Four New Cytotoxic Germacranolides from Carpesium divaricatum

Abstract

In a bioassay-guided search for cytotoxic compounds from higher plants of South Korea, four new sesquiterpenes of the germacranolide type, named cardivins A (1), B (2), C (3), and D (4), have been isolated from the aerial parts of Carpesium divaricatum. Structures of these compounds were elucidated on the basis of spectroscopic techniques. Compounds 1, 2, 3, and 4 showed cytotoxicity to the human tumor cells, A-549 (nonsmall cell lung), SK-OV-3 (ovary), SK-MEL-2 (skin), XF-498 (central nervous system), and HCT-15 (colon).

Antiplasmodial activity of ineupatorolides A from Carpesium rosulatum

“…Seeds of Carpesium species are explored as a traditional expellent of seat worms in Japan (Maruyama et al 1995). Previous works on Carpesium species report the occurrence of several germacranolides and triterpenoids in C. divaricatum as well as the determination of biological activities including cytotoxicity assays (Kim et al 1997). Maruyama et al reported the isolation of several sesquiterpene lactones from the genus Carpesium; granilin (Maruyama and Shibata 1975), carpesiolin, carabrone (Maruyama and Omura 1977), carabrol and ivaxillin (Maruyama et al 1983).…”

Inhibition of Preadipocyte Differentiation by Germacranolides fromCalea urticifoliain 3T3-L1 Cells

“…Germacranolides, [1][2][3][4] heiangolides, isoeugenol derivatives and phlorogluciol derivatives 1) have been isolated from this medicinal plant. Germacranolides have been reported to have several activities such as apoptosis-inducement, 5,6) cytotoxicity, 4,[6][7][8][9][10] antifungal activity, [11][12][13] and inhibitory activity against nuclear factor kappaB. [14][15][16] 3T3-L1 cells are known to differentiate into adipocytes under the appropriate conditions, 17) and have been useful as a model for adipose cells, which are one of the major sites of lipid and glucose metabolism.…”

The genus Carpesium: A review of its ethnopharmacology, phytochemistry and pharmacology

“…in South Korea (Kim et al, 1997a). In addition, two known germacranolides, which were named carabrolactone A (89) and 11(13)-dehydroivaxillin (87), were isolated from Carpesium faberi C.Winkl.…”

“…Most of these plants are distributed across Asia and Europe, particularly in the mountainous areas of Southwest China, and several species are endemic to China (Editorial board of Flora of China, 1979). In China, Korea, and Japan, many Carpesium plants have been used in traditional medicines for treating various diseases such as fevers, colds, bruises, insect and snake bites, inflammatory diseases due to the antipyretic, analgesic, vermifugic, haemostatic, detoxifying and anti-inflammatory properties of their extracts (Editorial board of Flora of China, 1979;Kim et al, 1997a;Yook, 1981;Editorial board of Chinese Materia Medica, 1999; Committee for the Pharmacopoeia of PR China, 2010). Based on current pharmacological studies, the extracts could also treat cancer, leukaemia, malaria, etc.…”