 induced ECD. All of the phenalenones are unusual acyclic diterpenoid adducts, which are diversely oxidized and partly epoxidized to form different heterocycles...
May 31, 2017: Fitoterapia
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