Synthesis and anticancer studies of Michael adducts and Heck arylation products of sesquiterpene lactones, zaluzanin D and zaluzanin C from Vernonia arborea. Issue 67 (14th November 2018)

• Record Type: Journal Article
• Authors: Valkute, Tushar R.; Aratikatla, Eswar K.; Gupta, Neha A.; Ganga, S.; Santra, Manas K.; Bhattacharya, Asish K.
• Is Part Of: RSC advances. Volume 8:Issue 67(2018)
• Page Start: 38289
• Page End: 38304
• Publication Date: 2018-11-14
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra06238b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Sesquiterpene lactones containing α-methylene-γ-lactones, zaluzanin D1 and zaluzanin C2 were isolated from the leaves of Vernonia arborea . Abstract : Sesquiterpene lactones containing α-methylene-γ-lactones, zaluzanin D1 and zaluzanin C2 were isolated from the leaves of Vernonia arborea . Several diverse Michael adducts (3–22 ) and Heck arylation analogs (23–34 ) of1 have been synthesized by reacting with various amines and aryl iodides, respectively and were assayed for their in vitro anticancer activities against human breast cancer cell lines MCF7 and MDA-MB-231. Among all the synthesized analogs, Michael adducts9 and10 showed better anticancer activities as compared to1 . However, among these compounds, only10 has minimal cytotoxic effect on normal breast epithelial MCF10A cells. Our detailed mechanistic studies reveal that compounds9 and10 execute their antiproliferative activity through induction of apoptosis and thereby inhibit the cancer cells proliferation and compound10 could be a lead compound for designing potential anti-cancer compound.