New sesquiterpene lactones, vernonilides A and B, from the seeds of Vernonia anthelmintica in Uyghur and their antiproliferative activities

• Published in: Bioorganic & medicinal chemistry letters Vol. 26; no. 15; pp. 3608 - 3611
• Main Authors: Ito, Takuya, Aimaiti, Simayijiang, Win, Nwet Nwet, Kodama, Takeshi, Morita, Hiroyuki
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.08.2016; Elsevier
• Subjects: Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Antiproliferative activity; Asian Continental Ancestry Group; Cell Line, Tumor; Cell Proliferation - drug effects; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Humans; Lactones - chemistry; Lactones - isolation & purification; Lactones - pharmacology; Life Sciences & Biomedicine; Molecular Structure; Pharmacology & Pharmacy; Physical Sciences; Science & Technology; Seeds - chemistry; Sesquiterpene lactones; Sesquiterpenes, Guaiane - chemistry; Sesquiterpenes, Guaiane - isolation & purification; Sesquiterpenes, Guaiane - pharmacology; Structure-Activity Relationship; Vernonia; Vernonia - chemistry; Vernonia anthelmintica; Antiproliferative activity; Sesquiterpene lactones; Vernonia anthelmintica; ELEMANOLIDE DIMERS; PLANTS
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2016.06.009

[Display omitted] A new guaianolide sesquiterpene lactone, vernonilide A (1), and a new elemanolide sesquiterpene lactone, vernonilide B (2), were isolated from the seeds of Vernonia anthelmintica, together with three known elemanolide sesquiterpene lactones (3–5). The structures of the isolated compounds were elucidated on the basis of physicochemical evidences. Compounds 1, 3, and 4 showed strong antiproliferative activities against three human cancer cell lines (A549, HeLa, and MDA-MB-231), with IC50 values ranging from 0.10 to 1.00μM. In addition, 5 exhibited significant antiproliferative activities against HeLa and MDA-MB-231 cells, with IC50 values ranging from 1.90 to 2.20μM. The antiproliferative activities of the acetyl derivatives 6 and 7 prepared from 4 and 3, respectively, against the three cell lines were 4–10-fold weaker than the original activities.