New cytotoxic sterol glycosides from the octocoral Carijoa (Telesto) riisei

Citation
Lf. Maia et al., New cytotoxic sterol glycosides from the octocoral Carijoa (Telesto) riisei, J NAT PROD, 63(10), 2000, pp. 1427-1430
Citations number
13
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
63
Issue
10
Year of publication
2000
Pages
1427 - 1430
Database
ISI
SICI code
0163-3864(200010)63:10<1427:NCSGFT>2.0.ZU;2-K
Abstract
Two new steroidal glycosides, 3 beta -O-(3'-O-acetyl-beta -D-arabinopyranos yl)-25 xi -cholestane-3 beta ,5 alpha ,6 beta ,26-tetrol-26-acetate (riisei n A, 2) and 3 beta -O-(4'-O-acetyl-beta -D-arabinopyranosyl)-25 xi -cholest ane-3 beta ,5 alpha ,6 beta ,26-tetrol-26-acetate (riisein B, 3), were isol ated from extracts of the Brazilian telestacean octocoral Carijoa (Telesto) riisei collected near Rio de Janeiro. The new glycosides co-occur with the polyhydroxy sterol, 25 xi -cholestane-3 beta ,5 alpha ,6 beta ,26-tetrol-2 6-acetate (1), an inseparable diastereomeric mixture previously reported fr om Telesto riisei collected in Micronesia. The structures of the new glycos ides were assigned by spectroscopic methods and by comparison with spectral data for sterol 1. Riiseins A and B showed in vitro cytotoxicity toward HC T-116 human colon adenocarcinoma with IC50 values of 2.0 mug/mL.