title: Isolation of a new 15-membered macrocyclic glycolipid lactone, Cuscutic Resinoside a from the seeds of Cuscuta chinensis: a stimulator of breast cancer cell proliferation.
abstract: While searching for new estrogenic compounds from the plant kingdom, we investigated an extract of the seeds of Cuscuta chinensis (Convolvulaceae) which showed potency for stimulating MCF-7 cell proliferation. A novel resin glycoside, cuscutic resinoside A ( 6) was isolated along with five known compounds from the extract. The structure was deduced from its spectral data as (11 S)-hydroxyhexadecanoic acid 11- O-alpha- L-(4- O-2 R,3 R-nilylrhamnopyranosyl)-(1-->2)- O-alpha- L-rhamnopyranosyl-(1,2-lactone) forming a unique 15-membered macrocyclic lactone. The compound significantly stimulated not only MCF-7 cell proliferation but also T47D human breast cancer cells at a concentration of 10 microM. Along with cuscutamine ( 1) and kaempferol ( 4), 6 was tested in the transient luciferase reporter assay and was found to have different luciferase inducing activity characteristics from the other compounds. These results suggest that 6 stimulated cancer cell proliferation by a different mechanism from 1 and 4.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, Japan. umehara@ys7.u-shizuoka-ken.ac.jp
authors.forename: Kaoru
authors.initials: K
authors.lastname: Umehara
authors.forename: Kiyomitsu
authors.initials: K
authors.lastname: Nemoto
authors.forename: Tsutomu
authors.initials: T
authors.lastname: Ohkubo
authors.forename: Toshio
authors.initials: T
authors.lastname: Miyase
authors.forename: Masakuni
authors.initials: M
authors.lastname: Degawa
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Noguchi
mesh_terms: D001943:Breast Neoplasms / Q000473:pathology; D002455:Cell Division / Q000187:drug effects*; D045744:Cell Line, Tumor / Q000187:drug effects; D034182:Cuscuta; D005260:Female; D006017:Glycolipids / Q000494:pharmacology*; D006801:Humans; D007529:Isoflavones / Q000494:pharmacology*; D048789:Phytoestrogens; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D028321:Plant Preparations / Q000494:pharmacology*; D012639:Seeds
chemical_list: D006017:Glycolipids; D007529:Isoflavones; D048789:Phytoestrogens; D010936:Plant Extracts; D028321:Plant Preparations