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Renuka Mani, Vijayakumar Natesan
In recent years, public and scientific interest in plant flavonoids has tremendously increased because of their postulated health benefits. This review was mainly focuses on the flavone chrysin (5,7-dihydroxyflavone), which occurs naturally in many plants, honey, and propolis. A number of in vitro and in vivo studies have revealed the therapeutic effects of chrysin against various diseases. In general, chrysin exhibits many biological activities and pharmacological effects, including antioxidant, anti-inflammatory, anticancer, and antiviral activities...
November 18, 2017: Phytochemistry
Usama Shaheen, Ehab A Ragab, Ashraf N Abdalla, Ammar Bader
Three previously undescribed oleanane-type triterpenoidal saponins named caspicaosides L-N were isolated from the fruits of Gleditsia caspica Desf. The aglycons of these saponins were echinocystic acid, erythrodiol and 12-oleanene-3,28,30-triol. Caspicaoside L is a bisdesmosidic saponin acylated with two monoterpenic acids. It has a disaccharide moiety made up of glucose and arabinose attached to C-3 and pentasaccharide moiety linked to C-28 made up of one glucose, 2 xyloses, one inner rhamnose and one terminal rhamnose which was acylated with two identical monoterpenic acids...
November 17, 2017: Phytochemistry
Md Abdul Muhit, Kaoru Umehara, Hiroshi Noguchi
EtOAc extract from the leaves of Terminalia citrina collected in Bangladesh were separated, and seven previously undescribed α-keto tetrahydrofuran lignan glucosides (terminalosides Q to W) were isolated and characterized. NOESY analysis of (1)H NMR spectra and ECD spectroscopic data analysis revealed the absolute stereochemistry of the tetrahydrofuran ring of the isolated constituents as being a (7S,8R,8'S)- configuration in terminalosides Q to U and a (7R,8R,8'S)- configuration in terminalosides V and W...
November 14, 2017: Phytochemistry
Zhe Wang, Si-Meng Zhao, Yan-Yun Hu, Li Feng, Li-Mei Zhao, Ying-Tong Di, Ning-Hua Tan
Four previously undescribed naphthohydroquinone dimers named rubipodanones A-D, together with 19 known quinones containing three known napthohydroquinone dimers named rubioncolin C, methyl 5-hydroxy-dinaphtho[1,2-2',3']furan-7,12-dione-6-carboxylate and rubialatin B, were isolated from the roots and rhizomes of Rubia podantha. Their structures and absolute configurations were determined mainly by NMR, X-ray diffraction, and computational methods. Rubipodanones C and D, the glycosides of rubipodanone A and a pair of C-3 epimer, are the first identified dimeric napthohydroquinone glycosides from the Rubia plants...
November 10, 2017: Phytochemistry
Qiang Wang, Ya-Bin Yang, Xue-Qiong Yang, Cui-Ping Miao, Yi-Qing Li, Shi-Xi Liu, Na Luo, Zhong-Tao Ding, Li-Xing Zhao
Eight previously undescribed metabolites including of lovastatin analogues, a pair of diastereoisomers, a cyclopentenone dimer, and three polyketides were isolated from the culture of Aspergillus terreus YIM PH30711. Two types of unprecedented skeletons, benzene-cyclopentanone complex and linear polyketide, and an unusual dimer structure were determined by spectral analysis. Compound, 3α-hydroxy-3,5-dihydromonacolin L showed moderate activity against HMG-CoA reductase, with an inhibition ratio of 34% at the concentration of 50 μM, while lovastatin and dihydromonacolin K ethyl ester presented much stronger activity against HMGR with inhibition rates of 85% and 90% at the concentration of 50 μM, respectively...
November 10, 2017: Phytochemistry
Xiaoping Zhang, Konstantin Chingin, Dacai Zhong, Liping Luo, Vladimir Frankevich, Huanwen Chen
The chemical origin and biological role of distinct semen-like odor occasionally found in some flowers are very curious but remain scarcely studied. Here, we used direct ambient corona discharge ionization mass spectrometry (MS) to study the volatile chemical composition behind the semen-like odor emitted by the fresh flowers of Photinia serrulata, Castanopsis sclerophylla and Stemona japonica without any chemical pretreatment. Chemical identification was performed using high-resolution MS analysis in combination with tandem MS analysis and whenever possible was confirmed by the analysis of standard reference compounds...
November 8, 2017: Phytochemistry
Juan Liu, Cheng Peng, Qin-Mei Zhou, Li Guo, Zhao-Hua Liu, Liang Xiong
The crude extract and some Chinese patented medicines of Leonurus japonicus Houtt. have been proven to affect the uterine smooth muscle. L. japonicus injection is widely used in obstetric departments in China for treating postpartum hemorrhage caused by uterine inertia. Bioassay-guided isolation of the 95% EtOH extract of L. japonicus yielded four cyclopeptides, nine alkaloids, and three flavonoid glycosides, including two previously undescribed cyclopeptides, namely, cycloleonuripeptide G and cycloleonuripeptide H...
November 8, 2017: Phytochemistry
Aniruddha R Agnihotri, Chaitanya V Hulagabali, Anmol S Adhav, Rakesh S Joshi
The adverse effect of glucosinolates on diverse phytophagous insects is well documented, but its impact on insect physiology has remained enigmatic. Here we report insights into detrimental effects of plant glucosinolate molecule, sinigrin, on Helicoverpa armigera growth and development. In-silico screening of multiple glucosinolates predicted sinigrin as one of the potential inhibitor of H. armigera cathepsin B and L. Insects fed on sinigrin containing diet showed significantly reduced growth (20-30%), delayed pupation (10-15%), decreased fecundity (50-80%) and developmental abnormalities...
November 7, 2017: Phytochemistry
Amalia B Gallardo, Mercedes Cueto, Ana R Díaz-Marrero, José M de la Rosa, Victor Fajardo, Aurelio San-Martín, José Darias
Ptilonines A-F, pyranosylmagellanicus D-E and magellenediol are previously undescribed acetogenins isolated from the red alga Ptilonia magellanica. Their structures were determined from spectroscopic evidence. The absolute configuration of the known pyranosylmagellanicus A, was established by derivatization with (R)- and (S)-α-methoxy -α-phenylacetic acids (MPA). Ptilonines exhibit an unusual halogenation pattern, that may confer evolutionary advantages to Ptilonia magellanica, for which a biogenetic origin is proposed...
November 7, 2017: Phytochemistry
Maosong Qiu, Jing Jin, Lian Zhou, Wen Zhou, Yinxiang Liu, Qinglong Tan, Di Cao, Zhongxiang Zhao
Five previously undescribed terpenoids (cracrosons D-H), including three clerodane diterpenoids, together with 16 known diterpenoids were isolated from Croton crassifolius (Euphorbiaceae). Cracroson D features a previously undescribed carbon skeleton with an unprecedented cyclobutane ring. Their structures, including their absolute configurations, were elucidated using spectroscopic and single-crystal X-ray diffraction analyses along with CD calculations. A plausible biogenetic pathway for cracroson D is also proposed, which was supported by the experimental results...
November 5, 2017: Phytochemistry
Wan-Ping Wang, Kun Jiang, Ping Zhang, Kai-Kai Shen, Shi-Jin Qu, Xiao-Ping Yu, Chang-Heng Tan
A phytochemical investigation on the aerial part of Euphorbia helioscopia (Euphorbiaceae) led to the isolation of 22 highly oxygenated diterpenoids with structural types of ent-abietane, ent-kaurane, lathyrane, ent-atisane and ingenane. 17 of them, named euphelionolides A - N, 16-epi-18-hydroxy-abbeokutone, as well as eupheliotriols A and B, were identified to be previously undescribed compounds by extensive analysis of spectroscopic data. The stereostructures of euphelionolides A - K were determined by single crystal X-ray diffraction combined with analysis of substituent effects and comparison of optical characteristics...
November 3, 2017: Phytochemistry
Yan-Jiao Chen, Liang Na, Jialong Fan, Jianping Zhao, Nusrat Hussain, Yu-Qing Jian, Hanwen Yuan, Bin Li, Bin Liu, M Iqbal Choudhary, Ikhlas Khan, Wei Wang
The leaves of Cyclocarya paliurus with sweet taste are often used as herbal tea in People's Republic of China. In this study eight previously undescribed seco-dammarane type triterpenoids, cyclocariols A-H along with seven known compounds were isolated and characterized from its leaves. A possible biogenetic pathway for seco-dammarane type triterpenoids formation has been discussed. Cyclocariols A-H were evaluated for their cytotoxicities against human liver (SMMC-7721) and breast cancer (BT-549) cell lines...
November 3, 2017: Phytochemistry
Roman Sandor, Jiri Slanina, Adam Midlik, Kristyna Sebrlova, Lucie Novotna, Martina Carnecka, Iva Slaninova, Petr Taborsky, Eva Taborska, Ondrej Pes
Sanguinarine is a benzo[c]phenanthridine alkaloid with interesting cytotoxic properties, such as induction of oxidative DNA damage and very rapid apoptosis, which is not mediated by p53-dependent signaling. It has been previously documented that sanguinarine is reduced with NADH even in absence of any enzymes while being converted to its dihydro form. We found that the dark blue fluorescent species, observed during sanguinarine reduction with NADH and misinterpreted by Matkar et al. (Arch. Biochem. Biophys...
November 3, 2017: Phytochemistry
Peter B Nunn
The isolation of α-amino-β-methylaminopropionic acid from seeds of Cycas circinalis (now C. micronesica Hill) resulted from a purposeful attempt to establish the cause of the profound neurological disease, amyotrophic lateral sclerosis/parkinsonism/dementia, that existed in high frequency amongst the inhabitants of the western Pacific island of Guam (Guam ALS/PD). In the 50 years since its discovery the amino acid has been a stimulus, and sometimes a subject of mockery, for generations of scientists in a remarkably diverse range of subject areas...
November 2, 2017: Phytochemistry
Praphatsorn Saetang, Vatcharin Rukachaisirikul, Souwalak Phongpaichit, Sita Preedanon, Jariya Sakayaroj, Suparerk Borwornpinyo, Sawinee Seemakhan, Chatchai Muanprasat
No abstract text is available yet for this article.
November 1, 2017: Phytochemistry
Gui-Jie Zhang, Feng Hu, Huan Jiang, Lu-Mei Dai, Hai-Bing Liao, Ning Li, Heng-Shan Wang, Ying-Ming Pan, Dong Liang
Five previously undescribed monoterpenoid indole alkaloids, mappianines A-E, along with twelve known analogues, were isolated from the stems of Mappianthus iodoides Hand.-Mazz. Their structures and absolute configurations were determined by spectroscopic analysis, single-crystal X-ray diffraction, and ECD calculations. The plausible biogenetic pathway of mappianine A was proposed. All the isolated compounds were evaluated for their cytotoxic effects on MGC-803, Bel-7404, A549, NCI-H460, and HepG2 cancer cell lines...
November 1, 2017: Phytochemistry
Delphine Parrot, Laurent Intertaglia, Philippe Jehan, Martin Grube, Marcelino T Suzuki, Sophie Tomasi
Alphaproteobacterium strain MOLA1416, related to Mycoplana ramosa DSM 7292 and Chelativorans intermedius CC-MHSW-5 (93.6% 16S rRNA sequence identity) was isolated from the marine lichen, Lichina pygmaea and its chemical composition was characterized by a metabolomic network analysis using LC-MS/MS data. Twenty-five putative different compounds were revealed using a dereplication workflow based on MS/MS signatures available through GNPS ( In total, ten chemical families were highlighted including isocoumarins, macrolactones, erythrinan alkaloids, prodiginines, isoflavones, cyclohexane-diones, sterols, diketopiperazines, amino-acids and most likely glucocorticoids...
October 29, 2017: Phytochemistry
Nathaniel H Sherden, Benjamin Lichman, Lorenzo Caputi, Dongyan Zhao, Mohamed O Kamileen, C Robin Buell, Sarah E O'Connor
Nepetalactones are iridoid monoterpenes with a broad range of biological activities produced by plants in the Nepeta genus. However, none of the genes for nepetalactone biosynthesis have been discovered. Here we report the transcriptomes of two Nepeta species, each with distinctive profiles of nepetalactone stereoisomers. As a starting point for investigation of nepetalactone biosynthesis in Nepeta, these transcriptomes were used to identify candidate genes for iridoid synthase homologs, an enzyme that has been shown to form the core iridoid skeleton in several iridoid producing plant species...
October 27, 2017: Phytochemistry
Shi-Li Yan, Yan-Hong Li, Xuan-Qin Chen, Dan Liu, Chin-Ho Chen, Rong-Tao Li
Six previously undescribed diterpenoids, named euphorantins S-T and euphorneroids A-D, including ingol and ent-atisane types, along with eleven known diterpenoids, were isolated from Euphorbia neriifolia. Their structures were elucidated on the basis of extensive NMR analysis and high resolution mass spectrometry. Euphorneroid D and ent-3-oxoatisan-16α,17-acetonide exhibited moderate anti-HIV-1 activities, with EC50 values of 34 μM (SI = 2.3) and 24 μM (SI = 1.9), respectively.
October 25, 2017: Phytochemistry
Peter B Nunn, Geoffrey A Codd
The non-encoded diaminomonocarboxylic acids, 3-N-methyl-2,3-diaminopropanoic acid (syn: α-amino-β-methylaminopropionic acid, MeDAP; β-N-methylaminoalanine, BMAA) and 2,4-diaminobutanoic acid (2,4-DAB), are distributed widely in cyanobacterial species in free and bound forms. Both amino acids are neurotoxic in whole animal and cell-based bioassays. The biosynthetic pathway to 2,4-DAB is well documented in bacteria and in one higher plant species, but has not been confirmed in cyanobacteria. The biosynthetic pathway to BMAA is unknown...
October 20, 2017: Phytochemistry
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