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1.
J Nat Med ; 66(3): 453-8, 2012 Jul.
Article in English | MEDLINE | ID: mdl-22127529

ABSTRACT

A chemical investigation of the chloroform extract of the roots of Uvaria ludida Benth. (Annonaceae), an important African traditional medicine, led to the isolation of six new compounds; three pyrenes, 2-hydroxy-1,8-dimethoxypyrene (1), 8-methoxy-1,2-methylenedioxypyrene (2), and 7-hydroxy-8-methoxy-1,2-methylenedioxypyrene (3), two pyrenediones, 2-hydroxy-1,8-pyrenedione (4) and 2-methoxy-1,8-pyrenedione (5), and a sesquiterpene, (-)-10-oxo-isodauc-3-en-15-oic acid (6), together with eight known compounds (7-14). The structural elucidation by spectroscopic studies of the compounds isolated is described. While pyrenes did not exhibit strong cytotoxicity against human promyelocytic leukemia HL-60 cells, pyrenediones showed strong cytotoxicity. The IC(50) of 4 was 70 ng mL(-1), which was close to that of etoposide (IC(50) = 60 ng mL(-1)).


Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Pyrenes/chemistry , Pyrenes/pharmacology , Uvaria/chemistry , Apoptosis/drug effects , HL-60 Cells , Humans , Molecular Structure
2.
J Nat Med ; 65(2): 313-21, 2011 Apr.
Article in English | MEDLINE | ID: mdl-21234693

ABSTRACT

A chemical investigation of the chloroform extract of the roots of Uvaria welwitschii (Annonaceae), an African traditional medicine taken for stomach ache, led to the isolation of eight new compounds, named welwitschins A-H (1-8), together with five known compounds (9-13). The structural elucidation by spectroscopic studies of the compounds isolated is described. All new compounds were flavonoids having a 2-hydroxy-3,4,6-trimethoxyphenyl moiety in the A-ring, and unsubstituted phenyl in the B-ring. Four of them (1-4) were monomeric flavonoids while the others (5-8) were dimeric flavonoids. The cytotoxicity of the isolated compounds against human promyelocytic leukemia HL-60 cells was investigated.


Subject(s)
Annonaceae/chemistry , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Flavonoids/chemistry , Flavonoids/pharmacology , Plant Roots/chemistry , Cell Survival/drug effects , Chromatography, High Pressure Liquid , HL-60 Cells , Humans , Magnetic Resonance Spectroscopy , Molecular Structure
3.
J Nat Med ; 64(1): 9-15, 2010 Jan.
Article in English | MEDLINE | ID: mdl-19730974

ABSTRACT

In the present study, we attempted to elucidate the antinociceptive activity of Xylopia parviflora bark using the acetic acid-induced writhing test, hot plate test, and formalin test in mice. The MeOH extract (100 and 200 mg/kg, administered intraperitoneally (i.p.)) had an antinociceptive effect demonstrated by its inhibitory effects on writhing number induced by acetic acid. Three alkaloidal fractions exhibited significant antinociceptive effects in three animal models; the chloroform-soluble fraction, including secondary and tertiary alkaloids, exhibited the strongest effect. This result supported its use in folk medicine as an analgesic agent. We tested the main alkaloids of these fractions for their antinociceptive effects to clarify the active components. (+)-Corytuberine (6.3 and 12.5 mg/kg, i.p.) showed very strong activity, had a significant antinociceptive effect in the acetic acid-induced writhing test (with 49.4 and 98.9% reduction of writhes), in the hot plate test, and in the formalin test (with 55.4 and 90.6% inhibition during the first phase, and 73.9 and 99.9% during the second phase, respectively). (+)-Glaucine (12.5 and 25 mg/kg, i.p.) showed strong activity in three animal models, too. The activity of these compounds was also observed following oral administration in the acetic acid-induced writhing test.


Subject(s)
Alkaloids/pharmacology , Analgesics/pharmacology , Plant Extracts/pharmacology , Xylopia/chemistry , Alkaloids/administration & dosage , Alkaloids/isolation & purification , Analgesics/administration & dosage , Analgesics/isolation & purification , Animals , Disease Models, Animal , Dose-Response Relationship, Drug , Male , Medicine, African Traditional , Mice , Pain/drug therapy , Pain Measurement , Plant Bark , Plant Extracts/administration & dosage
4.
J Nat Med ; 64(1): 75-9, 2010 Jan.
Article in English | MEDLINE | ID: mdl-19756918

ABSTRACT

A chemical investigation of the petroleum ether extract and chloroform extract of the root of Uvaria scheffleri Diels (Annonaceae) led to the isolation of two new compounds, named hydroxyespintanol (1) and schefflerichalcone (2), together with eight known compounds (3-10). The structural elucidation of compounds 1 and 2 by spectroscopic studies is described. The cytotoxicity of the isolated compounds against human promyelocytic leukemia HL-60 cells was studied. Among these, 2'-hydroxy-3',4',6'-trimethoxychalcone (5) exhibited cytotoxicity (IC(50) 12 microM), and espintanol (3), which was the main ingredient, also showed some cytotoxicity (IC(50) 44 microM).


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Leukemia, Promyelocytic, Acute/drug therapy , Plant Extracts/pharmacology , Uvaria/chemistry , Antineoplastic Agents, Phytogenic/administration & dosage , Antineoplastic Agents, Phytogenic/isolation & purification , Chalcones/isolation & purification , Chalcones/pharmacology , Drug Screening Assays, Antitumor , HL-60 Cells , Humans , Inhibitory Concentration 50 , Phenylpropionates/isolation & purification , Phenylpropionates/pharmacology , Plant Extracts/administration & dosage , Plant Roots , Solvents/chemistry , Spectrum Analysis
5.
Phytochemistry ; 67(24): 2671-5, 2006 Dec.
Article in English | MEDLINE | ID: mdl-16963092

ABSTRACT

From the secondary and tertiary alkaloidal fractions of the root and the bark of Xylopia parviflora (Annonaceae), the isoquinoline alkaloids, 10,11-dihydroxy-1,2-dimethoxynoraporphine and parvinine were isolated, along with 39 known alkaloids. Their structures were determined on the basis of analysis of spectroscopic data.


Subject(s)
Alkaloids/chemistry , Annonaceae/chemistry , Isoquinolines/chemistry , Alkaloids/isolation & purification , Isoquinolines/isolation & purification , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plants, Medicinal/chemistry
6.
J Ethnobiol Ethnomed ; 2: 22, 2006 May 05.
Article in English | MEDLINE | ID: mdl-16674830

ABSTRACT

Traditional plant use is of tremendous importance in many societies, including most rural African communities. This knowledge is however, rapidly dwindling due to changes towards a more Western lifestyle, and the influence of modern tourism.In case of the Sekenani Maasai, the recent change from a nomadic to a more sedentary lifestyle has not, thus far lead to a dramatic loss of traditional plant knowledge, when compared to other Maasai communities. However, in Sekenani, plants are used much less frequently for manufacturing tools, and for veterinary purposes, than in more remote areas. While the knowledge is still present, overgrazing and over-exploitation of plant resources have already led to a decline of the plant material available.This paper examines the plant use of the Maasai in the Sekenani Valley, North of the Masaai Mara National Reserve. The Maasai pastoralists of Kenya and Tanzania use a large part of the plants in their environment for many uses in daily life. The plant use and knowledge of the Sekenani Maasai is of particular interest, as their clan, the "Il-Purko", was moved from Central Kenya to this region by the British Colonial Administration in 1904.The results of this study indicate that despite their relocation 100 years ago, the local population has an extensive knowledge of the plants in their surroundings, and they ascribe uses to a large percentage of the plants found. One-hundred-fifty-five plant species were collected, identified and their Maa names and traditional uses recorded. Although fifty-one species were reported as of "no use", only eighteen of these had no Maasai name. Thirty-three were recognized by a distinctive Maa name. Thirty-nine species had a medicinal use, and 30 species served as fodder for livestock. Six species could not be identified. Of these plants five were addressed by the Maasai with distinct names. This exemplifies the Sekenani Maasai's in-depth knowledge of the plant resources.Traditionally, the Maasai attribute most illnesses to the effect of pollutants that block or inhibit digestion. These pollutants can include "polluted" food, contact with sick people and witchcraft. In most cases the treatment of illness involves herbal purgatives to cleanse the patient. There are also frequent indications of plant use for common problems like wounds, parasites, body aches and burns.


Subject(s)
Medicine, African Traditional , Plant Extracts/therapeutic use , Plants/classification , Population Groups , Animal Feed/classification , Anthropology, Cultural , Ceremonial Behavior , Culture , Ethnobotany/methods , Health Knowledge, Attitudes, Practice , Housing , Humans , Interviews as Topic , Kenya , Malaria/drug therapy , Oral Hygiene/methods , Plants, Edible/classification , Plants, Medicinal/classification , Surveys and Questionnaires
7.
Phytochemistry ; 65(7): 939-44, 2004 Apr.
Article in English | MEDLINE | ID: mdl-15081299

ABSTRACT

From the quaternary alkaloidal fraction of the bark and the root of Xylopia parviflora (Annonaceae), four isoquinoline alkaloids, xylopinidine, dehydrocoreximine, N, N-dimethylanomurine and N-methylphoebine were isolated along with the known compounds, pycnarrhine, lotusine, 6,7-dimethoxy-2-methyl-isoquinolinium salt, 1,2-dehydroreticuline, (-)-phellodendrine, (+)-tembetarine, (-)-litcubine, (+)-magnoflorine, tetradehydroreticuline, (-)-oblongine, (+)-menisperine, (+)-N-methylcorydine, stepharanine, (+)-xanthoplanine, dehydrodiscretine, jatrorrhizine and palmatine. 3,4-Dihydro-6,7-dimethoxy-2-methyl-isoquinolinium and N-methylpurpuerine were isolated as natural products for the first time. Their structures were determined on the basis of spectroscopic evidence.


Subject(s)
Alkaloids/chemistry , Annonaceae/chemistry , Isoquinolines/chemistry , Alkaloids/isolation & purification , Isoquinolines/isolation & purification , Mass Spectrometry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Bark/chemistry , Plant Roots/chemistry , Spectrophotometry, Ultraviolet
8.
Chem Pharm Bull (Tokyo) ; 52(1): 138-41, 2004 Jan.
Article in English | MEDLINE | ID: mdl-14709883

ABSTRACT

Two new C-benzylated dihydrochalcones, isochamuvaritin (1) and acumitin (2), have been isolated from the African medicinal plant Uvaria acuminata, together with the previously reported benzylbenzoate (3), uvaretin (4), isouvaretin (5), diuvaretin (6), and uvangoletin (7). The structural elucidation of compounds 1 and 2 in spectroscopic studies is described. C-Benzylated dihydrochalcones, especially 1, 2, 4, and 6, showed considerable cytotoxicity toward human promyelocytic leukemia HL-60 cells.


Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Chalcone/chemistry , Chalcone/pharmacology , Uvaria/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Cell Survival/drug effects , Chalcone/isolation & purification , Chromatography, High Pressure Liquid , HL-60 Cells , Humans , Magnetic Resonance Spectroscopy , Plant Extracts , Plant Roots/chemistry , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, Infrared , Spectrophotometry, Ultraviolet , Spectroscopy, Fourier Transform Infrared
9.
Bioorg Med Chem ; 10(10): 3245-55, 2002 Oct.
Article in English | MEDLINE | ID: mdl-12150870

ABSTRACT

Biological assay guided fractionation of a dichloromethane extract of Synaptolepis kirkii led to the isolation of four new and five known daphnane-type diterpene orthoesters, whose structure was established by spectroscopic data. Full spectroscopic data of the new and known natural products are reported here for the first time. Pronounced neurotrophic and substantial antileukaemia activities of these compounds were found in in vitro assays.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Nerve Growth Factors/isolation & purification , Animals , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Cell Survival/drug effects , Chick Embryo , Diterpenes/chemistry , Diterpenes/isolation & purification , Diterpenes/pharmacology , Ganglia, Spinal/cytology , Ganglia, Spinal/drug effects , Humans , Leukemia/drug therapy , Models, Molecular , Molecular Structure , Nerve Growth Factors/chemistry , Nerve Growth Factors/pharmacology , Neurons/drug effects , Terpenes/chemistry , Terpenes/isolation & purification , Terpenes/pharmacology , Thymelaeaceae/chemistry , Triterpenes/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Tumor Cells, Cultured
10.
J Nat Prod ; 65(5): 783-5, 2002 May.
Article in English | MEDLINE | ID: mdl-12027769

ABSTRACT

A new homoprenylated benzochromene, methyl-5,10-dihydroxy-7-methoxy-3-methyl-3-[4-methyl-3-pentenyl]-3H-benzo[f]chromene-9-carboxylate (1), was isolated from the roots of Pentas bussei, collected from Kenya. The structure of this new compound was determined by spectroscopic data interpretation.


Subject(s)
Benzopyrans/isolation & purification , Plants, Medicinal/chemistry , Rubiaceae/chemistry , Benzopyrans/chemistry , Chromatography, High Pressure Liquid , Chromatography, Thin Layer , Kenya , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry
11.
Phytother Res ; 16(1): 66-70, 2002 Feb.
Article in English | MEDLINE | ID: mdl-11807969

ABSTRACT

Bioassay-guided fractionation of the dichloromethane extracts of the roots and the bark of Zanthoxylum usambarense led to the isolation of two physiologically active compounds, i.e. canthin-6-one 1 (fungicide) and pellitorine 4 (insecticide). Together with oxychelerythrine 2, norchelerythrine 3, (+)-sesamin 5 and (+)-piperitol-3,3-dimethylallyl ether 6, they were isolated for the first time from this plant.


Subject(s)
Fatty Acids, Unsaturated/pharmacology , Fungicides, Industrial/pharmacology , Indoles/pharmacology , Insecticides/pharmacology , Naphthyridines/pharmacology , Plant Extracts/pharmacology , Rutaceae , Animals , Carbolines , Fatty Acids, Unsaturated/chemistry , Fatty Acids, Unsaturated/isolation & purification , Fungi/drug effects , Fungicides, Industrial/chemistry , Fungicides, Industrial/isolation & purification , Houseflies/drug effects , Indole Alkaloids , Indoles/chemistry , Indoles/isolation & purification , Insecticides/chemistry , Insecticides/isolation & purification , Microbial Sensitivity Tests , Naphthyridines/chemistry , Naphthyridines/isolation & purification , Permethrin/pharmacology , Plant Bark/chemistry , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Roots/chemistry , Polyunsaturated Alkamides
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