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

نویسندگان

  • L F Maia
  • R A Epifanio
  • W Fenical
چکیده

Two new steroidal glycosides, 3beta-O-(3'-O-acetyl-beta-D-arabinopyranosyl)-25xi-choles tan e-3beta, 5alpha,6beta,26-tetrol-26-acetate (riisein A, 2) and 3beta-O-(4'-O-acetyl-beta-D-arabinopyranosyl)-25xi-choles tan e-3beta, 5alpha,6beta,26-tetrol-26-acetate (riisein B, 3), were isolated from extracts of the Brazilian telestacean octocoral Carijoa (Telesto) riisei collected near Rio de Janeiro. The new glycosides co-occur with the polyhydroxy sterol, 25xi-cholestane-3beta,5alpha,6beta, 26-tetrol-26-acetate (1), an inseparable diastereomeric mixture previously reported from Telesto riisei collected in Micronesia. The structures of the new glycosides were assigned by spectroscopic methods and by comparison with spectral data for sterol 1. Riiseins A and B showed in vitro cytotoxicity toward HCT-116 human colon adenocarcinoma with IC(50) values of 2.0 microg/mL.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Carijoside A, a Bioactive Sterol Glycoside from an Octocoral Carijoa sp. (Clavulariidae)

A new bioactive sterol glycoside, 3beta-O-(3',4'-di-O-acetyl-beta-D-arabinopyranosyl)-25xi-cholestane-3beta,5alpha,6beta,26-tetrol-26-acetate) (carijoside A, 1), was isolated from an octocoral identified as Carijoa sp. The structure of glycoside 1 was established by spectroscopic methods and by comparison with spectral data for the other known glycosides. Carijoside A (1) displayed significant ...

متن کامل

Prey selectivity of the octocoral Carijoa riisei at Pernambuco, Brazil.

This study was designed to evaluate prey selection (type and size) by the octocoral Carijoa riisei at Porto de Galinhas beach, Northeast Brazil, relating prey availability in plankton with the content inside polyps. Diatoms and cyanophytes were the predominant items found in both polyp gastric cavity and plankton. A correlation between prey abundance in the plankton and in the gastric cavity of...

متن کامل

Unusual chlorinated pregnanes from the eastern Pacific octocoral Cavijoa multiflora

Two unique chloro-pregnane steroids have been isolated from the eastern Pacific octocoral Carijoa multiflora and their structures and stereochemistries were determined on the basis of spectral studies and molecular mechanics calculations. © 2003 Elsevier Ltd. All rights reserved. Pregnane steroids and their glycosides are rare in the marine environment and, ahhough the first pregnane derivative...

متن کامل

Carijenone, a novel class of bicyclic prostanoid from the eastern Pacific octocoral Carijoa multiflora.

[structure: see text] An unprecedented biogenetically interesting bicyclic prostanoid 1, carijenone, has been isolated from the eastern Pacific octocoral Carijoa multiflora. The C-12 oxygenated function, characteristic of the coral cyclopentanone fatty acid derivatives, is involved in the formation of a five-membered oxane ring fused to the cyclopentane network. Its structure and stereochemistr...

متن کامل

Sponges associated with octocorals in the Indo-Pacific, with the description of four new species.

Sponges are characterised by high levels of phenotypic plasticity, thus allowing the same species to live in different habitats by taking different shapes. Here we describe 28 sponge species associated with the octocorals Carijoa riisei, Paratelesto rosea and Alertigorgia hoeksemai in Indonesia, Hawai'i and Vietnam, including four species that are new to science (Chondropsis subtilis, Hymedesmi...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Journal of natural products

دوره 63 10  شماره 

صفحات  -

تاریخ انتشار 2000