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1.
Nat Prod Res ; 32(7): 767-772, 2018 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-28778140

RESUMEN

A new chalcone named as balanochalcone (1) together with eight known compounds, methyl caffeate (2), ß-hydroxydihydrochalcone (3), methyl gallate (4), dimethyl-6,9,10-trihydroxybenzo[kl]xanthene-1,2-dicarboxylate (5), p-coumaric acid (6), quercetin (7), scopoletin (8) and pinoresinol (9) have been isolated from the ethyl acetate extract of Vietnamese Balanophora laxiflora Hemsl. Their structures were characterised by IR, UV, HR-ESI-MS, 1D and 2D NMR and CD spectroscopies. Compounds 2 and 5 showed moderate cytotoxicity against four cancer cell lines, KB (a human epidermal carcinoma), MCF7 (human breast carcinoma), SK-LU-1 (human lung carcinoma) and HepG2 (hepatocellular carcinoma). In addition, compounds 1 and 5 showed moderate antioxidant activity.


Asunto(s)
Antineoplásicos Fitogénicos/química , Antioxidantes/farmacología , Chalconas/química , Santalaceae/química , Antineoplásicos Fitogénicos/farmacología , Antioxidantes/química , Línea Celular Tumoral , Chalconas/farmacología , Ensayos de Selección de Medicamentos Antitumorales/métodos , Células Hep G2 , Humanos , Células MCF-7 , Espectroscopía de Resonancia Magnética , Estructura Molecular , Espectrometría de Masa por Ionización de Electrospray
2.
Molecules ; 19(12): 20257-65, 2014 Dec 03.
Artículo en Inglés | MEDLINE | ID: mdl-25479189

RESUMEN

Two new N-oxide alkaloids with pyrrolo[1,2-α]azepine skeleton, namely isoneostemocochinine-N-oxide (1) and neostemocochinine-N-oxide (2), as well as three known alkaloids with pyrido[1,2-α]azepine skeletons, were isolated and identified from the roots of Stemona cochinchinensis (Stemonaceae). The structures of these compounds were elucidated by 1D- and 2D-NMR spectra and other spectroscopic studies. Additionally, the 1H- and 13C-NMR characteristic of N-oxide Stemona alkaloids was summarized. Stemokerrin showed potent anti-tussive activity on citric acid-induced guinea pig model.


Asunto(s)
Alcaloides/química , Extractos Vegetales/química , Stemonaceae/química , Alcaloides/farmacología , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Óxidos
3.
Nat Prod Commun ; 9(12): 1741-2, 2014 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-25632473

RESUMEN

Two new phenylbenzofuran-type stilbenoids named stemofurans X and Y (1, 2) were isolated from the roots of Stemona pierrei and S. tuberosa, respectively, together with ten known compounds. These compounds were stemanthrenes B-C (3, 4), (+)-syringaresinol (5), maistemonine (6), isomaistemonine (7) and sesamin (8) from S. pierrei, and stemophenanthrenes A-C (9-11) and isopinosylvin A (12) from S. tuberosa. Stemofurans X-Y (1, 2) showed moderate cytotoxicity against the four cancer cell lines KB (human epidermal carcinoma), MCF7 (human breast carcinoma), SK-LU-1 (human lung carcinoma), and Hep-G2 (hepatocellular carcinoma).


Asunto(s)
Antineoplásicos Fitogénicos/aislamiento & purificación , Benzofuranos/aislamiento & purificación , Stemonaceae/química , Benzofuranos/química , Benzofuranos/farmacología , Línea Celular Tumoral , Humanos , Espectroscopía de Resonancia Magnética , Raíces de Plantas/química
4.
Nat Prod Res ; 27(24): 2328-32, 2013.
Artículo en Inglés | MEDLINE | ID: mdl-24016220

RESUMEN

Three new phenanthrenes, stemophenanthrenes A-C (1-3), along with one new stilbenoid, isopinosylvin A (4) and a known compound methyl ferulate (5), were isolated and identified from the roots of Stemona tuberosa Lour. plants, collected in Attapu province (Laos). Their structures were elucidated by spectroscopic analysis (FT-ICR-MS, IR, UV, 1D and 2D NMR). These compounds show moderate cytotoxic activity against four cancer cell lines, KB (a human epidermal carcinoma), MCF7 (human breast carcinoma), SK-LU-1 (human lung carcinoma) and HepG2 (hepatocellular carcinoma).


Asunto(s)
Antineoplásicos/química , Antineoplásicos/farmacología , Fenantrenos/química , Fenantrenos/farmacología , Raíces de Plantas/química , Stemonaceae/química , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Células Hep G2 , Humanos , Estructura Molecular
5.
Nat Prod Res ; 26(22): 2107-11, 2012.
Artículo en Inglés | MEDLINE | ID: mdl-22017625

RESUMEN

From the ethyl acetate extract of the seeds of Vietnamese Cnidium monnieri L., three coumarins, osthole (1), xanthotoxin (2), imperatorin (3) and a sterol, daucosterol (4) have been purified. Their structures were elucidated by spectroscopic analysis. Furthermore, 8-(3-hidroxy-3-methylbutyl)-7-methoxycoumarin (5) was synthesised from osthole (1) with a good yield (80%). In addition, compound 1 and its synthesis product (5) show moderate and non-selective cytotoxic activities against four cancer cells, KB (a human epidermal carcinoma), MCF7 (human breast carcinoma), SK-LU-1 (human lung carcinoma) and HepG2 (hepatocellular carcinoma).


Asunto(s)
Cnidium/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Semillas/química , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Cumarinas/química , Cumarinas/farmacología , Furocumarinas/química , Furocumarinas/farmacología , Células Hep G2 , Humanos , Sitoesteroles/química , Sitoesteroles/farmacología
6.
Nat Prod Res ; 22(10): 915-20, 2008.
Artículo en Inglés | MEDLINE | ID: mdl-18626828

RESUMEN

Two new bisbenzopyrans, namely 3,3'-bis(3,4-dihydro-4-hydroxy-6,8-dimethoxy-2H-1-benzopyran) (1), and 8'-methoxy-3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (2), together with known 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3), as well as three known pyrido[1,2-alpha]azapine alkaloids, stemokerrin (4), oxystemokerrin (5) and oxystemokerrin-N-oxide (6), were isolated and identified from the roots of Stemona cochinchinensis. The structures of these compounds were elucidated by 1D- and 2D-NMR spectra and other spectroscopic studies.


Asunto(s)
Alcaloides/química , Raíces de Plantas/química , Stemonaceae/química , Benzopiranos/química , Espectroscopía de Resonancia Magnética , Estructura Molecular , Extractos Vegetales/química
7.
J Nat Prod ; 70(8): 1356-9, 2007 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-17636953

RESUMEN

Five new Stemona alkaloids, cochinchistemoninone (1), stemokerrin-N-oxide (2), oxystemokerrilactone (3), saxorumamide (4a), and isosaxorumamide (4b), as well as 12 known compounds, were isolated from the roots of Vietnamese Stemona saxorum. The structures of these alkaloids were characterized on the basis of spectroscopic methods.


Asunto(s)
Alcaloides/aislamiento & purificación , Plantas Medicinales/química , Stemonaceae/química , Alcaloides/química , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Raíces de Plantas/química , Vietnam
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