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Claudia Giuliani, Corrado Tani, Laura Maleci Bini, Gelsomina Fico, Roberto Colombo, Tommaso Martinelli
Silybum marianum (L.) Gaertn (Asteraceae) is a valuable medicinal plant utilized for silymarin production. However, only fragmentary and contradictory information about silymarin localization within S. marianum fruit are available. In this work, a twofold research approach was adopted in order to investigate the distribution and quantification of silymarin and of other phenolic compounds within the different fruit regions (pericarp, seed integument, cotyledon). Two S. marianum wild accessions with contrasting silymarin chemotype (A and B) and a mutant line (C) with an altered fruit colour were analysed...
September 10, 2018: Fitoterapia
Wuttichai Jaidee, Wisanu Maneerat, Raymond J Andersen, Brian O Patrick, Stephen G Pyne, Surat Laphookhieo
Two new compounds, odoratisol E (1) and decurrenal A (2), together with 12 known compounds were isolated from the twig and leaf extracts of Mitrephora wangii HU (Annonaceae). All structures were elucidated by spectroscopic methods. The structure of compound (+)-6 was also confirmed by X-ray diffraction analysis. The absolute configurations of odoratisol E and decurrenal A were determined by comparison of their electronic circular dichroism (ECD) spectra with those of related known compounds. Most of the isolated compounds were evaluated for their antioxidant activity using the 2,2-diphenyl-1-pikrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assays...
September 10, 2018: Fitoterapia
Yang Liu, Ping-Sheng Xu, Qin Ren, Xi Chen, Gan Zhou, Dan Li, Xiao-Min Li, Kang-Ping Xu, Xia Yu, Gui-Shan Tan
Four new trace alkaloids with lycodine-related structures, Lycocasuarinines A-D (1-4), together with seven known analogues (5-11), were isolated from the chloroform extract of Lycopodiastrum casuarinoides. The structures and stereochemistry of 1-4 were elucidated by spectroscopic analysis (IR, UV, MS, NMR, HRESIMS and CD) and comparison with known ones. The acetylcholinesterase (AChE) and butyrocholinesterase (BuChE) inhibitory activities of nine isolates were evaluated. Lycocasuarinine D (4) showed the most potent AChE inhibitory effect...
September 10, 2018: Fitoterapia
Fotini N Lamari, Vassilis Papasotiropoulos, Dimitris Tsiris, Stavros E Bariamis, Konstantinos Sotirakis, Efthimia Pitsi, Amalia Vogiatzoglou, Gregoris Iatrou
The aim of this study was to contribute to the characterization of Crocus taxa using morphological, phytochemical and genetic data of three wild species from the island of Crete, i.e. C. cartwrightianus, C. oreocreticus and C. laevigatus, in comparison to the cultivated C. sativus from the region of Western Macedonia (Greece). Phytochemical analysis was done using GC-MS and HPLC methods, while ISSR markers were used for their genetic characterization. Safranal was the major volatile component of the styles of C...
September 10, 2018: Fitoterapia
Fei Yang, Liang-Wei Zhang, Mei-Tang Feng, Ai-Hong Liu, Jia Li, Tian-Sheng Zhao, Xiao-Ping Lai, Bin Wang, Yue-Wei Guo, Shui-Chun Mao
Three new cholestane-type sterols bearing an unusual ∆22 -24-oxo side chain, namely, dictyoptesterols A-C (1-3), were isolated from the brown alga Dictyopteris undulata Holmes, together with five known strutural analogues (4-8). Their structures were elucidated on the basis of by extensive spectroscopic analysis. The absolute configurations of the steroidal nuclei of the new compounds were proposed by a comparison of NMR data with those of related known compounds as well as biogenetic considerations. All of the isolates were evaluated in vitro for their potential to inhibit protein tyrosine phosphatase-1B (PTP1B) activity...
September 6, 2018: Fitoterapia
Xia Wang, Xingrong Peng, Jing Lu, Guilin Hu, Minghua Qiu
Four new rearranged ent-kaurane diterpenoids named as caffruenol A (1), caffruenol B (2), caffruolide A (3), caffruolide B (4), along with eleven known analogues (5-15) were isolated from the cherries of Coffea arabica. The structures of new compounds were elucidated by extensive spectroscopic analysis and X-ray crystallography. Coffruenols A and B (1 and 2) possessed an ent-4(18)-kaurene framework and might play an important role on the biosynthesis of the rearranged diterpenes that occurred in C. arabica...
September 6, 2018: Fitoterapia
Xiaowen Du, Dong Liu, Jian Huang, Chanjuan Zhang, Peter Proksch, Wenhan Lin
DPPH assay of the in-house marine-derived fungi uncovered that the EtOAc extract of the cultured fungus Aspergillus europaeus WZXY-SX-4-1, which was isolated from the marine sponge Xestospongia testudinaria, possesses radical scavenging activity. Chromatographic separation of the bioactive extract resulted in the isolation of 20 polyketide derivatives, including six new compounds namely eurobenzophenones A-C (1-3), euroxanthones A-B (4-5), and (+)1-O-demethylvariecolorquinones A (6). The structures of new compounds were determined on the basis of the analyses of spectroscopic data, including the Snatzke method for the configurational assignment...
September 5, 2018: Fitoterapia
Qi Ye, Xuhui Qiu, Yanbin Wu, Yanfei Ban, Hongwei Ai, Baokang Huang, Luping Qin, Chengjian Zheng
A new germacrane sesquiterpenoid with an epoxy moiety, pierreanin A (1), and a pair of unique cyclobutyl-containing sesquiterpenoid diastereoisomers, pierreanins B and C (2 and 3), were isolated from the branches and leaves of Vitex pierreana, together with 2 known analogues, identified as germacrone (4) and epiprocurcumenol (5). The structures of all isolates were evaluated by detailed analyses of NMR, IR, and MS data. The absolute configurations of 1-3 were determined by comparison of the experimental ECD spectra with reported data of analogues containing the same chromophore...
September 4, 2018: Fitoterapia
Hong-Yong Wang, Sheng-Ming Qu, Ying Wang, Hai-Tao Wang
Phytochemical investigation on the 95% EtOH extract of the whole plants of Zephyranthes grandiflora resulted in the isolation of six new 4a-epi-plicamine-type alkaloids, zephygranditines A-F (1-6), including three novel 11,12-seco-plicamine-type alkaloids. The structures of the isolated compounds were established based on 1D and 2D (1 H1 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 malignant melanoma cell lines and inhibitory activity for nitric oxide (NO) production and Cox-1/Cox-2...
September 1, 2018: Fitoterapia
John Nii Addotey, Isabelle Lengers, Joachim Jose, Nóra Gampe, Szabolcs Béni, Frank Petereit, Andreas Hensel
Human hyaluronidase-1 (Hyal-1) is one of the main enzymes in the homeostasis of hyaluronic acid (HA), the main polysaccharide of extracellular matrix. Development of specific Hyal-1 inhibitors might be a promising target for improved wound healing, tissue regeneration, and looking at renal function for diuresis. By using surface-displayed Hyal-1 on Escherichia coli F470 cells, HA as substrate and stains-all method for quantification of undegraded HA, the respective enzyme activity can be determined easily. Based on the traditional use of extracts from the roots from Ononis spinosa L...
September 1, 2018: Fitoterapia
Wen-Xing Liu, Jia-Wen Zhao, Ai-Xue Zuo, Zhi Yang, Lu Gao, Min Zhou, Zhi-Yong Jiang
Two new terpenoids, named biperovskatone B (1) and 1α- hydroxyl demethylsalvicanol quinine (2), were isolated from the cultured Perovskia atriplicifolia. Their structures were elucidated by comprehensive analyses of the MS, IR, 1D and 2D NMR spectra. Compound 1 was a novel diterpenoid dimer, containing two different rearranged 9(10 → 20)-abeoabietane type diterpenoid fragments. Compound 2 was a new icetexane diterpenoid with characteristic ortho-quinone carbonyl groups. Both compounds were assayed for their anti-HBV activity in vitro...
August 30, 2018: Fitoterapia
Jinxin Wang, Hui Jin, Hui-Liang Li, Wei-Dong Zhang
Five new podocarpane trinorditerpenes (1-5) and a dimeric trinorditerpene with an unprecedented skeleton bearing a 1,4-benzodioxane moiety (6) along with seven known compounds (7-13) were isolated from the stems of Celastrus angulatus (Celastraceae). These compounds' structures were elucidated by comprehensive spectroscopic analysis. In addition, the absolute configuration of 1 was determined by single crystal X-ray diffraction analysis. Compounds 3, 4, 7, and 12 exhibited moderate inhibitory activity against LPS-induced NF-κB activation in murine macrophage RAW264...
August 30, 2018: Fitoterapia
Chun-Yan Zhang, Rong-Rong Pan, Xiao-Dan Zhang, Ying Zhou, Ying Ye, Jing Xia, Khalid Rahman, Hong Zhang, Jian-Yong Zhu
Four new tetracyclic-type triterpenoids, jatrogossols A - D (1-4), along with 5 known analogues (5-9), were isolated from the ethanol extract of the branches and leaves of Jatropha gossypiifolia. The absolute configurations of 1-4 were defined by using a combination of electronic circular dichroism data analysis and single-crystal X-ray diffraction data. The cytotoxicities of the triterpenoids were evaluated using RKO and HepG2 human cancer cell lines. Compound 8 was cytotoxic against RKO colon cancer cells with an IC50 value of 12...
August 30, 2018: Fitoterapia
Zhen-Xing Zou, Gui-Shan Tan, Qi Huang, Hui-Hui Sun, Lu-Qiong Huo, Wan-Qi Zhong, Li-Yun Zhao, Hong-Xin Liu, Hai-Bo Tan
A pair of epimer brachyanins A (1) and B (2), along with a new phloroglucinol brachyanin C (3), were isolated from the leaves of Leptospermum brachyandrum. Brachyanins A (1) and B (2) were the first example of novel meroterpenoid with a unique skeleton that combined a synacrpic acid and a pinene units via a benzyl moiety. Their structures were elucidated through the application of extensive spectroscopic measurements and single-crystal X-ray diffraction analysis and with the absolute configurations of 1 and 2 were confirmed by the quantum chemical CD calculation...
August 30, 2018: Fitoterapia
Thi-Anh-Tuyet Nguyen, Thuc-Huy Duong, Pierre Le Pogam, Mehdi A Beniddir, Hung-Huy Nguyen, Thi-Phuong Nguyen, Thi-My-Lien Do, Kim-Phi-Phung Nguyen
Two new triterpenes, the seco-friedelane type secofriedelanophyllemblicine and the ursane-derived saponin ursophyllemblicoside were isolated from the roots of the edible fruit-producing Phyllanthus emblica. Their structures were unambiguously elucidated using extensive 1D and 2D NMR analyses, high resolution mass spectrometry and single-crystal X-ray crystallographic analyses along with comparison with literature data. Secofriedelanophyllemblicine represents the first 3,4-secofriedelane bearing a carboxylic acid group substituent at C-20...
August 29, 2018: Fitoterapia
Changxing Qi, Weixi Gao, Jianping Wang, Mengting Liu, Jinwen Zhang, Chunmei Chen, Zhengxi Hu, Yongbo Xue, Dongyan Li, Qing Zhang, Yongji Lai, Qun Zhou, Hucheng Zhu, Yonghui Zhang
Terrusnolides A-D (1-4), four butenolides were isolated from an endophytic Aspergillus from Tripterygium wilfordii. The structures of 1-4 were established by comprehensive spectroscopic analyses and electronic circular dichroism (ECD) calculation. It is interesting that 1 was a butenolide derived by a triple decarboxylation, while 2-4 were the metabolites with 4-benzyl-3-phenyl-5H-furan-2-one motif possessing an isopentene group fused to the benzene ring. In vitro anti-inflammatory effects of these isolates were evaluated in lipopolysaccharide (LPS)-stimulated RAW264...
August 27, 2018: Fitoterapia
Chiramet Auranwiwat, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Surat Laphookhieo, Stephen G Pyne, Thunwadee Limtharakul
The phytochemical investigation of the fruit extracts of Uvaria cherrevensis led to the isolation and characterization of four new C-benzyl flavonoids; cherrevenones A-D (1-4) together with 11 known compounds. The isolated compounds were characterized using spectroscopic techniques. Compounds 1, 3, 5 and 11 showed moderate inhibitory activities against the P. falciparum strains TM4/8.2 and K1CB1 with IC50 values ranging from 21.0 ± 3.10 - 33.7 ± 7.69 and 21.0 ± 5.44 - 43.5 ± 11.9 μM, respectively...
August 27, 2018: Fitoterapia
Ding Luo, Si Xiong, Qing-Guo Li, Lin Jiang, Qian-Wen Niu, Li-Jun He, Yao-Lan Li, Yu-Bo Zhang, Guo-Cai Wang
Two new oleanane-type triterpenoids (1-2), a new ursane-type triterpenoid (3), and a new podocarpane-type diterpenoid (4), together with 20 known compounds (5-24) were isolated from the stems of Celastrus hindsii Benth. Their structures were identified on the basis of the spectral data (HRESIMS, IR, UV, 1D, and 2D NMR) and the absolute configurations were determined by comparison of experimental and calculated ECD data. The structures of 1 and 4 were further confirmed by single crystal X-ray diffraction analysis...
August 27, 2018: Fitoterapia
Edwin Risky Sukandar, Sutin Kaennakam, Kitiya Rassamee, Pongpun Siripong, Sri Fatmawati, Taslim Ersam, Santi Tip-Pyang
Six new compounds including four new xanthones, cylindroxanthones D-G (1-4), and two new biphenyls, cylindrobiphenyls A and B (5 and 6), were isolated from the stems of Garcinia cylindrocarpa together with 28 known compounds (7-34). The structures of the new compounds were established on the basis of extensive 1D and 2D NMR and HRESIMS spectroscopic analysis. Their cytotoxicity was evaluated against five human cancer cell lines including KB, HeLa S-3, MCF-7, Hep G2, and HT-29. Compound 23 showed strong cytotoxicity against KB, HeLa S-3, MCF-7, and Hep G2 cells with IC50 values in the range of 2...
August 25, 2018: Fitoterapia
Nusrat Hussain, Abdul Hameed, Malik Shoaib Ahmad, Mujeeb-Ur-Rehman, Samar Yousuf, Zulfiqar Ali, M Hafizur Rahman, M Iqbal Choudhary
Phytochemical investigation on the aerial parts of Lyonia ovalifolia (Wall.) Drude led to the isolation of three new iridoids, lyonofolin A (1), lyonofolin B (2), and lyonofolin C (3), and a known iridoid, glycemiol (4). Structures of compounds 1-4 were determined by extensive spectroscopic analyses, including EI-MS, HREI-MS, UV, IR, and 1D- and 2D-NMR (HMBC, HSQC, COSY, NOESY) spectroscopic methods. The insulin secretory activity of compounds 1, 2, and 4 were evaluated in mice pancreatic islets cellular model...
August 24, 2018: Fitoterapia
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