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ABSTRACT: Phytochemical investigation of the leaves of Pometia pinnata resulted in the isolation of a new triterpenoid saponin (1), together with a known compound, kaemferol 3-O-alpha-L-rhamnopyranoside (2). The structure of 1 was established as 3-O-[alpha-L-arabinofuranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl]-hederagenin. The structure elucidation of the isolated compounds was based primarily on 1D- and 2D-NMR techniques, including 1H and 13C NMR spectra, DEPT, and by 2D COSY, HMQC, HMBC and TOCSY experiments.
Natural product communications 11/2012; 7(11):1423-6. · 1.24 Impact Factor
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Khalid Mohammed Khan,
Zarbad Shah, Viqar Uddin Ahmad,
Momin Khan,
Muhammad Taha,
Fazal Rahim,
Sajjad Ali,
Nida Ambreen,
Shahnaz Perveen,
M Iqbal Choudhary,
Wolfgang Voelter
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ABSTRACT: Syntheses of thirty 2,4,6-trichlorophenylhydrazine Schiff bases 1-30 were carried out and evaluated for their in vitro DPPH radical and super oxide anion scavenging activities. Compounds 1-30 have shown a varying degree of DPPH radical scavenging activity and their IC50 values range between 4.05-369.30 µM. The compounds 17, 28, 18, 14, 8, 15, 12, 2, 29, and 7 exhibited IC50 values ranging between 4.05±0.06-24.42±0.86 µM which are superior to standard n-propylgallate (IC50=30.12±0.27 µM). Selected compounds have shown a varying degree of superoxide anion radical scavenger activity and their IC50 values range between 91.23-406.90 µM. The compounds 28, 8, 17, 15, and 14, showed IC50 values between 91.23±1.2-105.31±2.29 µM which are superior to standard n-propylgallate (IC50=106.34±1.6 µM).
Medicinal chemistry (Shāriqah (United Arab Emirates)) 04/2012; 8(3):452-61. · 1.64 Impact Factor
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ABSTRACT: Two new ballonigrin type lactone diterpenoids, named ballonigrin lactone A and B, have been isolated from the roots of Ballota limbata. Structure elucidation of the isolated compounds was based on spectroscopic {IR, 1H- and 3C-NMR, and 2D-NMR (HMQC, HMBC, COSY and NOESY} and EI-MS data.
Natural product communications 02/2012; 7(2):149-50. · 1.24 Impact Factor
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ABSTRACT: A new megastigmane glycoside, phoenixoside A (1), has been isolated from the n-butanol--soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as (6S,7Z,9R)-hydroxy-3-oxo-ionol-9-O-beta-D-glucopyranosyl-(1" --> 6')-beta-D-glucopyranoside on the basis of 1D and 2D NMR spectroscopy, high-resolution mass spectrometry, and CD spectroscopy.
Natural product communications 01/2012; 7(1):3-4. · 1.24 Impact Factor
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ABSTRACT: A new melilotic ester, meliloester [2-ethyl-hexyl-3-(2-hydroxyphenyl) propionate], was isolated from the whole plant of Melilotus alba. Its structure was elucidated on the basis of spectroscopic and mass spectrometric analyses, including EI-MS, HR-MS, and UV, IR, 1D and 2D-NMR spectroscopic studies.
Natural product communications 01/2012; 7(1):61-2. · 1.24 Impact Factor
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Organic Communications. 01/2012;
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ABSTRACT: A series of new di- and triorganotin(IV) complexes of monoisopropyl and mono n-propyl glutarate have been synthesized and characterized by 1H- 13C- 119Sn-NMR, UV, IR and Mass spectrometry. The spectroscopic investigation demonstrated that the carboxylate group acts as a bidentate ligand in diorganotin(IV) and as a monodentate ligand in triorganotin(IV) compounds. Biological evaluation against various microorganisms indicates that the diorganotin(IV) complexes are slightly less reactive than triorganotin(IV) complexes
Organic Communications. 01/2012; 5(1):18-26.
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ABSTRACT: The study of the chemical constituents of the whole plant of Erigeron bonariensis (L.) has resulted in the isolation and characterization of a new and nine known compounds. The known compounds were identified as stigmasterol (1), freideline (2), 1,3-dihydroxy-3R,5R-dicaffeoyloxy cyclohexane carboxylic acid methyl ester (3), 1R,3R-dihydroxy-4S,5R-dicaffeoyloxycyclohexane carboxylic acid methyl ester (4), quercitrin (5), caffeic acid (6), 3-(3,4-dihydroxyphenyl)acrylic acid 1-(3,4-dihydroxyphenyl)-2-methoxycarbonylethyl ester (8), benzyl O-β-D-glucopyranoside (9), and 2-phenylethyl-β-D-glucopyranoside (10). The aromatic glycoside, erigoside G (7) is reported as new natural compound. The above compounds were individually identified by spectroscopic analyses and comparisons with reported data. The chemotaxonomic studies of isolated compounds have been discussed.
Records of Natural Products 01/2012; 6(4):376-380. · 1.51 Impact Factor
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ABSTRACT: A new bidesmosidic triterpene saponin, guaianin P was isolated from the stem bark of Guaiacum officinale. Its structure was established as oleanolic acid 3-O-{α-L-rhamnopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-α-L-arabinopyranoside}-28-O-β-D-glucopyranosyl ester by spectroscopic and chem. analyses. [on SciFinder(R)]
J. Chem. Soc. Pak. 01/2012; 34(Copyright (C) 2012 American Chemical Society (ACS). All Rights Reserved.):448-450.
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ABSTRACT: 2,4,6-Trichlorophenyl hydrazones 1-35 were synthesized and their in vitro antiglycation potential was evaluated. Compounds 14 (IC50 = 27.2 ± 0.00 μM), and 18 (IC50 = 55.7 ± 0.00 μM) showed an excellent activity against glycation of protein, better than the standard (rutin, IC50 = 70 ± 0.50 μM). This study thus identified a novel series of antiglycation agents. A structure-activity relationship has been studied, and all the compounds were characterized by spectroscopic techniques.
Medicinal chemistry (Shāriqah (United Arab Emirates)) 11/2011; 7(6):572-80. · 1.64 Impact Factor
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ABSTRACT: 2,4,6-Trichlorophenyl hydrazones 1-35 were synthesized and their in vitro antiglycation potential was evaluated. Compounds 14 (IC50 = 27.2 ± 0.00 μM), and 18 (IC50 = 55.7 ± 0.00 μM) showed an excellent activity against glycation of protein, better than the standard (rutin, IC50 = 70 ± 0.50 μM). This study thus identified a novel series of antiglycation agents. A structure-activity relationship has been studied, and all the compounds were characterized by spectroscopic techniques.
Medicinal Chemistry 10/2011; 7(6):572-580. · 1.50 Impact Factor
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ABSTRACT: Two new unusual monoterpene glycosides, (Z)-3,6-dimethyl-3-(β-D-O-glucosylmethylene)cyclohept-4-ene-1-one (1) and 3,6-dimethyl-3-(β-D-O-glucosylmethylene)cycloheptanone (2) have been isolated along with five known compounds, 3-hydroxy-4-methoxybenzoic acid, 6,7-dihydroxycoumarin, luteolin, apigenin 5-O-αl-L-rhamnoside, and pinocembrin-7-O-rutinoside from ethyl acetate extract of Euphorbia decipiens. The structures of the isolated compounds were elucidated by extensive 1D- and 2D-NMR, and mass spectroscopic analyses.
Magnetic Resonance in Chemistry 09/2011; 49(10):673-7. · 1.44 Impact Factor
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ABSTRACT: This study describes the chemical composition of the essential oil of Artemisia maritima (Am.Oil) and the pharmacological basis for its medicinal use in gut and airways disorders. Twenty five compounds, composing 93.7% of the oil, were identified; among these, chrysanthenyl propionate and elixene were identified for the first time from any Artemisia species. The Am.Oil (0.3-1.0 mg/mL) suppressed spontaneous and high K(+) (80 mM)-induced contractions in isolated rabbit jejunum, suggestive of an antispasmodic effect mediated possibly through calcium channel blockade. The calcium channel blockade activity was confirmed when pre-treatment of the tissue with Am.Oil (0.01-0.03 mg/mL) shifted the Ca(++) concentration-response curves to the right, similar to verapamil and papaverine. In isolated tracheal strips, Am.Oil inhibited carbachol (CCh; 1 μM)-induced contractions more than that induced by K(+) and shifted the isoprenaline-induced inhibitory CRCs to the left, similar to papaverine, suggestive of potentiation, while, verapamil was more potent against K(+) than CCh-induced contractions and had no potentiating effect on isoprenaline-induced inhibitory CRCs. These data indicate that the Am.Oil exhibited spasmolytic and bronchodilator activities mediated possibly through dual blockade of calcium channels and phosphodiesterase, which provides the pharmacological basis to the medicinal use of Artemisia maritima in colic, diarrhea and possibly asthma.
Archives of Pharmacal Research 08/2011; 34(8):1227-38. · 1.59 Impact Factor
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ABSTRACT: Ballota limbata Benth. (Lamiaceae) (syn, Otostegia limbata Hook.f.) is a species grown in the North West Frontier Province and the lower hills of West Punjab, Pakistan. Ballota species are renowned for their antispasmodic, antiulcer, diuretic, vermifuge, and especially sedative effects. However, little is known about the biological activity of B. limbata.
Evaluation of antitussive activity and safety profile of dried B. limbata extract. Materials and methods: Whole air-dried plants were partitioned with various solvents and the butanol fraction was subjected to antitussive evaluation using a sulfur dioxide (SO(2))-induced cough model in mice. Codeine and dextromethorphan were used as positive control. Safety profile of the testing material was established using standard toxicity tests.
B. limbata extract inhibited cough provoked by SO(2) gas in mice in a dose-dependent manner. The extract exhibited maximum protection against SO(2)-induced cough after 60 min of administration. B. limbata offered maximum cough suppressive effects, that is, number of coughs during 60 min was 11.66 ± 1.2 (mean ± SEM), after s.c. administration of 800 mg/kg, as compared with codeine 10 mg/kg, s.c., dextromethorphan 10 mg/kg, s.c., and saline showing a frequency of cough of 11.75 ± 1.18, 12.25 ± 0.83, and 46.25 ± 1.52, respectively. LD(50) value of B. limbata was greater than 5000 mg/kg. No sign of neural impairment was observed at antitussive doses and the extract has been well-tolerated at higher doses.
This study demonstrates that the extract of B. limbata has shown strong cough suppressive effect in mice without yielding any notable toxicity.
Pharmaceutical Biology 06/2011; 49(6):627-32. · 0.88 Impact Factor
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ABSTRACT: Two new triterpenoids trivially named as atriplicoide A and B were isolated from the n-BuOH extract of the whole plant of Zygophyllum eurypterum. Based on EI-MS, IR, 1H- and 13C-NMR, and 2D-NMR (HMQC, HMBC, COSY and NOESY) data, the structures of the new compounds were determined as 30-carboxy-3beta,24-dihydroxy-urs-28,13beta-lactam-N-acetate (1) and 3beta,24-dihydroxyursan-28,13beta-olide (2).
Natural product communications 02/2011; 6(2):179-82. · 1.24 Impact Factor
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Imran Nafees Siddiqui,
Aqib Zahoor,
Hidayat Hussain,
Ishtiaq Ahmed, Viqar Uddin Ahmad,
Daniele Padula,
Siegfried Draeger,
Barbara Schulz,
Kathrin Meier,
Michael Steinert,
Tibor Kurtán,
Ulrich Flörke,
Gennaro Pescitelli,
Karsten Krohn
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ABSTRACT: Chemical investigation of the fungal strain Microdiplodia sp. isolated from the shrub Lycium intricatum led to the isolation of four new compounds: a hexahydroxanthone (2), a 2,3-dihydrochroman-4-one (3), a 7-oxoxanthone derivative (4), and a 1,4-oxazepan-7-one (5). The relative configurations of the new compounds were determined by intensive NMR investigations, notably NOESY experiments at different temperatures. The absolute configurations of the well-known fungal metabolite diversonol (1) and of other xanthone derivatives (3, 4) were established by means of TDDFT ECD calculations. Most of the metabolites were biologically active, with antibacterial activity against Legionella pneumophila and/or antifungal activity against Microbotryum violaceum.
Journal of Natural Products 01/2011; 74(3):365-73. · 3.13 Impact Factor
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ABSTRACT: A new eudesmane sesquiterpene, pluchargen A (3-beta-[3'-chloro-2'-hydroxy-2'-methyl butyroyl]-cuauhtemone), was isolated from the whole plant of Pluchea arguta, and the structure was elucidated on the basis of 1- and 2-D NMR spectroscopic studies.
Natural product communications 01/2011; 6(1):1-2. · 1.24 Impact Factor
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ABSTRACT: Two new bergenin derivatives, named rivebergenin A and B (1, and 2), together with two known compounds, bergenin (3) and norbergenin (4) were isolated from the stem of Rivea hypocrateriformis (Desr.) Choisy. The structures of the new compound have been assigned from 1H and 13C NMR spectra, DEPT, and by 2D COSY, HMQC, and HMBC experiments. Compounds 1–4 showed the strong antioxidant activity.
Fitoterapia 01/2011; 82:722–725. · 1.85 Impact Factor
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ABSTRACT: The structure elucidation of two new phthalate derivatives named nepethalates A (1) and B (2) is
reported. Both of these secondary metabolites were isolated from the MeOH extract of Nepeta clarkei.
HR-EI-MS, IR and UV absorption spectrometry, and NMR experiments including COSY, HMQC, and
HMBC were used for the determination of the structures and complete 1 H- and 13 C-NMR assignments.
Helvetica Chimica Acta 01/2011; 94:2106-2110. · 1.48 Impact Factor
