Issue 34, 2015
From the journal:

RSC Advances

Ricinodols A–G: new tetracyclic triterpenoids as 11β-HSD1 inhibitors from Ricinodendron heudelotii†

Jin-Hai Yu,a   Yu Shen,a   Yan Wu,a   Ying Leng,a   Hua Zhang*a  and  Jian-Min Yue*a  

* Corresponding authors

a State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, People's Republic of China
E-mail: h.zhang@simm.ac.cn, jmyue@simm.ac.cn
Tel: +86-21-5080-6718

Abstract

A search for 11β-HSD1 inhibitors from Ricinodendron heudelotii has afforded seven new tetracyclic triterpenoids ricinodols A–G (1–7), along with three known podocarpane-type diterpenoids (8–10). Ricinodols A (1) and B (2) possess a new carbon skeleton with a novel concurrent rearrangement of Me-19 (10 → 9) and Me-30 (14 → 8). Their structures were elucidated by comprehensive spectroscopic analyses and comparison with reported analogues, while the 24R-configuration of those with a 24-OH group was established by an in situ dimolybdenum CD method. Of these isolates, ricinodol E (5) exhibited the best inhibitory activities against both human and mouse 11β-HSD1 with IC50 values of 0.36 ± 0.26 and 0.84 ± 0.18 μM, respectively.

Graphical abstract: Ricinodols A–G: new tetracyclic triterpenoids as 11β-HSD1 inhibitors from Ricinodendron heudelotii

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Article information

DOI
https://doi.org/10.1039/C5RA01857A
Article type
Paper
Submitted
30 Jan 2015
Accepted
09 Mar 2015
First published
09 Mar 2015

RSC Adv., 2015,5, 26777-26784

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Ricinodols A–G: new tetracyclic triterpenoids as 11β-HSD1 inhibitors from Ricinodendron heudelotii

J. Yu, Y. Shen, Y. Wu, Y. Leng, H. Zhang and J. Yue, RSC Adv., 2015, 5, 26777 DOI: 10.1039/C5RA01857A

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