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https://www.readbyqxmd.com/read/28938642/facile-total-synthesis-of-lysicamine-and-the-anticancer-activities-of-the-ru-ii-rh-iii-mn-ii-and-zn-ii-complexes-of-lysicamine
#1
Jiao-Lan Qin, Ting Meng, Zhen-Feng Chen, Xiao-Li Xie, Qi-Pin Qin, Xiao-Ju He, Ke-Bin Huang, Hong Liang
Lysicamine is a natural oxoaporphine alkaloid, which isolated from traditional Chinese medicine (TCM) herbs and has been shown to possess cytotoxicity to hepatocarcinoma cell lines. Reports on its antitumor activity are scarce because lysicamine occurs in plants at a low content. In this work, we demonstrate a facile concise total synthesis of lysicamine from simple raw materials under mild reaction conditions, and the preparation of the Ru(II), Rh(III), Mn(II) and Zn(II) complexes 1-4 of lysicamine (LY). All the compounds were fully characterized by elemental analysis, IR, ESI-MS, (1)H and (13)C NMR, as well as single-crystal X-ray diffraction analysis...
August 29, 2017: Oncotarget
https://www.readbyqxmd.com/read/28938521/beneficial-health-applications-and-medicinal-values-of-pedicularis-plants-a-review
#2
REVIEW
Mohd Iqbal Yatoo, Umesh Dimri, Arumugam Gopalakrishnan, Kumaragurubaran Karthik, Marappan Gopi, Rekha Khandia, Mani Saminathan, Archana Saxena, Mahmoud Alagawany, Mayada Ragab Farag, Ashok Munjal, Kuldeep Dhama
Pedicularis plants (Orobanchaceae), popularly known as lousewort, are found in Asia, Europe, and North America, and have been used in Sowa-Rigpa, the Himalayan art of healing and a traditional system of medicine for treating various ailments in humans. A comprehensive compilation on this valuable medicinal plant is not available, however. The present extensive review provides insight into the salient medicinal properties of Pedicularis plants with respect to various health issues and diseases. Our previous studies on Pedicularis plants from the Changthang region of Ladakh (India) and research advances leading to new developments in this field have prompted this review...
September 18, 2017: Biomedicine & Pharmacotherapy, Biomédecine & Pharmacothérapie
https://www.readbyqxmd.com/read/28938145/six-scalemic-mixtures-of-6-monosubstituted-dihydrobenzophenanthridine-alkaloids-from-chelidonium-majus-and-optically-active-structures-of-enantiomers
#3
An-Jun Deng, Hai-Jing Zhang, Qian Li, Zhi-Hong Li, Zhi-Hui Zhang, Lian-Qiu Wu, Li Li, Hai-Lin Qin
Six pairs of previously undescribed 6-monosubstituted dihydrobenzophenanthridine alkaloids were separated as corresponding six scalemic mixtures from the aerial part of Chelidonium majus. The elucidation for the 2D structures of these alkaloids was achieved using regular spectroscopic and chemical methods. The assignment of scalemic-mixture nature was achieved using combined examinations of their NMR data, CD spectra, calculation of specific rotations, and chiral HPLC profiles. The identification for the relative configurations of alkaloids possessing two asymmetric carbons directly connected up by a rotatable sp(3)-sp(3) carbon-carbon single bond was significantly facilitated by discussing the erythro and threo relative configurations defined by the mutuality of the orders of decreasing steric hindrances between the two sets of ligands linked to the two chiral centers...
September 19, 2017: Phytochemistry
https://www.readbyqxmd.com/read/28937967/acetogenins-and-alkaloids-during-the-initial-development-of-annona-muricata-l-annonaceae
#4
Christian Anabí Riley-Saldaña, María Del Rocío Cruz-Ortega, Mariano Martínez Vázquez, Iván De-la-Cruz-Chacón, Marisol Castro-Moreno, Alma Rosa González-Esquinca
In plants, the presence and distribution of specialized metabolites during the early stages of development are not documented enough, even though their biosynthesis is one of the most important strategies for survival. In this study, five alkaloids and four acetogenins were detected in Annona muricata L. during early development seedling, including three phases of root emergence and three of seedling formation. Hexane and alkaloid extracts were obtained from each organ, which were analyzed in a gas-mass chromatograph and in a high-performance liquid chromatograph coupled with a photodiode array UV detector (HPLC-DAD)...
September 22, 2017: Zeitschrift Für Naturforschung. C, A Journal of Biosciences
https://www.readbyqxmd.com/read/28937739/applications-of-iridium-catalyzed-asymmetric-allylic-substitution-reactions-in-target-oriented-synthesis
#5
Jianping Qu, Günter Helmchen
Metal catalyzed allylic substitution is a cornerstone of organometallic and synthetic chemistry. Enantioselective versions have been developed with catalysts derived from transition metals, most notably molybdenum, nickel, ruthenium, rhodium, iridium, palladium, and copper. The palladium- and the iridium-catalyzed versions have turned out to be particularly versatile in organic synthesis because of the very broad scope of the nucleophile and great functional group compatibility. Assets of the iridium-catalyzed reaction are the formation of branched, chiral products from simple monosubstituted allylic substrates, high degrees of regio- and enantioselectivity, and use of modular, readily available chiral ligands...
September 22, 2017: Accounts of Chemical Research
https://www.readbyqxmd.com/read/28936848/-simultaneous-determination-of-seven-alkaloids-and-three-flavonoids-in-sophorae-tonkinensis-radix-et-rhizoma-by-hplc
#6
Fu-Man Han, Li-Xin Wang, Ying Chen, Liang-Mian Chen, Wei-Hong Feng, Jin-Yu Wang, De-Wen Liu, Yun You, Yan Tong
In this study, an HPLC method was developed for simultaneous determination of seven alkaloids (cytosine, oxymatrine, N-oxysophocarpine, N-methylcytisine, sophoranol, matrine, and sophocarpine) and three flavonoids (trifolirhizin, fermononetin, and maackiain) from different samples of Sophorae Tonkinensis Radix et Rhizoma. Samples were analyzed on a Welch XtimateTM C₁₈ column (4. 6 mm× 250 mm, 5 μm) eluted with the mobile phase of acetonitrile (A) and 0.01 mol•L⁻¹ ammonium acetate solution (pH 8.0) (B) in a linear gradient mode as follows: 0-20 min,4%-14% A;20-30 min,14%-25% A;30-45 min,25%-40% A;45-65 min,40%-55% A;65-75 min,55% A...
December 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28936847/-analysis-and-evaluation-of-alkaloids-and-flavonoids-in-flower-of-sophora-flavescens-from-shanxi-province
#7
Huang-Qin Zhang, Zhen-Hua Zhu, Da-Wei Qian, Ze-Bin Weng, Sheng Guo, Jin-Ao Duan, Zhen-Hong Lei, An-Ping Li
This study intends to explore the potential resource-orientedutilization value of the flower of Sophora flavescents by analyzing alkaloids and flavonoids in the flower of S. flavescens from Shanxi province. This study established a rapid UPLC-TQ-MS/MS method that is used for determination of seven alkaloids and seven flavonoids in the flower of S.flavescens. The different florescences all have the seven detected alkaloids such as cytisine, oxy-matrine, oxy-sophocarpine, sophoridine, N-methylcytisine, matrine, sophocarpine...
December 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28936842/-rapid-analysis-on-chemical-constituents-in-yinyanghuo-zonghuangtong-capsule-by-uplc-q-tof-ms-ms
#8
Xue-E Yu, Jian-Ping Qin, Jia-Chun Li, Wen-Zhe Huang, Zhen-Zhong Wang, Wei Xiao
To analyze and identify the chemical constituents from Yinyanghuo Zonghuangtong capsule by using UPLC/Q-TOF-MS/MS. Chromatographic separation was carried out on an Agilent SB-C₁₈ column (2.1 mm×100 mm, 1.8 μm) at the temperature of 30 ℃. The mobile phase was 0.1% formic acid and acetonitrile by gradient elution, with a flow rate at 0.30 mL•min⁻¹, and the injection volume of 2 μL. The MS spectrum was acquired in both negative and positive ion modes using ESI ion source. Based on relative accurate molecular weight, secondary mass spectrometry pyrolysis fragments and chromatographic peak retention time, as well as fragmentation regularity summarized from reference substance and the literature, we could effectively identify the chemical structure of the components under test...
December 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28936841/-determination-of-six-alkaloids-in-six-types-of-coptidis-rhizoma-pieces-by-rp-hplc-and-spectrum-effect-relationships-with-anti-diabetes-pharmacodynamics-data
#9
Xian-Rong Lai, Bang-Hua Zhou, Ming-Sheng Du, Hai-Jie Zheng, Zhi-Peng Geng, Jia-Chuan Li, Xian-Li Meng, Yi Zhang, Jing Zhang
To establish a method for determining the contents of six alkaloids (jatrorrhizine hydrochloride, columbamine hydrochloride, epiberberine hydrochloride, coptisine hydrochloride, palmatine hydrochloride, berberine hydrochloride) in six types of Coptidis Rhizoma pieces (crude pieces, ginger juice stir-fried pieces, vinegar stir-fried pieces, wine steamed pieces, wine stir-fried pieces, evodiae juice stir-fried pieces) by RP-HPLC, and explore the relationship with the curative effect of traditional Chinese medicine (TCM) and pharmacodynamics results...
December 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28936800/evodiamine-ameliorates-liver-fibrosis-in-rats-via-tgf-%C3%AE-1-smad-signaling-pathway
#10
Dongmei Yang, Li Li, Shanjun Qian, Lixin Liu
Liver fibrosis is considered to be a result of chronic liver pathological changes, and hepatic stellate cells (HSCs) play an important role during this process. Evodiamine, an indole alkaloid derived from Evodia rutaecarpa, exhibits pharmacological activities. This study focused on the effects of evodiamine on carbon tetrachloride (CCl4)-induced liver fibrosis in rats and HSCs in vitro via the TGF-β1/Smad signaling pathway. A liver fibrosis rat model was established by the intraperitoneal injection of CCl4 (3 ml/kg, 30% in olive oil)...
September 21, 2017: Journal of Natural Medicines
https://www.readbyqxmd.com/read/28935799/interacting-amino-acid-replacements-allow-poison-frogs-to-evolve-epibatidine-resistance
#11
Rebecca D Tarvin, Cecilia M Borghese, Wiebke Sachs, Juan C Santos, Ying Lu, Lauren A O'Connell, David C Cannatella, R Adron Harris, Harold H Zakon
Animals that wield toxins face self-intoxication. Poison frogs have a diverse arsenal of defensive alkaloids that target the nervous system. Among them is epibatidine, a nicotinic acetylcholine receptor (nAChR) agonist that is lethal at microgram doses. Epibatidine shares a highly conserved binding site with acetylcholine, making it difficult to evolve resistance yet maintain nAChR function. Electrophysiological assays of human and frog nAChR revealed that one amino acid replacement, which evolved three times in poison frogs, decreased epibatidine sensitivity but at a cost of acetylcholine sensitivity...
September 22, 2017: Science
https://www.readbyqxmd.com/read/28934153/inhibitory-effect-of-selaginellins-from-selaginella-tamariscina-beauv-spring-against-cytochrome-p450-and-uridine-5-diphosphoglucuronosyltransferase-isoforms-on-human-liver-microsomes
#12
Jae-Kyung Heo, Phi-Hung Nguyen, Won Cheol Kim, Nguyen Minh Phuc, Kwang-Hyeon Liu
Selaginella tamariscina (Beauv.) has been used for traditional herbal medicine for treatment of cancer, hepatitis, and diabetes in the Orient. Numerous bioactive compounds including alkaloids, flavonoids, lignans, and selaginellins have been identified in this medicinal plant. Among them, selaginellins having a quinone methide unit and an alkylphenol moiety have been known to possess anticancer, antidiabetic, and neuroprotective activity. Although there have been studies on the biological activities of selaginellins, their modulatory potential of cytochrome P450 (P450) and uridine 5'-diphosphoglucuronosyltransferase (UGT) activities have not been previously evaluated...
September 21, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28933300/cancer-treatment-by-using-traditional-chinese-medicine-probing-active-compounds-in-anti-multidrug-resistance-during-drug-therapy
#13
Jian-Shu Lou, Ping Yao, Karl W K Tism
The main tackle of cancer treatment is multidrug resistance during chemotherapy. Cancer cell can evade cell death during every round of orthodox chemotherapy drugs, consequently being resistance after several rounds of standard drug treatment. One of the regimens to address this multidrug resistance problem is by drug combination. However, synthetic drugs always have problems of strong side effects and toxicity. Natural compounds deriving from traditional Chinese medicine are known to have low toxicity and genuine promising effects in reversing multidrug resistance, either induced by orthodox chemotherapeutic or targeted therapy drugs...
September 20, 2017: Current Medicinal Chemistry
https://www.readbyqxmd.com/read/28933285/anticancer-and-reversing-multidrug-resistance-activities-of-natural-isoquinoline-alkaloids-and-their-structure-activity-relationship
#14
Zhi-Xing Qing, Jia-Lu Huang, Xue-Yi Yang, Jing-Hong Liu, Hua-Liang Cao, Feng Xiang, Pi Cheng, Jian-Guo Zeng
The severe anticancer situation as well as the emergence of multidrug-resistant (MDR) cancer cells has created an urgent need for the development of novel anticancer drugs with different mechanisms of action. A large number of natural alkaloids, such as paclitaxel, vinblastine and camptothecin have already been successfully developed into chemotherapy agents. Following the success of these natural products, in this review, twenty-six types of isoquinoline alkaloid (a total of 379 alkaloids), including benzyltetrahydroisoquinoline, aporphine, oxoaporphine, isooxoaporphine, dimeric aporphine, bisbenzylisoquinoline, tetrahydroprotoberberine, protoberberine, protopine, dihydrobenzophenanthridine, benzophenanthridine, benzophenanthridine dimer, ipecac, simple isoquinoline, pavine, montanine, erythrina, chelidonine, tropoloisoquinoline, azafluoranthene, phthalideisoquinoline, naphthylisoquinoline, lycorine, crinane, narciclasine, and phenanthridone, were summarized based on their cytotoxic and MDR reversing activities against various cancer cells...
September 20, 2017: Current Medicinal Chemistry
https://www.readbyqxmd.com/read/28933163/lissodendoric-acids-a-and-b-manzamine-related-alkaloids-from-the-far-eastern-sponge-lissodendoryx-florida
#15
Ekaterina G Lyakhova, Sophia A Kolesnikova, Anatoly I Kalinovsky, Dmitrii V Berdyshev, Evgeny A Pislyagin, Aleksandra S Kuzmich, Roman S Popov, Pavel S Dmitrenok, Tatyana N Makarieva, Valentin A Stonik
The first representatives of a new group of manzamine-related alkaloids with a previously unknown skeletal systems, namely, lissodendoric acids A (1) and B (2), were isolated from the sponge Lissodendoryx florida collected from the Sea of Okhotsk. The structures and absolute configurations have been elucidated by extensive spectroscopic analysis together with chemical transformations and quantum-chemical modeling. The lissodendoric acids show a potent capability to decrease the production of reactive oxygen species in neuroblastoma Neuro 2a and somewhat increase the survival of these cells upon treatment with 6-hydroxydopamine (an in vitro antiparkinson biotest)...
September 21, 2017: Organic Letters
https://www.readbyqxmd.com/read/28933128/-effects-of-processing-on-toxic-components-of-pinellia-rhizoma-and-its-detoxification-mechanism
#16
Hai-Jian Yuan, Xiao-Bin Jia, Wen-Jing Yin, Hui Wang, Hong-Juan Wang, Wei Li
Pinellia Rhizoma is one of the most commonly used medicinal herbs in clinic, but its toxicity couldn't be ignored. Processing is a detoxification method before the toxic traditional Chinese medicine were given to the patients, and mainly impacted the amount of relevant components in Chinese medicinal herbs (increase or decrease). Although there were still some disputes about the toxic components in Pinelliae Rhizoma (mainly referring to the alkaloid substances), more literatures reported that needle-like calcium oxalate crystals and lectin protein in Pinelliae Rhizoma were the main toxic components, and had a significant effect on inflammation and irritation caused by Pinellia Rhizoma...
December 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28933088/-a-new-6-6a-offbenzophenanthridine-alkaloid-from-macleaya-cordata
#17
Peng Yang, Chao-Lan Zou, Feng Xiang, Li-Qiong Xia, Jian-Guo Zeng
A new alkaloid was isolated from the leaves of Macleaya cordata with 95% ethanol extracted and its isolation was by column chromatography and preparation HPLC. The new structure was elucidated as 6'-hydroxy-2',3'-dimethoxyarnottianamide on the basis of its spectroscopic date.
November 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28933083/-codon-usage-bias-of-catharanthus-roseus
#18
Ying Li, Xue-Jun Kuang, Xiao-Xuan Zhu, Ying-Jie Zhu, Chao Sun
This study aimed to provide guidance for the heterogenous gene expression, gene prediction and species evolution by analyzing codon usage bias of Catharanthus roseus.The codon composition and usage bias of 30 437 high-confidence coding sequences from C.roseus were analyzed and the proportion of rare codons of Escherichia coli and Saccharomyces cerevisiae in 25 genes involved in the biosynthesis of terpenoid indole alkaloids (TIAs) in C.roseus were calculated.The results showed that the average GC content of the genes was 42...
November 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28933078/-advance-in-biosynthesis-of-terpenoid-indole-alkaloids-and-its-regulation-in-catharanthus-roseus
#19
Xue-Jun Kuang, Cai-Xia Wang, Li-Qiu Zou, Xiao-Xuan Zhu, Chao Sun
Catharanthus roseus can produce a variety of terpenoid indole alkaloids (TIA), most of which exhibit strong pharmacological activities. Hence, biosynthesis and regulation of TIA have received recent attention. 3α (S)-strictosidine is an important node in TIA biosynthesis, which is a condensation product of secologanin and tryptamine. The former is produced in iridoid pathway, and the latter is produced in indole pathway. Vindoline and catharanthine, which are produced respectively by 3α (S)-strictosidine via multi-step enzymatic reaction, can form α-3, 4-anhydrovinblastine by the condensation reaction...
November 2016: Zhongguo Zhong Yao za Zhi, Zhongguo Zhongyao Zazhi, China Journal of Chinese Materia Medica
https://www.readbyqxmd.com/read/28932481/the-7-aza-norbornane-nucleus-of-epibatidine-7-aza-bicyclo-2-2-1-heptan-7-ium-chloride
#20
Sergey N Britvin, Andrey M Rumyantsev
7-Aza-bicyclo-[2.2.1]heptane (7-aza-norbornane) is a bridged heterocyclic nucleus found in epibatidine, the alkaloid isolated from the skin of the tropical poison frog Epipedobates tricolor. Since epibatidine is known as one of the most potent acetyl-choline nicotinic receptor agonists, a plethora of literature has been devoted to this alkaloid. However, there are no structural data on the unsubstituted 7-aza-norbornane, the parent bicyclic ring of epibatidine and its derivatives. We herein present the structural characterization of the 7-aza-bicyclo-[2...
September 1, 2017: Acta Crystallographica. Section E, Crystallographic Communications
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