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Kan Li, Da-Song Yang, Xiao-Fei Gu, Bin Di
The determination of the absolute configuration of natural products still faces many challenges, especially the active pharmaceutical ingredient which is trace, oily and novel structures. Currently, NMR requires chiral reagents in determining the absolute configuration; ECD involves theoretical calculations and requires chromophores. In this study, the absolute configuration of asarinin had successfully identified by using synchrotron radiation with crystalline sponge method and combining MS with NMR. This method could identifying the crystal structure of trace amorphous substances, resolving the problem of absolute configuration of multi-chiral central compounds, and hopefully providing a new idea and approach for structural elucidation of natural products...
February 13, 2019: Fitoterapia
Trinop Promgool, Kwanjai Kanokmedhakul, Sarawut Tontapha, Vittaya Amornkitbamrung, Saowanit Tongpim, Winai Jamjan, Somdej Kanokmedhakul
Chromatographic separation of fruits and flowers of the Thai medicinal plant, Miliusa velutina, resulted in the isolation of five new rare homogentisic acid derivatives, miliusanal (1) and miliusanones A-D (2-5), together with fifteen known secondary metabolites (6-20). Their structures were determined through the use of extensive spectroscopic data. The absolute configurations of homogentisic acid derivatives 2-7 were identified using NOESY data and a comparison of experimental and calculated ECD spectral data...
February 12, 2019: Fitoterapia
Jerald J Nair, Johannes van Staden
Malaria is prevalent in tropical and subtropical regions of the globe. With over 200 million cases reported annually, particularly in sub-Saharan Africa, it is an unnecessary burden to already overworked and ailing healthcare structures. Traditional medicine (TM) remains vibrant in most of these regions wherein plants often serve as the first line of defense against malaria. Given this fact as well as the successes elsewhere of therapies such as Artemisia annua emanating from evidence-based TM, interest in plants as a source of new antimalarial drugs has been rejuvenated...
February 11, 2019: Fitoterapia
Shuang-Yang Lu, Xing-Rong Peng, Jin-Run Dong, Hui Yan, Qing-Hua Kong, Qiang-Qiang Shi, Da-Shan Li, Lin Zhou, Zhong-Rong Li, Ming-Hua Qiu
Five new aromatic compounds, designed as lucidumins A-D (1-4) and lucidimine E (9), along with seven known aromatic compounds (5-8, 10-12) were isolated from Ganoderma lucidum. Their structures were determined by spectroscopic method. Bioactive evaluation showed that compounds 2-4 and 6-10 displayed remarkable neuroprotective activities against corticosterone-induced PC12 cell damage, with the cell viability ranging from 69.99% to 126.00%; and compounds 1-4, 9 and 10 exhibited significant anti-inflammatory activities against LPS-induced nitric oxide (NO) production in RAW264...
February 11, 2019: Fitoterapia
Andong Wang, Yanhua Fan, Qing Ouyang, Chengcheng Fan, Bin Lin, Jianyu Liu, Yongnan Xu
Four new ent-kaurane diterpenoid maizediterpenes A-D (1-4), along with fourteen known compounds were isolated from the roots of Zea mays (maize). Compounds 7, 15, 16 were isolated from this genus for the first time. The planar structures of the new compounds were determined by extensive analysis of their NMR and HR-ESI-MS spectra, and the absolute configurations were established on the basis of specific rotation in association with calculated ECD spectra. Compounds 2, 6 and 18 showed significant antiproliferative effects against five human cancer cell lines (A549, MDA-MB-231, SK-Hep-1, SNU638, HCT116) with IC50 values ranging from 1...
February 11, 2019: Fitoterapia
Sara R Fernandes, Luisa Barreiros, Rita F Oliveira, Agostinho Cruz, Cristina Prudêncio, Ana Isabel Oliveira, Cláudia Pinho, Nuno Santos, Joaquim Morgado
Azadirachta indica A. Juss. (Neem) is an Indian tree recognized for its activity as pesticide, as well as several pharmacological properties. Among the various compounds already isolated and studied from Neem tree, azadirachtin (AZA) was identified as the main bioactive compound. Azadirachtin can be found at different parts of the Neem plant but assumes its maximum concentration at the seed level. This compound features a quite complex chemical structure, which justifies the 20-plus-year difficulty to identify the synthetic pathway that subsequently permitted to carry out its artificial synthesis...
February 6, 2019: Fitoterapia
Vahap Murat Kutluay, Toshiaki Makino, Makoto Inoue, Iclal Saracoglu
Phytochemical investigation of the aerial parts of Digitalis grandiflora Miller (Plantaginaceae) led to the isolation of an undescribed cardenolide type glycoside digigrandifloroside (1) along with five known compounds, rengyoside A (2), rengyoside B (3), cleroindicin A (4), salidroside (5), and cornoside (6), from its aqueous fraction of methanolic extract. Structures of the isolated compounds were determined by means of spectroscopic techniques. 1-6 were isolated for the first time from D. grandiflora. 2 and 3 are being reported for the first time from Digitalis genus and Plantaginaceae family with this study...
February 5, 2019: Fitoterapia
Ziwei Liu, Shuang Cao, Can Jin, Yu He, Xiaoshun Zhou, Heng Zhang, Zhimei Liu
Apigenin and protoapigenone that both have the activities against various cancer cell lines co-exist in Macrothelypteris torresiana, while the extracts of M. torresiana couldn't achieve the fine anti-tumor effects for the existence of potent anti-tumor compounds. This study disclosed an antagonism between the two compounds on the protein level to elucidate the paradox. First, the study established the fingerprint for M. torresiana extract. The following anti-proliferation assay verified that the antagonism occurs between protoapigenone and apigenin...
February 4, 2019: Fitoterapia
Juraj Harmatha, Miloš Buděšínský, Michal Jurášek, Tomáš Zimmermann, Pavel Drašar, Zdeněk Zídek, Eva Kmoníčková, Lucie Vejvodová
No abstract text is available yet for this article.
February 4, 2019: Fitoterapia
Qing-Feng Ruan, Xing-Hong Zhou, Shi-Qing Jiang, Bao Yang, Jing Jin, Hui Cui, Zhong-Xiang Zhao
Six previously undescribed cassane diterpenoids, named caesalminaxins O-T (1-6), together with 28 known compounds (7-34), were isolated from the seeds of Caesalpinia minax Hance. Their structures, including their absolute configurations were elucidated by extensive spectroscopic analysis, X-ray diffraction, and quantum chemical calculations. Among the undescribed diterpenoids, compound 6 that possessed an unusual enol group at C-7 with a highly deshielded 1 H NMR signal was the first example in cassane diterpenoids...
February 4, 2019: Fitoterapia
Fenqin Zhao, Qianqian Zhang, Yan Yan, Haiyan Jia, Xinran Zhao, Xiying Li, Lihua Zheng, Guang Han
Dendranthema morifolium cv. 'jinsidaju', cultivated only in Kaifeng, has been eaten for more than 1000 years. During the antioxidant-activity-guided studies on its chemistry and health care function, two new bisabolane-type sesquiterpenes, (6R,7R)-7-hydroxybisabol-2,9E,11-triene-4-one (jinsidajuol A, 1) and (6R,7R)-7-hydroxy-11-methoxybisabol-2,9E-diene-4-one (jinsidajuol B, 2), and thirteen known compounds (3-15) were isolated from the flowers. Their structures were elucidated by 1D and 2D NMR spectroscopy and HRMS...
February 4, 2019: Fitoterapia
Jianwei Chen, Xuelian Bai, Yi Hua, Huawei Zhang, Hong Wang
Bioassay-guided fractionation of the crude extract of fermentation broth of one symbiotic strain Fusarium oxysporum ZZP-R1 derived from coastal plant Rumex madaio Makino, one traditional Chinese medicine used as a treatment of inflammation and toxication, yielded two novel compounds, fusariumins C (1) and D (2). Chemical structures of 1 and 2 were respectively determined as one meroterpene with cyclohexanone moiety and a sesquiterpene ester with a conjugated triene and an unusual oxetene ring by a combination of spectroscopic methods, including 1D and 2D NMR, mass spectrometry, and optical rotation analysis, as well as by comparison with literature data...
January 29, 2019: Fitoterapia
Meichen Li, Yanhua Fan, Ting Zhong, Ping Yi, Chengcheng Fan, Andong Wang, Jianyu Liu, Yongnan Xu
In this study, a new flavonolignan vernicilignan A was isolated from Toxicodendron vernicifluum. The neuroprotective effects of this compound against H2 O2 induced cell injury in SH-SY5Y cells were evaluated by MTT assay and LDH release assay. Vernicilignan A dose-dependently attenuated the cell injury and LDH release induced by H2 O2 in SH-SY5Y cells. Further study indicated that vernicilignan A reduced cell apoptosis caused by H2 O2 treatment via regulation of some apoptotic related proteins including Bax, Bcl-2, caspase 3 and caspase 9...
January 25, 2019: Fitoterapia
Ahmed M Zheoat, Alexander I Gray, John O Igoli, Valerie A Ferro, Robert M Drummond
Hibiscus sabdariffa (Malvaceae) is a plant that is widely recognised for its antihypertensive properties; however the constituent(s) responsible for this biological activity are presently unknown. The aim of this study was to identify the potential compounds that are responsible for the vasorelaxant activity of H. sabdariffa. Thereafter, the mechanisms involved in producing the vasorelaxation were investigated. The plant was extracted consecutively with hexane, ethyl acetate and methanol. The methanolic extract was subjected to bioassay-guided fractionation in order to isolate pure compounds that possessed vasorelaxant activity...
January 25, 2019: Fitoterapia
Jia-Xi Wang, Ling-Li Zheng, Feng Gao, Xian-Li Zhou
Natural euphoractane and myrsinane diterpene skeletons, together with an unnatural 5/7/7/4 fused-ring diterpene skeleton were furnished via BF3 ·Et2 O-mediated transformation of lathyrane-type diterpene, Euphorbia factor L1. The skeleton transformation process was mainly involved in the cascade oxirane-opening (cyclopropane-opening)/oxe-Micheal addition reaction. The structures of three diterpenes were confirmed by comprehensive spectra analysis and single crystals X-ray diffraction. Current results proved the biogenesis pathway between lathyrane with euphoractane and myrsinane by chemical transformation for the first time...
January 25, 2019: Fitoterapia
Yuan-Yuan Liu, Ya-Nan Yang, Zi-Ming Feng, Jian-Shuang Jiang, Pei-Cheng Zhang
Eight new triterpenoid saponins (1-8), were isolated from the roots of Glycyrrhiza uralensis Fisch., together with 10 known triterpenoid saponins (9-18). Their structures were determined by analysis of their spectroscopic data and comparison with the reference. All of the compounds were evaluated for their antioxidant effects in the in vitro assay. Compounds 2 and 8 showed significant antioxidant activities against Fe2+ /cysteine-induced liver microsomal lipid peroxidation at 0.1 μM.
January 25, 2019: Fitoterapia
Daniela G Folquitto, Juliane N D Swiech, Camila B Pereira, Vanessa B Bobek, Gerusa C Halila Possagno, Paulo V Farago, Marilis D Miguel, Juliana L Duarte, Obdulio G Miguel
No abstract text is available yet for this article.
January 18, 2019: Fitoterapia
Zhong-Ying Fang, Yi-Dan Ren, Si-Yu Du, Miao Zhang, Yun-Shan Wang, Lei Fang, Hua Zhang
A new bisindole alkaloid, melosuavine I (1) possessing an aspidosperma- aspidosperma dimeric skeleton, was isolated from the leaves of Melodinus suaveolens. The structure with absolute configuration of 1 was elucidated by a combination of MS, NMR and computational methods. MTT assays indicated that 1 exhibited significant cytotoxicity on human breast cancer BT549 cells with an IC50 value of 0.89 μM. Further study showed that 1 inhibited BT549 cell proliferation by inducing apoptosis through activation of caspase 3 and p53, and down-regulation of Bcl-2...
January 17, 2019: Fitoterapia
Zhuo-Yang Cheng, Li-Li Lou, Pei-Yuan Yang, Xiao-Yu Song, Xiao-Bo Wang, Xiao-Xiao Huang, Shao-Jiang Song
The investigation of the ethanol extract of the seeds of Crataegus pinnatifida led to the isolation of seven new 8-O-4' type sesquineolignans crasesquineolignan A-G (1-7), along with a reported analogue, leptolepisol B (8). The chemical structures of these compounds were elucidated based on complex analysis of their MS, 1D and 2D NMR data. All the isolated compounds were tested for their neuroprotective effects against the damage of human neuroblastoma SH-SY5Y cells induced by H2 O2 , and most of them showed significant neuroprotective activity...
January 17, 2019: Fitoterapia
Hong Zhang, Ming-Hua Yang, Yun Li, Xiao-Bei Cheng, Yue-Hu Pei, Ling-Yi Kong
Seven new guanacastane-type diterpenoids, namely dahlianes E-K (1-7), and three known ones (8-10) were isolated from the cultures of the fungus Verticillium dahliae. Their structures were established by extensive spectroscopic data analysis along with Rh2 (OCOCF3 )4 - and Mo2 (OAc)4 -induced electronic circular dichroism (ECD) experiment. Dahliane G showed an 80-fold potentiation effect on the sensitization of doxorubicin at the concentration of 15 μM when screening the reversal activity on doxorubicin-resistant human breast cancer cells (MCF-7/DOX)...
January 16, 2019: Fitoterapia
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