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1.
Uma Prawat Orapan Chairerk Ratchanee Lenthas Abdul-Wahab Salae Pittaya Tuntiwachwuttikul 《Phytochemistry letters》2013,6(2):286-290
Two new cycloartane-type triterpenoids, 3β-hydroxy-21-O-acetyl-24-methylenecycloartane (3) and 3β,21-dihydroxy-24,31-epoxy-24-methylenecycloartane (4), one new flavanone, 7-hydroxy-6,8-dimethoxyflavanone (5), two new natural products, 2-hydroxybenzyl benzoate (7) and 2-phenyl-2-acetoxyethyl benzoate (8), and ten known compounds, 3β-hydroxy-24-methylenecycloartane (1), 3β,21-dihydroxy-24-methylenecycloartane (2), desmosdumotin B (6), artabotrene (9), (?)-senepoxide (10), (+)-crotepoxide (11), (?)-1,6-desoxypipoxide (12), rotundol (13), cassipourol (14) and (+)-spathulenol (15) were isolated from the leaves of Dasymaschalon dasymaschalum. The structures of the new compounds were elucidated by spectroscopic analysis and of the known compounds by comparison of their physical, UV, IR, 1H and 13C NMR data with those of published compounds. Antimycobacterial, antiplasmodial and cytotoxic activities of the isolates, except 8 and 10 were evaluated. Compounds 1, 4, 5, 11, 12 and 15 exhibited potent cytotoxic activities against human lung cancer cell lines (NCI-H187) with respective IC50 values of 4.67, 7.82, 1.85, 6.33, 3.07 and 6.68 μg/mL. 相似文献
2.
Centella asiatica is well known as an important medicinal plant because of its various pharmacological effects. However, most investigations on C. asiatica focused on the pharmacological activity of its extract or asiatic acid. In the present work, we aimed to explore the bioactive compounds of the whole plants of C. asiatica. As a result, seven compounds including two new flavonol derivates named 4′-hydroxyl-7-methoxyl-6-prenyl-3-O-trans-p-coumaroyl-flavonol (1) and (2R,3R,2″S)-3-furanoyl-brosimacutin E (2), and five known compounds (3-7) were isolated. Their chemical structures were elucidated on the basis of spectroscopic analyses. All the isolates were evaluated for in vitro cytotoxic effects on four human cancer cells including A549, HepG2, SGC-7901 and MCF-7. Among them, compounds 1 and 2 exhibited higher cytotoxic activities on HepG2 and SGC-7901 cells compared with 3-7. And compound 2 showed potential cytotoxic activities on HepG2 and SGC-7901 cells with IC50 values of 4.52 and 7.03 μM, respectively. 相似文献
3.
Wei Yan Sui-Jun Li Zhi-Kai Guo Wen-Jing Zhang Wei Wei Ren-Xiang Tan Rui-Hua Jiao 《Bioorganic & medicinal chemistry letters》2017,27(1):51-54
Five new p-terphenyls named prenylterphenyllin D (1), prenylterphenyllin E (2), 2′-O-methylprenylterphenyllin (3), 4-O-methylprenylterphenyllin (4) and 3′-O-methylterphenyllin (5) together with seven known compounds (6–12), were isolated from cultures of Aspergillus sp. YXf3. The structures of the new compounds were elucidated by extensive MS and NMR analyses. The NMR and MS data of 5 is reported for the first time, as its structure was listed in SciFinder Scholar with no associated reference. Compounds 6 and 7 were distinguished from each other on the basis of 2D NMR experiments. Compounds 1, 2, 3 and 8 showed antibacterial activities against X. oryzae pv. oryzicola Swings and E. amylovora with the same MIC values of 20 μg/mL while 10 exhibited activities against E. amylovora with an MIC value of 10 μg/mL. 相似文献
4.
Twenty-one compounds were isolated and identified from the ethanol extract of the fruits of Nicandra physaloides, including four new (1–4) and 17 known compounds (5–21). All the compounds were isolated from the genus Physalis for the first time. In this study, NMR spectroscopy was used to study the compound structures by comparing their data with those reported in the literature. Moreover, the potential anti-inflammatory activity of RAW264.7 cells induced by lipopolysaccharide (LPS) was evaluated. Among the monoterpenoids, compounds (5–7, 9) exhibited weak anti-inflammatory activities, with IC50 values ranging from 29.10 to 68.30 μM. 相似文献
5.
Three new isopimarane-type diterpenoids, named callicapene M1 (1), callicapene M2 (2), and callicapene M3 (3), together with four known isopimarane-type diterpenoids (4, 5, 6, 7), were isolated from the Callicarpa macrophylla Vahl. Their structures were elucidated by spectroscopic techniques (IR, UV, MS, 1D, 2D NMR). The isolated compounds 6 and 7 exhibited potent inhibitory activity with inhibition rates of 40.23–46.78% on NO production in LPS-activated RAW 264.7 macrophage cells by using MTT assays. 相似文献
6.
Two new components, anemarrhena A (1) and anemarrhena B (2), together with five known ones (3–7), were isolated from the rhizome of Anemarrhena asphodeloides Bge. Their structures were established by detailed spectral studies, including 1D-NMR (1H NMR, 13C NMR and DEPT), 2D-NMR (HSQC, HMBC and NOESY), HR-ESI-MS and by the comparison with literature data. The absolute configuration of 2 was further determined by CD analysis. The isolated compounds were evaluated for their antiplatelet aggregative activity. Compounds 1, 2, 3, 5, 6 and 7 exhibited moderate activity of antiplatelet aggregation in vitro, compound 4 showed potential antiplatelet aggregation activity. 相似文献
7.
Six new phenolic compounds (1–6), along with five known phenolics (7–11) were isolated from the heartwood of Dalbergia odorifera T. Chen. (Leguminosae). Their structures were determined by spectroscopic techniques including MS, UV, IR, 1D and 2D NMR. Bioassay results showed that compound 1 exhibited cytotoxicity against SGC-7901 and BEL-7402 tumor cell lines, while compounds 3, 5 and 10 showed antibacterial activities against Ralstonia solanacearum. 相似文献
8.
Seven new abietane-type diterpenoids, crotolaevigatones A–G (1–7), one new aromatic compound, hexyl Z-ferulate (8), along with three known diterpenoids (9–11) and one known aromatic ester, hexyl E-ferulate (12), were obtained from the twigs and leaves of Croton laevigatus. The structures of all isolated compounds were established on the basis of extensive NMR and MS spectroscopic analyses. Compounds 2 and 7 exhibited weak anti-proliferative activity against the A549 and MDA-MB-231 cancer cells, while compound 10 selectively showed significant inhibitory activity against the A549 cancer cells. 相似文献
9.
Three new chromones, 5-methoxy-2,2-dimethyl-7-(2-oxopropyl)-2,3-dihydrochromen-4-one (1), 5-methoxy-2,2-dimethyl-8-(2-oxopropyl)-2,3-dihydrochromen-4-one (2), and 1-(3,4-dihydro-5-methoxy-2,2-dimethyl-2H-chromen-7-yl)propan-2-one (3), together with four known chromones (4–7) were isolated from the stems of Cassia fistula. Their structures were elucidated by spectroscopic methods, including extensive 1D- and 2D-NMR techniques. Compounds 1–5 were evaluated for their anti-tobacco mosaic virus (anti-TMV) activities. The results showed that compound 5 exhibited high anti-TMV activity with inhibition rate of 30.8% at a concentration of 20 μM. The other compounds also exhibited potential anti-TMV activities with inhibition rates in the range of 15.6–22.1% at the same concentration. 相似文献
10.
Two new compounds, named as (Z)-7,4′-dimethoxy-6-hydroxy-aurone-4-O-β-glucopyranoside (1), and (1S,3R,4S)-1-(4′-hydroxyl-phenyl)-3,4-dihydro-3,4,5-trimethyl-1H-2-benzopyran-6,8-diol (2), were isolated from the endophytic fungus Penicillium citrinum of Bruguiera gymnorrhiza. Their structures were elucidated on the basis of spectroscopic analysis. Additionally, compound 1 exhibited potent neuroprotective activity in 1-methyl-4-phenylpyridinium-induced oxidative damage in PC12 cells. 相似文献
11.
Five new compounds (1–5), including three hexalactone derivatives (1–3) and a pair of new oxaspiro-carbon epimeric glycosides (4 and 5), and six known compounds (6–11) were obtained from the fruits of Illicium lanceolatum. The structures of the new compounds were elucidated using extensive spectroscopic data. The absolute configurations of compounds 1–3 were determined by an analysis of their CD spectra. It was determined that compounds 4 and 5, which are epimeric at C-5, possess the same 1-oxaspiro[4,5]decane-7α,8α,9β-triol moiety. Plausible biogenetic pathways for 4 and 5 derived from the key precursor shikimic acid were proposed. Compounds 1–11 were all assayed on monosodium glutamate-induced human neuroblastoma SH-SY5Y cell damage. The results demonstrated that compounds 4, 5, and 8–10 possess potential neuroprotective effects. The anti-inflammatory, antiviral, and cytotoxic activities of 1–11 were also evaluated. 相似文献
12.
A pair of new sesquiterpene isomers containing a spiro heterocyclic skeleton, dothimes A (1) and B (2), together with six known compounds, quindoline (3), (S)-3-(3-indolyl)lactic acid methyl ester (4), dankasterone B (5), dibutyl phthalate (6), (1S,3R,4R,7S)-3,4-dihydroxy-α-bisabolol (7), and p-hydroxybenzaldehyde (8), were isolated from the plant-derived fungus Botryosphaeria dothidea. The structures of all isolated compounds were determined based on extensive spectroscopic analyses, including 1D/2D nuclear magnetic resonance (NMR), and high resolution electrospray ionization mass spectrometry (HRESIMS) data, as well as by comparison with literature reports. Compounds 1 and 2 exhibited inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production with IC50 values of 63.66 and 58.29 μM, respectively. 相似文献
13.
《Bioorganic & medicinal chemistry》2014,22(15):4198-4203
Three new compounds, including one daphnane diterpene (1), one sesquiterpene (6), and one lignan (7) have been isolated from the Stellera chamaejasme L., together with five other known compounds, including four daphnane diterpenenoids (2–5) and one lignan (8). The structures of the new compounds were elucidated by spectroscopic analysis. The cytotoxicities of compounds 1–8 towards human lung adenocarcinoma cells (A549 cells) were evaluated using a sulforhodamine B assay. All of the compounds displayed significant cytotoxicity, with IC50 values in the ranging of 0.2 nM to 2.0 μM. Mechanistic studies revealed that the antitumor activities of compounds 1–3 and 7 were derived from their inhibition of topoisomerase II (Topo II). Furthermore, as a Topo II inhibitor, compound 1 was found to effectively induced G2-M phase cell cycle arrest and apoptosis in cancer cells. 相似文献
14.
Three new phenolic glycosides 2-(3-O-β-d-glucopyranosyl-4-hydroxyphenyl) ethanol 1-O-β-d-glucopyranoside (1), 2-(4-O-β-d-fructopyranosylphenyl) ethanol 1-O-β-d-galactopyranoside (2) and 3-methoxy-4-O-β-d-allopyranosyl acetophenone (3), along with nine known compounds (4–12), were isolated from the ethanol extract of the whole plant of Aconitum tanguticum (Maxim.) Stapf. Their structures were elucidated by analysis of spectroscopic data including 1D-, 2D-NMR and HRESIMS, and the reported literature data comparison. All the compounds were evaluated for their potential anti-inflammatory effects by the inhibition of TNF-α production on LPS-stimulated RAW264.7 macrophages. Compounds 1, 3, 5 and 7–9 showed certain inhibition activity and their IC50 values were 38.18, 27.64, 3.25, 84.45, 12.76 and 18.44 μg/mL, respectively. 相似文献
15.
A phytochemical study of the MeOH-soluble portion from the CH2Cl2/MeOH extract of the fruits of Paullinia pinnata resulted in the isolation of a new triterpenoid, cyclopinnatol (1), and a new eicosanoic acid ester, paulliniester (2), together with five known compounds including cycloart-22(E)-ene-3β,25-diol (3), cycloartenol (4), β-sitosterol (5), betulonic acid (6) and oleanonic acid (7). The structures of the new compounds were elucidated by spectroscopic analyses (NMR and MS) and comparisons with published data. Cyclopinnatol (1) and the MeOH-soluble portion exhibited significant and weak antibacterial activities against Staphylococcus aureus, with MICs of 32 and 50 μg/mL, respectively. 相似文献
16.
Phytochemical study of Machaerium brasiliense leaves extract afforded three hopane triterpenes 3,4-seco-21β-H-hop-22 (29)-en-3-oic acid (1), hopenone B (2), hopene B (3). In addition, lupeol (4), stigmasterol (5), β-sitosterol (6), daucosterol (7), uracil (8), allantoin (9) and trans-4-hydroxy-N-methylproline (10) were isolated. The structures of these compounds were established based on spectroscopic data in comparison to those described in literature. Considering the chemotaxonomic relevance of the isolated compounds, this is the first report of triterpenes 1, 2 and 3 in Fabaceae family and compounds 7, 8 and 9 in the genus Machaerium. Besides, preliminary screening on antiproliferative and antioxidant activities was performed for MBEB and its fractions. 相似文献
17.
Four new polyketides, including an unusual naphthoquinone derivative (1), two azaphilone analogous (2, 7) and an α-pyrone (12), were isolated from the gorgonian-derived fungus Penicillium sclerotiorum CHNSCLM-0013 together with nine known compounds. Their structures were identified based on the 1D, 2D NMR, HRESIMS, single crystal X-ray diffraction and the absolute configurations were determined by comparing the 1H NMR chemical shift and optical rotations with those reported in literature. In the bioassay, compounds 2, 6, 7, 10 and 12 exhibited significant inhibitory activities against the nitric oxide (NO) production in the LPS-induced macrophage RAW 264.7 with the IC50 values in the range of 2.5–18.0 μM. Compounds 2, 6 and 7 exhibited the possible mechanism of downregulating the expression of iNOS and COX-2 in mRNA level. The primary structure-activity relationship was also discussed based on the molecular-modeling. This study will make a contribution to the chemical diversities of polyketides especially the azaphilone derivatives and the discovery of potential anti-inflammatory agent from marine fungi. 相似文献
18.
Two new acyl glycosides, angkorensides A and B (1 and 2) together with twelve known compounds including hedyotol C 7″-O-β-D-glucopyranoside (3), proanthocyanidin A-1 (4), (-)-epicatechin (5), (+)-lyoniresinol 3α-O-β-D-glucopyranoside (6), kaempferol-3-O-β-D-galactopyranoside (7), cuneataside E (8), 4-hydroxyacetophenone 4-O-(6′-O-β-D-apiofuranosyl)-β-D-glucopyranoside (9), cinnamtannin B-1 (10), aesculitannin B (11), quercetin 3-O-rham-(1−6)-β-D-galactopyranoside (12), quercetin 3-O-β-D-galactopyranoside (13), and proanthocyanidin A-2 (14) have been unprecedentedly isolated from Gardenia angkorensis Pit. Angkorensides A and B (1 and 2) showed moderate anti-inflammatory inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages and the known compounds (4, 10-14) exhibited strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. 相似文献
19.
Min Hye Yang Kee Dong Yoon Young-Won Chin Ju Hyun Park Jinwoong Kim 《Bioorganic & medicinal chemistry》2009,17(7):2689-2694
Phytochemical studies of the chloroform soluble fraction of Dioscorea opposita resulted in the isolation of four new compounds, 3,5-dihydroxy-4-methoxybibenzyl (1), 3,3′,5-trihydroxy-2′-methoxybibenzyl (2), 10,11-dihydro-dibenz[b,f]oxepin-2,4-diol (3), and 10,11-dihydro-4-methoxy-dibenz[b,f]oxepin-2-ol (4), together with an additional fifteen known compounds. The structures of 1–4 were elucidated by spectroscopic methods including 2D NMR. All of the nineteen isolated compounds were tested in the DPPH, superoxide anion radical scavenging assays and cyclooxygenases (COXs) inhibition assay. Of those, compounds 7, 9, 11, 12, 13, 15 and 18 exhibited radical scavenging activities and compounds 2, 3, 8, 13, 15 and 16 showed selective inhibitory activities against COX-2. 相似文献
20.
Two furanocoumarin derivatives, 3-methoxypsoralen (1) and 3,5-dimethoxypsoralen (2), along with nine known compounds, friedelinol (3), 3-oxo-11β-hydroxyoleanan-12-ene (4), lupeol (5), taraxer-3-one (6), a mixture of β-sitosterone (7a) and stigmast-4,22-dien-3-one (7b), ergosterol (8), 9,19-cyclolanost-3-one-24,25-diol (9), oleanan-12-ene-3,11-dione (10), and β-sitosterol 3-O-β-D-glucopyranoside (11) were isolated from the twigs of Ficus chlamydocarpa. Their structures were established by NMR spectroscopic analyses and HRESIMS. The structure of 1 was further confirmed from its single crystal X-ray diffraction. The crude extract, fractions and some isolated compounds were assessed for their preliminary antibacterial activity and cytotoxicity. One of the fractions (FB-B3) exhibited inhibition against the bacterial strain Pseudomonas agarici and induced a remarkable cytotoxic activity toward the human cervix carcinoma cell line KB-3-1 (IC50 0.166 mg/mL), and compounds 1, 6, and 7 showed moderate antibacterial activity against Bacillus subtilis and Micrococcus luteus. 相似文献