Six new withanolide-type steroids from the leaves of Solanum cilistum

Citation
Xh. Zhu et al., Six new withanolide-type steroids from the leaves of Solanum cilistum, CHEM PHARM, 49(2), 2001, pp. 161-164
Citations number
3
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
49
Issue
2
Year of publication
2001
Pages
161 - 164
Database
ISI
SICI code
0009-2363(200102)49:2<161:SNWSFT>2.0.ZU;2-9
Abstract
Six new withanolide-type steroids, designated cilistols v, t, i, j, y and w (1-6, respectively), were obtained from the leaves of Solanum cilistum. Th eir respective structures were characterized by spectroscopic means as foll ows: Cilistol v (1) was (22R,24Z)-1 alpha ,3 beta ,22,26-tetrahydroxyergost -5,24-diene 26-O-beta -D-glucopyranoside, which is regarded as the precurso r of other withanolide-type steroids included in this title plant. Cilistol t (2) was (22R,24S,25R,26S)-24,25;22,26-dieposy-1 alpha ,3 beta ,26-trihyd roxyergost-5-ene 26-O-beta -D-glucopyranoside, and cilistols j (3) and i (3 ) corresponded to the substances probably formed by the cleavage of the epo xy ring at C-24 and 25 of 2. Cilistol y (5) was 3-O-sulphonyl (22R,24S,25R, 26R)-1-oxo-24,25; 22,26-diepoxy-3 beta ,17 alpha ,26-trihydroxyergost- 5-en e 26-O-beta -D-glucopyranoside, and cilistol w (6) corresponded to the subs tance obtained by the fission of the epoxy ring at C-24 and 25 of 5. The oc currence of these withanolide type steroids from Solanum genera is rare and worthy of note.