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1.
Jinhe Jiang Ying Liu Kang Min Bi Jing Liqin Wang Yan Zhang Yegao Chen 《Helvetica chimica acta》2010,93(6):1187-1191
Two new lycopodine alkaloids, (12β)‐12‐hydroxyhuperzine G ( 1 ) and (5β,6β,15α)‐15‐methyllycopodane‐5,6‐diol ( 2 ), were isolated from the whole plants of Huperzia serrata, together with six known compounds, huperzines A, B, and G, phlegmariurine B, (8β)‐8‐hydroxyphlegmariurine B, and lycoposerramine D. Their structures were elucidated on the basis of spectroscopic analysis, including HR‐ESI‐MS, 1H‐ and 13C‐NMR, DEPT, 1H,1H‐COSY, HSQC, HMBC, and NOESY data. 相似文献
2.
Yue Cong William Jia Jing Chen Shuang Song Jin‐Hui Wang Yu‐Hui Yang 《Helvetica chimica acta》2007,90(5):1038-1042
Two new steroidal alkaloids, neoverapatuline ( 1 ) and (1β,3α,5β)‐1,3‐dihydroxyjervanin‐12‐en‐11‐one ( 2 ), together with the four known compounds, veratramine ( 3 ), rubijervine ( 4 ), veratrosine ( 5 ), and veratroylzygadenine ( 6 ), were isolated from the roots and rhizomes of Veratrum nigrum L. Their structures were established through combined analyses of physicochemical properties and spectroscopic evidence. All compounds 1 – 6 were tested for their cytotoxicities in vitro against the human glioma cell line SF188. 相似文献
3.
A chemical investigation of Lysimachia christinae, a traditional Chinese medicine used as an effective conservative treatment for gall stones, hepatolithiasis, and urinary calculi, resulted in the isolation of two new flavonoids, myricetin 3,3′‐di‐α‐L ‐rhamnopyranoside ( 1 ) and quercetin 3,3′‐di‐α‐L ‐rhamnopyranoside ( 2 ), along with the five known flavonoids quercetin 3‐[O‐α‐L ‐rhamnopyranosyl‐(1→2)‐β‐D ‐galactopyranoside], amentoflavone, hyperin, quercetin 3‐β‐D ‐glucopyranoside, and kaempferol 3‐α‐L ‐rhamnopyranoside. Amentoflavone was reported for the first time from the genus Lysimachia, and quercetin 3‐[O‐α‐L ‐rhamopyranosyl‐(1→2)‐β‐D ‐galactopyranoside] was isolated from this plant for the first time. The structures of the new compounds were elucidated on the basis of their chemical reactions and extensive spectroscopic analyses, including UV, mass, and NMR spectra. 相似文献
4.
A phytochemical investigation of the flowers of Salvia miltiorrhiza Bunge led to the isolation of two new oleanane‐ and ursane‐type triterpenoids, (3α)‐olean‐12‐ene‐3,23‐diol ( 1 ) and (3α)‐urs‐12‐ene‐3,23‐diol ( 2 ), as well as of four known triterpenoids. Their structures were elucidated on the basis of spectroscopic evidence, including 1D‐ and 2D‐NMR, HR‐MS, and the X‐ray analysis, and by comparison with literature data. 相似文献
5.
You‐Min Ying Xiao‐Sa Liu Cui‐Ping Tong Jian‐Wei Wang Zha‐Jun Zhan Wei‐Guang Shan 《Helvetica chimica acta》2014,97(10):1433-1439
Three new lycopodium alkaloids, huperserramines A–C ( 1 – 3 , resp.), along with 15 known ones, lycopodine‐6α,11α‐diol ( 4 ), lycoposerramine H ( 5 ), lycoposerramine I ( 6 ), lycopodine‐6α‐ol ( 7 ), lycoposerramine M ( 8 ), diphaladine A ( 9 ), lycoposerramine K ( 10 ), lycoposerramine W ( 11 ), huperzine M ( 12 ), luciduline ( 13 ), phlegmariuine N ( 14 ), huperzine A ( 15 ), huperzine B ( 16 ), lycodine ( 17 ), and lycoposerramine R ( 18 ), were isolated from the whole plant of Huperzia serrata. Their structures were established by spectroscopic methods, including 2D‐NMR and MS analyses. All the isolates were evaluated for their inhibitory effects on acetylcholinesterase (AChE) and α‐glucosidase. As a result, lycopodine‐6α,11α‐diol ( 4 ) exhibited more potent α‐glucosidase inhibitory activity (IC50 148±5.5 μM ) than the positive control acarbose (IC50 376.3±2.7 μM ). 相似文献
6.
Yi‐Feng Lü Ke‐Yu Chen Hui‐Liang Li Yue‐Hu Pei Run‐Hui Liu Wei‐Dong Zhang 《Helvetica chimica acta》2008,91(5):819-824
Biotransformation of vermitaline ( 1 ) by Cunninghamella echinulata (ACCC 30369) was carried out. Four biotransformation products were obtained and three of them were characterized as new compounds. On the basis of their NMR and mass‐spectral data, their structures were characterized as 7α‐hydroxyrubijervine ( 2 ), 7α‐hydroxyrubijervine‐7‐O‐β‐D ‐galactofuranoside ( 3 ), 7α‐hydroxyvermitaline ( 4 ), and 7α‐hydroxyvermitaline‐7‐O‐β‐D ‐galactofuranoside ( 5 ). 相似文献
7.
Flavonol Glycosides with α‐Glucosidase Inhibitory Activities and New Flavone C‐Diosides from the Leaves of Machilus konishii
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Seventeen flavonoids, five of which are flavone C‐diosides, 1 – 5 , were isolated from the BuOH‐ and AcOEt‐soluble fractions of the leaf extract of Machilus konishii. Among 1 – 5 , apigenin 6‐C‐β‐D ‐xylopyranosyl‐2″‐O‐β‐D ‐glucopyranoside ( 2 ), apigenin 8‐C‐α‐L ‐arabinopyranosyl‐2″‐O‐β‐D ‐glucopyranoside ( 4 ), and apigenin 8‐C‐β‐D ‐xylopyranosyl‐2″‐O‐β‐D ‐glucopyranoside ( 5 ) are new. Both 4 and 5 are present as rotamer pairs. The structures of the new compounds were elucidated on the basis of NMR‐spectroscopic analyses and MS data. In addition, the 1H‐ and 13C‐NMR data of apigenin 6‐C‐α‐L ‐arabinopyranosyl‐2″‐O‐β‐D ‐glucopyranoside ( 3 ) were assigned for the first time. The isolated compounds were assayed against α‐glucosidase (type IV from Bacillus stearothermophilus). Kaempferol 3‐O‐(2‐β‐D ‐apiofuranosyl)‐α‐L ‐rhamnopyranoside ( 12 ) was found to possess the best inhibitory activity with an IC50 value of 29.3 μM . 相似文献
8.
Steroidal Alkaloids from Veratrum dahuricum (Turcz.) Loes. f. with Genotoxicity on Brain Cell DNA in Mice
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Two new steroidal alkaloids, 2β‐hydroxyverdine ( 1 ) and tomatillidine 3‐O‐β‐D ‐glucopyranoside ( 2 ), were isolated from the root and rhizome of Veratrum dahuricum (Turcz .) Loes . f., together with four known compounds, i.e., 16‐O‐(2‐methylbutyroyl)germine ( 3 ), veramitaline ( 4 ), jervine ( 5 ), and veratroylzygadenine ( 6 ). Their structures were established by extensive spectroscopic analysis, as well as by comparison with data in literature. Compounds 1 – 6 exhibited genotoxicity on brain cell DNA of the cerebellum and cerebral cortex in mice, evaluated by using single‐cell gel electrophoresis (comet assay). 相似文献
9.
Two new xanthone glycosides and six known compounds were isolated from the roots of Pteris multifida. Based on spectroscopic and chemical methods, the structures of the new compounds were elucidated as 1‐hydroxy‐4,7‐dimethoxy‐8‐(3‐methyl‐2‐butenyl)‐6‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐[β‐D‐glucopyranosyl‐(1→3)]‐β‐D‐glucopyranosylxanthone ( 1 ), and 1,3‐dihydroxy‐7‐methoxy‐8‐(3‐methyl‐2‐butenyl)‐6‐O‐α‐L‐rhamnopyranosyl‐(1 →2)‐[β‐D‐glucopyranosyl‐(1→3)]‐β‐D‐glucopyranosylxanthone ( 2 ), respectively. 相似文献
10.
Surjeet Verma Shiv Kumar Santosh Kumar Srivastava Mahendra P. Darokar 《中国化学会会志》2014,61(10):1121-1126
A new clionasterol glucoside, clionasterol‐[(1'→3α)‐O‐β‐D]‐glucopyranoside ( 1 ), a new acylated clionasterol glucoside, clionasterol‐[6'‐O‐acyl‐(1'→3β)‐O‐b‐D]‐glucopyranoside ( 2 ) and clionasterol ( 3 ) were isolated from the aerial parts of Oplismenus burmannii. The nature and length of fatty acid acyl chains in 2 was identified by alkaline methanolysis of compound 2 . The aglycone fraction on GC‐MS analysis showed three peaks in GC at tR 49.86 (82.1%), 51.13 (13.3%) and 56.53 (4.6%) min, which were characterized as arachidic acid methyl ester ( a ) oleic acid methyl ester ( b ) and 12‐methyltetradecanoic acid methyl ester ( c ) respectively. Thus 2 was characterized as a mixture of three new compounds, clionasterol‐[6'‐O‐eicosanoyl‐(1'→3β)‐O‐β‐D]‐glucopyranoside ( 2a ), clionasterol‐[6'‐O‐(8Z)‐octa‐deca‐9‐enoyl‐(1'→3β)‐O‐β‐D]‐glucopyranoside ( 2b ) and clionasterol‐[6'‐O‐(12‐methyltetradecanoyl)‐(1'→3β)‐O‐β‐D]‐glucopyranoside ( 2c ). 相似文献
11.
A Ph3P‐catalyzed cyclization of α‐halogeno ketones 2 with dialkyl acetylenedicarboxylates (=dialkyl but‐2‐ynedioates) 3 produced halogenated α,β‐unsaturated γ‐butyrolactone derivatives 4 in good yields (Scheme 1, Table). The presence of electron‐withdrawing groups such as halogen atoms at the α‐position of the ketones was necessary in this reaction. Cyclization of α‐chloro ketones resulted in higher yields than that of the corresponding α‐bromo ketones. Dihalogeno ketones similarly afforded the expected γ‐butyrolactone derivatives in high yields. 相似文献
12.
Andreas Bertogg Lukas Hintermann Dominique P. Huber Mauro Perseghini Maria Sanna Antonio Togni 《Helvetica chimica acta》2012,95(3):353-403
The substrate range of the [TiCl2(TADDOLate)] (TADDOL=α,α,α′,α′‐tetraaryl‐1,3‐dioxolane‐4,5‐dimethanol)‐catalyzed asymmetric α‐fluorination of activated β‐carbonyl compounds has been investigated. Optimal conditions for catalysis are characterized by using 5 mol‐% of TiCl2(naphthalen‐1‐yl)‐TADDOLate) as catalyst in a saturated (0.14 mol/l) MeCN solution of F‐TEDA (1‐(chloromethyl)‐4‐fluoro‐1,4‐diazoniabicyclo[2.2.2]octane bis‐[tetrafluoroborate]) at room temperature. A series of α‐methylated β‐keto esters (3‐oxobutanoates, 3‐oxopentanoates) with bulky benzyl ester groups (60–90% ee) or phenyl ester (67–88% ee) have been fluorinated readily, whereas α‐acyl lactones were also readily fluorinated, but gave lower inductions (13–46% ee). Double stereochemical differentiation in β‐keto esters with chiral ester groups raised the stereoselectivity to a diastereomeric ratio (dr) of up to 96.5 : 3.5. For the first time, β‐keto S‐thioesters were asymmetrically fluorinated (62–91.5% ee) and chlorinated (83% ee). Lower inductions were observed in fluorinations of 1,3‐diketones (up to 40% ee) and β‐keto amides (up to 59% ee). General strategies for preparing activated β‐carbonyl compounds as important model substrates for asymmetric catalytic α‐functionalizations are presented (>60 examples). 相似文献
13.
Claudia Villanueva‐Cañongo Nury Pérez‐Hernández Beatriz Hernández‐Carlos Ernestina Cedillo‐Portugal Pedro Joseph‐Nathan Eleuterio Burgueño‐Tapia 《Magnetic resonance in chemistry : MRC》2014,52(5):251-257
Chemical investigation of the aerial parts of Senecio polypodioides lead to the isolation of the new eudesmanoid 1β‐angeloyloxyeudesm‐7‐ene‐4β,9α‐diol ( 1 ) and the known dirhamnosyl flavonoid lespidin ( 3 ), while from roots, the known 7β‐angeloyloxy‐1‐methylene‐8α‐pyrrolizidine ( 5 ) and sarracine N‐oxide ( 6 ), as well as the new neosarracine N‐oxide ( 8 ), were obtained. The structure of 1 and 8 was elucidated by spectral means. Complete assignments of the 1H NMR data for 5 , 6 , sarracine ( 7 ), and 8 were made using one‐dimensional and two‐dimensional NMR experiments and by application of the iterative full spin analysis of the PERCH NMR software. Copyright © 2014 John Wiley & Sons, Ltd. 相似文献
14.
Qing Liu Ping Zhao Xing‐Cong Li Melissa R. Jacob Chong‐Ren Yang Ying‐Jun Zhang 《Helvetica chimica acta》2010,93(2):265-271
Three new α‐tetralone galloylglucosides, 1 – 3 , were isolated from the fresh pericarps of Juglans sigillata (Juglandaceae), together with six known compounds. The structures of the new compounds were determined as 1,2,3,4‐tetrahydro‐7‐hydroxy‐4‐oxonaphthalen‐1‐yl 6‐O‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐β‐D ‐glucopyranoside ( 1 ), (1S)‐1,2,3,4‐tetrahydro‐8‐hydroxy‐4‐oxonaphthalen‐1‐yl 6‐O‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐β‐D ‐glucopyranoside ( 2 ), and 1,2,3,4‐tetrahydro‐7,8‐dihydroxy‐4‐oxonaphthalen‐1‐yl 6‐O‐[(3,4,5‐trihydroxyphenyl)carbonyl]‐β‐D ‐glucopyranoside ( 3 ), respectively, on the basis of detailed spectroscopic analyses, and acidic and enzymatic hydrolysis. The antimicrobial activities of the isolated compounds 2, 4 , and 7 – 9 were evaluated. 相似文献
15.
The seven new triterpenoid saponins 1 – 7 were isolated from the roots of Gypsophila paniculata L. Their structures were established by 1D ‐ and 2D‐NMR techniques, HR‐MS, and acid hydrolysis. The isolated compounds include 3,28‐O‐bidesmosides with or without a 4‐methoxycinnamoyl group (see 1 vs. 2 and 3 ), and 3‐O‐monoglucosides 4 – 7 . All isolated saponins 1 – 7 and their aglycones were evaluated for their α‐glucosidase inhibition activity. Compound 1 showed inhibitory activity against yeast α‐glucosidase with an IC50 value of 100.9±3.3 μM , whereas compounds 2 – 7 were inactive. 相似文献
16.
Yun Sun Jin‐Xiong Chen Lin Zhou Jia Su Yan Li Ming‐Hua Qiu 《Helvetica chimica acta》2012,95(7):1114-1120
Three new alkaloids, 3‐O‐acetylveralkamine ( 1 ), veralkamine 3‐(β‐D ‐glucopyranoside) ( 2 ), and 6,7‐epoxyverdine ( 3 ), together with five known alkaloids, veramitaline, veralkamine ( 4 ), angeloylzygadenine, veratroylzygadenine, and veramiline 3‐(β‐D ‐glucopyranoside), were isolated from the whole plants of Veratrum taliense. Their structures were elucidated on the basis of spectroscopic analysis, and the NMR data of veralkamine ( 4 ) are given for the first time. In addition, the cytotoxic activities of all isolated compounds, except for veramitaline, were tested. 相似文献
17.
Xi‐Bin Xiao Yue‐Xing Lin Geng‐Bo Xu Xu‐Bo Gong Ying Gu Jie‐Feng Tong Jing Yang 《Helvetica chimica acta》2011,94(3):404-409
A new naphthoquinone, 6‐hydroxy‐α‐dunnione ( 1 ) and a new binaphthoquinone, methyl 1,1′,4,4′‐tetrahydro‐3‐hydroxy‐1,1′,4,4′‐tetraoxo[2,2′‐binaphthalene]‐3′‐carboxylate ( 2 ), along with ten known compounds, including naphthoquinones, anthraquinones, and phenylethanoid glucosides, were isolated from the roots of Didymocarpus hedyotideus Chun . Their structures were identified by spectroscopic analyses, particularly 1D‐ and 2D‐NMR spectroscopy. The cytotoxic activities of the two new naphthoquinones were also evaluated. 相似文献
18.
Synthesis of Phenanthrene Derivatives through the Reaction of an α,α‐Dicyanoolefin with α,β‐Unsaturated Carbonyl Compounds
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Abdolali Alizadeh Seyed Yasub Hosseini Hadi Sedighian Fahimeh Bayat 《Helvetica chimica acta》2015,98(10):1426-1434
Phenanthrene derivatives were prepared by reacting an α,α‐dicyanoolefin with different α,β‐unsaturated carbonyl compounds resulting from Wittig reaction of ninhydrin and phosphanylidene or condensation of barbituric acid and an aldehyde. The easy procedure, mild and metal‐catalyst free, reaction conditions, good yields, and no need for chromatographic purifications are important features of this protocol. The structures of the product of type 3 and 5 were corroborated spectroscopically (IR, 1H‐ and 13C‐NMR, and EI‐MS). A plausible mechanism for this type of reaction is proposed (Scheme 1). 相似文献
19.
From the methanolic extract of the leaves of Planchonella duclitan, 2α,3α,19α,23‐tetrahydroxy‐13,27‐cyclours‐11‐en‐28‐oic acid (1), myrianthic acid (2), 2‐hydroxyursolic acid (3), ursolic acid (4), pomolic acid (5), rotundic acid (6), and jacoumaric acid (7) were isolated, and their structures were elucidated on the basis of their spectroscopic analysis. Among them, compound 1 was a new cyclopropyl ursane‐type triterpene acid. Additionally, compounds 4 and 7 showed significant cytotoxicity toward human colorectal carcinoma cell line HT29 and human breast carcinoma cell line MCF‐7 with IC50 values ranging from 5.8 ± 1.4 to 6.5 ± 1.9 μM. 相似文献
20.
Concise Synthesis and Antidiabetic Effect of Three Natural Triterpenoid Saponins Isolated from Fadogia ancylantha (Makoni tea)
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The first concise synthesis of the bidesmosidic oleanolic acid saponins 1 – 3 isolated from Fadogia ancylantha (Makoni tea) have been accomplished through a ‘one‐pot sequential glycosylation’ strategy with two glycosyl 1‐(trichloroacetimidate)s as glycosyl donors. The synthesized natural products 1 – 3 were then evaluated for their inhibitory activities against α‐glucosidase, α‐amylase, and lipase. Among the assayed compounds 1 – 3 , compound 1 showed strong α‐glucosidase and α‐amylase inhibition, with IC50 values of 160 and 180 μM , respectively. Moreover, compounds 2 and 3 showed strong inhibition against α‐glucosidase and lipase, with the respective IC50 values of 170 and 190 μM , and 190 and 200 μM . 相似文献