-
[show abstract]
[hide abstract]
ABSTRACT: Twelve limonoids, toonayunnanins A-L (1-12) and eleven known compounds (13-23) were isolated from the leaves of Toona ciliata var. yunnanensis, and their structures were elucidated by means of extensive spectroscopic analyses, particularly 1D and 2D NMR techniques. The inhibitory effects of all the isolated compounds were evaluated on human tumor cell lines, such as HL-60, SMMC-7721, A-549, MCF-7 and SW480. Cedrelone (13) and dysobinin (18) showed significant cytotoxicity, and toonayunnanin B (2) and epoxyazadiradione (14), were found to be slightly cytotoxic against the above cell lines. Furthermore, this study provides valuable information for the chemotaxonomy of T. ciliata varieties.
Phytochemistry 04/2012; 76:141-9. · 3.35 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Two new triterpenoids and a chromone glycoside, namely, 24-epi-cimigenol-3-one (1), foetinoside (2), cimifugin-4'-O-[6″-feruloyl]-β-D-glucopyranoside (3), together with 18 known compounds, were isolated from the rhizomes of Cimicifuga foetida L. collected in Guizhou Province, China. All of the compounds were identified by spectroscopic methods, as well as chemical methods. In the in vitro cytotoxicity evaluation of these compounds against 5 human cancer cell lines, cimigenol (8) exerted the most potent cytotoxic activity against SMMC-7721 (7.87 µM) and A-549 (12.16 µM), while cimiacerin B (9) also showed obvious cytotoxicity against the A-549 cell line, with an IC(50) value of 16.77 µM.
Chemical & pharmaceutical bulletin 01/2012; 60(5):571-7. · 1.70 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: One new limonoid of the phragmalin type (1) named Swietenine J with nine known compounds methyl-6-β-hydroxy angolensate (2), 1-O-acetylkhayanolide A(3), Khayanolide E (4), Khayalactone (5), Khayanone (6), 1-O-Acetylkhayanolide B (7), 1-O-Deacetylkhayanolide E (8), Khayanolide A (9), Khayanolide B (10) were isolated from Swietenia macrophylla. The structure of 1 was elucidated on the basis of 1D and 2D- NMR spectroscopic analysis.
Natural product research 10/2011; 26(20):1887-91. · 1.01 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A new pregnane glycoside, named (20R)-O-(3)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl-pregn-5-en-3β,20-diol (1), and seven known compounds, brusatol (2), bruceine B (3), bruceine D (4), yadanziolide A (5), bruceine E (6), yadanzioside G (7), and yadanzioside B (8), were isolated from the cultivated dry seeds of Brucea javanica. The structure of 1 was elucidated on the basis of 1D- and 2D-NMR spectroscopic analyses. Their inhibitory effects on tumor cells were also tested. Compound 1 was slightly active against HL-60, SMMC-7721, A-549, and MCF-7 tumor cells. Compounds 2 and 3 demonstrated significant inhibitory activities against all tested cells. These results indicate that cultivated B. javanica could replace the wild plant as an antitumor plant resource.
Archives of Pharmacal Research 08/2011; 34(8):1297-300. · 1.59 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Two new C₂₁-steroidal esters, sarsaligates A(1) and B(2), and two new steroidal alkaloids, sarsaligenines A(3) and B(4), together with four known compounds (sarcovagine, sarcorucinine, dimethylamino-3 β-pregnane-20-one, and β-sitosterol 5- 8, respectively), were isolated from the leaves and stems of Sarcococca saligna. The structures of compounds 1-4 were elucidated by NMR and MS spectroscopic analysis. Of the compounds tested, 5 and 6 were the most cytotoxic against the cell lines K562, SK-BR-3, and PANC-1, with IC₅₀ values in the range of 2.25-5.00 µM, while 3 and 4 selectively inhibited HL-60 cells with IC₅₀ values of 2.87 and 3.61 µM, respectively. Compounds 3-6 therefore deserve further evaluation of their cytotoxic potentials.
Planta Medica 05/2011; 77(15):1725-9. · 2.15 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Cycloartane triterpenoids, 2',24-O-diacetylisodahurinol-3-O-α-L-arabinopyranoside, 24-O-acetylisodahurinol-3-O-α-L-arabinopyranoside, 12β-hydroxy-25-anhydrocimigenol, cimigenol-12-one, 12β-hydroxy-15-deoxycimigenol, 2'-O-acetyl-24-epi-cimigenol-3-O-α-L-arabinopyranoside, 2'-O-acetylcimigenol-3-O-β-D-xylopyranoside, 25-anhydrocimigenol-3-O-α-L-arabinopyranoside, 2',23-O-diacetylshengmanol-3-O-α-L-arabinopyranoside, and 2',24-O-diacetyl-25-anhydrohydroshengmanol-3-O-α-L-arabinopyranoside, together with eight known compounds, were isolated from aerial parts of Cimicifuga foetida. Their structures were determined by application of spectroscopic analyses and chemical methods. Biological evaluation of the compounds against human HL-60, SMMC-7721, A549, SK-BR-3, and PANC-1 cell lines indicated that three of these compounds exhibited broad-spectrum and moderate cytotoxic activities, with IC₅₀ values ranging from 6.20 to 22.74 μM. By comparing previous cytotoxic testing data and bioassay results from this study, preliminary structure-activity relationships of compounds with a c imigenol-skeleton can be proposed.
Phytochemistry 05/2011; 72(11-12):1473-81. · 3.35 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A new spirostanol sapogenin and two spirostanol saponins, tentatively named reineckiagenin A (1), reineckiagenoside A (2), and reineckiagenoside B (3), were isolated from the whole plant of Reineckia carnea. By detailed analysis of their 1D and 2D NMR spectra, chemical methods, and by comparison with spectra data of known compounds, the structures of the new steroids were determined to be 25(S)-5β-spirostan-1β,3β,17α-triol (1), 25(S)-5β-spirostan-1β,3β,17α-triol 1-O-β-D-xylopyranoside (2), 25(S)-5β-spirostan-1β,3β,17α-triol 1-O-α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside (3). Compounds 1, 2, and 3 are the first naturally occurring steroids with unique structural feature of 5β-spirostan-1β,3β,17α-trihydroxyl.
Chemical & pharmaceutical bulletin 01/2011; 59(1):53-6. · 1.70 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Nine new pregnane alkaloids, pachysamines J-R (1-9), together with seven known ones, were isolated from Pachysandra axillaris. The chemical structures of the new alkaloids were elucidated by spectroscopic methods. All the compounds were evaluated for their inhibitory activities against HL-60, SMMC-7721, A-549, SK-BR-3, and PANC-1 cell lines. Compound 15 possessed moderate activities against A-549, SK-BR-3, and PANC-1 cells, with the IC(50) values of 11.17, 4.17, and 10.76 microM, respectively. Besides, compound 11 showed cytotoxicities against A-549 cell, with the IC(50) values as 24.94 microM.
Steroids 12/2010; 75(12):818-24. · 2.83 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Two new triterpenoid alkaloids, buxmicrophyllines J and K (1 and 2, resp.), together with four analogues, 3-6, were isolated from the leaves and stems of Buxus microphylla. The structures of the new compounds were elucidated by NMR and MS spectroscopic analyses. The partial assignments of the NMR spectra of 3 were also revised. Compounds 1 and 3-6 were evaluated for their growth inhibitory activity against human cell lines HL-60, SMMC-7721, A-549, SK-BR-3, and PANC-1. Compound 6 showed significant cytotoxicity against HL-60, SK-BR-3, and PANC-1 cell lines, with IC(50) values of 6.46, 19.61, and 28.57 microM, respectively.
Chemistry & Biodiversity 07/2010; 7(7):1822-7. · 1.80 Impact Factor
-
Journal of Natural Products 06/2010; · 3.13 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Methyl ganosinensate A (1), ganosinensic acid A (1a), and ganosinensic acid B (2), three new triterpenoids with an unusual four-membered ring skeleton produced by a bond across C-1 to C-11, were isolated from the fruiting body of Ganoderma sinense . Their structures were established on the basis of extensive spectroscopic methods, including 1D and 2D NMR techniques, and methyl ganosinensate A was confirmed by X-ray crystallographic analysis.
Organic Letters 03/2010; 12(8):1656-9. · 5.86 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Five new triterpene bisglycosides, foetidinosides A (1), B (2), C (3), D (4) and E (5), including three of the cycloartane type, one of its derivative, and one of the lanostane type were isolated from the rhizomes of Cimicifuga foetida. Their structures were elucidated on the basis of spectroscopic data and chemical evidence. They were the first bisglycosides with acyclic side chains which were different from the typical triterpenes with side chains epoxidized with ring D in Cimicifuga species.
Chemical & pharmaceutical bulletin 01/2010; 58(5):729-33. · 1.70 Impact Factor
-
Helvetica Chimica Acta 12/2009; 92(12):2737 - 2745. · 1.48 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Five new triterpenoid alkaloids, buxmicrophyllines E-I (1-5), and six known ones (6-11) were isolated from the leaves and stems of Buxus microphylla. The structures of compounds 1-5 were elucidated by NMR and MS spectroscopic analysis, and the relative stereochemistry of 5 was determined by single-crystal X-ray crystallography. Compounds 3 and 9 were cytotoxic against HepG2 cells, with IC(50) values of 0.89 and 0.78 microM, and compounds 2, 3, 7, 8, and 9 were cytotoxic against K562 cells, with IC(50) values of 2.95, 4.44, 1.70, 5.61, and 0.37 microM, respectively.
Journal of Natural Products 02/2009; 72(2):308-11. · 3.13 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Three new cucurbitane triterpenoids 1-3 and one new steroidal glycoside 4, were isolated together with ten known compounds from Momordica charantia. The structures of new compounds were determined to be 19(R)-n-butanoxy-5 beta,19-epoxycucurbita-6,23-diene-3beta,25-diol 3-O-beta-glucopyranoside (1), 23-O-beta-allopyranosylecucurbita-5,24-dien-7 alpha,3beta,22(R),23(S)-tetraol 3-O-beta-allopyranoside. (2), 23(R),24(S),25-trihydroxycucurbit-5-ene 3-O-{[beta-glucopyranosyl(1-->6)]-O-beta-glucopyranosyl}-25-O-beta-glucopyranoside (3), and 24(R)-stigmastan-3beta,5 alpha,6 beta-triol-25-ene 3-O-beta-glucopyranoside (4), respectively. Their structures were elucidated by the combination of mass spectrometry (MS), one and two-dimensional NMR experiments and chemical reactions.
Molecules 01/2009; 14(12):4804-13. · 2.39 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Chemical investigation of the vines and leaves of Momordica charantia resulted in isolation of fourteen cucurbitane triterpenoids, kuguacins F-S (1-14), including two pentanorcucurbitacins (6 and 7), one octanorcucurbitacin (8), and two trinorcucurbitacins (11 and 12), along with six known analogues. Their structures were elucidated on the basis of extensive spectroscopic and single-crystal X-ray diffraction analyses. Compounds 1-14 exhibited weak anti-HIV-1 activities in vitro.
Phytochemistry 12/2008; 70(1):133-40. · 3.35 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Eight new cucurbitane glycosides, kuguaglycosides A–H (1–8, resp.), together with five known analogues, 3β,23-dihydroxycucurbita-5,24-dien-7β-yl β-D-glucopyranoside (9), karaviloside III (10), karaviloside V (11), karaviloside XI (12), and momordicoside K (13), were isolated from the root of Momordica charantia L. The structures of the new compounds were determined on the basis of spectroscopic and chemical methods.
Helvetica Chimica Acta 05/2008; 91(5):920 - 929. · 1.48 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Two new cucurbitacins, endecaphyllacins A (1) and B (2), together with six known analogues (3-8), were isolated from the tubers of Hemsleya endecaphylla. The structures of 1 and 2 were elucidated by NMR and MS spectroscopic analysis. The relative stereochemistry of 1 was determined by single-crystal X-ray diffraction. Compound 4 (cucurbitacin B) showed potent anti-HIV-1 in C8166 cells (EC=0.09 microg/mL) with a selectivity index of 16.7.
Journal of Natural Products 02/2008; 71(1):153-5. · 3.13 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: Three cholestane bisdesmosides, together with the corresponding aglycone, were isolated from the whole plant of Reineckia carnea. By detailed analysis of the 1D- and 2D-NMR spectra, chemical methods, and comparison with spectral data of known compounds, the structures were determined to be (1β,3β,16β,22S)-cholest-5-ene-1,3,16,22-tetrol (1), (1β,3β,16β,22S)-cholest-5-ene-1,3,16,22-tetrol 1,16-di(β-D-glucopyranoside) (2), (1β,3β,16β,22S)-cholest-5-ene-1,3,16,22-tetrol 1-[O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside] 16-(β-D-glucopyranoside) (3), (1β,3β,16β,22S)-cholest-5-ene-1,3,16,22-tetrol 1-(β-D-glucopyranoside) 16-(3-O-acetyl-β-D-glucopyranoside) (4). Compounds 3 and 4 appeared to be new compounds, while compound 1 was isolated for the first from a natural source. Compound 2 was isolated from the genus Reineckia for the first time.
Helvetica Chimica Acta 02/2007; 90(3):616 - 622. · 1.48 Impact Factor
-
[show abstract]
[hide abstract]
ABSTRACT: A phytochemical study of the tubers of Hemsleya jinfushanensis L. T. Shen resulted in the isolation of four new cucurbitane glycosides, jinfushanosides A-D (1- 4), as well as four known compounds 5-8. Compounds 1-7 were tested for bioactivity against rabbit platelet aggregation induced by PAF, ADP, or AA. Among them, compounds 1, 5, 6 and 7 weakly inhibited PAF-induced platelet aggregation.
Planta Medica 11/2005; 71(10):983-6. · 2.15 Impact Factor
