Parvifloracin and parviflorin: cytotoxic bistetrahydrofuran acetogenins with 35 carbons from Asimina parviflora (Annonaceae)

1994 ◽  
Vol 72 (2) ◽  
pp. 287-293 ◽  
Author(s):  
Sunil Ratnayake ◽  
Zhe-Ming Gu ◽  
Laura R. Miesbauer ◽  
David L. Smith ◽  
Karl V. Wood ◽  
...  

Using lethality to brine shrimp, activity-directed fractionation of extracts of Asimina parviflora (Michx.) Dunal. (Annonaceae) has led to the isolation of two new and four known acetogenins (1–6). Compound 1, parvifloracin, is the first nonadjacent bistetrahydrofuran acetogenin with 35 carbons. Compound 2, parviflorin, is an unusual adjacent bistetrahydrofuran acetogenin with 35 carbons. Bullatacin (3), molvizarin (4), annonacin (5), and goniothalamicin (6) are also reported for the first time from this plant. Brine shrimp lethality test data and comparative cytotoxicities of 1–6 against three human solid tumor cell lines are presented.

2010 ◽  
Vol 20 (5) ◽  
pp. 1504-1506 ◽  
Author(s):  
Simonas Rudys ◽  
Carla Ríos-Luci ◽  
Eduardo Pérez-Roth ◽  
Inga Cikotiene ◽  
José M. Padrón

2021 ◽  
Author(s):  
Exequiel O. J. Porta ◽  
María Sol Ballari ◽  
José M. Padrón ◽  
Guillermo R. Labadie

Aim: We proposed to determine the antiproliferative activity of a series of synthetic salirasib analogs, presenting or not a 1,2,3-triazole linker, against five different cancer cell lines. Results: Bioassay, cheminformatic, and in silico ADME-Tox allowed the identification of new potent analogs. SAR analysis allowed the identification of structural and physicochemical features that benefit the antiproliferative activity. Conclusion: Isoprenyl R chains with three or more isoprene units, or long aliphatic R chains are the preferred ones within the active compounds. Likewise, we have identified three compounds with better activity profiles than salirasib against all the cell lines tested.


1996 ◽  
Vol 224 (2) ◽  
pp. 189-197 ◽  
Author(s):  
Masafumi Wasa ◽  
Barrie P. Bode ◽  
Steven F. Abcouwer ◽  
Cynthia L. Collins ◽  
Kenneth K. Tanabe ◽  
...  

2012 ◽  
Vol 7 (10) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Guillermo F. Reta ◽  
Carlos E. Tonn ◽  
Carla Ríos-Luci ◽  
Leticia G. León ◽  
Eduardo Pérez-Roth ◽  
...  

In this study, we synthesized a series of phenylpropanoic acid derivatives based on modifications at four selected points of the molecular scaffold. The in vitro antiproliferative activities of the compounds were examined in representative human solid tumor cell lines. A SAR was established pointing out the relevance of the substituents. The best activity profiles were obtained for the derivatives bearing more lipophilic esters (GI50 3.1-21 μM).


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