Three new sesquiterpenoid glucosides of Ficus pumila fruit

Kitajima J, Kimizuka K, Tanaka Y. (2000), Three new sesquiterpenoid glucosides of Ficus pumila fruit, Chem. Pharm. Bull. 48(1) 77—80

As the glycosyl constituents of Ficus pumila L. fruits (Moraceae), three new sesquiterpenoid glucosides, pumilasides A, B and C were isolated together with benzyl beta-D-glucopyranoside, (E)-2-methyl-2-butenyl beta-D-glucopyranoside and rutin. Their structures were characterized as (1S,4S,5R,6R,7S,10S)-1,4,6-trihydroxyeudesmane 6-O-beta-D-glucopyranoside, (1S,4S,5S,6R,7R,10S)-1,4-dihydroxymaaliane 1-O-beta-D-glucopyranoside and 10 alpha, 11-dihydroxycadin-4-ene 11-O-beta-D-glucopyranoside by spectral and chemical methods.
The fruit of Ficus (F.) pumila L. (Moraceae, o¯hitabi in Japanese) has been used in Chinese folk medicine as antitumor, antiinflammatory and tonic medicament.1) In previous papers,2) we reported on the sterol and triterpenoid
components of this fruit. In this paper, we describe the isolation and characterization of three new sesquiterpenoid glucosides from the fruit, together with identification of the known glycosides. The methanolic extract of the fresh fruit was suspended in water and then extracted with ether, ethyl acetate and n-butanol, successively. The n-butanol extract was treated as described in Experimental to isolate three new sesquiterpenoid glucosides, pumilaside A (1), pumilaside B (2) and pumilaside C (3), together with the known glycosides 46, which were identified as benzyl b -D-glucopyranoside,3) (E)-2-methyl-2-butenyl b -D-glucopyranoside4) and rutin5) by comparison of 1H- and 13C-NMR spectra with those of authentic samples.

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