Bioactivity‐guided Isolation of Cytotoxic Sesquiterpene Lactones of Gochnatia polymorpha ssp. floccosa

Abstract

Phytochemical study of Gochnatia polymorpha (Less) Cabr. ssp. floccosa Cabr. trunk bark, guided by antiproliferative assays on 10 human cancer cell lines and the VERO cell line, yielded six known compounds identified as the triterpene bauerenyl acetate, the guaianolide 11α,13-dihydrozaluzanin C and the dimeric guaianolides 10-desoxygochnatiolide A, gochnatiolide A, 8-hydroxi-10-desoxygochnatiolide A and 8-hydroxigochnatiolide A. Extracts, fractions of extracts and isolated compounds were tested in vitro against a panel of human cancer cell lines, including U251 (glioma, CNS), UACC-62 (melanoma), MCF-7 (breast), NCI-ADR/RES (drug-resistant ovarian), 786.0 (kidney), NCI-H460 (lung, no small cells), PC-3 (prostate), OVCAR-3 (ovarian), HT-29 (colon), K562 (leukemia) and against the VERO no cancer cell line. Bauerenyl acetate was inactive, while 11α,13-dihydrozaluzanin C showed weak activity against UACC62 and the VERO cell line. The most active compounds were 10-desoxygochnatiolide A and gochnatiolide A, which inhibited the growth of kidney, melanoma, ovarian-resistant and glioma cell lines with values of TGI (total growth inhibition) varying 0.21-1.09 µg/mL. This is the first report about cytotoxic activity of dimeric lactones against cell lines.

Moquiniastrum polymorphum subsp floccosum extract: screening for mutagenic and antimutagenic activity

“…The chemopreventive potential, as well as the cell cycle arrest capacity, of M. polymorpha supports the results of Strapasson et al (2012), who reported anticarcinogenic activity in cultured tumor cells. In addition, Martins et al (2015) reported that Walker-256 tumor growth was inhibited when rats were treated with a dichloromethane fraction of M. polymorpha.…”

“…Sesquiterpene lactones, such as 11αH-13-dihydrozaluzanin C, 8-hydroxigochnatiolide A, 8-hydroxi-10-desoxigochnatiolide A, gochnatiolide A, gochnatiolide B, and 10-desoxygochnatiolide A, are considered the bioactive components of MPEE (Piornedo et al, 2011;Strapasson et al, 2012;Martins et al, 2015). Sesquiterpene lactones may interfere with some key biological processes, such as cell signaling, proliferation, and death/apoptosis, and mitochondrial respiration, all of which constitute the molecular basis of their diverse pharmacological activities.…”

“…Experimental studies have demonstrated that M. polymorphum ethanolic extracts and isolated compounds have anti-inflammatory (Moreira et al, 2000;Piornedo et al, 2011;David et al, 2014), antispasmodic (Schlemper et al, 2011), and cytotoxic effects in several tumor cell lines (Strapasson et al, 2012;Martins et al, 2015). Components of these extracts include sesquiterpene lactones, triterpenes, diterpenes, flavonoids, and coumarins (Farias et al, 1984;Bohlmann et al, 1986;Sacilotto et al, 1997;Moreira et al, 2000;Catalan et al, 2003).…”

Effects of Moquiniastrum polymorphum ssp floccosum ethnolic extract on colorectal carcinogenesis induced by 1,2-dimethylhydrazine

“…Finally, our research group described the antineoplastic activity of this extract, its fractions, and isolated compounds in both in vitro and in vivo assays (Strapasson et al, 2012;Martins et al, 2015). The in vivo assays revealed that the dichloromethane fraction of this medicinal plant reduces the growth of Walker 256 carcinosarcoma (Martins et al, 2015).…”

“…Studies show that the plant is rich in sesquiterpene lactones, sesquiterpenes, diterpenes, triterpenes, flavonoids, coumarins, phenolic compounds, and essential oils (Strapasson et al, 2012).…”