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. 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.
Lima
Cláudia S De Andrade
CS
Departamento de Biofísica e Radiobiologia, Universidade Federal de Pernambuco, 50740-521, Recife, PE, Brazil.
De Amorim
Elba L C
EL
Nascimento
Silene C
SC
De Araújo
Christiane F
CF
Agra
Maria F
MF
Barbosa-Filho
José M
JM
Silva
Marcelo S
MS
Da-Cunha
Emídio V L
EV
Vieira
Ivo J Curcino
IJ
Braz-Filho
Raimundo
R
D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology; D029402:Bignoniaceae / Q000737:chemistry*; D006528:Carcinoma, Hepatocellular / Q000473:pathology; D004354:Drug Screening Assays, Antitumor; D008113:Liver Neoplasms / Q000473:pathology; D009285:Naphthoquinones / Q000302:isolation & purification* / Q000494:pharmacology; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000494:pharmacology; D014407:Tumor Cells, Cultured
C499952:4',5-dihydroxy-6-methoxy-alpha-lapachone; C499950:5,6-dihydroxy-alpha-lapachone; C499951:5-hydroxy-6-methoxy-alpha-lapachone; D000972:Antineoplastic Agents, Phytogenic; D009285:Naphthoquinones; D010936:Plant Extracts; C008252:lapachol