Isolation of a New 15-Membered Macrocyclic Glycolipid Lactone, Cuscutic Resinoside A from the Seeds of<i>Cuscuta chinensis</i>: A Stimulator of Breast Cancer Cell Proliferation

Kaoru Umehara, Kiyomitsu Nemoto, Tsutomu Ohkubo, Toshio Miyase, Masakuni Degawa, Hiroshi Noguchi

Planta Medica · 2004 · 48 citations · 0 references

Concepts

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.