Antioestrogenic effect of trans-dehydrocrotonin, a nor-clerodane diterpene from Croton cajucara Benth. in rats

Abstract

This study examined trans‐dehydrocrotonin (t‐DCTN), a nor‐clerodane diterpene isolated from the Brazilian medicinal plant Croton cajucara Benth., for a possible antioestrogenic activity using immature rats as a model system for bioassay of oestrogen, and for an antiimplantation effect in regularly cycling rats of proven fertility. In the antioestrogen test, t‐DCTN (25 and 50 mg/kg) effectively prevented oestrogen‐induced increases of uterine wet weights. In addition, the vaginal openings provoked by oestrogen were completely prevented by t‐DCTN. However, blastocyst‐implantation was only insignificantly affected in t‐DCTN pretreated animals. These results suggest that t‐DCTN may be an antioestrogen and warrants further studies with regard to its mechanism of action. Copyright © 1999 John Wiley & Sons, Ltd.

Molecular phylogenetics and character evolution of the “sacaca” clade: Novel relationships of Croton section Cleodora (Euphorbiaceae)

“…Guided by the traditional ethnobotanical uses of C. cajucara, numerous researchers have explored the phytochemical and pharmacological properties of this species (Carvalho et al, 1996;Farias et al, 1997;Maciel et al, 1998aMaciel et al, , 1998bSouza-Brito et al, 1998;Grynberg et al, 1999;Lemos et al, 1999;Hiruma-Lima et al, 1999a;Maciel et al, 2000;Campos et al, 2002;Hiruma-Lima et al, 2002;Maciel et al, 2002;Grassi-Kassisse et al, 2003;Rosa et al, 2003;Alviano et al, 2005;Brito et al, 2006;Santos et al, 2006;Souza et al, 2006;Perazzo et al, 2007). The effectiveness of C. cajucara at reducing lipid and glucose levels has been demonstrated in the laboratory by several authors (Farias et al, 1996(Farias et al, , 1997Costa et al, 1999;Grynberg et al, 1999;Hiruma-Lima et al, 1999b;Maciel et al, 2000;Silva et al, 2001aSilva et al, , 2001b. Croton cajucara has also been shown to contain high levels of linalool, an alcohol used in the perfume industry (Araújo et al, 1971), which has raised much interest in this species among researchers in recent years (Moreno et al, 2009).…”

Uma revisão das atividades biológicas da trans-desidrocrotonina, um produto natural obtido de Croton cajucara

“…foi administrada 60 min antes da indução de lesão por carragenina (1% em solução salina; 250 μL/animal). A inibição da migração de leucócitos para o líquido pleural pela DCTN foi de 33%, enquanto a dexametasona (fármaco padrão) apresentou Uma revisão das atividades biológicas da trans-desidrocrotonina, um produto natural obtido de Croton cajucara inibição de 44% (Maciel et al, 2002a Costa et al, 1999).…”

“…Este 19-nor-clerodano mostrou correlação com grande parte das propriedades farmacológicas do Croton cajucara, tendo sido comprovado as seguintes atividades: hipoglicêmica (Farias et al, 1997;Silva et al, 2001a), hipolipidêmica (Silva et al, 2001a,b,c;Bighetti et al, 2004), antigenotóxica (Agner et al, 1999;Agner et al, 2001), antiulcerogênica (Rodríguez et al, 2004;SouzaBrito et al, 1998;Hiruma-Lima et al, 1999;Maciel et al, 2000), antitumoral (Maciel et al, 2000;Grynberg et al, 1999;Melo et al, 2004), antiinfl amatória e antinociceptiva (Maciel et al, 2002a;Carvalho et al, 1996), antiestrogênica (Luna Costa et al, 1999) e cardiovascular (Silva et al, 2005). Atualmente, a partir de modifi cações químicas da molécula de DCTN estão sendo desenvolvidos estudos que objetivam a avaliação da relação estrutura/atividade biológica Maciel et al, 2000;Grynberg et al, 1999;Melo et al, 2004;Anazetti et al, 2003;Anazetti et al, 2004;Melo et al, 2001).…”

Clerodane Diterpenes from Croton Species: Distribution and a Compilation of their 13C NMR Spectral Data

“…Both compounds also presented antitumor activity [117] and reduced the in vitro uptake basal acid secretion induced by histamine and inhibited the in vivo basal acid secretion in pylorus-ligature rats and oxyntic glands isolated from rabbit gastric mucose [60]. [121][122], antiestrogenic [123], hypoglycemic [124], antigenotoxicity [125][126], anti-inflammatory, and antinociceptive effects [60]. [56].…”