Novel taxane derivatives from Taxus wallichiana with high anticancer potency on tumor cells

Abstract

Four novel taxane derivatives, N-debenzoyl-N-methyl-N-heptanoyl-taxol (1), N-debenzoyl-N-me-thyl-N-octanoyl-taxol (2), N-debenzoyl-N-methyl-N-(4-methylhexanoyl)-taxol (3), and N-debenzoyl-N-methyl-N-[(4Z)-1-oxo-4-tenenoyl]-taxol (4), were isolated from the ethanol extract of the whole plant of Taxus wallichiana.var.mairer. These structures were identified on the basis of extensive spectroscopic analysis, and their antitumor activity was evaluated against MCF-7, A549, and 3-AO cancer cell lines by the MTT method. Compound 3, the most promising one, exhibited encouraging effect with IC50 of 77 nm in MCF-7 cells, which was almost matching that of positive control Taxol. In further mechanism study, the tubulin polymerization assay demonstrated that four compounds caused shifts from the soluble tubulin (depolymerized tubulin) to the particulate tubulin fraction (polymerized) which was similar to Taxol. These results revealed novel natural products with paclitaxel-likemicrotu-bule-stabilizing activity owned their major importance in the clinical treatment of cancer.

Hydroxypropyl-β-Cyclodextrin Complexes of Styryllactones Enhance the Anti-Tumor Effect in SW1116 Cell Line

“…Hence, it is imperative to search for new chemotherapeutic agents that have better safety and efficacy profiles. In this context, the application of natural compounds is a promising approach (Sridhar et al, 2014;Levrier et al, 2015;Wang et al, 2016).…”

Abyssinone V‐4’ Methyl Ether Isolated from Erythrina droogmansiana (Leguminosae) Inhibits Cell Growth and Mammary Glands Hyperplasia Induced in Swiss Mice by the 7,12‐Dimethylbenz(a)anthracene

“…Due to the high frequency with which breast cancer reaches the human population, the quest for effective and less expensive medical treatment becomes a serious need. Hence, novel molecules are continuously being identified and developed from medicinal plants, which in general are less toxic and have presented effective results [ 11 ]. To contribute to the quest for safer anticancer molecules the in vitro and in vivo antiproliferative properties of Abyssinone V-4' methyl ether isolated from Erythrina droogmansiana (Leguminosae) were explored.…”

“…Faced with these difficulties, the quest for new anticancer molecules which are readily available, effective, and less expensive becomes a serious issue if these problems have to be overcome. Plants which are easily exploited give hope and make up a huge variety of anticancer substances with a wide variety of bioactive compounds [ 11 ]. Among these metabolites, there are abyssinones which are prenylated flavonoids.…”

Natural Products Research in China From 2015 to 2016

“…var. mairer (Jiangsu, China); compound 298 was cytotoxic against the MCF-7 cell line with an IC 50 of 0.077 μM (Wang et al, 2016f ). Six new withanolides and four new withanolide glucosides were obtained from Physalis pubescens (Liaoning, China).…”