Lignans neolignans and norneolignans from krameria cystisoides

Achenbach, Hans; Grob, Johann; Domínguez, Xorge A.; Cano, G.; Verde-Star, María Julia; Brussolo, Luz Del Carmen; Muñoz, Gloria; Salgado, Fernando; López, Leticia Rodríguez

doi:10.1016/s0031-9422(00)82370-5

Cited by 105 publications

(73 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Their 1 H-, 13 C-NMR spectral data were identical to those of published values. 14,16) Eupomatenoid-5, eupomatenoid-6, and conocarpan were methylated and their antiproliferative effects were estimated. Table 1 shows the values of IC 50 of isolated and methylated compounds obtained from the hexane fraction of P. regnellii var.…”

Section: Resultsmentioning

confidence: 99%

Activity of Neolignans Isolated from Piper regnellii (MIQ.) C. DC. var. pallescens (C. DC.) YUNCK against Trypanosoma cruzi

Luize

Ueda-Nakamura²,

Filho³

et al. 2006

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

The in vitro antiproliferative effects of 4 neolignans purified from the ethyl-acetate extract from leaves of Piper regnellii (MIQ.) C. DC. var. pallescens (C. DC.) YUNCK against Trypanosoma cruzi were investigated. These isolated compounds were identified through spectral analyses of UV, EI-MS, 1 H-, 13 C-NMR, H-H COSY, gNOE, HETCOR, and HMBC. The compounds eupomatenoid-5, eupomatenoid-6, and conocarpan showed considerable activity against epimastigote forms of T. cruzi, with 50% inhibition concentrations (IC 50 ) of 7.0, 7.5, and 8.0 m mg/ml respectively. After methylation, these compounds showed a lessened inhibitory activity to the growth of the protozoan, suggesting that loss of the hydroxyl group from their molecules reduces the activity. The compound eupomatenoid-3 showed lower activity than the hexane fraction. Eupomatenoid-5 was significantly more active than benznidazole, the antiparasitic drug of choice for treatment of Chagas' disease. The crude extract, hexane fraction, and eupomatenoid-5 caused no lysis in sheep blood at concentrations which inhibit the growth of epimastigote forms. The compound eupomatenoid-5 showed low cytotoxic effects against Vero cells. These results provide new perspectives on the development of novel drugs obtained from natural products with trypanocidal activity. However, the extracts and active compound isolated from P. regnellii var. pallescens should be further studied in animal models for in vivo efficacy.

show abstract

Section: Resultsmentioning

confidence: 99%

Activity of Neolignans Isolated from Piper regnellii (MIQ.) C. DC. var. pallescens (C. DC.) YUNCK against Trypanosoma cruzi

Luize

Ueda-Nakamura²,

Filho³

et al. 2006

Biological & Pharmaceutical Bulletin

View full text Add to dashboard Cite

show abstract

“…2). The absolute structures of many dihydrobenzo[b]furan-type neolignans have been assigned 21,[40][41][42][43] on the basis of the CD results of Achenbach et al 44) However, Antus et al 45) re- …”

Section: Resultsmentioning

confidence: 99%

Aromatic Constituents from the Heartwood of Santalum album L.

et al. 2005

View full text Add to dashboard Cite

“…This procedure allowed the isolation of pure compounds 1 (98.5 mg), 2 (82.9 mg), 5 (55.1 mg), and 6 (181.3 mg) identified as eupomatenoid-6, eupomatenoid-5, eupomatenoid-3, and conocarpan, respectively (Fig. 1), by spectroscopic analysis and by comparison with literature data (Achenbach et al 1987, Chauret et al 1996, Snider et al 1997. Compounds 1, 2, and 6 were methylated with diazomethane to give methyl derivatives 3, 4, and 7, respectively (Fig.…”

Section: Methodsmentioning

confidence: 99%