Cytotoxic pyranonaphthoquinones from Melloa quadrival vis (Bignoniaceae)

Three new pyranonaphthoquinones: 5-hydroxy-6-methoxy-alpha-lapachone, 5,6-dihydroxy-a-lapachone and 4',5-dihydroxy-6-methoxy-alpha-lapachone, and two known compounds: lapachol and 5,5'-dihydroxy-3',4',7-trimethoxyflavanone, were isolated from the stem bark of Melloa quadrivalvis....

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Bibliographic Details
Published in:Natural product research 2005-04, Vol.19 (3), p.217-222
Main Authors: Lima, Cláudia S De Andrade, De Amorim, Elba L C, Nascimento, Silene C, De Araújo, Christiane F, Agra, Maria F, Barbosa-Filho, José M, Silva, Marcelo S, Da-Cunha, Emídio V L, Vieira, Ivo J Curcino, Braz-Filho, Raimundo
Format: Article
Language:English
Subjects:
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Bignoniaceae - chemistry
Carcinoma, Hepatocellular - pathology
Drug Screening Assays, Antitumor
Liver Neoplasms - pathology
Naphthoquinones - isolation & purification
Naphthoquinones - pharmacology
Plant Bark - chemistry
Plant Extracts - pharmacology
Tumor Cells, Cultured
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Summary:Three new pyranonaphthoquinones: 5-hydroxy-6-methoxy-alpha-lapachone, 5,6-dihydroxy-a-lapachone and 4',5-dihydroxy-6-methoxy-alpha-lapachone, and two known compounds: lapachol and 5,5'-dihydroxy-3',4',7-trimethoxyflavanone, were isolated from the stem bark of Melloa quadrivalvis. Their structures were established by spectrometric data, mainly 1D- and 2D-NMR and mass spectra. The methylazoetetrazolium (MTT) method using viable cells of the strain Hep2 and the strain NCIH-292 demonstrated cytotoxic activity. The CI50 was also calculated. The chloroform extract and 5-hydroxy-6-methoxy-alpha-lapachone inhibited cell growth.
ISSN:1478-6419
1478-6427