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1.
J Nat Prod ; 63(11): 1503-6, 2000 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-11087592

RESUMEN

Asitrocin (1) and the mixture of (2,4)-cis- and trans-asitrocinones (2 and 3), new bioactive Annonaceous acetogenins, were isolated from the seeds of Asimina triloba by activity-directed fractionation using the brine shrimp lethality test. Asitrocin and the mixture of (2,4)-cis- and trans-asitrocinones have a configuration of erythro/trans/threo from C-15 to C-20, the mono-THF moiety with two flanking hydroxyl groups. The structures were determined by spectroscopic methods. These acetogenins showed potent bioactivities in the brine shrimp lethality test (BST) and among six human solid tumor cell lines with notable selectivity for the prostate (PC-3) and the pancreatic (MIA PaCa-2) cell lines at 10-100 times the potency of adriamycin.


Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Furanos/aislamiento & purificación , Lactonas/aislamiento & purificación , Plantas Medicinales/química , Animales , Antineoplásicos Fitogénicos/farmacología , Artemia , Ensayos de Selección de Medicamentos Antitumorales , Furanos/farmacología , Humanos , Lactonas/farmacología , Espectroscopía de Resonancia Magnética , América del Norte , Espectrometría de Masa Bombardeada por Átomos Veloces , Espectrofotometría Infrarroja , Espectrofotometría Ultravioleta , Células Tumorales Cultivadas
2.
Arch Pharm Res ; 22(5): 524-8, 1999 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-10549583

RESUMEN

cis-Annonacin (1) and the mixture of (2,4)-cis-and trans-isoannonacins (2 and 3), three known mono-tetrahydrofuran annonaceous acetogenins, have been isolated from the seeds of Annona cherimolia by the use of the brine shrimp lethality test (BST) for bioactivity directed fractionation. Their structures were elucidated based on spectroscopic and chemical methods. 1 showed potent cytotoxicities in the brine shrimp lethality test (BST) and among six human solid tumor cell lines with notable selectivity for the pancreatic cell line (PaCa-2) at about 1,000 times the potency of adriamycin. The mixture of 2 and 3 is over 10,000 times cytotoxic as adriamycin in the pancreatic cell line (PaCa-2). All of the compounds are about 10 to 100 times as cytotoxic as adriamycin in the prostate cell line (PC-3).


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Furanos/farmacología , Lactonas/farmacología , Magnoliopsida/química , Animales , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Decápodos , Ensayos de Selección de Medicamentos Antitumorales , Furanos/química , Furanos/aislamiento & purificación , Humanos , Lactonas/química , Lactonas/aislamiento & purificación , Espectroscopía de Resonancia Magnética , Masculino , Espectrometría de Masas , Extractos Vegetales/química , Semillas/química , Células Tumorales Cultivadas
3.
J Nat Prod ; 62(9): 1250-5, 1999 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-10514307

RESUMEN

The new cytotoxic monotetrahydrofuran Annonaceous acetogenins, annocherin (1) and a mixture of (2,4)-cis- and trans-annocherinones (2 and 3), were isolated from the bioactive methanolic extract of Annonacherimolia seeds. Compounds 1-3 each possess an unusual 7-carbonyl group. Their structures were established on the basis of chemical and spectral evidence. Compounds 1-3 showed significant toxicity in the brine shrimp lethality test and cytotoxicity for six human solid tumor cell lines, with selectivity for the renal cell line (A-498) at potencies equivalent to Adriamycin.


Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Furanos/química , Furanos/aislamiento & purificación , Lactonas/aislamiento & purificación , Plantas Medicinales/química , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Furanos/farmacología , Humanos , Lactonas/química , Lactonas/farmacología , Estructura Molecular , Semillas/química , Análisis Espectral , Árboles/química , Células Tumorales Cultivadas
4.
Planta Med ; 62(2): 141-5, 1996 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-8657747

RESUMEN

We examined the antinociceptive effect of smilaxin B administered intracerebroventricularly (i.c.v.) in ICR mice. The tail-flick test was used as an analgesic assay. Smilaxin B showed a strong antinociceptive effect in a dose-dependent manner. Sulfated cholecystokinin (CCK-8s, 0.5 ng), muscimol (50ng), or MK-801 [(+/-)-5-methyl-10, 11-dihydro-5H-dibenzo [a,d]cyclohepten-5, 10-imine maleate, 1 microgram] injected i.c.v. significantly reduced inhibition of the tail-flick response induced by smilaxin B administered i.c.v. However, naloxone (2 microgram), baclofen (10 ng), or CNQX (6-cyano-7- nitroquinoxaline-2,3-dione, 0.5 microgram) injected i.c.v. did not affect inhibition of the tail-flick response induced by similaxin B administered i.c.v. The intrathecal (i.t.) injection of yohimbine (20 micrograms), but not methysergide (20 micrograms) and naloxone (2 microgram), significantly attenuated inhibition of the tail-flick response. induced by smilaxin B administered i.c.v. Our results suggest that GABAA or NMDA receptors but not opioid, GABAB, and non-NMDA receptors located at the supraspinal level may play important roles in the production of antinociception induced by smilaxin B administered supraspinally. Furthermore, smilaxin B administered supraspinally. may produce its antinociception by activating descending noradrenergic- but not opioidergic- and serotonergic-neurons.


Asunto(s)
Ventrículos Cerebrales/fisiología , Glicósidos/farmacología , Espirostanos/farmacología , 6-Ciano 7-nitroquinoxalina 2,3-diona/farmacología , Animales , Baclofeno/farmacología , Ventrículos Cerebrales/efectos de los fármacos , Maleato de Dizocilpina/farmacología , Glicósidos/administración & dosificación , Inyecciones Intraventriculares , Inyecciones Espinales , Masculino , Metisergida/farmacología , Ratones , Ratones Endogámicos ICR , Muscimol/farmacología , Naloxona/farmacología , Dolor , Sincalida/farmacología , Médula Espinal/efectos de los fármacos , Médula Espinal/fisiología , Espirostanos/administración & dosificación , Yohimbina/farmacología
5.
J Nat Prod ; 58(9): 1398-406, 1995 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-7494147

RESUMEN

Longicin [1] and (2,4-cis and trans)-goniothalamicinone [2], two new monotetrahydrofuran Annonaceous acetogenins, have been isolated from the leaves and twigs of Asimina longifolia (the long leaf paw paw) by the use of the brine shrimp lethality test for bioactivity-directed fractionation. The structures were elucidated based on spectroscopic and chemical methods. Compound 1 was converted to its ketolactone isomer, (2,4-cis and trans)-longicinone [3], to aid the stereochemical elucidation of 1. Compounds 1-3 showed selective and potent cytotoxicities to certain human tumor cell lines, with the potency of 1 against pancreatic carcinoma (PaCa-2) over one million times that of adriamycin. Nine known cytotoxic acetogenins, annonacin, xylomaticin, isoannonacin, gigantetrocins A and B, muricatetrocins A and B, gigantetrocin-A-one and goniothalamicin, were also isolated for the first time from this species.


Asunto(s)
4-Butirolactona/análogos & derivados , Antineoplásicos Fitogénicos/aislamiento & purificación , Plantas Medicinales/química , Árboles/química , 4-Butirolactona/química , 4-Butirolactona/aislamiento & purificación , 4-Butirolactona/farmacología , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Humanos , Espectroscopía de Resonancia Magnética , Estructura Molecular , Células Tumorales Cultivadas
6.
Taehan Kanho ; 29(3): 25-35, 1990 Aug 30.
Artículo en Coreano | MEDLINE | ID: mdl-2214653

RESUMEN

It is a fact that there are recent increasing trends of incidence of the colorectal carcinoma among other colorectal diseases. In such trend, the early detection remain to be most important by the air contrast barium enema and total fiber optic colonoscopy There are several ways to prepare the colon for barium enema and fiber optic colonoscopy which include several agents. The mechanical cleansing have been used most frequently since Brown's method was adapted to be most perfect for colon cleansing. The ideal laxatives and enema solutions were limited to adequate dose, it's effectiveness, patient's diet and bowel habit, minimal side effect, low cost and simple to perform. In order to compare the effectiveness of various cleansing solutions, six experimental methods were formed as shown; 1. normal saline enema, 2. castor oil with normal saline enema, 3. castor oil with soapsuds enema, 4. magnesium citrate with normal saline, 5. magnesium citrate with soapsuds enema and 6. ingestion of Golyetly solution. The authors have compared and determined the degree of cleanliness by an experienced endoscopist The total number of patients was 247, age distribution was 43 +/- 15 years old, and sex distribution was 133 males and 114 females. The grade I and II represented no difficulties at performing the fiber optic colonoscopy+, but grade III and IV had some difficulties, even unable to perform the fiber optic colonoscopy. The effectiveness the cleansing agents, represented with grade I and II was 95.9% (47/49) in method 6, 93.2% (54/58) in method 2, 83.3% (30/33) in method 3, 70.0% (28/40) in method 5, 66.7% (16/24) in method 1, and 45.7% (18/40) in method 4. Method 2 and 6 were the most effective in normal bowel habit patients. In constipated patients, method 6 was the most effective and all method except method 4 were effective in diarrhea patients. The degrees of less mucosal irritation by various bowel cleansing method were in the order of method 6(100%), 1(100%), 5(74%), 2(69%). In subjective symptoms and cleansing groups, abdominal distension, pain, nausea and vomiting were complained, and that's subject symptoms were in the order of method 3(88.9%), 6(79.6%), 1(75%), 5(72.5%), 2(72.4%), 4(67.5%). In conclusion, we believe that the Golytely of the mechanical cleansing solution for fiber optic colonoscopy was the most effective, but others depended on the patient's condition and bowel habit.


Asunto(s)
Neoplasias del Colon/diagnóstico , Enema/métodos , Neoplasias del Recto/diagnóstico , Adulto , Sulfato de Bario , Colonoscopía/métodos , Femenino , Tecnología de Fibra Óptica , Humanos , Masculino , Fibras Ópticas , Soluciones
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