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1.
Mohammad A. Hai Nigel W. Preston Rolf Kyburz Emanuel Schpp I. Ralph C. Bick Manfred Hesse 《Helvetica chimica acta》1980,63(7):2130-2134
Aristoserratine, a New Indole Alkaloid from Aristotelia serrata W.R.B. OLIVER and from A. peduncularis (LABILL .) HOOK . F. The new indole alkaloid aristoserratine (2) has been isolated from Aristotelia. Its structure and absolute configuration were elucidated on the basis of spectroscopic data. 相似文献
2.
Rolf Kyburz Emanuel Schpp Manfred Hesse I. Ralph C. Bick 《Helvetica chimica acta》1979,62(8):2539-2546
Sorelline and Hobartine, Two New Indole Alkaloids from Aristotelia peduncularis (LABILL .) HOOK . F. From Aristotelia peduncularis (LABILL .) HOOK . F. two new indole alkaloids, sorelline ( 1 ) and hobartine ( 2 ), have been isolated. Their structures were elucidated on the basis of spectroscopic data (the formulae represent their relative configurations). The alkaloids 1 and 2 have closely related structures with a monosubstituted indole moiety and an unrearranged monoterpene unit in the aliphatic part. 相似文献
3.
Hans-Peter Ros Rolf Kyburz Nigel W. Preston Rex T. Gallagher I. Ralph C. Bick Manfred Hesse 《Helvetica chimica acta》1979,62(2):481-487
The revised structure 1 is put forward for peduncularine, the main alkaloid of Aristotelia peduncularis (Labill.) HOOK. F. (Elaeocarpaceae), on the basis of its spectroscopic properties and those of its degradation products, the Hofmann base 3 and the hydrogenation product 4 . Structure 1 represents the relative configuration of the alkaloid. Peduncularine belongs to the class of indole alkaloids with a monoterpene unit as the aliphatic portion. To our knowledge it constitutes the first example in which an isopropyl group has become detached from the terpene unit and occurs as a substituent on nitrogen. 相似文献
4.
Alopecurin A, an alkaloid with an unprecedented skeleton, was isolated from the seeds of Sophora alopecuroides L. The absolute configuration and structure of this compound was identified as (3S,12R)‐3‐hydroxy‐1,7‐diazatricyclo[10.4.0.13,7]heptadecane‐11,16,17‐trione (=(7S,15aR)‐decahydro‐7‐hydroxy‐6H‐7,11‐methano‐4H‐pyrido[1,2‐a][1,7]diazacyclododecine‐4,15,16(12H)‐trione). The structure and absolute configuration was elucidated by spectroscopic methods, mainly HR‐ESI‐TOF‐MS, IR, 1D‐NMR (1H‐ and 13C‐NMR), 2D‐NMR (COSY, NOESY, HSQC, HMBC), and particularly X‐ray crystal‐diffraction and CD spectral analysis. 相似文献
5.
The Spermine Alkaloid Chaenorpine Chaenorpine ( 1 ) was isolated from Chaenorhinum minus (Scrophulariaceae). Its structure elucidation was achieved on the basis of chemical degradation and spectroscopic measurements in comparison to the known alkaloid chaenorhine ( 2 ). Structure 1 displays the absolute configuration. 相似文献
6.
Vincent C. Agwada Jorge Naranjo Manfred Hesse Hans Schmid Yves Rolland Nicole Kunesch Jacques Poisson Asima Chatterjee 《Helvetica chimica acta》1977,60(8):2830-2853
The structure of the bisindole alkaloid amataine (= grandifoline, subsessiline) Amataine ( 1 ) was isolated from the roots of Hedranthera barteri (HOOK . F .) PICHON (Apocynaceae). In comparison to the alkaloid vobtusine ( 5 ), which was isolated from the same plant, 1 contains two hydrogen atoms less. By reduction of 1 with H2/PtO2 or with NaBH4 dihydromataine ( = isovobtusine, 13 ) was formed which is isomeric to 5 . Acid catalysed water addition to 1 afforded hydratoamataine ( 15 ), which was reduced to 5 with NaBH4. Thermolysis of 15 gave 1 . The difference between the two isomeric bases 5 and 13 has to be attributed to a different configuration at the spirocenter C(7). In contrast to 5 amataine ( 1 ) contains an ether bridge instead of a hydroxy group; this bridge is located between C (2′) and C (8). 相似文献
7.
A new norsesquiterpe alkaloid(1) was isolated from the solid culture of mushroom-forming fungus Flammulina velutipes fermented on rice.The structure of 1 was elucidated by spectroscopic methods.The absolute configuration of C-1 in 1 was determined using the circular dichroism data of their [Rh2(OCOCF3)4]complex. 相似文献
8.
Pedro H. Ferri Carlito Lariucci Leon I. B. Homar Raquel F. Santos Elaine R. Maia Lourivaldo S. Santos Ivo Vencato 《Acta Crystallographica. Section C, Structural Chemistry》2000,56(1):118-120
The crystal structure and absolute configuration of the title compound, C17H21BrO8, have been determined by X‐ray analysis. They confirmed the 1′R absolute configuration at the 1′‐bromoethyl moiety which has been assigned previously on the basis of chemical and spectroscopic data. Cohesion of the crystal can be attributed to weak intermolecular C—H?O and van der Waals interactions. 相似文献
9.
Markus Dobler James C. Anderson Mathias Juch Hans-Jürg Borschberg 《Helvetica chimica acta》1995,78(2):292-300
Synthetic (+)-makomakine ( 6 ) was transformed in six steps into (+)-17R,18R)-17,18-dihydrohobartine-17,18-diol ((+)- 5 ) with an overall yield of 38% (Scheme 2). This compound was shown to be identical with natural hobartinol, a monoterpene indole alkaloid from Aristotelia australasica, originally believed to be the (17S)-epimer 1 . At the same time, the synthesis of (+)- 5 delineates the hitherto unknown absolute configuration of this metabolite. 相似文献
10.
Ayumi Ohsaki Haruaki IshiyamaKaisuke Yoneda Jun'ichi Kobayashi 《Tetrahedron letters》2003,44(15):3097-3099
A novel indolizidine alkaloid, secu'amamine A (1), was isolated from the leaves and twigs of the medicinal plant, Securinega suffruticosa var. amamiensis together with securinine (2). The structure and relative stereochemistry of 1 was elucidated by spectroscopic data and its absolute configuration was assigned on the basis of the OMe-madelate method. 相似文献
11.
Cristian Paz Robles Natalia Badilla Vidal Sebastin Suarez Ricardo Baggio 《Acta Crystallographica. Section C, Structural Chemistry》2014,70(11):1075-1078
The natural compound hobartine {systematic name: (1R)‐3‐[(1S,5S)‐(4,4,8‐trimethylbicyclo[3.3.1]non‐7‐en‐2‐yl)methyl]‐2,3‐dihydro‐1H‐indole}, C20H26N2, (I), is an indole alkaloid isolated from Aristotelia chilensis as part of a study of secondary metabolites from Chilean flora. The colourless compound has a tetracyclic structure closely related to the strongly coloured polymorphic structures discussed in Paz et al. [Acta Cryst. (2013), C 69 , 1509–1512] and Watson et al. [Acta Cryst. (1989), C 45 , 1322–1324]. The main differences reside in the absence of a keto group in (I) compared with the previous structures, as well as an endo double bond in (I) contrasting with the exo double bond found in the previous structures. The supramolecular structure of (I) in strongly related to the twofold screw axis, around which isolated chains build up, internally linked by an N—H...N hydrogen bond which is the only significant intermolecular interaction present in the structure. 相似文献
12.
Macrocarpamine, a new bisindole alkaloid from Alstonia macrophylla WALL . A new bisindole alkaloid give the name (?)-macrocarpamine ( 3 ) was isolated from the bark of Alstonia macrophylla WALL . Under pyrolytic conditions 3 is cleaved into the two known bases (+)-pleiocarpamine ( 2 ) and (?)-anhydro macrosalhin-methin ( 5 ) (Scheme 1). The structure of 3 (including relative configuration) was deduced on the basis of chemical evidence and from its UV.-, IR.-, NMR.- and mass spectroscopic data. 相似文献
13.
Chuan‐Ming Cui Xiao‐Ming Li Chun‐Shun Li Hao‐Fen Sun Shu‐Shan Gao Bin‐Gui Wang 《Helvetica chimica acta》2009,92(7):1366-1370
A new fungus‐derived benzodiazepine analogue, 2‐hydroxycircumdatin C ( 1 ), and a compound which has been isolated from a natural resource for the first time, but has been previously synthesized, namely (11aS)‐2,3‐dihydro‐7‐methoxy‐1H‐pyrrolo[2,1‐c][1,4]benzodiazepine‐5,11(10H,11aH)‐dione ( 2 ), along with five structurally related known alkaloids ( 3 – 7 ), were isolated from Aspergillus ochraceus, an endophytic fungus derived from the marine brown alga Sargassum kjellmanianum. Their structures were established on the basis of spectroscopic methods. The absolute configuration of 1 was determined through CD evidence. Compound 1 displayed significant DPPH radical‐scavenging activity with an IC50 value of 9.9 μM , which is 8.9‐fold more potent than that of butylated hydroxytoluene (BHT), a well‐known synthetic positive control. 相似文献
14.
Taridaporn Bunyapaiboonsri Pornrapee Vongvilai Patchanee Auncharoen Masahiko Isaka 《Helvetica chimica acta》2012,95(6):963-972
Seven new cyclohexadepsipeptides, beauvenniatins F, G1, G2, G3, H1, H2, and H3 ( 1 – 7 , resp.), were isolated from cultures of the fungus Acremonium sp. BCC 2629. Their structures were elucidated by extensive spectroscopic analyses. The absolute configurations were addressed by HPLC analyses of their acid hydrolysates. Their biological activities were evaluated against Mycobacterium tuberculosis H37Ra and Plasmodium falciparum K1; the respective MIC and IC50 values were in the micromolar range. 相似文献
15.
A new aporphine glycoside, (-)-anolobine-9-O-β-D-glucopyranoside was isolated from the twigs of pawpaw (Asimina triloba) along with 7 known alkaloids including five aporphine alkaloids (anolobine, nornuciferine, norushinsunine, liriodenine, and lysicamine), a proaporhine alkaloid (stepharine), and a tetrahydrobenzylisoquinoline alkaloid (coclaurine). Among these compounds, nornuciferine, lysicamine, stepharine, and coclaurine are reported for the first time from this plant. The structure of the new compound was elucidated by spectroscopic methods, including 1?D, 2?D NMR, and HRESI-MS. The absolute configuration of compounds 1, 2, 7 and 8 was determined by CD experiment. 相似文献
16.
Transformation of the Iboga alkaloid voacangine into voaketone, a derivative of β-carboline. The reduction product voacanginol ( 2 ), obtained from the indole alkaloid (?)-voacangine ( 1 ), gave, by treatment of its tosylate 3 with methanolic pyridine in the presence of air, the rearrangement product (?)- 5 (voaketone). Its structure was derived from spectroscopic evidence (mainly NMR. and mass spectra) and some chemical transformation reaction, especially deuterium labelling. A possible mechanism for the formation of 5 from 3 is given in Scheme 6. The absolute configuration of 5 was deduced by comparison with yohimbine derivatives. 相似文献
17.
Xiao‐Dong Li Feng‐Ping Miao Xiao‐Rui Liang Nai‐Yun Ji 《Magnetic resonance in chemistry : MRC》2014,52(5):247-250
One new meroterpene, arisugacin K (1), and four known ones, arisugacin J (2), arisugacin G (3), arisugacin C (4), and territrem C (5), were isolated from the culture of Penicillium echinulatum pt‐4, an endophytic fungus isolated from the marine red alga Chondrus ocellatus. The structure and the absolute configuration of 1 were unambiguously elucidated by spectroscopic analyses and quantum chemical calculations, which further resulted in the assignments of absolute configurations for the other arisugacins and territrems. Compound 1 showed inhibitory activity against Escherichia coli with an inhibition diameter 8 mm at 30 µg/disk and 4 exhibited lethality against Artemia salina with an LC50 of 48.6 µg/ml. Copyright © 2014 John Wiley & Sons, Ltd. 相似文献
18.
Yutaka Morita Manfred Hesse Hans Schmid Avijit Banerji Julie Banerji Asima Chatterjee Willi E. Oberhnsli 《Helvetica chimica acta》1977,60(4):1419-1434
Alstonia scholaris: The structure of the indole alkaloid nareline Besides the known akuammidine, picralinal, picrinine and pseudoakuammigine a new indole alkaloid called nareline (M=352) was isolated from Alstonia scholaris R. BR. , which belongs to the plant family of Apocynaceae. Its structure 2 was deduced by single crystal X-ray diffraction. 2 represents the absolute configuration. The spectroscopic data of 2 and its derivatives (Scheme 1) as well as their chemical behavior support this structure. In biogenetic sense nareline is related to the bases akuammiline ( 4 ) and picraline ( 5 ) (Scheme 2). In contrast to those the C-atom 5 is exocyclic and represents an aldehyde group which forms together with the oxygen atom of the N (4)-hydroxylamine group a cyclic half acetale. - By oxidation (CrO3/CH3COOH) of 2 the oxindol derivative 19 (oxonareline) is formed which contains a cyclic acetal as a partial structure element (Scheme 4). 相似文献
19.
Khuzhaev V. U. Zhalolov I. Zh. Levkovich M. G. Aripova S. F. 《Russian Chemical Bulletin》2003,52(3):745-747
The structure of a new dimeric indole alkaloid, named arundanine, isolated from the roots of Arundo donax L. (Poaceae), was elucidated. Arundanine was identified as 3-(N,N-dimethylaminoethyl)-4-[3-(N,N-dimethylaminoethyl)indole-1-yl]-5-hydroxyindole on the basis of spectroscopic data and the transformation into the known alkaloid, arundamine. 相似文献
20.
Du‐Qiang Luo Yu‐Peng Chen Jun Zhang Bao‐Zhong Shi Zi‐Qi Yang Chuan Chen 《Helvetica chimica acta》2013,96(2):309-312
A new glycine derivative, podocarpiamide ( 1 ), a new indole alkaloid, 1‐methoxy‐1H‐indol‐3‐ethanol ( 2 ), together with two known compounds, 1‐methoxy‐1H‐indole‐3‐acetic acid ( 3 ) and methyl 1‐methoxy‐1H‐indole‐3‐acetate ( 4 ), were isolated from the fermentation broth of the plant endophytic fungus Pestalotiopsis podocarpi. Their structures were elucidated by extensive spectroscopic analysis including 1D‐ and 2D‐NMR (HSQC, HMBC, and COSY) and MS experiments. Compound 1 has an interesting unusual carbamic acid structure. 相似文献