共查询到20条相似文献,搜索用时 0 毫秒
1.
Choudhary MI Shahnaz S Parveen S Khalid A Mesaik MA Ayatollahi SA;Atta-ur-Rahman 《化学与生物多样性》2006,3(9):1039-1052
The current phytochemical investigation on Buxus hyrcana Pojark. has resulted in the isolation of the triterpenoid alkaloids 1-10. The structures of five new alkaloids, hyrcanone (1), hyrcanol (2), hyrcatrienine (3), N(b)-dimethylcycloxobuxoviricine (4), and hyrcamine (5), were elucidated by means of modern spectroscopic techniques, while the known alkaloids, buxidin (6), buxandrine (7), buxabenzacinine (8), buxippine-K (9) and E-buxenone (10), were identified by comparing their spectral data with those reported earlier. Compounds 1 and 3-9 were found to be acetyl- and butyrylcholinesterase inhibitors. The IC50 values were estimated to be in the range of 83.0-468.0 microM against AChE and 1.12-350.0 microM against BChE. The structure-activity relationship studies suggested that the presence of dimethylamino moieties at C(3) and C(20) is the most important factor influencing the activity of these compounds against the cholinesterase enzymes. All compounds were also evaluated for cytotoxicity on a fibroblast cell line with incubation of 24 h. No cytotoxic effects were exerted by any compound. 相似文献
2.
Four steroidal alkaloids from the leaves of Buxus sempervirens 总被引:1,自引:0,他引:1
Four new steroidal alkaloids, N20-formylbuxaminol E [(20S)-16alpha-hydroxy-20-(formylamino)-3beta-(dimethylamino)-9,10 -seco-buxa-9(11),10(19)-diene] (1), O16-syringylbuxaminol E [(20S)-16alpha-syringoyl-3beta-(dimethylamino)-20-(amino)-9, 10-seco-buxa-9(11),10(19)-diene] (2), N20-acetylbuxamine G [(20S)-20-(acetylamino)-3beta-(methylamino)-9,10-seco-buxa-9(11),1 0(19)-diene] (3) and N20-acetylbuxamine E [(20S)-20-(acetylamino)-3beta-(dimethylamino)-9,10-seco-buxa-9(11) ,10(19)-diene] (4) were isolated from the leaves of Buxus sempervirens. Their structures were determined mainly on the basis of 2D NMR studies. 相似文献
3.
Athar Ata Chad D. Iverson Kosmulalage S. Kalhari Sarfraz Akhter Jordan Betteridge Mohammad Hadi Meshkatalsadat Ilkay Orhan Bilge Sener 《Phytochemistry》2010,71(14-15):1780-1786
From the aerial parts of Buxus hyrcana, three triterpenoidal alkaloids, 17-oxo-3-benzoylbuxadine (1), buxhyrcamine (2), and 31-demethylcyclobuxoviridine (3), along with 16 known compounds, cyclobuxoviridine (4), Nb-dimethylcyclobuxoviricine (5), E-buxenone (6), Z-buxenone (7), moenjodaramine (8), homomoenjodarmine (9), buxamine A (10), buxamine B (11), 31-hydroxybuxamine B (12), N20-formylbuxaminol E (13), papillozine C (14), buxmicrophylline F (15), buxrugulosamine (16), cyclobuxophylline O (17), spirofornabuxine (18) and arbora-1,9(11)-dien-3-one (19) were isolated. Their structures were elucidated by using NMR spectroscopic methods. All of the compounds exhibited moderate to weak acetylcholinesterase, butyrylcholinesterase and glutathione S-transferase inhibitory activities. Compounds 1–19 also exhibited modest anti-fungal activities against Candida albicans. Compounds 1, 2, 8, 9 and 18 also exhibited weak anti-leishmanial activity. 相似文献
4.
Ata A Naz S Choudhary MI Atta-ur-Rahman Sener B Turkoz S 《Zeitschrift für Naturforschung. C, Journal of biosciences》2002,57(1-2):21-28
Phytochemical studies on the ethanolic extract of the roots of Buxus sempervirens of Turkish origin have resulted in the isolation of two new triterpenoidal alkaloids, (+)-16a, 31-diacetylbuxadine (1), (-)-Nb-demethylcyclomikuranine (2) along with three known natural products, (-)-cyclomikuranine (3), (-)-cyclobuxophylline-K (4) and (+)-buxaquamarine (5) isolated for the first time from this species of genus Buxus. The structures of these new natural products were established on the basis of extensive spectroscopic studies. Compound 1 exhibited antibacterial activity against human pathogenic bacteria and weak phytotoxic activity against Lemna minor Linn. 相似文献
5.
Two new steroidal alkaloids, (20 S)-(bennzamido)-3β-(N,N-dimethyamino)-pregnane (1), and (20 S)-(bennzamido)-pregnane-3-one- (2), and two known steroidal alkaloids, pachysanaximine A (3) and 3β, 20α-diacetamido-5α-pregnane (4) were isolated from the whole plant of Sarcococca saligna. The structures of these compounds were identified with the help of spectroscopic techniques while spectra for known compounds were compared with spectra reported in literature. The immunomodulatory potential of the new compounds were found to be significant and dose dependent. Compound 1 showed inhibition of T cells proliferation at 10 μg/mL (95%), and inhibition of IL-2 production with an IC50 = 1.6 μg/mL. 相似文献
6.
Two members of a new class of C-nor-D-homo steroidal alkaloids, impranine (1). and dihydroimpranine (2). along with a new pyridyl-pregnane-type steroidal alkaloid, fetisinine (3). and a known base, korsevine (4). were isolated from the bulbs of Fritillaria imperialis. The structures of the compounds were established on the basis of spectroscopic techniques and some chemical transformations. Compounds 1 and 2 form a new class of steroidal alkaloids, named as "impranane." 相似文献
7.
A new steroidal alkaloid has been isolated from the leaves of Buxus papilosa. Its structure has been assigned as 1 on the basis of spectroscopic studies. 相似文献
8.
《Bioorganic & medicinal chemistry》2016,24(21):5418-5422
Antimalarial bioassay-guided fractionation of the swamp lily Crinum erubescens led to the isolation of four compounds with potent antiplasmodial activity. Compounds 1 and 2 were determined from their spectroscopic data to be the known pesticidal compound cripowellin A and the known pesticidal and antiproliferative compound cripowellin B. 1D and 2D-NMR techniques were used to determine the identities of 3 and 4 as the new compounds cripowellin C and D. A fifth compound was identified as the known alkaloid hippadine, which was inactive against Plasmodium falciparum. The antiplasmodial IC50 values of compounds 1–4 were determined to be 30 ± 2, 180 ± 20, 26 ± 2, and 260 ± 20 nM, respectively, and their antiproliferative IC50 values against the A2780 human ovarian cancer cell line were 11.1 ± 0.4, 16.4 ± 0.1, 25 ± 2, and 28 ± 1 nM. 相似文献
9.
New steroidal alkaloids from the bulbs of Fritillaria puqiensis 总被引:3,自引:0,他引:3
Six new steroidal alkaloids, namely puqienines C-E (1-3), puqiedine (4), 3alpha-puqiedin-7-ol (5), and puqietinedione (6), along with two known steroidal alkaloids puqiedinone (7) and peimisine (8), were isolated from the bulbs of Fritillaria puqiensis G.D. Yu et G.Y. Chen (Liliaceae). Their structures were elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR experiments. Among these alkaloids, 1-3 had a veratramine-type skeleton, 4, 5, 7 a cevanine-type skeleton, 6 a secosolanidine-type skeleton, and 8 a jervine-type skeleton. The existence of multiple types of steroidal skeletons, especially of relatively large amount of veratramine-type alkaloids in one species is rare in the genus Fritillaria, and the results might be of chemotaxonomic significance for this species. 相似文献
10.
《Phytochemistry》1986,25(8):2008-2009
Two new steroidal alkaloids named harepermine and hareperminside have been isolated from the bulbs of Fritillaria harelinii together with a known alkaloid, peiminine. The structure of the alkaloids were found to be 3β, 6β-dihydroxy-5α, 14α,17β-cevanine and its 3-O-glucoside on the basis of spectroscopic evidence. 相似文献
11.
Acetyl and butyrylcholinesterase-inhibiting triterpenoid alkaloids from Buxus papillosa. 总被引:1,自引:0,他引:1
Three triterpenoid alkaloids, buxakashmiramine [(20S)-20-dimethylamino-4',6'-dimethoxy-5'-hydroxybenzoylamino-3beta-methyl-buxan-31-ol] (1), buxakarachiamine [(20S)-20-dimethylamino-2'-hydroxy-3beta-methyl-3'-methyl-butanoylamino-9,10-seco-buxa-9(11), 10(19)-dien-31-ol] (2) and buxahejramine [(20S)-20-dimethylamino-2'-hydroxy-3beta-methyl-3'-methyl-pentanoylamino-9,10-seco-buxa-9(11), 10(19)-dien-31-ol] (3) were isolated from the leaves of Buxus papillosa. Four known bases, cycloprotobuxine-C (4), cyclovirobuxeine-A (5), cyclomicrophylline-A (6) and semperviraminol (7) were isolated for the first time from this species. Their structures were established through extensive spectroscopic studies. Most of these compounds exhibited anticholinesterase activity. 相似文献
12.
Atta-ur-Rahman Feroz F Naeem I Zaheer-ul-Haq Nawaz SA Khan N Khan MR Choudhary MI 《Steroids》2004,69(11-12):735-741
Five new steroidal alkaloids, 5,14-dehydro-N(a)-demethylsaracodine [3beta-N(a)-methyl-20S-N(b)-acetyl-N(b)-methylamino-pregn-5,14-diene] (1), 14-dehydro-N(a)-demethylsaracodine [3beta-N(a)-methyl-20S-N(b)-acetyl-N(b)-methylamino-5alpha-pregn-14-ene] (2), 16-dehydrosarcorine [(20S)-20-(N,N-dimethylamino)-3beta-(N(a)-acetylamido)-5alpha-pregn-16-ene] (3), 2,3-dehydrosarsalignone [(20S)-20-(N,N-dimethylamino)-3beta-(tigloylamino)-pregn-2,5-diene-4-one] (4), and 14,15-dehydrosarcovagine-D [(20S)-20-(N,N-dimethylamino)-3beta-(tigloylamino)-5alpha-pregn-2,14-diene-4-one] (5), were isolated from the ethanolic extract of Sarcococca saligna, along with two known bases, sarcovagenine-C (6) and salignarine-C (7). Their structures were elucidated on the basis of spectroscopic methods. All seven compounds were found to possess cholinesterase inhibitory potential in a concentration-dependent manner with the IC50 values ranging from 12.5 to 200 microM against acetylcholinesterase and from 1.25 to 32.2 microM against butyrylcholinesterase. 相似文献
13.
da Silva BP de Sousa AC Silva GM Mendes TP Parente JP 《Zeitschrift für Naturforschung. C, Journal of biosciences》2002,57(5-6):423-428
A new steroidal saponin was isolated from the leaves of Agave attenuata Salm-Dyck. Its structure was established as (3beta,5beta,22alpha,25S)-26-(beta-D-glucopyranosyloxy)-22-methoxyfurostan-3-yl O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside. The structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (COSY, HETCOR and COLOC) and chemical conversions. The haemolytic potential of the steroidal saponin was evaluated and the anti-inflammatory activity was performed using the capillary permeability assay. 相似文献
14.
da Silva BP Parente JP 《Zeitschrift für Naturforschung. C, Journal of biosciences》2005,60(1-2):57-62
A new steroidal saponin was isolated from the leaves of Agave shrevei Gentry. Its structure was established as 26-(beta-D-glucopyranosyloxy)-22-methoxy-3-(O-beta-D-glucopyranosyl-(1-->2)O-[O-beta-D-glucopyranosyl-(1-->4)-O-[O-beta-D-glucopyranosyl-(1-->6)]-O-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranosyl]oxy)-(3beta,5alpha,25R)-furostane. The structural identification was performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (COSY, HETCOR, and COLOC) and chemical conversions. The steroidal saponin showed absence of haemolytic effects in the in vitro assay, but demonstrated a significant inhibition of the capillary permeability activity. 相似文献
15.
The bioassay-guided phytochemical investigation on Sarcococca hookeriana have resulted in the isolation of four new pregnane-type steriodal alkaloids: hookerianamide-D [(2'E,20S)-20-(N,N-formyl(methyl)amino)-3beta-(3',4'-dimethyl-2'-pentenamido)-5alpha-pregnane] (1), hookerianamide-E [(2'E,20S)-20-(N,N-dimethylamino)-3beta-(senecioylamino)-5alpha-pregn-14-en-2beta-O-acetate] (2), hookerianamide-F [(2'E,20S)-20-(N-methylamino)-3beta-(tigloylamino)-5alpha-pregn-2,14-dien-4-one] (3), and hookerianamide-G [(20S)-20-(N,N-dimethylamino)-3beta-(N-methylbenzamido)-5alpha-pregn-4beta-O-acetate] (4), along with five known alkaloids 5-9. Their structures were determined by spectroscopic analysis. These steroidal alkaloids and chemically derived derivatives of compound 5 have displayed varying degree of inhibitory activities against acetylcholinesterase and butyrylcholinesterase enzymes in a concentration-dependent fashion, with the IC(50) values ranging from 1.5 to 148.2 and 0.6 to 100.2 microM, respectively. 相似文献
16.
Five compounds were isolated from Buxus microphylla Sieb. et Zucc. Based on the physico-chemical constants and spectral analysis (IR, MS, 1H-NMR and 13C-NMR), they were identified as cycloprotobuxinamine ( Ⅰ ), buxmicrophylline A ( Ⅱ ), buxtauine M ( Ⅲ ), isoscopoletin (Ⅳ) and epi-lupeol ( Ⅴ ). ( Ⅰ ) and ( Ⅱ ) were new compounds. The structure of buxmicrophylline ( Ⅱ ) was confirmed by X-ray crystallographic analysis. 相似文献
17.
Journal of Plant Research - Changes in environmental factors, human impact, and interactions between them accelerate the extinction of woody species. Therefore, conservation programs are needed to... 相似文献
18.
Persistent soil seed banks in old-growth Hyrcanian Box tree (Buxus hyrcana) stands in northern Iran 总被引:1,自引:0,他引:1
Hamed Asadi Seyed Mohsen Hosseini Omid Esmailzadeh Carol C. Baskin 《Ecological Research》2012,27(1):23-33
Little is known about the soil seed bank and the influence of plant communities on the interaction between the seed bank and
aboveground vegetation in the Hyrcanian temperate deciduous forest. We surveyed species composition and diversity of the persistent
soil seed bank and the aboveground vegetation in six community types in old-growth Hyrcanian Box tree (Buxus
hyrcana) stands in northern Iran. Fifty-two species with an average of 3,808 seeds/spores m−2 germinated; forbs accounted for 64% of the seed bank flora. Thirty-four species in the aboveground vegetation were not presented
in the seed bank, 32 species in the seed bank were not found in the vegetation, and 20 species were in both. The dominant
tree species were Diospyros lotus and Alnus subcordata with an average of 17 and 4.6 seeds m−2, respectively. Our results suggest that (1) vernal geophytes and shade-tolerant perennials are not incorporated in the seed
bank, (2) early successional species are well represented in the seed bank, (3) plant community type has significant impacts
on seed bank densities, and seed bank richness and diversity were significantly related to presence/absence of Box tree in
the aboveground vegetation. The persistent seed bank contained species that potentially have a negative impact on the regeneration
of forests, thus forest managers should retain old-growth Hyrcanian Box tree stands to conserve disturbance-sensitive indicator
forest species. 相似文献
19.
Two previously undescribed steroidal alkaloids, compounds 1–2, were isolated from the ripe fruits of Solanum nigrum, along with seven known metabolites (3–9). Based on spectroscopic and chemical evidence, including IR, NMR, and HR-ESI-MS analyses, the structures of the isolated compounds were elucidated as 12β-hydroxy-(3β,22α,25R)-spirosol-5-en-27-acid-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)]-β-D-galacopyranoside and 12β-hydroxy-(3β,22α,25R)-spirosol-5-en-27-acid-3-O-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside. Four steroidal alkaloids (compounds 1–2 and 4–5) were tested for their anti-proliferative effects against the HT-29, A549, and Lewis cell lines. Both of the previously isolated compounds inhibited the proliferation of these three cell lines in a dose-dependent manner, with the most significant effect being in the A549 cells, but neither reached IC50 at 50 μM. These results revealed that S. nigrum had weak cytotoxicity, indicating its clinical safety as a traditional anti-tumor herbal medicine. 相似文献
20.
Steroidal alkaloids (SA) are nitrogen-containing specialized metabolites applied as chemophenetic markers in Solanum L. (Solanaceae). Over time, Solanum has been the focus of several molecular phylogenetic studies in an attempt to resolve its infrageneric classification and the relationship among species belonging to this genus. Here we aimed to study SA chemodiversity to identify chemical patterns and to perform a chemophenetic characterization of the Solanum genus and its major clades. Chemical literature data about Solanum steroidal alkaloids was assessed and structural variability of this biogenetic group was used in the chemometric analysis, by applying a Principal Component Analysis and Hierarchical Cluster Analysis. The results demonstrate that the SA chemodiversity in Solanum is represented by the occurrence of nine SA subtypes. The biosynthetic predominance of the spirosolane-type in Solanum clades was observed, except for the preference of the Potato clade in producing the solanidane-type. The Geminata clade displayed low SA glycosylation patterns, containing 3-oxy groups. In addition, low SA production in the Cyphomandra clade was observed. Chemical similarities between the Archaesolanum, Dulcamaroid and Morelloid clades were observed by chemometric analyses. In sum, chemophenetics was proven a reliable and additional tool to describe the array of specialized metabolites in Solanum clades, showing chemical information suitable to corroborate molecular phylogenetic studies. 相似文献